A street lined with historic buildings, including a Morgan House restaurant.

Lee Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Lee vacation rentals

Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.4 out of 10, Exceptional, (18 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
United States
Colin E.
The price is ￥34,123
￥52,534 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Riverside Berkshires Retreat
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (33 reviews)
"Adorable guest home in Great Barrington! Light and bright. Perfect space for our family of 4. Well equipped kitchen and easy walk to downtown and groceries at the co-op. Would definitely stay here again!"
United States
Julie J.
The price is ￥46,466
￥69,384 total
includes taxes & fees
Jul 16 - Jul 17
Home in Great Barrington
TV

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "
United States
Samantha G.
The price is ￥58,244
￥109,315 total
includes taxes & fees
Jul 6 - Jul 7
Treetop Hideaway in Tyringham
Smart TV

stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
10.0 out of 10, Exceptional, (1 review)
"Property was just as described, clean and well equipped. Had excellent communication with the host. Would highly recommend staying here."
United States
Donna K.
The price is ￥23,814
￥57,237 total
includes taxes & fees
Jul 10 - Jul 11
stylish Berkshires Retreat
Exterior

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (39 reviews)
"Charming house in a wonderful setting in the Berkshires. "
United States
Mark Cristen J.
The price is ￥104,710
￥176,792 total
includes taxes & fees
Jul 19 - Jul 20
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
TV, stereo, offices

Perfect Nature Haven In Great Barrington

Perfect Nature Haven In Great Barrington
Great Barrington
9.6 out of 10, Exceptional, (8 reviews)
"Their place was one of the cleanest rental cabins we have ever been, the house is in a great location with beautiful surroundings, the check in and check out was extremely easy for a family with little kids, loved the place and we hope to be back!"
United States
Ethel B.
The price is ￥136,010
￥277,715 total
includes taxes & fees
Jul 5 - Jul 6
Perfect Nature Haven In Great Barrington
Fridge, microwave, stovetop, dishwasher

Berkshire House Stay: 5BR/5BA

Berkshire House Stay: 5BR/5BA
Lee
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful stay, beautiful, well equipped and clean property. Highly recommend for an adult famiky getaway "
United States
jennifer r.
The price is ￥99,708
￥178,776 total
includes taxes & fees
Jul 13 - Jul 14
Berkshire House Stay: 5BR/5BA
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ￥32,526
￥71,835 total
includes taxes & fees
Jul 13 - Jul 14
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Lobby

Modern Designer Chalet on 5.5 Private Acres Near Tanglewood

Modern Designer Chalet on 5.5 Private Acres Near Tanglewood
West Stockbridge
10.0 out of 10, Exceptional, (5 reviews)
"The home was great! It was tucked away but still very close to everything! Our family enjoyed our stay and Michelle was very welcoming and had everything at the house for us to feel comfortable."
United States
Jon U.
The price is ￥96,804
￥171,858 total
includes taxes & fees
Jul 16 - Jul 17
Modern Designer Chalet on 5.5 Private Acres Near Tanglewood
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.0 out of 10, Very Good, (8 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is ￥56,308
￥96,596 total
includes taxes & fees
Jul 26 - Jul 27
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Smart TV, books

Spacious Central Berkshires Home for Groups

Spacious Central Berkshires Home for Groups
Lee
8.0 out of 10, Very Good, (1 review)
"This older home was beautifully renovated and was able to easily accommodate our large group."
United States
Beth S.
The price is ￥54,017
￥103,229 total
includes taxes & fees
Jul 13 - Jul 14
Spacious Central Berkshires Home for Groups
Dining

Charming Apt in 18th c Berkshire Farmhouse

Charming Apt in 18th c Berkshire Farmhouse
Lanesborough
9.4 out of 10, Exceptional, (40 reviews)
"Clean, friendly, but isolated. On premises coffee shop was a bonus."
United States
Karl K.
The price is ￥21,781
￥33,496 total
includes taxes & fees
Jul 16 - Jul 17
Charming Apt in 18th c Berkshire Farmhouse
Property grounds

Enjoy comfortable elegance in this secluded grand home located in town

Enjoy comfortable elegance in this secluded grand home located in town
Lenox
10.0 out of 10, Exceptional, (80 reviews)
"Amazing property, close to town "
United States
Tricia E.
The price is ￥96,804
￥123,628 total
includes taxes & fees
Jul 19 - Jul 20
Enjoy comfortable elegance in this secluded grand home located in town
TV, fireplace, stereo

Great Barrington, Cabin Sleeps 14, Walk To Town

Great Barrington, Cabin Sleeps 14, Walk To Town
Great Barrington
9.6 out of 10, Exceptional, (48 reviews)
"The host was wonderful and the place was amazing!"
United States
James M.
The price is ￥273,310
￥413,284 total
includes taxes & fees
Aug 2 - Aug 3
Great Barrington, Cabin Sleeps 14, Walk To Town
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,417 reviews)
"Property is great and stay was great"
United States
Isha
The price is ￥22,194
￥26,561 total
includes taxes & fees
Jul 7 - Jul 8
Vacation Village in the Berkshires
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (155 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is ￥22,363
￥25,044 total
includes taxes & fees
Jul 12 - Jul 13
Micosta Leisure Inn
1 bedroom, free WiFi, bed sheets

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Sand Lake
The price is ￥22,588
￥32,415 total
includes taxes & fees
Jul 5 - Jul 6
Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Exterior

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (16 reviews)
"This was a dash away and perfect! "
United States
Linda R.
The price is ￥20,168
￥29,550 total
includes taxes & fees
Jul 5 - Jul 6
Taborton Harvest Boulder Pines Cabin in the woods
House (3 Bedrooms) | Interior

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is ￥36,140
￥89,408 total
includes taxes & fees
Jul 5 - Jul 6
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (147 reviews)
"Great location"
United States
Will G.
The price is ￥30,639
￥56,931 total
includes taxes & fees
Jul 12 - Jul 13
Big farmhouse in the foothills of the Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lee Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Loved this place. It was a bit dated aesthetically, but the charm outweighed that. Beds are comfortable. The setting on the lake is beautiful and its size of the hotel is lovely. Staff and guests were delightful. In retrospect, I wish I’d paid more for a lakefront room — it would’ve been worth it. Hotel is centrally located and it’s easy to get everywhere. Only negative was that there was no recycling."
Lisa 3-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Lee

Search for holiday rentals in Lee on Expedia! You can easily find your home rentals, villas, holiday apartments in Lee using one of the methods below:

  • View our selection of featured holiday rentals in Lee
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Look no further and take a look at our great range of rental properties in Lee!

Frequently asked questions

Can I find a vacation rental in Lee?

Yes, you can find vacation rentals in Lee near Ashintully Gardens, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and museums in Lee. Leave plenty of time to check out the shops and lakeside during your trip.

What are some of the best vacation home rentals that Lee has to offer?

Historic Stockbridge Villa on 25 acres sleeps 23: This highly rated vacation home rental in Lee is located on a lake and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Lee?

Choose from 46 Expedia vacation rentals in Lee for a memorable vacation.

What can I see and do in Lee?

Cultural attractions include Animagic Museum of Animation and Berkshire Scenic Railway Museum, whereas Goose Pond Reservation and Ashintully Gardens are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Lee Premium Outlets and Housatonic River.

What are vacation rentals like in Lee?

Vacation rentals are privately owned properties you can book for several days or longer in Lee. Vacation rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.