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Southampton Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Southampton vacation rentals

Desk, iron/ironing board, travel crib, WiFi

1. 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, (77 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is AED 661
AED 1,001 total
includes taxes & fees
31 Aug - 1 Sep
The Creation Station is a cozy place so make yourself at home.
Exterior

2. Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"The studio was clean, new and modern. There are no windows so it was dark and quiet to sleep. "
United States
Michelle
The price is AED 275
AED 960 total
includes taxes & fees
16 Aug - 17 Aug
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Coffee/tea maker, fridge, microwave, stovetop

3. Spacious Holyoke Home: Work, Play & Unwind!

Spacious Holyoke Home: Work, Play & Unwind!
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"This was a beautiful place to stay and was perfect for our needs. It was very clean and we enjoyed our stay. We didn't realize the house had three separate areas but it worked out well for our dance competition in Springfield."
United States
Celeste D.
The price is AED 2,575
AED 6,732 total
includes taxes & fees
31 Aug - 1 Sep
Spacious Holyoke Home: Work, Play & Unwind!
Apartment (0 Bedroom) | Interior

4. Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
The price is AED 386
AED 933 total
includes taxes & fees
16 Aug - 17 Aug
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
Coffee/tea maker, fridge, microwave, oven

5. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (21 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is AED 639
AED 1,428 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Home in Holyoke with 3 bedrooms
Living area

6. Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (9 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is AED 691
AED 992 total
includes taxes & fees
7 Sep - 8 Sep
Cozy 2-bedroom apartment in Chicopee
3 bedrooms, desk, iron/ironing board, travel crib

7. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (16 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is AED 942
AED 1,890 total
includes taxes & fees
17 Aug - 18 Aug
Townhouse with Pool Table - Renovated w/ King Bed
Flat-screen TV, books

8. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (11 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is AED 657
AED 1,183 total
includes taxes & fees
11 Sep - 12 Sep
Cozy First Floor Apartment. Located in a quiet neighborhood.
Interior

9. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (6 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is AED 896
AED 1,846 total
includes taxes & fees
17 Aug - 18 Aug
Button's Modern Luxury Walkup Downtown Northampton
Property grounds

10. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (148 reviews)
"Great location"
United States
Will G.
The price is AED 698
AED 1,308 total
includes taxes & fees
23 Aug - 24 Aug
Big farmhouse in the foothills of the Berkshires
TV

11. Charming Chicopee Getaway

Charming Chicopee Getaway
Chicopee
7.6 out of 10, Good, (4 reviews)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is AED 331
AED 980 total
includes taxes & fees
26 Aug - 27 Aug
Charming Chicopee Getaway
Exterior detail

12. Modern Victorian 3BR 2BA Apt with Parking

Modern Victorian 3BR 2BA Apt with Parking
McKnight
10.0 out of 10, Exceptional, (2 reviews)
"Great house. Very spacious. Perfect for friends gathering for a local event. "
United States
Marcy Z.
The price is AED 1,396
AED 2,596 total
includes taxes & fees
20 Aug - 21 Aug
Modern Victorian 3BR 2BA Apt with Parking
Property grounds

13. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Great hosts! Very nice and helpful. "
United States
Anonymous traveler
The price is AED 893
AED 1,522 total
includes taxes & fees
31 Aug - 1 Sep
Charming, updated 3 bedroom farmhouse farm stay.
Coffee/tea maker, fridge, microwave, oven

14. Cozy 2-bedroom apartment with movie theater.

Cozy 2-bedroom apartment with movie theater.
Agawam
9.0 out of 10, Wonderful, (2 reviews)
"cute place, a bit humid and no AC control but the movie room is cool"
United States
London R.
The price is AED 790
AED 1,244 total
includes taxes & fees
18 Aug - 19 Aug
Cozy 2-bedroom apartment with movie theater.
Coffee/tea maker, fridge, microwave, oven

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

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"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."
United States
Barbara W.
The price is AED 2,231
AED 2,894 total
includes taxes & fees
14 Aug - 15 Aug
Charming 3 bed/2 bath town home with gorgeous back yard
Smart TV, books

16. Stylish 4BR 2 Bathroom Home in Forest Park

Stylish 4BR 2 Bathroom Home in Forest Park
Forest Park
10.0 out of 10, Exceptional, (5 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 AED 1,396
AED 2,763 total
includes taxes & fees
14 Aug - 15 Aug
Stylish 4BR 2 Bathroom Home in Forest Park
Terrace/patio

17. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
10.0 out of 10, Exceptional, (14 reviews)
"The hosts were super accommodating. The house was very clean with towels and shower stuff available."
United States
Julia S.
The price is AED 1,469
AED 2,859 total
includes taxes & fees
14 Aug - 15 Aug
Beautiful 4BR 2 Bathroom House with Parking
Property grounds

18. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (10 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is AED 2,571
AED 3,282 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Valley View Post & Beam Villa!
Apartment | Living area

19. Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is AED 1,717
AED 2,499 total
includes taxes & fees
16 Aug - 17 Aug
Newly Renovated 2 floor Getaway
Smart TV

20. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.2 out of 10, Wonderful, (5 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 AED 760
AED 1,346 total
includes taxes & fees
7 Sep - 8 Sep
Beautifully Renovated First-Floor Apartment Getaway
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

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"The room was like being at home with all of the amenities"
FELTON 3-night trip
Posted 1 hour ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Frequently asked questions

Are there vacation rentals in Southampton?

Yes, we give you a choice of vacation rentals close to the most popular sights in Southampton, or you can go with a more secluded option if you're looking for a relaxing stay. Southampton is known for its restaurants and shopping.

What's the top vacation rental in Southampton?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home near Southampton is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

What can I see and do in Southampton?

Southampton Center Historic District and Conant Park are a couple of lovely local spots to get outside and enjoy nature. Southampton Town Hall and Edwards Public Library are other places to visit while you're in town.

What are vacation rentals like in Southampton?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Southampton. Vacation rentals feature amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip.