Lee Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Lee

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (3)
"Pool is caving in with pool cover partly pulled away. Gate to access pool area was unlocked. Hazard for children. Staff is not onsite. Room was clean, but sheets had stains. Used bar of soap left on bathroom sink. "
The price is AU$207
includes taxes & fees
1 Sept - 2 Sept
Deluxe Queen Room with 2 Queen Beds

Spacious 5-bedroom house in charming Lee with WiFi

The price is AU$1,225
includes taxes & fees
18 Aug - 19 Aug
Spacious 5-bedroom house in charming Lee with WiFi

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (63)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

10.0 out of 10, Exceptional, (94)
"Exactly what you want in a ski house!"
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Downtown Gateway to the Berkshires. Walk to Everything.

2.0 star property
8.0 out of 10, Very good, (1)
"This cute and cozy apartment was in an excellent location. We were the first guest to stay here and we had a few concerns: the chairs in the kitchen were broken as was a door frame. The command hooks fell off the several times. There was no place to hang clothes and shelves which held the dishes were dirty and dusty as well as appliances. Some coffee and Kleenex would have a nice. The place has the potential to be amazing with a little more attention to details. We have stayed in many, many...
Downtown Gateway to the Berkshires. Walk to Everything.

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

9.4 out of 10, Exceptional, (13)
"We loved staying here! Great location!"
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (8)
"Emmy is a great hostess. The apartment is nicely appointed and in a great location to restaurants and shops and attractions in the Berkshires. "
Gateway to the Berkshires - Renovated downtown apartment

Garfield Townhouse in the Berkshires on Main St

10.0 out of 10, Exceptional, (14)
"Great location and comfortable."
Garfield Townhouse in the Berkshires on Main St

4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee

9.8 out of 10, Exceptional, (7)
"Home was comfortable, clean and well located. Master bedroom especially so. Great backyard. Proximate to Lenox and Great Barrington as well as Lee. No hot tub as noted in the write up but otherwise delivered on its promises."
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee

Berkshire House Stay

10.0 out of 10, Exceptional, (13)
"Fabulous comfortable large home close to everything in the area. Hosts are so organized and super communicative. Would definitely stay here again. "
Berkshire House Stay

Berkshire Lake at the Pillow, and EV!

9.4 out of 10, Exceptional, (15)
"Had a lovely time at this lake house. The lake access was a plus and the house was well stocked with water accessories and food items. Otis is a short distance from Lee and Lenox providing easy Berkshire access. Having a garage to park the car in was also nice. The only downside is the relatively poor condition of the driveway / shared road the house is on. The neighborhood is made up of single lane dirt roads that have suffered from some wet weather. All in all would definitely recommend."
Berkshire Lake at the Pillow, and EV!

Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.

10.0 out of 10, Exceptional, (23)
"Had a wonderful stay. 10/10, great privacy, amenities, and beautiful view of the lake. Would love to come again!"
Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.

Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

10.0 out of 10, Exceptional, (57)
"Very nice host, very clean, 5 bedrooms! Just EASY for everyone."
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

Lakeside Getaway at Goose Pond!

Lakeside Getaway at Goose Pond!

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (44)
"Perfect get away, convenient to everything."
1500 sqft private entrance with beautiful views of the Berkshire Mountains

Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!

Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!

Berkshires' best! Tanglewood, Jacob's Pillow and 400 feet from a pristine lake

2.0 star property
Berkshires' best! Tanglewood, Jacob's Pillow and 400 feet from a pristine lake

Cozy retreat in beautiful country setting

10.0 out of 10, Exceptional, (9)
"We enjoyed this beautiful, quiet and well equipped home in Lee. This place is great!"
Cozy retreat in beautiful country setting

Elegant 19th Century New England 2BR vacation rental at Garfield House

10.0 out of 10, Exceptional, (92)
"Superb location in town with charm galore . Perfect spot for our 3 day weekend in the Berkshire’s An excellent enjoyable stay !"
Elegant 19th Century New England 2BR vacation rental at Garfield House

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

3.0 star property
Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lee Hotel Reviews

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?

Deluxe Queen Room with 2 Queen Beds: This highly rated holiday home rental in Lee is equipped with an outdoor pool, air conditioning and WiFi to help you feel comfortable during your stay. Our travellers also rate Spacious 5-bedroom house in charming Lee with WiFi as a favourite home for rent in Lee.

How many holiday rentals are there in Lee?

Choose from 45 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 Wood's Pond and Goose Pond 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.