Lee Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Lee holiday rentals

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 HK$1,059
HK$1,619 total
includes taxes & fees
26 Jun - 27 Jun
Charming Apt in 18th c Berkshire Farmhouse
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 HK$1,298
HK$3,132 total
includes taxes & fees
25 Jun - 26 Jun
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (33 reviews)
"Perfect space for an overnight stay. Very clean and well appointed. Communication from host was great and check in was a breeze. 2 minute drive from downtown Great Barrington."
United States
Anonymous traveller
The price is HK$2,266
HK$3,398 total
includes taxes & fees
19 Jul - 20 Jul
Home in Great Barrington
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.4 out of 10, Exceptional, (16 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is HK$1,729
HK$2,649 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Riverside Berkshires Retreat
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 HK$1,687
HK$3,732 total
includes taxes & fees
6 Jul - 7 Jul
stylish Berkshires Retreat
TV

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is HK$2,666
HK$5,114 total
includes taxes & fees
29 Jun - 30 Jun
Treetop Hideaway in Tyringham
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
7.8 out of 10, Good, (7 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 HK$2,463
HK$4,327 total
includes taxes & fees
29 Jun - 30 Jun
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is HK$3,352
HK$6,284 total
includes taxes & fees
1 Jul - 2 Jul
Spacious 5-bedroom house in charming Lee with WiFi
Smart TV

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 HK$3,019
HK$5,614 total
includes taxes & fees
12 Jul - 13 Jul
Spacious Central Berkshires Home for Groups
Smart TV

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Richmond
10.0 out of 10, Exceptional, (15 reviews)
"Spacious rooms. Enough space for all of use to spread out a bit."
United States
Julia F.
The price is HK$7,841
HK$12,283 total
includes taxes & fees
5 Jul - 6 Jul
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
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, (79 reviews)
"Amazing property, close to town "
United States
Tricia E.
The price is HK$4,704
HK$6,008 total
includes taxes & fees
19 Jul - 20 Jul
Enjoy comfortable elegance in this secluded grand home located in town
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 HK$5,089
HK$8,592 total
includes taxes & fees
21 Jul - 22 Jul
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Room

Historic South Lee Apt 2 Mi to Main Street

Historic South Lee Apt 2 Mi to Main Street
South Lee
The price is HK$5,935
HK$10,799 total
includes taxes & fees
28 Jun - 29 Jun
Historic South Lee Apt 2 Mi to Main Street
Room

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is HK$946
HK$1,056 total
includes taxes & fees
28 Jun - 29 Jun
Huttopia Berkshires
Dining

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,764
HK$2,892 total
includes taxes & fees
28 Jun - 29 Jun
Sugar Shack - 300 square feet of pure sweetness.
Terrace/patio

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is HK$1,960
HK$2,520 total
includes taxes & fees
29 Jun - 30 Jun
BLUSH: Boutique TINY home*private spa*walk to town
Exterior

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (33 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (154 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 HK$1,063
HK$1,190 total
includes taxes & fees
29 Jun - 30 Jun
Micosta Leisure Inn
Property grounds

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts
Cummington
The price is HK$855
HK$1,069 total
includes taxes & fees
25 Jun - 26 Jun
Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,409 reviews)
"Property is great and stay was great"
United States
Isha
The price is HK$933
HK$1,128 total
includes taxes & fees
8 Jul - 9 Jul
Vacation Village in 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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Location"
Leo 1-night trip
Posted 2 hours ago
Quality Inn Lee - Lenox South

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
  • Use the map to find apartments and other holiday homes in the Lee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lee while they last

Look no further and take a look at our great range of rental properties in Lee!

Frequently asked questions

Can I find a holiday rental in Lee?

Yes, there are holiday rentals in Lee close to Ashintully Gardens, or you can select 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 holiday rentals that Lee has to offer?

Historic Stockbridge Villa on 25 acres sleeps 23: This highly rated holiday home rental in Lee is located on a lake, and has an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Lee?

Choose from 47 Expedia holiday rentals in Lee for a memorable holiday.

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 McLennan Reservation are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Berkshire Mountain Country Store and Lee Premium Outlets.

What are holiday rentals like in Lee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lee. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip.