Villas and Holiday homes in Lee, MA

48 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Lee, MA holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

48 Villa rentals in Lee, MA

Best Lee, MA villas and holiday homes with a fireplace

Charming Outdoor Haven With Firepit And Hammock - Delightful Berkshire Retreat - Lee, MA
9.6 38 reviews

Charming Outdoor Haven With Firepit And Hammock - Delightful Berkshire Retreat

house, Lee
This cottage in the Berkshires offers a family-friendly stay with five bedrooms and three bathrooms, accommodating up to twelve guests and featuring Wi-Fi and parking.
Explore nearby attractions including Berkshire Botanical Gardens, Mahaiwe Performing Arts Centre, and Norman Rockwell Museum, with a concierge service available for fridge stocking, private chefs, and massages.
A Grand Property In Historic Stockbridge - Lee, MA
9.8 163 reviews

A Grand Property In Historic Stockbridge

apartment, Stockbridge
This beautiful six-bedroom house is located in Stockbridge, just a short distance from Mission House, a significant historical site, and within a 24-kilometre drive of Schantz Galleries and the Berkshire Theatre Festival. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious home provides ample room for a large family or group of friends, covering 836 square metres and comfortably accommodating up to 12 guests. The house offers a range of modern amenities, including a fully equipped kitchen, a spa, a tennis court, and a beautiful garden with a barbecue, perfect for enjoying the outdoors.
Beautiful Lenox Home, 3 Mi To Shakespeare & Co! - Lee, MA
9.3 112 reviews

Beautiful Lenox Home, 3 Mi To Shakespeare & Co!

house, Lenox
This Lenox property is located just six kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, making it a convenient base for exploring the area's cultural and leisure attractions. The house has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The three-bedroom house offers 228 square metres of space and can comfortably accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Justice's Birthplace: King Bed, Hearths, Gardens - Lee, MA
9.7 85 reviews

Justice's Birthplace: King Bed, Hearths, Gardens

house, Lee
This charming house in Stockbridge is just a short drive from Lee Premium Outlets, Lenox Center, and Canyon Ranch, placing you near a range of attractions and shopping opportunities. The house has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The property offers a private entrance and separate living space for up to four guests. It features a fully equipped kitchen, modern appliances, a private porch, and a garden, making it a comfortable and convenient option for your stay.

Check Out Holiday Houses with a Jacuzzi in Lee, MA

Private hot tub access in your holiday home after an active day is a special detail that makes your trip to Lee, MA truly memorable.

Cordelia By Avantstay - Lee, MA
8.3 3 reviews

Cordelia By Avantstay

house, Lee
This five-bedroom property is situated in Lee, Massachusetts, just 8 kilometres from Stockbridge and a short drive from both Cranwell Spa & Golf Club (5.2 kilometres) and Tanglewood (9.2 kilometres). The house has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation has three bathrooms and can comfortably sleep up to 12 guests. Guests will enjoy access to a fully equipped kitchen, a garden, a patio, a balcony, free Wi-Fi, and free private parking.

Frequently asked questions about villa rentals in Lee, MA

Popular destinations

Best Lee, MA villas and holiday homes with a kitchen

Modern Studio With Views Of The Treetops - Lee, MA
9.9 312 reviews

Modern Studio With Views Of The Treetops

house, Stockbridge
This modern studio apartment is situated just north of Stockbridge town centre, offering easy access to the shops, restaurants, and attractions of this picturesque town.
The self-catering accommodation sleeps four guests and features a well-equipped kitchenette, a comfortable living area, and a private entrance with keyless entry.
Restored 1881 Farm House - Lee, MA
9.9 177 reviews

Restored 1881 Farm House

house, Lenox
This restored 1881 farmhouse is located in Lenox, just over 5 kilometres from both Tanglewood and Cranwell Spa & Golf Club, in a peaceful rural setting. It has received excellent ratings for location, cleanliness, and overall experience.
The house is a 2-bedroom property with a floor area of 120 square metres, comfortably accommodating up to 4 guests. It offers modern amenities like air conditioning, Wi-Fi, a fully equipped kitchen, a washing machine, and a bathroom with a bath, as well as a terrace and garden for enjoying the outdoors.

Best Lee, MA villas and holiday homes with a pool

Among the 48 accommodations in Lee, MA, here are the 1 best villas and holiday homes with a pool

Berkshire Vacation Rentals: Centrally Located Historical Home - Lee, MA
No reviews

Berkshire Vacation Rentals: Centrally Located Historical Home

house, Lee
This charming house in Lee is located just 3.8 kilometres from Cranwell Spa & Golf Club and 7.9 kilometres from Tanglewood, offering easy access to the region's cultural and natural attractions. The house provides a comfortable and convenient stay for families or groups, with two bedrooms, a fully equipped kitchen, and a floor area of 120 square metres, accommodating up to four guests.
The house offers a range of modern amenities, including free Wi-Fi, a TV, a washing machine, and air conditioning, as well as a private patio and garden. Guests can enjoy the historical charm of the house while also benefiting from the convenience of a central location and easy access to local attractions.
©2026 cozycozy.com