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Holiday Homes in Southampton

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Southampton

Bring Your Pet & Visit Springfield: Westfield Home
Outdoor dining

Bring Your Pet & Visit Springfield: Westfield Home

2.0 star property
6.0 out of 10, (11)
"The house and location were perfect. Comfortable beds! Would definitely stay again"
Bring Your Pet & Visit Springfield: Westfield Home
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Smart TV, fireplace, video games, books

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.6 out of 10, Exceptional, (32)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is AU$491
includes taxes & fees
6 Aug - 7 Aug
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Big farmhouse in the foothills of the Berkshires
Property grounds

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (139)
"It is a quiet and beautiful home. The surrounding nature is peaceful and we saw many kinds of birds."
The price is AU$564
includes taxes & fees
20 Aug - 21 Aug
Big farmhouse in the foothills of the Berkshires
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Fireplace, books

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (37)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Spacious Private Retreat Near Holyoke State Park!
Fridge, microwave, oven, stovetop

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (9)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!
Historic Farmhouse Near Mountains & Colleges!
Fridge, microwave, stovetop, dishwasher

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (9)
"We loved everything about this home! It fit us perfectly and we would love to rent it again!"
Historic Farmhouse Near Mountains & Colleges!
Tiny Home with AC and WiFi in lovely Ludlow
1 bedroom, WiFi, bed sheets

Tiny Home with AC and WiFi in lovely Ludlow

8.0 out of 10, Very good, (2)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
The price is AU$234
includes taxes & fees
8 Aug - 9 Aug
Tiny Home with AC and WiFi in lovely Ludlow
PICON COZY
Fridge, microwave, oven, stovetop

PICON COZY

7.4 out of 10, Good, (68)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is AU$253
includes taxes & fees
23 Aug - 24 Aug
PICON COZY
Lake Congamond Cozy Stylish Comfortable House
Sun-loungers, beach towels

Lake Congamond Cozy Stylish Comfortable House

2.0 star property
10.0 out of 10, Exceptional, (4)
"This cozy cottage was perfect. It was definitely a great lication and close to a lot of stores. The beds were really comfortable too. Thesellerr was super helpfula sn"
Lake Congamond Cozy Stylish Comfortable House
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Private kitchen

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

9.0 out of 10, Wonderful, (2)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
The price is AU$563
includes taxes & fees
11 Aug - 12 Aug
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Charming 4Bds+1crib house with patio Amherst Center
Property grounds

Charming 4Bds+1crib house with patio Amherst Center

2.0 star property
8.8 out of 10, Excellent, (6)
"A great place for a family stay in downtown Amherst. "
The price is AU$939
includes taxes & fees
24 Aug - 25 Aug
Charming 4Bds+1crib house with patio Amherst Center
Historic Williams House 2-bedroom downtown Northampton with AC, WiFi
Outdoor dining

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi
Upscaled Quiet Neighborhood- Modern 3 BDRM
Fridge, microwave, oven, stovetop

Upscaled Quiet Neighborhood- Modern 3 BDRM

10.0 out of 10, Exceptional, (26)
"Nice place to stay"
Upscaled Quiet Neighborhood- Modern 3 BDRM
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
Fridge, microwave, oven, stovetop

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
Quintessential 6-BR Berkshires Lodge
Property grounds

Quintessential 6-BR Berkshires Lodge

10.0 out of 10, Exceptional, (15)
"House was very nice, spacious and updated. Property was secluded with a nice jacuzzi and fire pit area. "
Quintessential 6-BR Berkshires Lodge
Peace and quiet on the lake
Interior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (217)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
Peace and quiet on the lake
The Creation Station is a cozy place so make yourself at home.
Property grounds

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (66)
"This was our second time staying here and we had a great time!"
The price is AU$438
includes taxes & fees
6 Aug - 7 Aug
The Creation Station is a cozy place so make yourself at home.
Stylish 4BR 2 Bathroom Home in Forest Park
Fridge, microwave, oven, stovetop

Stylish 4BR 2 Bathroom Home in Forest Park

10.0 out of 10, Exceptional, (2)
"The house was in a great location it was minutes away from the Big E Fairgrounds and MGM Casino."
The price is AU$1,070
includes taxes & fees
13 Aug - 14 Aug
Stylish 4BR 2 Bathroom Home in Forest Park
Cozy Home in Holyoke with 3 bedrooms
Exterior detail

Cozy Home in Holyoke with 3 bedrooms

9.8 out of 10, Exceptional, (7)
"We stayed in Holyoke as my daughter was performing at UMASS Amherst and this was a great location only 25 minutes of so away from campus. The home is spacious with two bedrooms and bathrooms. A very clean and well maintained the home. Would definitely recommend and will visit again!! "
The price is AU$605
includes taxes & fees
6 Aug - 7 Aug
Cozy Home in Holyoke with 3 bedrooms
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here. Location was excellent. Very peaceful and quiet. The house was clean and had everything you needed. Would come again!"
The price is AU$612
includes taxes & fees
1 Sept - 2 Sept
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
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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