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Browse Select Southampton Vacation Homes

Tiny Home with AC and WiFi in lovely Ludlow

8.6 out of 10, Excellent, (4)
"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 CA $109
CA $207 total
includes taxes & fees
Aug 25 - Aug 26
Tiny Home with AC and WiFi in lovely Ludlow

PICON COZY

7.4 out of 10, Good, (69)
"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 CA $99
CA $229 total
includes taxes & fees
Aug 25 - Aug 26
PICON COZY

The Skyway

9.4 out of 10, Exceptional, (9)
"This stay was excellent. Full of comfortable amenities. The host made us feel very welcome. My kids enjoyed the selection of video games. This was an excellent experience!"
The price is CA $199
CA $512 total
includes taxes & fees
Sep 8 - Sep 9
The Skyway

Cozy Home in Holyoke with 3 bedrooms

9.8 out of 10, Exceptional, (8)
"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 CA $249
CA $536 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Home in Holyoke with 3 bedrooms

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

10.0 out of 10, Exceptional, (67)
"This was our second time staying here and we had a great time!"
The price is CA $249
CA $383 total
includes taxes & fees
Aug 26 - Aug 27
The Creation Station is a cozy place so make yourself at home.

Newly Beautiful renovated first floor apartment getaway

8.0 out of 10, Very good, (2)
"We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the...
The price is CA $249
CA $500 total
includes taxes & fees
Aug 29 - Aug 30
Newly Beautiful renovated first floor apartment getaway

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

9.0 out of 10, Wonderful, (10)
"Comfortable, clean and well maintained property. I definitely will book again. "
The price is CA $194
CA $466 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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 CA $286
CA $505 total
includes taxes & fees
Aug 26 - Aug 27
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

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

9.2 out of 10, Wonderful, (9)
"Great stay"
The price is CA $194
CA $466 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

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 CA $224
CA $551 total
includes taxes & fees
Sep 3 - Sep 4
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

Townhouse with Pool Table - Renovated w/ King Bed

10.0 out of 10, Exceptional, (8)
"The home was perfect for our crew while working out of town. Everything was as listed and Mabel was a great host and even called to make sure we were settled in and didn't need anything. "
The price is CA $273
CA $566 total
includes taxes & fees
Sep 7 - Sep 8
Townhouse with Pool Table - Renovated w/ King Bed

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

9.6 out of 10, Exceptional, (15)
"Great overnight stay! "
The price is CA $205
CA $368 total
includes taxes & fees
Sep 3 - Sep 4
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Button's Modern Luxury Walkup Downtown Northampton

The price is CA $346
CA $701 total
includes taxes & fees
Aug 27 - Aug 28
Button's Modern Luxury Walkup Downtown Northampton

Stylish 4BR 2 Bathroom Home in Forest Park

10.0 out of 10, Exceptional, (3)
"Great place to celebrate my daughter’s 16th birthday with four of her friends!"
The price is CA $553
CA $1,076 total
includes taxes & fees
Aug 25 - Aug 26
Stylish 4BR 2 Bathroom Home in Forest Park

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

10.0 out of 10, Exceptional, (1)
"Smooth and straightforward check-in process. They were accommodating to our schedule and communicated everything in a timely manner. House was clean and everything looked as listed. Kitchen was well stocked with up to date appliances and plenty of utensils which was a nice surprise. Plenty of space for 7 of us, would suggest bringing an air mattress though if with a larger party. Overwhelming positive experience overall. "
The price is CA $376
CA $692 total
includes taxes & fees
Aug 25 - Aug 26
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Beautiful 4BR 2 Bathroom House with Parking

9.8 out of 10, Exceptional, (9)
"Arranged for my managers to stay at this location as they needed to be close to a Trade Show. Host was very accommodating and quick with responses. Everyone who stayed at the house was more than pleased with everything!"
The price is CA $553
CA $1,076 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful 4BR 2 Bathroom House with Parking

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is CA $221
CA $544 total
includes taxes & fees
Sep 3 - Sep 4
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

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

9.6 out of 10, Exceptional, (33)
"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 CA $277
CA $466 total
includes taxes & fees
Aug 25 - Aug 26
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Luxury Retreat inAmherst

The price is CA $747
CA $1,174 total
includes taxes & fees
Sep 2 - Sep 3
Luxury Retreat inAmherst

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

10.0 out of 10, Exceptional, (5)
"Thanks to this beautiful and well-kept home, I had a wonderful time with my mother and two children. The kids absolutely loved it, especially the playroom, the comfy bedrooms, and the cozy atmosphere. Everything was just perfect for a relaxing family stay. Highly recommended!"
The price is CA $1,381
CA $2,247 total
includes taxes & fees
Aug 30 - Aug 31
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
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