
House vacation rentals in Lee
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Top-rated house rentals in Lee
Guests agree: these houses are highly rated for location, cleanliness, and more.

Net Zero home with rustic Berkshire charm
Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

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.

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.

Heart of Lenox Walk to Town Cozy Cottage!
The cottage is a 2-minute walk to Church St., right in the heart of Lenox. Kennedy Park (1.5 miles) is a short stroll away for great hiking & biking, while multiple 5-star restaurants are all within a few minute walk. Tanglewood (2 miles), Kripalu (3 miles), Shakespeare & Co. (1 mile), Berkshire Theatre Festival & the Norman Rockwell Museum (7 miles), Butternut, Jiminy Peak (15 miles) & Bousquet (5 miles) ski area, Mahaiwe Performing Arts Center & Jacob's Pillow (14 miles) are all close by!

Cozy Berkshires Cottage
Stay in a cozy, newly remodeled Berkshires 1920's cottage! We've added bedrooms and a bathroom with a soaking tub upstairs, expanded the first floor bathroom and added a laundry room. The cottage is set back from the main road, easily accessible yet private. -Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. -Ideal for couples, adventurers, business travelers, and furry friends (pets). -Note: Stairs to the 2nd floor are steep: guests are responsible for child safety.

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!

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!"

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.

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.

Stylish Mid-century Modern Berkshires Cape
Stylish and design forward, yet entirely comfortable for families and kids. Fully renovated 4 bedroom, 2.5 bath home located in the heart of the Berkshires. 15 minutes from Butternut ski to south + Bousquet to the north, 35 min to Jiminy Peak. Cozy up by the wood burning fireplace and enjoy the winter wonderland! The house is decorated in mid century modern style with gorgeous design touches throughout!

Architectural wonder in the woods
Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4! Feel free to send us a message for any requests, we love hearing from people.

Tranquil mid-century modern Berkshires retreat
We love the Scandi House because of its simplicity, openness, warmth, comfort, trees, space, privacy, and convenience. We enjoy this Berkshires retreat for its close proximity to all what Berkshires has to offer in music, arts, and outdoor activities. Most of all, we treasure the tranquility and each other when we are here at the house in the woods.
Popular amenities for Lee house rentals
House rentals with a pool

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Stunning luxury home with fire pit

Modern Barn on 12 acres w Sauna, FirePit+swimming

Sunbeam Lodge: Sauna+Hot Tub, 50 Acres, ‘70s Oasis

Stylish Rural Sanctuary! (+ Summer Pool)

Hollywood Bungalow in the Berkshires #C0191633410

Modern Log Cabin w/Pool & Views By Evergreen Home

The Vermont Barn (Mount Snow)
Weekly house rentals

Modern, Renovated Lakefront Escape

Stonebridge Cabin: Modern Amenities, Enjoy Nature!

Lenox Cottage

The Red House

Ski at Historic Stone Church in The Berkshires

Butterfly Cottage: Nature Framed Deck w/Hot Tub |

Hot Tub, Hike, Dog Friendly, Berkshires!

Private Getaway on large acreage
Private house rentals

Cozy Cottage Route 7 Sheffield

Cozy Ski Cabin! Hot Tub • Movie Room • Game Room

Cozy. Clean. Free bagel shop.

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Waterfront oasis in heart of Berkshires

Bucolic Pet Friendly Oasis | 10 min to Tanglewood

Sauna + Hot Tub Escape | Private & Pet Friendly

Hilltop Ski and Sun Chalet with Hot Tub
When is the best time to visit Lee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ966 | ﺩ.ﺇ966 | ﺩ.ﺇ1,047 | ﺩ.ﺇ966 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,149 | ﺩ.ﺇ1,351 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,091 | ﺩ.ﺇ1,058 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,047 |
| 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 |
Quick stats about house rentals in Lee

Total vacation rentals
Explore 100 vacation rentals in Lee

Nightly prices starting at
Lee vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 5,850 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Lee vacation rentals include wi-fi 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!
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Kent Falls State Park
- Zoom Flume
- Bushnell Park
- Taconic State Park
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bright Nights at Forest Park
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation
- Butternut Ski Area and Tubing Center
- Hartford Golf Club
- Beartown State Forest
- Mohawk Mountain Ski Area
- Mount Tom State Reservation
- Opus 40




