
House holiday rentals in Lee
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Top-rated house rentals in Lee
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Stylish Hawthorne Valley Farmhouse Retreat
Hawthorne is a renovated 1920s farmhouse set on 11 acres of pastoral fields, forest and pond, featuring stylish, comfortable, art-filled white and green rooms. Take in the view from the sun porch, nap on the big L-shaped sofa, share cocktails in the field overlooking the valley, and cozy up by the fieldstone fireplace at night. A fully equipped house, with Watson Kennedy goods throughout. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, with Malin+Goetz & Molton Brown supplies make this your luxe country getaway. Now with unlimited WiFi. The perfect getaway for one to three couples, Hawthorne offers multiple rooms and lots of space for maximum relaxation and taking in the country. >> Enjoy the view from the sun-drenched front porch. >> Nap on the big L-shaped sofa in the living room. The two extra deep Restoration Hardware couches are 7’ long; they also serve as larger than usual single beds >> Cozy up with a book by the fieldstone fireplace in the fully screened back porch (with glass panels in Fall and Winter). >> Share sunset cocktails in the Adirondack chairs up in the field overlooking the valley. >> Cook in the well-equipped kitchen. >> Eat your candle-lit dinner in the dining room overlooking the valley. This is a fully equipped country farmhouse, with Watson Kennedy goods throughout the home. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, and Malin+Goetz bath supplies make this your luxe country getaway. You will be the only guests in the house, with no one else on-site. Lots of hiking in the valley and nearby conservancy areas, biking on country roads, cross-country, downhill or snowshoe during the snowy months, or take in all the antique shops and history year-round. This peaceful property is minutes from the Hawthorne Valley Farm store, 20 minutes to the world-class food and vintage mecca of Hudson, and 30 minutes from the culture and history of Tanglewood, Jacobs PIllow and the Berkshires. For recreation there is hiking in the valley and nearby conservancy areas, biking on country roads, or cross-country, downhill or snowshoeing during the snowy months. Hawthorne is a 2-hour drive from NYC or a 2-hour Amtrak ride from Penn Station to Hudson, and then a 20 minute drive by car or taxi. The house is conveniently close to the Taconic Parkway, while set in a peaceful and quiet valley.

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.

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.

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!"

Granite Ledge, Modern home in a unique setting
Welcome to Great Barrington, the heartbeat of the Berkshires! This newly remodeled home that sits on 3.5 acres, is conveniently located 1 min from Butternutt Ski Mountain, and a 6 min drive from downtown main street Great Barrington. Convenient to restaurants, shops, farmers markets, art galleries, Tanglewood, Stockbridge, The Norman Rockwell Museum, Simon’s Rock, etc. Enjoy a vibrantly diverse restaurant scene and cultural events while still staying in a private setting.

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.

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 relax by the firepit- we hope you enjoy your stay and will visit us again.

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.

Chic Hudson Farmhouse w/ Fireplace & Porch
1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.

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!
Popular amenities for house rentals in Lee
House rentals with a pool

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Upstate Modern Scandinavian Barn in the Catskills

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

Curl Up & Relax, Stylish Stay nr Woodstock

Woodstock Historic Artist Estate- The Museum House

Peace & Privacy - High Falls (hot tub & salt pool)
Weekly house rentals

Nerd Preservation Sanctuary

Stonebridge Cabin: Modern Amenities, Enjoy Nature!

Spacious & Family-Ready Home w/ Fenced Yard in Lee

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Seekonk Hill

Stunning luxury home with pool

Berkshires Black Abbey

Stylish Rural Sanctuary! (+ Summer Pool)
Private house rentals

Stunning Fall Views! Hot Tub/Movie Room/Game Room

Cozy. Clean. Free bagel shop.

Waterfront oasis in heart of Berkshires

Lenox Cottage

The Red House

Historic Stone Church in The Berkshires

Waterfront Cottage Retreat By Evergreen Home

Scenic Berkshire retreat near Great Barrington
When is the best time to visit Lee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £200 | £200 | £217 | £200 | £215 | £238 | £254 | £258 | £239 | £219 | £228 | £217 | 
| 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 holiday rentals- Explore 100 holiday rentals in Lee 
 - Nightly prices starting at- Lee holiday rentals start at £46 per night before taxes and fees 
 - Verified guest reviews- Over 5,850 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- 100 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! 
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- Rentals with breakfast Lee
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- Rentals with pools Lee
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- Fitness-friendly rentals Lee
- Rentals with a fireplace Lee
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- Pet-friendly rentals Lee
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- House rentals Berkshire County
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- House rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Greylock Ski Club
- Zoom Flume
- Catamount Mountain Ski Resort
- Bushnell Park
- Norman Rockwell Museum
- Taconic State Park
- Wintonbury Hills Golf Course
- Mount Snow Ski Resort
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Opus 40
- Beartown State Forest
- Talcott Mountain State Park
- Albany Center Gallery
