Photo by Heather Beaudry

Search Vacation Homes in Southampton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 120 Vacation Homes in Southampton with updated reviews, rates, and availability.

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (96)
"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."
The price is SAR 544
SAR 776 total
includes taxes & fees
9 Jan - 10 Jan
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

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!

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (9)
"Great stay. Host lives to the right. Good spacious place. Quite. Clean. Easy to find from the road. We enjoyed our stay. Very comfortable. "
The price is SAR 619
SAR 1,083 total
includes taxes & fees
31 Jan - 1 Feb
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

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 SAR 884
SAR 1,705 total
includes taxes & fees
7 Feb - 8 Feb
Charming 4Bds+1crib house with patio Amherst Center

Cozy apartment located in quiet Williamsburg

9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is SAR 563
SAR 960 total
includes taxes & fees
9 Jan - 10 Jan
Cozy apartment located in quiet Williamsburg

PICON COZY

7.6 out of 10, Good, (57)
"Todo limpio y con buena ubicacion"
The price is SAR 282
SAR 639 total
includes taxes & fees
10 Jan - 11 Jan
PICON COZY

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!

Quintessential 6-BR Berkshires Lodge

9.8 out of 10, Exceptional, (8)
"The house was perfect for our group of couples and young kids. Large bedrooms and beautiful property "
Quintessential 6-BR Berkshires Lodge

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (129)
"This was the perfect place to stay while we visited family in Massachusetts. The place was kept beautifully and had all of the amenities to make our visit comfortable. We will definitely book this place in the future."
The price is SAR 807
SAR 1,432 total
includes taxes & fees
9 Jan - 10 Jan
Big farmhouse in the foothills of the Berkshires

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

10.0 out of 10, Exceptional, (149)
"Highly recommend this house. Wonderful location, plenty of beds for a group. Great communication with the host."
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

8.4 out of 10, Very Good, (6)
"I was a bit nervous after booking and ready some of the reviews about being a noisy location as I’m a light sleeper. It is a very active neighborhood directly behind large shopping with a railroad track nearby and a flight path directly overhead. However I just played some white noise music on my phone and it was fine. We didn’t spend much time at the house as we were on business leaving around 5am daily and coming back after 9pm. It’s too bad because it has a huge nice backyard. Plenty of off...
The price is SAR 450
SAR 1,184 total
includes taxes & fees
9 Jan - 10 Jan
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (17)
"We had a lovely time staying here as a group for a birthday weekend, the location is great! "
Massachusetts Vacation Rental w/ Deck

2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E

10.0 out of 10, Exceptional, (5)
"Clean and well managed property in a convenient location to all attractions."
2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E

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!

Lakeside 3-BR Berkshires Residence

10.0 out of 10, Exceptional, (2)
"We had a wonderful time! The house was clean, cozy and had a beautiful view. We enjoyed sitting by the lake, kayaking, and taking long walks. Highly recommend! "
Lakeside 3-BR Berkshires Residence

The Congamond Cottages: Private Lakefront Cottage

8.4 out of 10, Very Good, (5)
"This was the perfect place to stay during the big E. It was very peaceful and helpful during the bustle of the fair. We hope to book again next year."
The Congamond Cottages: Private Lakefront Cottage

Becket Home w/ 3-Season Porch: Walk to Lake Access

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a clean, quiet spot for a nice weekend getaway. "
Becket Home w/ 3-Season Porch: Walk to Lake Access

Winter Berkshires Retreat! Dog friendly, Hot Tub, Shopping, Snow Sports.

10.0 out of 10, Exceptional, (3)
"Very clean house, smooth access and well stocked kitchen. Great place for me and some friends to have a mini reunion and go to Tanglewood. My dog loved it too! Hot tub was great. "
Winter Berkshires Retreat! Dog friendly, Hot Tub, Shopping, Snow Sports.

Berkshires Lakefront Retreat

10.0 out of 10, Exceptional, (3)
"Exactly what we were hoping for and more! We loved our stay and had a great experience from start to finish. Bill is an exceedingly gracious and helpful host and his property is amazing. The house is spotless and decorated lovely—comfortable and classy. We were impressed by all the thoughtful touches throughout—especially the games room and super-equipped kitchen and fire pit. We had plenty of room to spread out and slept well in the comfortable bedrooms. The peace and quiet was like a slice of...
Berkshires Lakefront Retreat
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.
Don't see what you're looking for?
See all available properties in Southampton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southampton

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake

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

9.6 out of 10, Exceptional, (39)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (11)
"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."
Berkshires Cabin 2 Mi to Appalachian Trail!
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.