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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 107 Vacation Homes in Southampton with updated reviews, rates, and availability.

Cozy apartment located in quiet Williamsburg
Exterior
Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (41)
"Property was as advertised. Easy to get in and was exactly what we were looking for. "
The price is SAR 563
SAR 972 total
includes taxes & fees
22 Sep - 23 Sep
Cozy apartment located in quiet Williamsburg
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
View from deck looking over our dock on a still day in last days of October.
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (141)
"Great place and views. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Peace and quiet on the lake
Exterior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (190)
"Loved it!"
Peace and quiet on the lake
PICON COZY
PICON COZY
7.8 out of 10, Good, (48)
"Loved it"
The price is SAR 281
SAR 639 total
includes taxes & fees
22 Sep - 23 Sep
PICON COZY
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Best night's sleep on king size sleigh bed
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (87)
"We loved our stay. Great communication with owners. Property was clean and had everything we needed. Loved having the 2 bedrooms. Would definitely stay again."
The price is SAR 544
SAR 784 total
includes taxes & fees
22 Sep - 23 Sep
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Westfield Vacation Rental w/ Porch, Pets Welcome!
Westfield Vacation Rental | 3BR | 1BA | 4 Steps to Enter | 1,037 Sq Ft
Westfield Vacation Rental w/ Porch, Pets Welcome!
2.0 star property
2.0 out of 10, (1)
"The house looked like an abandoned property. It was dirty and gross. The sheets had hair on them. We actually couldn't stay. We were hopeful that after taking pictures and sending them, we have some sort of recoupment but we did not. Even though we booked through vrbo, it was apparently another company's listing and they were also no help. We won't use vrbo again. Also watch out for Evelve,"
Westfield Vacation Rental w/ Porch, Pets Welcome!
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (9)
"Near Jacob's Pillow!"
Pristine Home In Becket Woods
Big farmhouse in the foothills of the Berkshires
Property grounds
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (127)
"We planned a family reunion in the area. The farm house was pet friendly and the perfect location to our family that lived 20 minutes away. Eric was very accommodating. It was quiet and relaxing."
The price is SAR 807
SAR 1,444 total
includes taxes & fees
23 Sep - 24 Sep
Big farmhouse in the foothills of the Berkshires
Amherst, Perfect Location, UMass, Smith, MHC!
The Valley is known for our picturesque red tobacco barns and expansive cornfields.
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!
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Cover Page
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
9.0 out of 10, Wonderful, (2)
"WiFi was perfect for kids and iPads. Thanks. The accommodations were roomy and clean. However, there were not enough tvs for gaming. We also didn’t have access to more garbage bags for cleaning or properly setting trash out. Family gatherings mean more food, more garbage and different age ranges. TVs for gaming is a plus. WiFi was"
The price is SAR 1,689
SAR 3,831 total
includes taxes & fees
22 Sep - 23 Sep
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Hadley Amherst Location.Explore the Valley Colleges!
Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (128)
"Spent 2 nights as a teacher with 7 students, and another chaperone to attend the Big E with FFA kids. Plenty of room, as kids don’t mind sharing, or sleeping on a pull out couch. Everything was very clean, and the property manager was very responsive and helpful. They even left some goodies for the kids! Would recommend!"
Hadley Amherst Location.Explore the Valley Colleges!
The Meadows House @ Otis Ridge w/ 7-person hot tub
7 person Artesian Grand Cayman hot tub with all the bells and whistles.
The Meadows House @ Otis Ridge w/ 7-person hot tub
9.8 out of 10, Exceptional, (24)
"the Meadows House was very comfortable. Now that there are more grandchildren than children we have outgrown our families lake house. The local hotels are never comfortable for our tall family. The Meadows house was perfect. Beautiful views I wish we had been able to enjoy the hot tub but it was a beautiful week and the lake was calling. we would stay at the Meadow House again. The host was very attentive and checked in (via text)during our stay which was nice."
The Meadows House @ Otis Ridge w/ 7-person hot tub
Quintessential 6-BR Berkshires Lodge
Exterior
Quintessential 6-BR Berkshires Lodge
9.8 out of 10, Exceptional, (7)
"Nice. Quiet. The new pool is very nice."
Quintessential 6-BR Berkshires Lodge
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Kitchen
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 SAR 720
SAR 1,222 total
includes taxes & fees
2 Oct - 3 Oct
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
The Creation Station is a cozy place so make yourself at home.
Exterior
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (60)
"We all had a wonderful time and the Creation Station was everything we imagined and then some! Super host and atmosphere. Thank you."
The price is SAR 675
SAR 1,052 total
includes taxes & fees
23 Sep - 24 Sep
The Creation Station is a cozy place so make yourself at home.
Private Cabin On Over 12 Acres Of Woods!
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
Room
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 SAR 4,503
SAR 6,702 total
includes taxes & fees
27 Sep - 28 Sep
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Cozy Springfield Vacation Rental Near Downtown
Springfield Vacation Rental | 3BR | 1.5BA | 1,200 Sq Ft | Stairs to Access
Cozy Springfield Vacation Rental Near Downtown
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay at this home. It had everything we needed and plenty of space. It was clean and accommodating. We would stay here again!"
Cozy Springfield Vacation Rental Near Downtown
Private Home ~ Old World Charm, Modern Conveniences
Living room, right next to the kitchen; full size pull out couch, gas stove.
Private Home ~ Old World Charm, Modern Conveniences
10.0 out of 10, Exceptional, (11)
"What a lovely property! The house is charming and so were out hosts."
Private Home ~ Old World Charm, Modern Conveniences
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Becket Vacation Rental | 3BR | 3BA | 2,750 Sq Ft | Stairs Required
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!
Don't see what you're looking for?
See all available properties in Southampton
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southampton

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (205)
"My stay was shorter than I had planned but the few days I was here was so relaxing. First of all, the bed is so comfortable, I slept like a baby. Very quiet area. Nice to walk around with my dogs and explore. The cottage was nicely outfitted with any needs you might have. Beautiful time of year to stay here! I cannot wait to go back. I also want to say I appreciate that they allowed my two dogs. My dogs are very well behaved, and I travel with them quite often. Not all places allow this, so I...
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Cozy apartment located in quiet Williamsburg
Exterior
Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (41)
"Property was as advertised. Easy to get in and was exactly what we were looking for. "
The price is SAR 563
SAR 972 total
includes taxes & fees
22 Sep - 23 Sep
Cozy apartment located in quiet Williamsburg
PICON COZY
PICON COZY
7.8 out of 10, Good, (48)
"Loved it"
The price is SAR 281
SAR 639 total
includes taxes & fees
22 Sep - 23 Sep
PICON COZY
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.