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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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, 1143, (1,143 reviews)
"Clean & comfortable stay"
United States
Robert
The price is ￥12,227
￥17,090 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
Private kitchen

2. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.4 out of 10, 3, (3 reviews)
"Great location, great property, great host"
United States
Shelly B.
The price is ￥17,281
￥23,935 total
includes taxes & fees
Sep 28 - Sep 29
Cozy 1-bedroom studio in serene Great Barrington with AC
Private kitchen

3. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, 39, (39 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
The price is ￥29,309
￥45,092 total
includes taxes & fees
Sep 17 - Sep 18
Home in Great Barrington
Interior

4. Riverside Retreat in the Berkshires

Riverside Retreat in the Berkshires
Great Barrington
9.6 out of 10, 25, (25 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is ￥31,236
￥48,847 total
includes taxes & fees
Sep 21 - Sep 22
Riverside Retreat in the Berkshires
Interior

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

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
8.0 out of 10, 1, (1 review)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
The price is ￥8,295
￥44,954 total
includes taxes & fees
Sep 24 - Sep 25
Real Estate: Therapy - Lake, Laundry, Love it
Lobby

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, 2645, (2,645 reviews)
"Great all around stay and lots for the kids to do"
United States
Sarah
The price is ￥14,614
￥18,009 total
includes taxes & fees
Sep 17 - Sep 18
Vacation Village in the Berkshires
Interior

7. 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, 9, (9 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ￥22,396
￥57,789 total
includes taxes & fees
Sep 16 - Sep 17
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Beach

8. 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, 4, (4 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 ￥27,496
￥42,725 total
includes taxes & fees
Sep 17 - Sep 18
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Private kitchen

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

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, 7, (7 reviews)
"Awesome location went for a solo trip w the purpose of spending time alone in nature with myself and god got exactly that calm quiet beautiful scenic area great room and service would book again"
United States
Varun M.
The price is ￥10,753
￥31,607 total
includes taxes & fees
Sep 20 - Sep 21
NEW RENO - Chalet-style farm loft near Tanglewood
Living area

10. Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, 11, (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 ￥43,318
￥88,651 total
includes taxes & fees
Sep 21 - Sep 22
Treetop Hideaway in Tyringham
Exterior

11. 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, 40, (40 reviews)
"The house was lovely - my sisters and I had a wonderful time. Everything was warm and welcoming - it felt like home! We hope to make it an annual visit :)"
United States
Anonymous traveler
The price is ￥70,661
￥131,432 total
includes taxes & fees
Sep 28 - Sep 29
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Outdoor spa tub

12. 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, 16, (16 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is ￥24,608
￥60,430 total
includes taxes & fees
Sep 28 - Sep 29
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Property grounds

13. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, 6, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is ￥14,854
￥34,512 total
includes taxes & fees
Sep 16 - Sep 17
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Living area

14. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Lenox
The price is ￥34,562
￥48,729 total
includes taxes & fees
Sep 16 - Sep 17
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Gift shop

15. 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, 6, (6 reviews)
"The apartment itself is very clean and perfect for what we needed - a quick 2 night stay. The pool, hot tub and Jiminy Peak right there was great. Howie, the owner, was excellent with communication. Not his fault, the Country Inn itself is a bit outdated yet front desk assistants were so nice and friendly."
United States
Ann
The price is ￥14,854
￥34,512 total
includes taxes & fees
Sep 16 - Sep 17
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Outdoor dining

16. Cozy Camper tucked into the woods

Cozy Camper tucked into the woods
Sandisfield
The price is ￥26,793
￥34,236 total
includes taxes & fees
Sep 16 - Sep 17
Cozy Camper tucked into the woods
Terrace/patio

17. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, 79, (79 reviews)
"Excellent host!"
United States
Kenny
The price is ￥30,722
￥58,323 total
includes taxes & fees
Sep 17 - Sep 18
Ideal location for summer and winter activities with plenty of outdoor space.
Gift shop

18. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, 3, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is ￥14,854
￥34,512 total
includes taxes & fees
Sep 16 - Sep 17
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Room

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

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, 2, (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 ￥49,052
￥85,978 total
includes taxes & fees
Sep 23 - Sep 24
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Sue 1-night trip
Posted 7 hours ago
Quality Inn Great Barrington

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?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home near South Lee is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 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.