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Orleans Vacation Rentals

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Our Favorite Vacation Rentals in Orleans

  • On The Water
    On The Water
     
    Booking.comFrom $708
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  • Outer Cape family Cottage. .8 miles to Bay beach.
    Outer Cape family Cottage. .8 miles to Bay beach.
    Nice
    HolidayLettingsFrom $600
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  • Quiet, luxury retreat surrounded by serene gardens and landscaping
    Quiet, luxury retreat surrounded by serene gardens and landscaping
     
    HolidayLettingsFrom $402
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  • Walk to Town, Chatham Bars Carriage House
    Walk to Town, Chatham Bars Carriage House
     
    HolidayLettingsFrom $372
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  • Large, updated home near the beach w/ deck & grill, perfect for a family!
    Large, updated home near the beach w/ deck & grill, perfect for a family!
     
    HolidayLettingsFrom $676
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  • Harwich Cottage - Near Cape Cod Rail Trail & Beach
    Harwich Cottage - Near Cape Cod Rail Trail & Beach
     
    HolidayLettingsFrom $377
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  • NEW LISTING! Lakefront home w/ hammock, bikes & pedal boat-5 min to downtown
    NEW LISTING! Lakefront home w/ hammock, bikes & pedal boat-5 min to downtown
     
    HolidayLettingsFrom $984
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  • Meadowcraft Manor Studio B-Orleans
    Meadowcraft Manor Studio B-Orleans
    Excellent
    AirbnbFrom $252
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See all 1,087 deals in Orleans

Orleans Vacation Rentals with a Pool

  • Ocean Edge, Presidential Bay Villa Two Bedroom
    Ocean Edge, Presidential Bay Villa Two Bedroom
    Good
    AirbnbFrom $972
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  • Adorable condo w/ a furnished patio & a full kitchen - close to the water!
    Adorable condo w/ a furnished patio & a full kitchen - close to the water!
     
    AirbnbFrom $311
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  • Sweet Cape retreat w/ shared pool - close to ocean beaches, ponds & hikes!
    Sweet Cape retreat w/ shared pool - close to ocean beaches, ponds & hikes!
     
    AirbnbFrom $262
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  • NEW LISTING! Cozy condo w/ shared pools - near beaches, bike path & Rail Trail!
    NEW LISTING! Cozy condo w/ shared pools - near beaches, bike path & Rail Trail!
     
    AirbnbFrom $387
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See all deals in Orleans with a pool

Orleans Vacation Rentals with Wi-Fi

  • Classic Cape Cod Gem with Modern Amenities
    Classic Cape Cod Gem with Modern Amenities
    Excellent
    AirbnbFrom $510
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  • House on Boland Pond
    House on Boland Pond
     
    AirbnbFrom $254
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  • Renovated 3 Bedroom with Beautiful Marsh Views
    Renovated 3 Bedroom with Beautiful Marsh Views
     
    AirbnbFrom $389
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  • Garden View at Halcyon Farm in Brewster
    Garden View at Halcyon Farm in Brewster
    Excellent
    AirbnbFrom $252
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See all deals in Orleans with WiFis

Orleans Pet-Friendly Vacation Rentals

  • 5 Min Walk to Saltwater, 5 Min Drive to Nauset
    5 Min Walk to Saltwater, 5 Min Drive to Nauset
     
    AirbnbFrom $436
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See all deals in Orleans that allow pets

Orleans Travel Guide

Orleans is a welcoming New England town found in Barnstable County, Massachusetts. Orleans is home to beautiful Cape Cod beaches to share with vacationers. Shopaholics will enjoy a trip to town, with a Shopping Plaza, as well as local boutiques, galleries, and gift stores. Vacationers love to wine and dine in this seaside town, with everything from casual beach cafés to more upscale restaurants. Seafood is a favorite dish in Orleans, with ice cream as a close second!

Things to Do in Orleans

One of the most popular hang outs in Orleans is at Nauset Beach. In fact, the beautiful beach stretches for 10 miles along the coast, with golden sand and blue seas. In addition, there is Skaaket Beach, which is perfect for watching the sunset, as well as crabbing, a popular local activity. Rock Harbor Marsh is another fantastic place to take in the stunning views of the shore. For visitors that want to stay active, check out the Cape Code Rail Trail, perfect for hiking and biking. For art enthusiasts, there is the Addison Art Gallery. To appreciate local history, head to the Johnathan Young Windmill.

Best Time to Visit Orleans

The best time to visit Orleans is during the summer.

Price and Availability in Orleans

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The most expensive month to stay in a vacation rental in Orleans is in April, while the cheapest month is in October. The most popular time to book a vacation rental in Orleans is in the high season in August. Orleans has its low season in January, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Orleans tends to be Wednesday, while the most expensive day tends to be Tuesday. Vacation homes in Orleans tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The Weather in Orleans

86º 49º
3.23
88º 54º
0.81
91º 58º
1.36
85º 51º
3.35
76º 32º
5.78
64º 19º
7.87
57º 20º
4.45
55º 5º
3.37
56º 13º
7.53
61º 21º
5.03
61º 28º
3.92
80º 42º
1.75
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Rainy days
This climate histogram shows you the weather patterns in Orleans. The hottest month in Orleans is May, when temperatures peak at 91 ˚F. The coolest month is January, when temperatures drop to 5 ˚F. The wettest month in Orleans is November with 7.87 inches of rain, while the driest month is July with 0.81 inches of rain.

What Expert Travelers Think

Vacation Rentals in Orleans

Find the perfect rental for your trip at AllTheRooms.com. We aggregate Airbnb, Bed and Breakfast, RedAwning and more. AllTheRooms has 1,147 vacation rentals, hotels and other great places to stay during your time in Orleans, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. If you are trying to save money, the cheapest place to stay in Orleans is only $25 per night. An average rental in Orleans costs on average $464 a night.

If you want an internet connection during your time in Orleans, then you can choose from over 540 places to stay that have WiFi internet. 29 places to stay include a breakfast. Fitness addicts can get a workout in during their stay by choosing from 9 accommodations that have gyms. Driving to Orleans? Then choose one of the 485 places to stay that comes with a parking spot included. We track 19 hotels and vacation rentals that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 89 accommodations that are designated as pet-friendly.

505 of the accommodations in Orleans have been reviewed and rated. 46% are rated excellent or good. You can instantly book any of 183 places to stay right now.

Destinations near Orleans