Holiday Homes in Southampton

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Our top choices for Southampton holiday homes

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (12 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is AU$407
includes taxes & fees
28 Jan - 29 Jan
The Serene Skyway Retreat

Welcoming 3-bedroom house- Gardner home

Welcoming 3-bedroom house- Gardner home
2.0 star property
Chicopee
10.0 out of 10, Exceptional, (1 review)
"Overall had a great stay, the space is cozy and welcoming."
United States
Gracie B.
The price is AU$515
includes taxes & fees
1 Feb - 2 Feb
Welcoming 3-bedroom house- Gardner home

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.2 out of 10, Very good, (10 reviews)
"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."
United States
Matthew H.
The price is AU$226
includes taxes & fees
22 Jan - 23 Jan
Tiny Home with AC and WiFi in lovely Ludlow

Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (13 reviews)
"Very neat and clean. Decorated for Fall, which was nice. All amenities made for a really nice time."
United States
Stacy G.
The price is AU$493
includes taxes & fees
21 Jan - 22 Jan
Cozy Home in Holyoke with 3 bedrooms

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (4 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is AU$654
includes taxes & fees
21 Jan - 22 Jan
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (11 reviews)
"Perfect stay for a family. Enjoyed the pool table. Beds were comfortable. Showers were perfect. Beautifully decorated. We felt right at home. Would definitely stay again. "
United States
Tonya Z.
The price is AU$564
includes taxes & fees
26 Jan - 27 Jan
Townhouse with Pool Table - Renovated w/ King Bed

Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+
McKnight
10.0 out of 10, Exceptional, (2 reviews)
"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "
United States
ERIC m.
The price is AU$1,840
includes taxes & fees
21 Jan - 22 Jan
Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

Newly Beautiful renovated first floor apartment getaway

Newly Beautiful renovated first floor apartment getaway
Forest Park
8.8 out of 10, Excellent, (3 reviews)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is AU$511
includes taxes & fees
21 Jan - 22 Jan
Newly Beautiful renovated first floor apartment getaway

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (73 reviews)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is AU$417
includes taxes & fees
21 Jan - 22 Jan
The Creation Station is a cozy place so make yourself at home.

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

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
8.8 out of 10, Excellent, (5 reviews)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is AU$541
includes taxes & fees
21 Jan - 22 Jan
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Sherwood Forest
9.6 out of 10, Exceptional, (10 reviews)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is AU$574
includes taxes & fees
21 Jan - 22 Jan
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Luxury Retreat inAmherst

Luxury Retreat inAmherst
Amherst
10.0 out of 10, Exceptional, (1 review)
"Very helpful and easy communication. Very clean and nice place. We were very busy and only really were at the place to sleep but it is quiet and perfect for a restful stay."
United States
Robert
The price is AU$1,221
includes taxes & fees
22 Jan - 23 Jan
Luxury Retreat inAmherst

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

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is AU$718
includes taxes & fees
21 Jan - 22 Jan
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

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

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Forest Park
9.6 out of 10, Exceptional, (37 reviews)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is AU$457
includes taxes & fees
26 Jan - 27 Jan
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Stylish 4BR 2 Bathroom Home in Forest Park

Stylish 4BR 2 Bathroom Home in Forest Park
Forest Park
10.0 out of 10, Exceptional, (4 reviews)
"Home was a perfect gathering and resting place for our group of employees working in the state buildings at the Big E"
United States
Sharon R.
The price is AU$1,070
includes taxes & fees
23 Jan - 24 Jan
Stylish 4BR 2 Bathroom Home in Forest Park

Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
10.0 out of 10, Exceptional, (11 reviews)
"We’ve stayed at a different house with the same hosts and had the same fabulous experience. In an area that can be hit or miss on safety and comfort, (speaking from experience) their houses are both safe and comfortable! And clean! I would definitely stay with them again and recommend their properties to friends. "
United States
Elizabeth H.
The price is AU$1,070
includes taxes & fees
23 Jan - 24 Jan
Beautiful 4BR 2 Bathroom House with Parking

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (143 reviews)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is AU$479
includes taxes & fees
26 Jan - 27 Jan
Big farmhouse in the foothills of the Berkshires

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

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (9 reviews)
"Perfect location, clean house, great for families with kids!"
United States
Emily Robustelli K.
The price is AU$1,423
includes taxes & fees
21 Jan - 22 Jan
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Remodeled 4 Bed Colonial *5-Minute Drive to BDL*

Remodeled 4 Bed Colonial *5-Minute Drive to BDL*
2.0 star property
Windsor Locks
The price is AU$761
includes taxes & fees
1 Feb - 2 Feb
Remodeled 4 Bed Colonial *5-Minute Drive to BDL*

Newly renovated 6-bedroom 2bath single family house.

Newly renovated 6-bedroom 2bath single family house.
2.0 star property
Forest Park
The price is AU$759
includes taxes & fees
26 Jan - 27 Jan
Newly renovated 6-bedroom 2bath single family house.
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

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Southampton Holiday Homes information

Number of reviews
345
Accommodation
142 Holiday Homes
Lowest Price
AU$226
Highest Price
AU$1,840

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