
Holiday houses in Lee
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Lee
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

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.

King Bed|Berkshires|2m Ski Resort|Patio|Wi-Fi
Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. *1.5 miles to Downtown *1.3 miles to Mahaiwe Performing Arts Center *44 miles to Albany International Airport *4.5 miles to Great Barrington Airport *9.9 miles to Tanglewood KEY FEATURES *MCM Design *Plush King Sized Bed high end bed Linens *High Speed Internet *58"Tv with Hulu Live

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.

Rustic Barn Studio Apartment
Built from a saved, moved, & reconstructed 1850s- era barn from a former local dairy farm, this upstairs studio space features views of the Berkshire Mountains and walking paths on the 5 acre grounds. 20 mins from Jiminy Peak. 20 mins from Tanglewood Music Center. The space has a queen bed, sofa, kitchen area with fridge, sink, oven, stove, microwave, Keurig and coffee, toaster, and cooking essentials. **EV Charging Station coming sometime summer of 2023. We'll update when available.

Sweet Victorian in Housatonic
Fresh and simple living in a three bedroom family friendly duplex. Experience the Berkshires while staying in a newly renovated Victorian house in Housatonic. Tasteful clean furniture, organic new sheets, pillows and duvets. Lovely clean kitchen that is fully equipped to host dinners. Situated up on a hill in Housatonic this three bedroom is conveniently located to to Great Barrington, Lake Mansfield, Stockbridge, Butternut, Catamount, Tanglewood, Kripalu and Monument Mountain.

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.

Cozy Guesthouse Near Downtown, Lee
Welcome and enjoy our renovated Guesthouse at Lee, MA, staying on main street (15 minutes from Great Barrington and 20 minutes from Pittsfield). It is also 3 mins to Outlet and 19 mins to the closest Ski area.The master bedroom has a queen size soft mattress, and the second bedroom has a queen bed also. The kitchen has a brand new refrigerator, a gas range, and units for cooking. You will enjoy the comfortable stay! Owners live upstairs and be friendly to all visits.

Private 2nd-floor studio on a working produce farm
Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

Adorable Apartment - Near Emma Willard, RPI, Troy
Welcome to Cheri's house! You'll enjoy a private 1 bedroom apartment including a full size bed in the bedroom, living room with pull-out sofa and smart TV, full kitchen, bathroom and bonus work space or dining room. Off street parking, free WiFi and breakfast included. My home is a quick 5 min walk to Emma Willard School, 1.5 miles to RPI, and 2 miles to Russell Sage College. The unit is on the 2nd floor of an owner-occupied house. Please ask me any questions!

The Cottage at The Barrington House
Welcome to the Cottage at the Barrington House! The Barrington House is nestled in the serene Berkshires Mountains - which have long been a sanctuary for weary city dwellers seeking breathing space, a perfect retreat for artists, writers and thinkers! It's sprawling grounds offer stunning views of lush valleys and distant peaks, while the interior features a fireplace, cozy reading nook, and unlimited windows that invite the natural world inside.
Popular amenities for Lee holiday rentals
Other great holiday rentals in Lee

Beautiful Blue Studio downtown

Charming 2BD apartment.

Cozy cottage on peaceful pond

Newly Renovated, and Spacious great for family

Cozy Berkshire Cottage Style Apartment

1 BD • Berkshires Apartment • Full Kitchen/Pool

HawksNest: quiet 2BR apt, heart of the Berkshires

Charming Cabin Studio Amid the Hudson Valley
When is the best time to visit Lee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 NZD | $322 NZD | $322 NZD | $330 NZD | $333 NZD | $407 NZD | $462 NZD | $424 NZD | $355 NZD | $422 NZD | $358 NZD | $404 NZD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Lee?
Lee has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Aparthotel Rentals in Lee?
Enhance your stay in our Aparthotel Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Lee?
Four-legged friends are welcome in Lee. Choose from more than 70 vacation rentals for guests traveling with pets.
Do aparthotel rentals in Lee have air conditioning?
Absolutely! We offer over 20 aparthotel rentals with air conditioning in Lee. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Lee?
Experience the best of Lee with our boutique hotel rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Lee?
Yes! Work meets play with ease at over 140 vacation rentals in Lee featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do hotel rentals in Lee have free parking?
Absolutely! We offer over 20 hotel rentals with free parking in Lee. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Lee have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Lee. Enjoy a tailored experience with all the comforts you desire.
Are there Lee vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Lee, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Lee have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Lee. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Lee

Total holiday rentals
Explore 270 holiday rentals in Lee

Nightly prices starting at
Lee holiday rentals start at $66 NZD per night before taxes and fees

Verified guest reviews
Over 10,780 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
260 of Lee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Lee rentals

4.9 Average rating
Lee stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with breakfast Lee
- Rentals with lake access Lee
- Fitness-friendly rentals Lee
- Bed and breakfasts Lee
- Aparthotel rentals Lee
- Apartment rentals Lee
- Rentals with a fire pit Lee
- House rentals Lee
- Rentals with a hot tub Lee
- Rentals with a fireplace Lee
- Rentals with outdoor seating Lee
- Hotel rooms Lee
- Boutique hotels Lee
- Rentals with a washing machine and dryer Lee
- Rentals with pools Lee
- Rentals with a patio Lee
- Family-friendly rentals Lee
- Pet-friendly rentals Lee
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Butternut Ski Area and Tubing Center
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Ski Sundown
- Naumkeag
- Hancock Shaker Village
- Millbrook Vineyards & Winery
- Connecticut Science Center
- New York State Museum
- Hudson Chatham Winery
- Poets' Walk Park




