
House holiday rentals in Lee
Find and book unique houses on Airbnb
Quick stats about house rentals in Lee

Total holiday rentals
Explore 110 holiday rentals in Lee

Nightly prices starting at
Lee holiday rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 5,740 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 of Lee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lee rentals

4.9 Average rating
Lee stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Lee
Guests agree: these houses are highly rated for location, cleanliness and more.

Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.
4.95 out of 5 average rating, 188 reviews
Berkshire 4 season home
The house is located in the heart of the Berkshires. It's less than 10 miles from Tanglewood, Kripalu, Jacob's pillow Dance, Monument Mountain, Beartown state forest, Norman Rockwell Museum, Shakespeare & Co., Ski Butternut, Lee Prime outlets. Located 1.5 miles from the turnpike exit for easy travel, 3 miles from Laurel lake, walking distance to a public golf course and downtown Lee where you will find great restaurants. There is Cable internet that is fast and reliable if you have to work.
4.98 out of 5 average rating, 249 reviews
Cantabile life in the Berkshires
Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!
4.95 out of 5 average rating, 232 reviews
Berkshire Vacation Home in Lee
Our spacious home is situated in a secluded neighborhood in Lee, MA (Berkshire County) and has 5 bedrooms & 2.5 baths. There is a fully equipped open concept kitchen/dining room and 2 living rooms with TVs and gas fireplaces. There is central air/heat, and a sun room that leads out to a deck overlooking our in-ground pool. Tanglewood, Antimony brewery, Balderdash winery, Hilltop Orchards, Laurel Lake, Highlawn Farm, outlets, golf, and Lenox & Stockbridge are all within a 20 minute drive.
4.93 out of 5 average rating, 105 reviews
Stonebridge Cabin: Modern Amenities, Enjoy Nature!
Our quiet, peaceful and nestled in the woods, is a meticulously updated modern retreat offers the quiet comfort of a home away from home. Only 5 minutes from town and in the heart of the Berkshires, this cozy cabin is a perfect escape from everyday life. Enjoy the fully appointed trappings of modernity—high-speed internet, a beautifully updated and well-stocked kitchen, hot tub, brand new stylish and comfortable furnishings, TV room, and more! Find us on social media: @stonebridgecabin
4.88 out of 5 average rating, 108 reviews
Lovely Berkshire Home
"We are located in the heart of America's cultural epicenter known as the Berkshires. Known as the "Gatehouse" to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seldom found including eucalyptus and Brazilian Cherry flooring, Jerusalem stone and porcelain plank tiles. Inviting color and intriguing design elements make this an extraordinarily pleasing home. Every detail has been thoughtfully considered within. Dreamy!"
4.98 out of 5 average rating, 138 reviews
Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.
4.99 out of 5 average rating, 318 reviews
Cozy lakehouse
Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.
5.0 out of 5 average rating, 116 reviews
Belle Meade
Open concept home with a Zen feel and made for relaxation. Nestle into the covered porch and spend hours of peaceful contemplation with nature all around! When you’ve had enough recharging, plan a backroad trip to endless possibilities. Tanglewood and Jacob’s Pillow are nearby via beautiful country roads. There are hikes for any level. Great restaurants, farmer’s markets and Guidos gourmet market just minutes away. Eat out or stay in with a cook’s kitchen and grill deck.
4.99 out of 5 average rating, 133 reviews
Sun-filled, Charming Stockbridge Classic- In Town!
Beautiful remodel on a classic old, well-appointed New England house located in the middle of town on a dead-end road leading to hiking trails for Laura's Tower. A quick walk to Downtown Stockbridge, Red Lion Inn, gas station, cafes, markets, shops... everything you need. A park sits directly across the street with open acreage, swings, sandbox, skate park. Parking available on site. Located within minutes of four season activities- happy to make recommendations!
4.94 out of 5 average rating, 167 reviews
Jaw dropping mountain & lake views
Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.
4.96 out of 5 average rating, 309 reviews
Idyllic family retreat - spacious lake home,
This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.
4.95 out of 5 average rating, 175 reviewsPopular amenities for house rentals in Lee
House rentals with a pool

Berkshire Getaway Ranch 3 acres + saltwater pool
4.93 out of 5 average rating, 108 reviews
Berkshires Lodge | Pool, Hot Tub & Fire Pit
4.87 out of 5 average rating, 116 reviews
Lake House close to Skiing & Indoor Hot Tub
4.96 out of 5 average rating, 112 reviews
Hudson River estate guest cottage
4.98 out of 5 average rating, 108 reviews
Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
4.98 out of 5 average rating, 134 reviews
Berkshire Lake House, gunite pool, Chef's Kitchen
4.99 out of 5 average rating, 101 reviews
Hudson River Sunset Getaway
4.92 out of 5 average rating, 111 reviews
Hudson getaway w/ hot tub+ plunge pool on 20 acres
4.94 out of 5 average rating, 196 reviewsWeekly house rentals

Hidden Oasis in the Mountains by Evergreen Home
4.97 out of 5 average rating, 156 reviews
Greek Revival Farmhouse
4.97 out of 5 average rating, 129 reviews
Pond House at Middle Way Farm • Sunset Views
5.0 out of 5 average rating, 6 reviews
Spacious Central Berkshires Home for Groups
4.89 out of 5 average rating, 53 reviews
Charming Berkshires Getaway
5.0 out of 5 average rating, 27 reviews
Home away from home: Minutes to Tanglewood.
4.93 out of 5 average rating, 58 reviews
Charming 19th Century Farmhouse
4.98 out of 5 average rating, 44 reviews
Lakefront Retreat -Private Dock,creek,and Fire pit
4.98 out of 5 average rating, 43 reviewsPrivate house rentals

Butterfly Cottage: Nature Framed Deck w/Hot Tub |
5.0 out of 5 average rating, 14 reviews
Meadowbrook Cottage
5.0 out of 5 average rating, 39 reviews
Spectacular Berkshire Retreat on Private Lake
4.95 out of 5 average rating, 91 reviews
Spacious Family-Ready Home Fully Fenced Yard - Lee
4.8 out of 5 average rating, 75 reviews
Stockbridge pied-à-terre
4.95 out of 5 average rating, 43 reviews
Secluded Family Home in Serene Stockbridge Woods
4.99 out of 5 average rating, 86 reviews
Entire Historic Farmhouse, 5 BR
5.0 out of 5 average rating, 25 reviews
The Aviary Hosted by Leo and Jacqueline
4.95 out of 5 average rating, 39 reviewsWhen is the best time to visit Lee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €242 | €249 | €236 | €242 | €258 | €280 | €317 | €302 | €256 | €256 | €264 | €261 |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Destinations to explore
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- Pet-friendly rentals Lee
- Rentals with breakfast Lee
- Rentals with a hot tub Lee
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- Family-friendly rentals Lee
- Boutique hotels Lee
- Bed and breakfasts Lee
- Hotel rooms Lee
- Rentals with pools Lee
- Flat rentals Lee
- Aparthotel rentals Lee
- House rentals Berkshire County
- House rentals Massachusetts
- House rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- June Farms
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Kent Falls State Park
- Thacher State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Rensselaer Polytechnic Institute
- Naumkeag
- University of Massachusetts Amherst
- MVP Arena
- Poets' Walk Park
- New York State Museum
- Opus 40
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum





