A lush green landscape with a lake and rolling hills under a cloudy sky.

South Lee Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for South Lee vacation rentals

Lobby

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,063 reviews)
"Great, spacious accommodation near many things and perfect for Tanglewood concert. Loved the room, the coffee in the lobby, and all the amenities. Would stay again and again"
United States
Andrea
The price is ￥15,067
￥20,388 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge
Smart TV

2. stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
8.8 out of 10, Excellent, (3 reviews)
"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 ￥30,819
￥67,872 total
includes taxes & fees
Sep 10 - Sep 11
stylish Berkshires Retreat
Interior

3. Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.6 out of 10, Exceptional, (23 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 ￥33,825
￥52,368 total
includes taxes & fees
Aug 19 - Aug 20
Cozy Riverside Berkshires Retreat
Interior

4. Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (9 reviews)
"The host did a great job of prepping the place and being welcoming to us. It was clean and thoughtfully designed. So happy we found this spot!"
United States
Peter S.
The price is ￥27,869
￥50,874 total
includes taxes & fees
Sep 1 - Sep 2
Sweet Cozy Victorian in Housatonic. Close to everything.
Beach nearby, sun loungers, beach towels

5. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is ￥34,080
￥48,384 total
includes taxes & fees
Sep 8 - Sep 9
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
4 bedrooms, travel crib, WiFi, bed sheets

6. Stylish Mid-century Modern Berkshires Cape

Stylish Mid-century Modern Berkshires Cape
Lee
10.0 out of 10, Exceptional, (6 reviews)
"Besides, it being in a great location, the home is absolutely lovely!"
United States
H B.
The price is ￥80,979
￥139,016 total
includes taxes & fees
Sep 2 - Sep 3
Stylish Mid-century Modern Berkshires Cape
Coffee/tea maker, fridge, microwave, oven

7. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is ￥14,810
￥37,500 total
includes taxes & fees
Aug 16 - Aug 17
NEW RENO - Chalet-style farm loft near Tanglewood
Smart TV, books

8. 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 ￥48,880
￥96,940 total
includes taxes & fees
Aug 19 - Aug 20
Spacious Central Berkshires Home for Groups
TV

9. 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 ￥52,559
￥102,019 total
includes taxes & fees
Sep 2 - Sep 3
Treetop Hideaway in Tyringham
Interior

10. 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, (6 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ￥27,235
￥65,291 total
includes taxes & fees
Sep 9 - Sep 10
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Coffee/tea maker, fridge, microwave, oven

11. Historic Stockbridge Villa on 25 acres

Historic Stockbridge Villa on 25 acres
Stockbridge
10.0 out of 10, Exceptional, (20 reviews)
"Great home, warm and welcoming!! Hosts were great! Very attentive, enjoyed meeting Lisa. Plenty of room for our gathering, accommodations were excellent! "
United States
Amy M.
The price is ￥89,817
￥173,436 total
includes taxes & fees
Aug 17 - Aug 18
Historic Stockbridge Villa on 25 acres
Interior

12. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
The price is ￥16,405
￥55,686 total
includes taxes & fees
Sep 9 - Sep 10
Real Estate: Therapy - Lake, Laundry, Love it
Coffee/tea maker, fridge, microwave, oven

13. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (38 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
The price is ￥43,863
￥65,896 total
includes taxes & fees
Aug 24 - Aug 25
Home in Great Barrington
Outdoor spa tub

14. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (16 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is ￥27,522
￥65,611 total
includes taxes & fees
Aug 25 - Aug 26
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Desk, iron/ironing board, WiFi, bed sheets

15. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is ￥23,891
￥30,504 total
includes taxes & fees
Aug 13 - Aug 14
The Brooks Motel: Exceptional Suite
Coffee/tea maker, fridge, microwave, oven

16. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton
9.8 out of 10, Exceptional, (30 reviews)
"This was a wonderful place to stay. We especially loved the easy access to the toys so the kids could start playing while we unloaded the car. It was perfect and just what we needed."
United States
Megan A.
The price is ￥23,091
￥54,965 total
includes taxes & fees
Aug 31 - Sep 1
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Lobby

17. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,521 reviews)
"I have been visiting this property for years and it is always great. Can’t beat it after a few days of adventure in the Berkshires"
United States
Brooks
The price is ￥15,395
￥18,943 total
includes taxes & fees
Sep 2 - Sep 3
Vacation Village in the Berkshires
TV, DVD player, books, video library

18. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
The price is ￥16,562
￥39,430 total
includes taxes & fees
Sep 9 - Sep 10
1800s Carriage house in Berkshires / Hudson Valley
Gift shop

19. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is ￥20,928
￥42,767 total
includes taxes & fees
Aug 13 - Aug 14
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
3 bedrooms, iron/ironing board, WiFi, bed sheets

20. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (2 reviews)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is ￥65,930
￥108,509 total
includes taxes & fees
Sep 8 - Sep 9
Cozy. Clean. Free bagel shop. 3 Fireplaces.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Lee Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Pool and staff was great"
peter 2-night trip
Posted 8 hours ago
Vacation Village in the Berkshires

Find out more about South Lee

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

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

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

Frequently asked questions

Are there vacation rentals in South Lee?

Yes, we have vacation rentals close to popular local attractions in South Lee, or you can go with a more remote option if you'd like a relaxing place to stay. Our travelers say South Lee has a good selection of restaurants and the local cheese shops. Make sure you have time to check out the ski areas and shopping during your trip.

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

Cozy Riverside Berkshires Retreat: This vacation home rental near South Lee is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in South Lee?

Choose from 7 Expedia vacation rentals in South Lee for a memorable vacation.

What’s there to see and do in South Lee?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Housatonic River. Chesterwood and National Shrine of the Divine Mercy are a couple of places you'll find in the larger area.

What’s a vacation rental in South Lee like?

Vacation rentals are private properties you can stay in for a short or long stay in South Lee. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.