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Southampton Vacation Rentals

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Vacation Rentals in Southampton

Cozy apartment located in quiet Williamsburg
Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (34)
"Nice place!"
The price is ￥23,231
￥39,943 total
includes taxes & fees
Jun 6 - Jun 7
Cozy apartment located in quiet Williamsburg
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Fridge, microwave, oven, stovetop
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, (2)
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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PICON COZY
Fridge, microwave, oven, stovetop
PICON COZY
8.0 out of 10, Very Good, (43)
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is ￥11,615
￥26,356 total
includes taxes & fees
Jun 6 - Jun 7
PICON COZY
Pristine Home In Becket Woods
Fridge, microwave, oven, stovetop
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (7)
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
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, (52)
"Wonderful place to stay, had a great time lots of instruments to try, had lots of space to spread out and hangout, the hot tub was very nice and clean. Overall had a fantastic stay the lighted walkway is amazing! All the amenities available where also great, Jon was a great host and we had a great time speaking with him!"
The price is ￥24,779
￥37,020 total
includes taxes & fees
Jun 10 - Jun 11
The Creation Station is a cozy place so make yourself at home.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Peace and quiet on the lake
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (185)
"It was exactly as stated... Peace and quiet on the lake! With all the amenities, Beautiful backyard, Fire pit, Kayaks and canoes, Beautiful backdeck. Just an all around nice place to stay and relax."
Peace and quiet on the lake
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, (81)
"Exactly what you see is what you get! Cute place on farm like setting. Beds are comfortable and most anything you need is there from fans, pack and plays, and a high chair. Lee provided some fresh eggs, cranberry bread, and fresh butter. Looking to stay again next year when my daughter graduates!"
The price is ￥22,456
￥32,523 total
includes taxes & fees
Jun 6 - Jun 7
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Easthampton Vacation Rental - Walk to Breweries!
2 bedrooms, iron/ironing board, internet, bed sheets
Easthampton Vacation Rental - Walk to Breweries!
9.4 out of 10, Exceptional, (3)
"This is one of the best properties in the Pioneer Valley for the price. Comfortable, clean, and central. The team at Evolve and the local property manager are incredibly kind and responsive. Check-in was flawless and our stay was an absolute 10/10 from top to bottom. Keep in mind this property does have stairs to get to the bathroom and bedrooms, but the double railings made it a breeze for my elderly parents. The location is unbeatable, so many things to do within a five minute walk from the...
Easthampton Vacation Rental - Walk to Breweries!
Serene Acreage - Pond - Hiking Trails Nearby
Property grounds
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, (4)
"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."
Serene Acreage - Pond - Hiking Trails Nearby
Berkshires Cabin 2 Mi to Appalachian Trail!
Interior
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (6)
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Private Island - Largest Fresh Water Reservoir in Mass....
Property grounds
Private Island - Largest Fresh Water Reservoir in Mass....
10.0 out of 10, Exceptional, (3)
"So grateful to Bill for such a wonderful stay! The cottage was so lovely and had everything you could need for a weekend on the lake. Will definitely be returning in the future 😊"
Private Island - Largest Fresh Water Reservoir in Mass....
Welcome to Honey Spot!
Property grounds
Welcome to Honey Spot!
10.0 out of 10, Exceptional, (24)
"We loved this property! Had everything we needed and we didn't have time to use or enjoy everything. The beds were SO COMFY!!! Loved having 2 bathrooms also. Great communication with the host! We would love to come back!"
The price is ￥20,907
￥47,088 total
includes taxes & fees
Jun 10 - Jun 11
Welcome to Honey Spot!
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Exterior
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is ￥170,357
￥247,894 total
includes taxes & fees
Jun 6 - Jun 7
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Massachusetts Vacation Rental w/ Deck
Fridge, dishwasher, coffee/tea maker, cookware/dishes/utensils
Massachusetts Vacation Rental w/ Deck
9.4 out of 10, Exceptional, (10)
"Great property. Easy check in and communication with the owner."
Massachusetts Vacation Rental w/ Deck
Tranquil 3-BR Waterfront Retreat
Exterior
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, (7)
"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...
Tranquil 3-BR Waterfront Retreat
The Meadows House @ Otis Ridge w/ 7-person hot tub
Property grounds
The Meadows House @ Otis Ridge w/ 7-person hot tub
9.8 out of 10, Exceptional, (20)
"Relaxing get away. Great hot tub, table shuffleboard. 3 floors of comfort."
The Meadows House @ Otis Ridge w/ 7-person hot tub
Quintessential 6-BR Berkshires Lodge
Exterior
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, (4)
"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."
Quintessential 6-BR Berkshires Lodge
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Fridge, microwave, oven, stovetop
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
9.0 out of 10, Wonderful, (18)
"The property is as advertised. If you have a lot of people that just needs a place to sleep and collect yourseves, this is a wonderful place fir the price. The owner is a pleasure to work with and very responsive. Also met some of the neighbors and it is reassuring that they all watch out for one another."
The price is ￥46,461
￥89,784 total
includes taxes & fees
Jun 7 - Jun 8
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Don't see what you're looking for?
See all available properties in Southampton
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.

Other types of properties in Southampton you may be interested in

MGM Springfield
8 restaurants, breakfast, lunch, dinner served; American cuisine
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, (1014)
"The attention to detail particularly in the hotel lobby was impressive. The location was great, staff excellent. The rooms were clean, quiet and very comfortable. Easy access in and out to the highway. Overall, very well laid out and a pleasant experience."
The price is ￥19,978
￥26,180 total
includes taxes & fees
Jun 23 - Jun 24
MGM Springfield
Fairfield Inn & Suites by Marriott Springfield Enfield
Exterior
Fairfield Inn & Suites by Marriott Springfield Enfield
2.5 star property
8.8 out of 10, Excellent, (813)
"The property was well maintained. Rooms are clean and comfortable. Quiet so far. The AC shuts off frequently if we are not moving in the room, not sure how that will work for us during the night. We have not had breakfast yet, so cannot comment on that at this time."
The price is ￥17,036
￥19,592 total
includes taxes & fees
Jun 23 - Jun 24
Fairfield Inn & Suites by Marriott Springfield Enfield
Quality Inn West Springfield
Lobby
Quality Inn West Springfield
2.5 star property
7.2 out of 10, Good, (1016)
"Affordable and convenient "
The price is ￥12,842
￥14,440 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn West Springfield
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.

Search for holiday rentals in Southampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Southampton using one of the methods below:

  • View our selection of featured holiday rentals in Southampton
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Look no further and take a look at our great range of rental properties in Southampton!

Frequently asked questions

Are there vacation rentals in Southampton?

Yes, we give you a choice of vacation rentals where you'll be just 14.4 mi (23.1 km) from Six Flags New England, providing a more remote option if you'd like a quiet spot to stay. Southampton is known for its restaurants and shopping.

What's the top vacation rental in Southampton?

Cozy apartment located in quiet Williamsburg: This vacation home rental near Southampton is in a rural location and equipped with air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Southampton?

While exploring the area, visit family-friendly sights like Six Flags New England, or get outside and enjoy nature at Smith College Botanic Garden. Holyoke Mall and Volleyball Hall of Fame are a couple of places you'll find in the larger area.

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.

Recent reviews of Southampton properties
Expedia verified reviews

MGM Springfield

MGM Springfield

5/5 Excellent
"The attention to detail particularly in the hotel lobby was impressive. The location was great, staff excellent. The rooms were clean, quiet and very comfortable. Easy access in and out to the highway. Overall, very well laid out and a pleasant experience."
A verified traveler from Slidell stayed at MGM Springfield
Posted 9 hours ago
MGM Springfield