Lee Vacation Rentals

Our Favorite Vacation Rentals in Lee

  • Tentrr - Running Spring Farm
     Country House
    Booking.com
    From
    $86
  • 3BR Lee House w/ Easy Access to Main Street!
     3br Home/Apartment
    HolidayLettings
    From
    $437
  • Heart Of The Berkshires
    ExcellentHome/Apartment
    Booking.com
    From
    $155
  • Berkshires Spacious Comfortable Charming Farmhouse
    Nice3br Farmhouse
    HolidayLettings
    From
    $448
  • Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More
     Villa
    HolidayLettings
    From
    $146
  • Heart of the Berkshires!
    Good3br Home/Apartment
    HolidayLettings
    From
    $288
  • Gartner House, a charming home in Lenox
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $307
  • Romantic Berkshire Cottage on Storybook Estate
    ExcellentCottage
    HolidayLettings
    From
    $318

Check prices for these upcoming dates

Lee Vacation Rentals with a Pool

  • General Williams House
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,074
  • Beautiful 2BD Villa in Berkshires Resort
    Good2br Home/Apartment
    Airbnb
    From
    $163
  • Modern Country Home Near Berkshire Cultural Venues
    Good4br Home/Apartment
    Airbnb
    From
    $735

Lee Vacation Rentals with Wi-Fi

  • Garfield Guest House
    GoodHome/Apartment
    Airbnb
    From
    $99
  • Berkshire 4 season home
    Excellent3br Home/Apartment
    Airbnb
    From
    $168
  • Quiet Country Setting on Four Secluded acres
    ExcellentHome/Apartment
    Airbnb
    From
    $155
  • Organic Home in the Center of the Berkshires
    Excellent3br Home/Apartment
    Airbnb
    From
    $381

Lee Pet-Friendly Vacation Rentals

  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $438
  • Fabulous NEW Spacious House in the Berkshires Tanglewood
     4br Home/Apartment
    HolidayLettings
    From
    $408
  • Berkshire Farmhouse Vacation
    Excellent5br Farmhouse
    HolidayLettings
    From
    $342
  • Best vacation home in Berkshires (Summer & rest of seasons ..1, 2 or 3 families)
     6br Home/Apartment
    HolidayLettings
    From
    $998

Lee Travel Guide

Located in Berkshire County, the small town of Lee is a vacation-friendly destination that's close to the Berkshire highlands, golf courses and ponds.

Things to Do in Lee

Visitors can head to the Lee Library, which is a small, historic library that was built in 1907. It's a great place to read a book on a rainy afternoon or borrow some books for your vacation.

If its fun and adventure you're after, you can go fly fishing on the Berkshire highlands, or kayaking or fishing on the Goose Pond Reservation. There's also golfing at the Greenock Country Club. Other fun indoor options include touring the Norman Rockwell Museum, which is an art museum in nearby Stockbridge, or shopping at Lee's many unique outlets and locally-owned stores.

Best Places to Stay in Lee

The best place to stay in Lee is in the downtown area, which is close to the best bars, restaurants, and cafes.

Best Time to Visit Lee

The best time to visit is between June and October when you can enjoy the sunshine and outdoor activities.

Food in Lee

What the city of Lee lacks in population, it makes up for with quality food. Chef Express is a burger restaurant that serves everything from burgers and fries to deli sandwiches and Indian food. Meanwhile, Aiello's focuses on serving hot plates of breakfast and lunch and prides itself on having excellent customer service.

Best Events in Lee

The Lee Founder’s Weekend is a three-day long weekend celebration that celebrates the town's founder Lee's birthday. The event includes a parade, music, food, arts and crafts, a magic show, face painting, a vintage tennis tournament, contests and prizes, and sidewalk sales.

Things to Do for Families in Lee

Children and family members can all enjoy a day at AniMagic, which is a museum that is run by an Oscar-winning special effects animator. The Museum offers tours and an animation class that is family-friendly and easy for young children to follow.

Price and Availability in Lee

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Lee tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Lee tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Lee is in April, while the cheapest month is in November. The most popular time to book a vacation rental in Lee is in the high season in July. Lee has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Lee

Rainy days
79° 27°
3
64°
6
59°
4
61° -10°
5
73° -3°
4
55°
2
67° 18°
4
86° 40°
3
91° 42°
3
93° 46°
5
90° 51°
8
89° 40°
7
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Rainy days

This climate histogram shows you the weather patterns in Lee. The warmest months in Lee are June and July, when temperatures reach 93 ˚F. The coolest month is December, when temperatures drop to -10 ˚F. The wettest month in Lee is May with 8.25 inches of rain, while the driest month is October with 2.35 inches of rain.

What Expert Travelers Think

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims

Vacation Rentals in Lee

Pick the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, Priceline, Bed and Breakfast and more. We have 413 vacation rentals, hotels and other places to stay in Lee ranging from cheap options to luxury places to stay. A trip to Lee can be budget-friendly - the cheapest price accommodation is available at $10 a night. The average price of an accommodation is around $226 per night.

If you want to stay connected during your vacation, then you can choose from over 174 accommodations in Lee that have WiFi. 29 of our accommodations come with breakfast in the price. Choose from 54 accommodations that provide gym options, so you don't miss a single workout. Driving to Lee? Then choose one of the 189 places to stay that comes with a parking spot included. We track 51 places to stay that have a pool or jacuzzi.

AllTheRooms has 63 pet-friendly places to stay in Lee, so if you're traveling with your cat or dog you won't have any trouble.

We compare vacation rentals, hotels and other bespoke accommodation types from many providers in Lee, including 136 places to stay from Airbnb, 6 accommodations from Priceline and 5 places to stay from Bed and Breakfast

211 of the accommodations in Lee have been reviewed and rated. 53% are rated excellent or good. 122 accommodations allow instant booking.

Destinations near Lee

  • Boston4,360 Properties
  • Nantucket3,276 Properties
  • Provincetown2,377 Properties
  • Eastham1,552 Properties
  • Dennis Port1,520 Properties
  • Brewster1,427 Properties
  • Chatham1,357 Properties
  • Wellfleet1,283 Properties
  • Orleans1,230 Properties
  • Oak Bluffs1,178 Properties
  • Somerville1,142 Properties
  • Edgartown1,009 Properties
  • Cambridge1,000 Properties
  • West Yarmouth990 Properties
  • Falmouth956 Properties
  • Mashpee907 Properties
  • Hyannis903 Properties
  • Brookline872 Properties
  • Rockport796 Properties
  • South Yarmouth776 Properties
  • Tisbury769 Properties
  • Plymouth699 Properties
  • East Falmouth693 Properties
  • Gloucester659 Properties
  • South Chatham593 Properties
  • North Truro584 Properties
  • Lenox551 Properties
  • Dennis540 Properties
  • Harwich532 Properties
  • West Dennis529 Properties
  • Worcester517 Properties
  • Centerville499 Properties
  • Salem495 Properties
  • East Sandwich473 Properties
  • Harwich Port450 Properties
  • Waltham445 Properties
  • Great Barrington441 Properties
  • Hancock419 Properties
  • Northampton397 Properties
  • Newton394 Properties
  • Vineyard Haven388 Properties
  • Revere376 Properties
  • Sandwich366 Properties
  • Medford360 Properties
  • Quincy355 Properties
  • Newburyport352 Properties
  • Williamstown350 Properties
  • Truro343 Properties
  • North Falmouth339 Properties
  • Watertown331 Properties
  • Pittsfield322 Properties
  • Marblehead312 Properties
  • Chelsea283 Properties
  • Amherst269 Properties
  • Stockbridge265 Properties
  • Marshfield262 Properties
  • South Dennis256 Properties
  • Arlington249 Properties
  • Barnstable236 Properties
  • Osterville234 Properties
  • Woburn227 Properties
  • Scituate217 Properties
  • West Harwich206 Properties
  • Wareham204 Properties
  • Sturbridge195 Properties
  • Bourne183 Properties
  • Chilmark175 Properties
  • Marlborough156 Properties
  • Fairhaven140 Properties
  • Winthrop132 Properties
  • Ipswich125 Properties
  • Westport122 Properties
  • West Stockbridge117 Properties
  • Hull117 Properties
  • Manchester84 Properties
  • Sheffield84 Properties
  • Concord82 Properties
  • New Marlborough82 Properties
  • Springfield67 Properties
  • Sudbury54 Properties
  • Ashburnham35 Properties
  • Cheshire27 Properties
  • Hubbardston8 Properties