Top 50 Vacation Rentals Healdsburg (California) 2018

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Winter Wineland 2017
Jun 10 to Jun 12

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Nice
Best Western Dry Creek Inn
163br 3-star Hotel
163 Bedrooms
Breakfast,
Gym,
Parking,
Pets OK,
Pool,
Wifi
- Details
Description
Located in Healdsburg, Best Western Dry Creek Inn is convenient to Raven Performing Arts Theater and Simi Winery. This hotel is within close proximity of Healdsburg Center for the Arts and Healdsburg Plaza....
Amenities
Breakfast
Gym
Parking
Pets OK
Pool
Wifi
Additional info
Bedrooms:163
Rating Overall Score75%
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Good
H2hotel
36br 4-star Hotel
36 Bedrooms
Breakfast,
Pets OK,
Pool,
Wifi
- Details
Description
From first glimpse of its undulating green roof the stylish sustainability of h2hotel stands out. Just a block from Healdsburg s bustling town plaza and minutes to over 100 wineries h2hotel is both an ideal base camp for exploring and a serene place to return to and renew.36 eco-chic rooms with private patios or balconies have bamboo floors custom cabinetry an iPod dock HDTV and organic sheets. Baths are fashioned with hand-crafted tiles and...
Amenities
Breakfast
Pets OK
Pool
Wifi
Additional info
Bedrooms:36
Rating Overall Score87%
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Good
Hotel Healdsburg
55br 4-star Hotel
55 Bedrooms
Breakfast,
Gym,
Parking,
Pets OK,
Pool,
Wifi
- Details
Description
Hotel Healdsburg is a member of Design Hotels Hotel Healdsburg is located on the historic Healdsburg town plaza in the heart of Northern Sonoma Wine Country - One step out the door and guests are on the Town Square and may stroll into charming shops -fine restaurants -tasting rooms or simply relax and enjoy the redwood trees - Hotel Healdsburg is a completely non-smoking property...
Amenities
Breakfast
Gym
Parking
Pets OK
Pool
Wifi
Additional info
Bedrooms:55
Rating Overall Score88%
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Excellent
Hotel Les Mars
16br 4-star Hotel
16 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
With a stay at Hotel Les Mars, you'll be centrally located in Healdsburg, steps from Raven Performing Arts Theater and Healdsburg Plaza. This 4-star hotel is within close proximity of Healdsburg Center for the Arts and Healdsburg Museum....
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:16
Rating Overall Score91%
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Excellent
Heaven in the Oaks pure luxury B&B
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space Heaven in the Oaks An attractive, ultra-romantic, almost-a-cottage Bed&Breakfast is waiting for you in our restored 1930s-era vacation home just outside celebrated Healdsburg. We consider our B&B as a destination in itself for those who want to take full advantage of the delights of the Healdsburg-area Wine Country while at the same time luxuriating in the woodsy serenity of a secluded corner of northern Sonoma County—the historic Fitch Mountain district--and enjoying its recreational opportunities. Not least, it is the IDEAL...
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Bella Villa Messina
5br 4-star Bed & Breakfast
5 Bedrooms
10 Sleeps
- Details
Description
id="propery-desc">Everything you imagined and more. Elegant, high ceilinged rooms graced with heirloom antiques, artworks and objects d'art. Relax with a complimentary beverage in front of the Moss Rock fireplace or watch the sunset or the glorious vineyards from the deck. We are pleased to provide information about wineries, restaurants, ballooning, cycling, canoeing, and other recreational activities. And the little things too, so that you spend your time enjoying your days and luxuriating in your nights. It's easy when you...
Additional info
Bedrooms:5
Sleeps:10
Rating Overall Score94%
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Excellent
Dry Creek Valley Cottage
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Enjoy your stay in beautiful Dry Creek Valley, a pastoral rural setting surrounded by vineyards and local wineries, minutes from Healdsburg's historic quaint downtown plaza. The cottage is 480 square feet with big windows, high ceilings and its own private entrance. There is parking right in front. It has a complete kitchen, living room and bathroom with a mosaic tile shower. Right across the way you can take a lovely walk or run alongside the...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Camellia Inn
5br 4-star Bed & Breakfast
5 Bedrooms
12 Sleeps
- Details
Description
id="propery-desc">Surrounded by more than 50 varieties of its signature camellias, the inn, which is in the heart of the Dry Creek, Alexander and Russian River Valley wine regions, blends a vintage environment with modern luxury amenities. Nine rooms and suites offer complete privacy, with a full breakfast each morning. ...
Additional info
Bedrooms:5
Sleeps:12
Rating Overall Score88%
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Good
Healdsburg Inn, A Four Sisters Inn
12br 3-star Bed & Breakfast
12 Bedrooms
Breakfast,
Gym,
Parking,
Pets OK,
Wifi
Chic
Handpicked
- Details
Description
Situated in the city center, this romantic bed & breakfast is close to Healdsburg Plaza, Healdsburg Center for the Arts, and Raven Performing Arts Theater. Also nearby are Healdsburg Museum and Pezzi King Winery....
Amenities
Breakfast
Gym
Parking
Pets OK
Wifi
Additional info
Bedrooms:12
Rating Overall Score88%
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Good
Calderwood Inn
9br 4-star Hotel
9 Bedrooms
Breakfast,
Parking,
Pets OK,
Wifi
- Details
Description
Get an overview of this hotelRomantic guesthouse in Healdsburg with free breakfast Location Situated in Healdsburg, this romantic guesthouse is within a 15-minute walk of Raven Performing Arts Theater, Healdsburg Plaza, and Healdsburg Center for the Arts. Healdsburg Museum and Pezzi King Winery are also within 1 mi (2 km). Property Features Along with concierge services, this guesthouse has tour/ticket assistance and a garden. Free full breakfast is provided, as well as free WiFi in public areas, free self parking, and a free...
Amenities
Breakfast
Parking
Pets OK
Wifi
Additional info
Bedrooms:9
Rating Overall Score86%
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Excellent
2d apartment in the converted barn.
2br Farmhouse
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Our Transient Occupancy permit is #1352N. Its tax is 12% which is the owner's responsibility The quiet hours are 10pm-7am The maximum number of overnight guests is 4 The maximum number of vehicles allowed is 2 Guest Access Travelers are welcomed to explore the property and utilize its many amenities including the swimming pool, tennis and basketball court, 3-hole golf course, petanque court, the organic gardens, our forest lands, and the 2 creeks traversing the property Interaction with Guests I am available via airbnb to...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
ECO LUXE LODGE IN DRY CREEK, HUGE DECK, VIEWS
2br Hotel
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Absolutely charming 2 BR home on acre in wine country. Just 4 minutes to downtown Healdsburg and prominent wineries, but feels so "country." View of distant hills and grapevines, bird sanctuary, quiet, private road. Sip wine on huge deck surrounded by enchanting garden, water fountain, meditation room. Lodge is well appointed with upscale everything...artistic & tasteful and comfortable in every detail. Very clean. Wood burning fireplace, terrific modern kitchen, WIFI, big CD and...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Healdsburg Garden House
2br Home/Apartment
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space 1 mile hike to town square Walk to Russian River Enjoy quiet organic farm setting Vineyard views Guest Access Along with house there is an orchard, vineyard and vegetable garden with large patio exclusive to guest. Ramped entry and reserved parking makes coming and going a snap. Electronic keyed entry. Interaction with Guests Private space Owners close by if needed The Neighborhood Russian River Recreational Area Historic location on former Rancho Sotoyome (see wikipedia) Views of Fitch Mountain and Vineyards Getting Around Healdsburg Taxi UBER Bike rentals Canoe and Kayak rentals seasonally Other Things to Note Price includes 12% Sonoma...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
ZO Wines Estate : Room #4
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space About the room: "Sonoma Coast Room #4" has a king-size bed and private bath with a separate walk-in shower and a spa tub. Guest Access Feel free to access the grounds and the shared living areas and kitchen. Please leave the place the way you found it. Please limit your use of bathrooms to your private bath and stay out of other guests rooms. The Neighborhood Dry Creek Valley hosts numerous vineyards and wineries and Healdsburg is one of the best little...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Charming Apt. in Dry Creek Valley
2br Other
2 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Our special property is 8 plus acres on the Valley floor with about 1/4th of the land covered in a forest down to Dry Creek--one of 2 creeks traversing our property. We have extensively remodeled the buildings and added landscaping, organic gardens, and outdoor art. It is family friendly and the perfect place to have fun or just relax. Guest Access You are welcome to explore our property including our gardens, tennis court with a basketball hoop at one end,...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Wine Country Cottage in Healdsburg
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Imagine yourself relaxing in this lovely private rental approximately 1 mile from downtown Healdsburg. The property has a flourishing garden available for your picking pleasure while the veggies and fruit are in season. If you are so inclined, your fresh produce can be prepared in the completely furnished kitchen and enjoyed on the outside patio tables available for your dining experience. If cooking is not your forte, the number of local restaurants feature some of...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
ZO Wines Estate Villa
2br Bedroom
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space This is an upstairs private upstairs unit with two bedrooms, one bath, and a private sitting area. No kitchen. Guest Access Access is to the unit only. Private stair access to your unit. Parking is available on the last two bays on the left of the garage outdoors. Do not block the far right garage door. The Neighborhood Stay at the winemakers own private guest house. Walk through the vineyard to the winery and tasting room. We...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
The Grape Leaf Inn
13br 4-star Hotel
13 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotelRomantic bed & breakfast with free breakfast and bar/lounge Location Situated in Healdsburg, this romantic bed & breakfast is within a 10-minute walk of Raven Performing Arts Theater, Healdsburg Center for the Arts, and Healdsburg Plaza. Healdsburg Museum and Pezzi King Winery are also within 1 mi (2 km). Property Features This smoke-free bed & breakfast features a bar/lounge, concierge services, and free newspapers. Free cooked-to-order breakfast is provided, as well as free WiFi in public areas, free...
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:13
Rating Overall Score88%
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Excellent
Healdsburg Cottage-Walk to Plaza
1br Cottage
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space The cottage is a well-appointed, stand-alone unit with a private gate and entrance which provides an ideal retreat for touring the Sonoma and Napa wine country. Located in a garden setting 5 blocks from the Healdsburg Plaza in the central, historic district, it is adjacent to a 2-story, 1880's Victorian farmhouse in a friendly, pedestrian neighborhood. The cottage (500 sq. ft.) sleeps up to four people and offers an open, sunny living area with vaulted ceilings, a bedroom* and...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
Madrona Manor Wine Country Inn and Restaurant, HealdsburgMadrona Manor Wine Country Inn and Restaurant
22br 4-star Hotel
22 Bedrooms
Breakfast,
Parking,
Pool,
Wifi
- Details
Description
Get an overview of this hotelAdults-only hotel with free breakfast and seasonal outdoor pool Location Situated in Healdsburg, this hotel is within 1 mi (2 km) of Healdsburg Plaza, Healdsburg Center for the Arts, and Raven Performing Arts Theater. Healdsburg Museum and Pezzi King Winery are also within 2 mi (3 km). Hotel Features This hotel features a seasonal outdoor pool, concierge services, and free newspapers. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities...
Amenities
Breakfast
Parking
Pool
Wifi
Additional info
Bedrooms:22
Rating Overall Score86%
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Good
Healdsburg Inn on the Plaza, A Four Sisters Inn
14br Bed & Breakfast
14 Bedrooms
37 Sleeps
- Details
Description
id="propery-desc">The Healdsburg Inn on the Plaza is housed in a historic building situated directly on the Plaza, just steps from fine dining, great local shopping, and about 25 wine tasting rooms. Our 12 guestrooms feature luxurious bedding, flat-screen televisions, and bathrobes. Many have whirlpool bathtubs, fireplaces, and views of the Plaza. Enjoy complimentary wifi, a homemade hot breakfast buffet each morning, wine and hors d'oeuvres each afternoon, and fresh baked cookies throughout the day. ...
Additional info
Bedrooms:14
Sleeps:37
Rating Overall Score86%
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Excellent
Modern-Private-Luxurious-Views-Hot Tub - at Lavender Hill Vineyards
2br Other
2 Bedrooms
1 Bathroom
6 Sleeps
- Details
Description
DEAR POTENTIAL GUESTS OF DRY CREEK VILLA at LAVENDER HILL VINEYARDS: PLEASE CHECK OUR UP-TO-DATE CALENDAR FOR POTENTIAL AVAILABILITY AND THEN SEND US AN INQUIRY IF THE DATES APPEAR OPEN SO WE CAN DISCUSS THE PARTICULARS OF YOUR VISIT. WE ALSO ARE ABLE TO CONSIDER OCCASIONAL DISCOUNTED ONE-NIGHT OR LONGER STAYS - CONTACT US FOR DETAILS. WE ALSO CAN OFFER A DISCOUNT FOR FULL PREPAYMENT - PLEASE INQUIRE IF INTERESTED. THANK YOU! Bill & Scott Since 2008, over...
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
The Cabin HBG
1br Cabin
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space We have two independent, stand-alone properties located on-site. This listing is for our Cabin HBG,* which is further described below: The cabin is an updated cabin built in 1931 and recently updated. Snuggle up with a glass of wine in front of the fireplace or relax in the hot tub with views of the surrounding countryside. Designed to have an indoor/outdoor feeling, enjoy the enclosed porch with views of the Russian River, vineyards, Geyser Peak, and Mount St. Helena. Or...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Cabin In An Old Vine Zinfandel Vineyard. Dry Creek Valley. Five Miles To Plaza.
1br Cabin
1 Bedroom
1 Bathroom
2 Sleeps
- Details
Description
Cedar Wood Cabin. One Bedroom. Full kitchen. Sitting room. Coffee station (Keurig). Wifi (rural satellite dish - not urban hi speed). Direct TV. Wifi printer for passes. Bluetooth sound bar. A/C. Propane Heat. View deck with portable BBQ. Washer/Dryer. Garage for bicycle storage. TOT (Transit Occupancy Tax) #1443N Central location - Mid Dry Creek Valley. One mile paved driveway to West Dry Creek Road. Ten minutes (Five miles) to Healdsburg Plaza. Abundant birds and wildlife....
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
The laundry room
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Lovely 2 acre property with large backyard Seasonal vegetable garden, fig and plum trees to pick from. Indoor bath, Enclosed outdoor shower( the only shower), large deck with comfy outdoor lounge area and gas fire pit. Guest Access Outdoor shower / Fire Pit / BBQ / backyard deck with outdoor couch and chairs Shared use of hot tub. Interaction with Guests Owners live / Work on property, Guests have private entrance, loft has to pass through "Laundry Room" to get to loft. The...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
The Duchamp Healdsburg HotelThe Duchamp Healdsburg
6br 3.5-star Hotel
6 Bedrooms
Breakfast,
Parking,
Pool,
Wifi
- Details
Description
Get an overview of this hotelAdults-only hotel with free breakfast and outdoor pool Location Located in the heart of Healdsburg, this hotel is within a 10-minute walk of Raven Performing Arts Theater, Healdsburg Plaza, and Healdsburg Center for the Arts. Healdsburg Museum and Pezzi King Winery are also within 1 mi (2 km). Hotel Features An outdoor pool, a spa tub, and a meeting room are available at this hotel. Free breakfast (local cuisine), free WiFi in public areas, and free self parking...
Amenities
Breakfast
Parking
Pool
Wifi
Additional info
Bedrooms:6
Rating Overall Score88%
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Excellent
The Loft in Downtown Healdsburg
2br Home/Apartment
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space No dinner parties or events. TOT tax included in nightly rate. NOTE: To be sure we reply timely to your inquiry, PLEASE SUBMIT YOUR INQUIRY BETWEEN SUNDAY (noon PST) and FRIDAY (noon PST) . AirB&B enforces a 24-hour response for all inquiries (including weekends & holidays). Thank you! Guest Access Bicycles or other outdoor items can be stored on the secured patio just outside the Loft. Your Loft door key unlocks the patio gate. The Neighborhood One block from...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Vintage Home With River Views
4br Home/Apartment
4 Bedrooms
2 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space Light and bight our beautiful vacation home is located on the sunny side of Fitch Mountain. (Sonoma CountyTransient Occupancy Tax Certification # 433, Permit #ZPE11-0584) The Buena Vista Riverhouse is comfortable, relaxed and filled with original charm. The 500 square foot living room is perfect for gatherings of family and friends and has a stone fireplace and bay windows with window seats looking out at the Russian River. The dining room's walls of windows let light onto the custom...
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Chix Villa- on our family century + zin vineyard
1br Villa
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This is located in the middle of a working vineyard planted by my Italian immigrant grandparents - wake up surrounded by our 108 year old Bacchi Zinfandel vineyard. You will be staying in a once fully operational chicken house. Also Built owned and operated by my grandparents. You are literally at the center of what was their complete livelihood in the new world. With great passion, pride and vision I have restored this space into...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Grape Leaf Inn
13br 4-star Bed & Breakfast
13 Bedrooms
26 Sleeps
- Details
Description
id="propery-desc">Located only 3 blocks from Healdsburg's town square/plaza & restaurants, this 12 Bedroom bed & breakfast, with its 3 Alexander Valley Cottages, enjoys a 3-4 course country breakfast every morning. After gallivanting in the wine country, return to the inn for a private tasting in our cleverly disguised "speakeasy" hosting hard-to-find, boutique wineries. Check out the Grape Leaf Inn and even make reservations at, .grapeleafinn. See you soon. ...
Additional info
Bedrooms:13
Sleeps:26
Rating Overall Score88%
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Excellent
Healdsburg Roost in city center
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Gym
- Details
Description
The Space Because the Roost is a licensed guest room (B&B) we pay 14% bed tax to the City of Healdsburg. This tax is included in the nightly room price. Guest Access Guests will have full access to the room itself and the private porch overlooking the garden and North Street. There is also a private health club nearby that guests can access for a daily fee. Interaction with Guests Someone will be available to greet guests and, if needed, answer any questions or...
Amenities
Wifi
Gym
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Riverfront House With a View
2br Home/Apartment
2 Bedrooms
2 Bathrooms
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Our spacious 2 bedrooms house has high ceilings, wood floors and beautiful furniture, decorated with comfort and luxury in mind it can accommodate up to 4 people. It is surrounded by beautiful views of river and forest. The property has groomed landscaping with a bocce ball court and gazebo for entertainment. The bedrooms have very comfortable beds (a king and a queen bed) and there is a fully furnished kitchen with fridge, stove/oven, and dishwasher. There are...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
The Honor Mansion
13br Hotel
13 Bedrooms
Breakfast,
Parking,
Pool,
Wifi
- Details
Description
Get an overview of this hotel4-star hotel with free breakfast and outdoor pool Location Situated in Healdsburg, this hotel is within 1 mi (2 km) of Raven Performing Arts Theater, Healdsburg Plaza, and Healdsburg Center for the Arts. Healdsburg Museum and Simi Winery are also within 2 mi (3 km). Hotel Features An outdoor pool, an outdoor tennis court, and a 24-hour business center are available at this hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also...
Amenities
Breakfast
Parking
Pool
Wifi
Additional info
Bedrooms:13
Rating Overall Score93%
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Excellent
Cozy quiet cottage above the Scenic Russian River
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space A warm, cozy bungalow with all the amenities: organic shampoo, conditioner, hand & bath soaps, coffee, tea. A small bottle of local wine or champagne, sparkling water or sampling of local craft beer awaits you. Ironing board, iron, hairdryer, small refrigerator w/ tiny freezer. Terraces to relax, read, picnic or consider your next hike or winery. Our pretty little cottage is surrounded by gardens. Hummingbirds, owls, herons, finches live in the huge old shade trees that cool the the...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Vineyard Overlook
1br Other
1 Bedroom
2 Bathrooms
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Custom home built by the owner, the 4th generation of a long-time Healdsburg family who settled here in the 1800's. Stunning views of Dry Creek Valley. Secluded, sunny setting on 8 acres minutes from Healdsburg Plaza and en route to dozens of wineries. Easy access to nearby bicycle routes and canoeing and swimming on the Russian River. We have an attached garage, two lovely decks, a sunroom, and a fireplace in the living room. The open floor...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
Haydon Street Inn
1br 4-star Bed & Breakfast
1 Bedroom
2 Sleeps
- Details
Description
id="propery-desc">An intimate Wine Country Bed and Breakfast, the Haydon Street Inn is located in the picturesque town of Healdsburg -- on secluded tree-shaded grounds in a quiet residential neighborhood. You'll feel at home in this Queen Anne Victorian, built at the turn of the century. Relax in one of several lounging areas inside, on the curving front porch in a rocker, or in the colorful garden. Just a short walk away is the historic downtown plaza with its fine...
Additional info
Bedrooms:1
Sleeps:2
Rating Overall Score94%
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Excellent
Modern Barn House on Dry Creek Valley Vineyard
2br Home/Apartment
2 Bedrooms
2 Bathrooms
4 Sleeps
Wifi,
Parking
- Details
Description
The Space This is a jewel of a house with great attention paid to color, pattern, scale and detail; the result is a comfortable, restful and inspiring place to enjoy the natural beauty of this fantastic location. Unlike some other wine country properties, this house is actually adjacent to one of our two vineyards. (Please note: these are producing vineyards so you may hear the occasional tractor in addition to the amazing birdsong.) A field of lavender has recently been planted...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
The River House
2br Home/Apartment
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space The River House is the perfect place to call home during your Healdsburg getaway. Sitting right on the Russian River, the River House is less than two miles from the Healdsburg Square, and just minutes from more than 50 of Sonoma's best wineries. The River House is cozy and charming - a great getaway. There's a spacious living area and kitchen, and two main bedrooms, each with a queen bed. There's is plenty of outdoor space...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
B - Wine and beer just a couple minutes away!
1br Other
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Thursdays are live music in Windsor Town Green during the summer! A 7 minute leisure bike ride, bikes provided. Two tasting rooms within a couple minute bike ride. Guest Access Full studio, laundry, patio space. Windsor and Healdsburg have town centers with discounts to local events, food, and tastings. Interaction with Guests Please message us through the App if you have any questions. The Neighborhood Rural area in between downtown Windsor and Healdsburg. Getting Around Uber or Lyft are recommended ways to travel in between wineries. ...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Wooded Restful Retreat, with broad scenic views, outdoor dining
2br Retreat
2 Bedrooms
2 Bathrooms
4 Sleeps
- Details
Description
This is a perfect spot for up to four adults who seek a restorative, restful experience of being pampered by nature, night skies, and a chance to be away in a wonderful small town known for wine, food, art, and outdoor life. Our home is designed for low-environmental impact. It is solar-supported, with energy-efficient appliances, screened windows to allow in cooling evening breezes. No matter the season, our home is easy to be outside or in. Two decks,...
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
Healdsburg Cottage in Historic Downtown - Walk to the Plaza
1br Cottage
1 Bedroom
1 Bathroom
4 Sleeps
- Details
Description
The cottage is a well-appointed, stand-alone unit with a private gate and entrance which provides an ideal retreat for touring the Sonoma and Napa wine country. Located in a garden setting 5 blocks from the Healdsburg Plaza in the central, historic district, it is adjacent to a 2-story, 1880's Victorian farmhouse in a friendly, pedestrian neighborhood. The cottage (500 sq. ft.) sleeps up to four people and offers an open, sunny living area with vaulted ceilings, a bedroom* and large...
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Quail's Gate River Cabin
2br Cabin
2 Bedrooms
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Quail’s Gate cabin sits among several miles of winding road that mirror the Russian River east of Healdsburg. The homes along this stretch of road (North and South Fitch Mountain Road) are often collectively referred to as “river homes”. It is an older neighborhood of cabins and bungalows that were once used primarily as vacation homes. You will find a lot of coziness in this area – the road, the trees, the river and most certainly the homes. It...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Crossroads Vineyard: In the Heart of Healdsburg Wine Country
4br Other
4 Bedrooms
3 Bathrooms
10 Sleeps
- Details
Description
After a day of visiting the surrounding wineries, biking on the beautiful trails, canoeing on the Russian River, dining in Healdsburg’s famous bistros and shopping on the Plaza, return to this gorgeous oasis and luxuriate. Wind down by soaking in the delightful view from the hot tub or sampling the wine made from Crossroad's own vineyard. Discover the creative nooks for a writer and musician's inspiration. Choose to share this experience among grape leaves and nature with your friends...
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Good
Ana's Tree House Vacation Rental
1br Home/Apartment
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space My house is located on Fitch Mountain in beautiful Healdsburg California, in the heart of the wine country and only one hour north of San Francisco. You don’t have to travel to Mexico, Central America or New Mexico in order to experience the ambiance of the southwest. You can find it right here in the heart of the wine country and enjoy the best of both. At Ana’s Tree House and Romantic Getaway, you can indulge in comfort, ambiance and...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Tranquil Healdsburg home near river and wineries- hot tub, fire pit, game room
3br Bedroom
3 Bedrooms
2 Bathrooms
6 Sleeps
Parking,
Pets OK,
Wifi
- Details
Description
Feel your stress melt away as you wind your way down a country road to our little piece of heaven in wine country. Our side of the river is known as "the quiet side" as the houses are sparse and deer are plentiful. The location is ideal because we are only 5 minutes to downtown and over a hundred fantastic wineries! Healdsburg is the perfect town to forget your worries and feel like you have come home. You...
Amenities
Parking
Pets OK
Wifi
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Paradise in the Redwood Forest
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space You will need a car to reach our 30 acre property in the middle of a redwood forest. Some guests use Uber or taxis for daily trips and sight seeing. We're located less than 15 minutes from the Healdsburg plaza, award winning wineries, and Michelin star restaurants. Guest Access Private entrance to guest room. There are miles of hiking trails on our property, with sunshine, views, and nature for you to enjoy. Interaction with Guests We will meet you upon arrival and can...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Elizabeth's Birdhouse by the River
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Breakfast,
Parking,
Pool
- Details
Description
The Space Just outside of the city limits, we have a nice house, tucked away in a cul-de-sac within a small riverside neighborhood. The tidy room with private bath adjoining has a comfy queen size bed and lovely Victorian furniture. Large bright window looks out onto stone courtyard with fountain and Coy pond. Private entrance through side garden by home pool and hot tub. Back of home opens onto grassy picnic area with BBQ pits and tables,...
Amenities
Wifi
Breakfast
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Healdsburg Contemporary Cottage
Cottage
1 Bathroom
2 Sleeps
Wifi,
Gym
- Details
Description
The Space The perfect home away from home. Makes this your personal sanctuary wether you are staying for the weekend or for the whole month while looking for the perfect home to buy. Well appointed, decorated with international contemporary art with just enough touches that take you beyond the hotel luxury suite. A great modern getaway with Garden, al fresco dining with BBQ, garden lounge area and fully equipped Pilates Studio. Guest Access Park right in front of your...
Amenities
Wifi
Gym
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Wine Country Views Minutes to Healdsburg Plaza. Private Modern Home with Pool
4br Home/Apartment
4 Bedrooms
3 Bathrooms
10 Sleeps
- Details
Description
****PLEASE SCROLL TO THE BOTTOM FOR IMPORTANT BOOKING INFORMATION**** Our wine country home offers privacy, peace and an escape from everyday life, but is close enough to Healdsburg Plaza to enjoy its charm and character - a rare and magical combination. Just one mile - a nice walk or quick drive - from the Plaza, you can enjoy the many tasting rooms, spas, shops, movies, live theater and outstanding dining options that Healdsburg has to offer. Centrally located we have easy...
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Excellent
Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS
2br Retreat
2 Bedrooms
2 Bathrooms
6 Sleeps
- Details
Description
Enjoy extraordinary views and re-connect with what matters in this secluded, completely remodeled cabin with custom craftsmanship and creatively repurposed materials in every room. The setting is private with nearly 200 acres of unspoiled woods out the back door - yet we're just seven minutes from Healdsburg square with great shopping, a wealth of tasting rooms and restaurants to please every palate. Wine tasting along Russian River's still-small and beautiful wine road is close and convenient. Climb the steps to...
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:2
Rating Overall Score100%

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Vacation Rentals in Healdsburg

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, Homeaway and more. We have 600 vacation rentals, hotels and other accommodation types in Healdsburg ranging from budget options to luxury places to stay. For those trying to keep costs down, the lowest priced place to stay in Healdsburg comes in at $26 per night. On average, a place to stay in Healdsburg will cost you $776 per night.

If you need an internet connection during your stay in Healdsburg, then you can choose from over 154 places to stay that provide WiFi internet. 21 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 10 accommodations that provide gym facilities. If you're planning on arriving in Healdsburg by car, be sure to choose from 152 accommodations that provide parking. 51 hotels and vacation rentals have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 49 pet-friendly accommodations available.

We combine a wide variety of Healdsburg accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 8 providers, including 149 places to stay from Airbnb, 100 accommodations from VRBO and 28 places to stay from Homeaway.

345 of our places to stay in Healdsburg have been rated by previous guests. They rated 73% as excellent or good. 128 places to stay in are instantly bookable.

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