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Compare 106 Vacation Homes in Southampton with updated reviews, rates, and availability.

Historic Farmhouse Near Mountains & Colleges!
10.0 out of 10, Exceptional, (2)
"Beautiful & well-maintained historic home.... everything was perfect! Amendies were first class! We will be back:)"
Historic Farmhouse Near Mountains & Colleges!
PICON COZY
7.6 out of 10, Good, (54)
"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."
The price is AED 275
AED 625 total
includes taxes & fees
15 Nov - 16 Nov
PICON COZY
Charming 4Bds+1crib house with patio Amherst Center
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location near restaurants and stores. House is "
The price is AED 694
AED 1,452 total
includes taxes & fees
10 Dec - 11 Dec
Charming 4Bds+1crib house with patio Amherst Center
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (29)
"It was nice stay!"
The price is AED 918
AED 1,471 total
includes taxes & fees
18 Nov - 19 Nov
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (146)
"Beautiful fall colors surrounding the lake. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Tranquil 3-BR Waterfront Retreat
9.8 out of 10, Exceptional, (10)
"Very clean and nicely decorated. Comfortable vibe. Came to relax and enjoy the fall colors. It looks bigger in the pictures, but was plenty big for the 4 of us. Having laundry was a plus, and enjoyed the ping pong table Loved the duvet covers…so soft. Upstairs bathroom could use a mirror in a better place, as blow drying hair and putting on makeup would be difficult, but just didn’t bother. Hope to go again next fall. "
Tranquil 3-BR Waterfront Retreat
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (61)
"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "
The price is AED 661
AED 1,017 total
includes taxes & fees
18 Nov - 19 Nov
The Creation Station is a cozy place so make yourself at home.
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
9.8 out of 10, Exceptional, (27)
"Very quiet home. Well equipped for a large family "
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Pet-Friendly Farmhouse: Cozy with Large Yard
10.0 out of 10, Exceptional, (1)
"This was a fantastic home, property and location. Great places to eat close by. Property was fully fenced with plenty of space for kids and pets. 1 slight issue which was quickly rectified even at 11PM in the evening. Great communication!!"
Pet-Friendly Farmhouse: Cozy with Large Yard
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
9.2 out of 10, Wonderful, (5)
"Several colleagues and I stayed here for a conference in Springfield. While the location was fairly convenient and the house was very clean, there were areas that could be improved upon. We loved having several bathrooms but there was only one roll of toilet paper in each bathroom and no extras for replacements. We ended up having to buys some. Instead of having king beds in every room, it would be nice to have one king bedroom and to have multiple beds in the other bedrooms. The basement is...
The price is AED 1,818
AED 3,959 total
includes taxes & fees
15 Nov - 16 Nov
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Pet-Friendly Westfield Home w/ Fenced Yard!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Pictures are accurate . The place was more than I expected."
Pet-Friendly Westfield Home w/ Fenced Yard!
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (129)
"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "
Hadley Amherst Location.Explore the Valley Colleges!
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, (54)
"Enjoyed our stay. "
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Hilda’s Riverside Retreat
9.8 out of 10, Exceptional, (24)
"This is a great place to stay. Clean and cozy and the hosts were great to work with. We had a breaker trip and Kelly was here within 10 min to fix it."
Hilda’s Riverside Retreat
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, (4)
"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."
Private Cabin On Over 12 Acres Of Woods!
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is AED 4,408
AED 6,503 total
includes taxes & fees
15 Nov - 16 Nov
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
10.0 out of 10, Exceptional, (33)
"Nestled very quietly in the woods, this elegant home has everything you need for comfort."
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Low-scent, historic, well-located, downtown house
10.0 out of 10, Exceptional, (1)
"This is a newly renovated carriage home. Very clean and easily and accommodated our party of 6. It's within walking distance to the downtown North Hampton area which made it very convenient. The home has a lovely kitchen but not could be improved with more cookware and glassware. All the rooms have air conditioners which worked great and kept us comfortable. The bathroom is 1 full bath with a shower and tub and a second bath that's a half bath on first floor. The host provided us with a lot of...
The price is AED 1,062
AED 1,928 total
includes taxes & fees
1 Dec - 2 Dec
Low-scent, historic, well-located, downtown house
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 Southampton

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Cozy apartment located in quiet Williamsburg
9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is AED 551
AED 955 total
includes taxes & fees
15 Nov - 16 Nov
Cozy apartment located in quiet Williamsburg
Peace and quiet on the lake
9.6 out of 10, Exceptional, (198)
"Great trip to Berkshires! Had so much fun. Great property and our dog loved the backyard. We were so happy it was fenced. "
Peace and quiet on the lake
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.