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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Vacation Homes in Southampton

Tiny Home with AC and WiFi in lovely Ludlow
1 bedroom, WiFi, bed sheets

Tiny Home with AC and WiFi in lovely Ludlow

9.0 out of 10, Wonderful, (6)
The price is AED 290
AED 550 total
includes taxes & fees
12 Oct - 13 Oct
Tiny Home with AC and WiFi in lovely Ludlow
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting
Fridge, microwave, oven, stovetop

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

10.0 out of 10, Exceptional, (23)
"This beautiful home was perfect for our short stay in Western Massachusetts. Everything was just lovely, clean, comfortable, quiet. Great hosts and so kind and accommodating to our needs. Thank you so much. We will definitely look to stay here again for future family visits. "
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting
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!

9.8 out of 10, Exceptional, (36)
"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 AED 646
AED 1,112 total
includes taxes & fees
2 Oct - 3 Oct
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
Fireplace, books

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

9.6 out of 10, Exceptional, (37)
"My friends and I had the most beautiful rainy weekend here to celebrate my 40th birthday. The spot was perfect for the 5 of us and the river was such a wonderful bonus to our peaceful trip!"
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
Spacious Private Retreat Near Holyoke State Park!
Fridge, microwave, oven, stovetop

Spacious Private Retreat Near Holyoke State Park!

9.4 out of 10, Exceptional, (10)
"Enjoyed our stay. Plenty of room for our family of 10! Host very nice to work with! "
Spacious Private Retreat Near Holyoke State Park!
3-bedroom house in perfect Springfield with WiFi, AC
TV

3-bedroom house in perfect Springfield with WiFi, AC

2.0 star property
9.2 out of 10, Wonderful, (5)
"Every question we had was quickly answered. The house was comfortable for us. Only a small hiccup in getting the door to lock when we left."
3-bedroom house in perfect Springfield with WiFi, AC
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Terrace/patio

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

9.8 out of 10, Exceptional, (107)
"My wife and I stayed in the upper apartment for 2 nights. The place was perfect in every aspect. It was clean, quiet and well equipped. Beds were comfortable and it was close the UMASS. We will definitely stay here again when we are in the area. "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (11)
"I was in a nice, quiet neighborhood. House was clean and comfy. There is a store literally right around the corner. I would definitely stay agin and recommend to others. The property manager answered my questions and gave good customer service."
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Big farmhouse in the foothills of the Berkshires
Property grounds

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (140)
"Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!"
The price is AED 735
AED 1,312 total
includes taxes & fees
5 Oct - 6 Oct
Big farmhouse in the foothills of the Berkshires
Newly Renovated 4 Bedroom House
Fridge, microwave, stovetop, dishwasher

Newly Renovated 4 Bedroom House

10.0 out of 10, Exceptional, (2)
"The house was perfect for a weekend wedding trip. "
Newly Renovated 4 Bedroom House
The Meadows House @ Otis Ridge w/ 7-person hot tub
Outdoor spa tub

The Meadows House @ Otis Ridge w/ 7-person hot tub

9.6 out of 10, Exceptional, (37)
"We had a lovely time. Peaceful and cozy house, great private hot tub"
The Meadows House @ Otis Ridge w/ 7-person hot tub
Linny's Lakeview Cottage - Cozy, fun & updated
Fridge, microwave, oven, stovetop

Linny's Lakeview Cottage - Cozy, fun & updated

10.0 out of 10, Exceptional, (62)
"Very great location, close to my family. Great spot!!"
Linny's Lakeview Cottage - Cozy, fun & updated
Historic Williams House 2-bedroom downtown Northampton with AC, WiFi
Outdoor dining

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

10.0 out of 10, Exceptional, (2)
"Great location & unique charming place!"
Historic Williams House 2-bedroom downtown Northampton with AC, WiFi
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Dining

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

9.0 out of 10, Wonderful, (10)
"Great stay"
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
Fridge, microwave, oven, stovetop

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

10.0 out of 10, Exceptional, (2)
"Well, the title says it all beautiful rooms, beautiful furniture, great kitchen, tons of room wonderful outdoor space took advantage of the fire pit didn’t get a chance to go on the lake as we were on another lake, but all their amenities just looked amazing. I could spend a week they are easy will be back saw a beautiful dear "
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
Charming 3 bed/2 bath town home with gorgeous back yard
Property grounds

Charming 3 bed/2 bath town home with gorgeous back yard

9.8 out of 10, Exceptional, (12)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
The price is AED 1,873
AED 2,429 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3 bed/2 bath town home with gorgeous back yard
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 AED 760
AED 1,325 total
includes taxes & fees
7 Oct - 8 Oct
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Hadley Hideaway Cottage
Fridge, microwave, oven, stovetop

Hadley Hideaway Cottage

10.0 out of 10, Exceptional, (11)
"Great location for access to Northampton and also nearby hiking!"
Hadley Hideaway Cottage
Saint James Manor - Sleeps 24 in Style & Comfort with Parking
11 bedrooms, iron/ironing board, WiFi, bed sheets

Saint James Manor - Sleeps 24 in Style & Comfort with Parking

The price is AED 5,083
AED 8,151 total
includes taxes & fees
31 Oct - 1 Nov
Saint James Manor - Sleeps 24 in Style & Comfort with Parking
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, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is AED 595
AED 1,440 total
includes taxes & fees
28 Oct - 29 Oct
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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Top Southampton Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Hotel is nice and rooms are nice. They could use some updating of the furniture in the room I stayed at but overall a nice place with a nice breakfast included "
Craig 4-night trip
Posted 15 hours ago
D. Hotel Suites & Spa