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Compare 358 Vacation Homes in South Lee with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (234)
"Very lovely place to stay. Everything was clean and the owner made everything simple."
The price is AED 551
AED 837 total
includes taxes & fees
14 Jan - 15 Jan
Berkshire Village Carriage House - Super Private!!

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.

Peace and quiet on the lake

9.6 out of 10, Exceptional, (202)
"The house was great with plenty to do in the area. It was warm, comfortable, and just what we were looking for a quick weekend away. Would definitely return.Thanks,-Mike"
Peace and quiet on the lake

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

10.0 out of 10, Exceptional, (22)
"Great house that has everything for the family vacation "
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

Beautiful Berkshire Farm House on 160+ Acres

10.0 out of 10, Exceptional, (36)
"This was our second group visit to the Berkshire Farm House, and we plan to go back again! That fact says it all. "
Beautiful Berkshire Farm House on 160+ Acres

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (15)
"Beautiful property, well-appointed, and comfortable for extended family of 12."
Private Estate, Heated Yearround Outdoor Pool

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.4 out of 10, Exceptional, (20)
"Well located and comfortable "
The price is AED 621
AED 1,264 total
includes taxes & fees
31 Jan - 1 Feb
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

9.4 out of 10, Exceptional, (39)
"We had a great stay. The house was well furnished, with plenty of space for us, our children, and my parents. There was a nice dining room and a decent kitchen. Our kids loved the arcade machine and air hockey table, and it was a convenient location. The host was very responsive and friendly. The checkout rules were a bit stringent, and it had the quirks of an older house, but overall we loved the place and would highly recommend it to others. "
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

10.0 out of 10, Exceptional, (116)
"Bright, spacious and clean house on a hill. Prompt and helpful host. "
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hudson Valley and The Berkshires getaway

10.0 out of 10, Exceptional, (5)
"We loved our stay on Stone Ledge Rd in Hillsdale. We have stayed at Vrbo properties in Hillsdale two prior holiday weeks leading up to the New Year and this was by far the best set-up for us—gorgeous views through the wrap-around windows, easy and comfortable sleeping arrangements for the 6 of us, plenty of sofa space for reading, watching movies, just hanging out. Ben was very responsive when a mixture of drizzle and freezing temperatures made the driveway slippery and we were able to park in...
Hudson Valley and The Berkshires getaway

Majestic Mountain Side Sheffield/Great Barrington/SKI

Majestic Mountain Side Sheffield/Great Barrington/SKI

Relax or be active! The choice is yours in this pet-friendly family home.

9.8 out of 10, Exceptional, (10)
"Home was exactly as listed, very comfortable and convenient for my family’s trip. "
Relax or be active! The choice is yours in this pet-friendly family home.

Quintessential 6-BR Berkshires Lodge

9.8 out of 10, Exceptional, (9)
"The house was clean and beautiful. We had a few questions and the property manager was very responsible and helpful. I would 1000% stay here again and would recommend to anyone. "
Quintessential 6-BR Berkshires Lodge

Peaceful, Post and Beam Loft, Sleeps 9

10.0 out of 10, Exceptional, (14)
"House and grounds are large! Firepit is great! Local hiking and restaurants were fantastic! Enjoyed the large rooms and decor and artworks and prints."
Peaceful, Post and Beam Loft, Sleeps 9

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

10.0 out of 10, Exceptional, (149)
"The location is beautiful and there are lots of places to visit in the area. The house is nice; great view of Otis Reservoir. It took us a while to figure out the multiple thermostats, but it was a good Christmas house. The owner was nice enough to allow us to have a Christmas tree, and had someone make an extra trash pick up for us after Christmas.The one thing we were disappointed in was the cleanliness. Shower curtains were moldy, some of the dishes weren't very clean, expired condiments...
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

Amore Estate - beautiful room with many places to explore and relax in.

9.2 out of 10, Wonderful, (20)
"We had a lovely time on our family holiday trip. Andrea was great- easy to get ahold of, clear communication. The house and neighborhood are so charming. Everything was well stocked, comfortable, and even decorated for the holdiays! We’d love to stay again!"
Amore Estate - beautiful room with many places to explore and relax in.

Wellspring by AvantStay | Indoor Pool + Views

10.0 out of 10, Exceptional, (10)
"We all enjoyed our stay. The house and indoor pool were wonderful. There are plenty of comfortable places to sit and enjoy the gorgeous views. We loved the location which is both close to Lenox restaurants, as well as, the southern Berkshires for food markets and activities for kids. The property manager was attentive, and the owner was very responsive. We loved our week at this family friendly property and highly recommend it. "
Wellspring by AvantStay | Indoor Pool + Views

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (18)
"House was very clean and nicely furnished. Big kitchen was helpful as a lot of cooking went on.Amanda was very helpful with suggestions about restaurants and places to visit. She quicky responded to text messages ."
The price is AED 422
AED 1,169 total
includes taxes & fees
27 Jan - 28 Jan
Near Tanglewood: Historic Summer Retreat

Hearts Desire is a furnished whole house in a small, colorful garden center.

10.0 out of 10, Exceptional, (86)
"Simply fantastic!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
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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Other property types in South Lee

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1755)
"We always come back to Vacation Village! We love the space and area."
The price is AED 689
AED 792 total
includes taxes & fees
14 Jan - 15 Jan
Vacation Village in the Berkshires

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (32)
"We had such a lovely time at this property! The space is gorgeous and the outside is perfect for walking around and exploring with the dogs. We had 18 people staying overnight and we all fit well (with the addition of some curtains for privacy) and had our own space to hide away in when needed. It was stocked with pretty much everything we needed, including firewood, glass vases for wedding decorations, tons of dishware, throw blankets, etc. Our group made wonderful memories here - thank you!"
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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.