Holiday Rentals in Village of Southampton

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Holiday Rentals in Village of Southampton

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
9.4 out of 10, Exceptional, (6)
"The house is in a great location but was definitely showing some wear and tear. Things like the pool having damage around the sides, a lot of dishes/cutlery missing, broken glass from prior guests behind chairs, etc. The house could use a walk through with a handyman to fix the issues popping up with fixtures and finishes and a restock on household basics."
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (98)
"The house is immaculate, stylishly decorated, perfectly located and wonderfully outfitted from kitchen to beach. The very best of VRBO. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (252)
"Very nice place to spend a weekend with friends."
The price is €154
includes taxes & fees
14 Oct - 15 Oct
Windward Shores Ocean Resort
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (202)
"Very nice location and very close by the beach "
The price is €359
includes taxes & fees
17 Oct - 18 Oct
Cliffside Resort Condominiums
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
10.0 out of 10, Exceptional, (73)
"We were there just for one night and didn't get to spend enough time at the house. Wish it could have been longer! This was a beautiful property. The house is amazing. Will come back again."
The price is €343
includes taxes & fees
2 Oct - 3 Oct
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
Gorgeous private Hamptons house with pool and volleyball court
8.6 out of 10, Excellent, (13)
"The house was very spacious, clean and all amenities listed were available to use. Only thing I'd mention is that one of the showers weren't working and we were not able to connect to the wifi but, the host was very responsive during our stay. Late to respond prior to booking but, overall my group had a great experience, the surrounding area is beautiful. The pool and backyard area was nice, I would definitely recommend staying here if you are looking to have a large group gathering with friends...
Gorgeous private Hamptons house with pool and volleyball court
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (160)
"Great, spacious home. Comfortable for large groups, plenty of amenities. Great location. "
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
10.0 out of 10, Exceptional, (17)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (31)
"Chris was the most proactive host we've had. He reached out while we were on our way to give us additional details and checked in throughout our stay to make sure we had what we needed. The shallow section of the pool was shallow enough for our 4 year old to stand which made the time in the pool even more fun. Also the pool was off to the side of the property and fenced in which gave us more security that our boys wouldn't go in accidently. The fire pit was a great place to hang out and we had...
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (29)
"Great home very close to a great vineyard. "
Beautiful Family Home Nestled In The Heart Of Sagaponack
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (80)
"The house was great - it met all our needs - we really enjoyed our stay -"
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
10.0 out of 10, Exceptional, (9)
"This is a beautiful, comfortable and recently renovated home in a lovely neighborhood. The yard is also very nice, it was too cold for the pool but we enjoyed the hot tub and outdoor seating areas. We had a wonderful stay!"
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Summer getaway
9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Pumpkin picking, apple picking, wine picking! Hot tub, pirate ship and more!
10.0 out of 10, Exceptional, (78)
"Our stay was wonderful! We enjoyed the house— very well set up and especially loved how child friendly it was with the pirate ship, trampoline, and games inside. The house was very comfortable overall with plenty of room for a family. I would recommend this property and would rent it again!"
Pumpkin picking, apple picking, wine picking! Hot tub, pirate ship and more!
Private and Immaculate East Hampton Home With Heated Pool
10.0 out of 10, Exceptional, (82)
"The property was perfect for our needs"
Private and Immaculate East Hampton Home With Heated Pool
Contemporary home, newly built, heated pool and hot tub, large deck and...
9.4 out of 10, Exceptional, (8)
"This house was great! Exactly as pictured. Only callout is the outdoor furniture by the pool needs a really good spray down/wash. Everything else was absolutely great!!"
Contemporary home, newly built, heated pool and hot tub, large deck and...
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (78)
"Second time staying here, great house right on the water. Owners are extremely responsive and helpful"
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Private 2.1 acre gated home with heated pool and tennis & pickleball court
10.0 out of 10, Exceptional, (16)
"Lovely property, exactly as described. Fantastic pool and tennis courts. Owner super responsive to any small issue"
Private 2.1 acre gated home with heated pool and tennis & pickleball court
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, (18)
"This is our third visit to Little Neck and we loved it once again! Perfect location and we had everything we needed for another enjoyable and memorable vacation. We also love that we can bring our dog which is so nice. Lori is a wonderful host and super responsible. Highly recommend."
Location and views! Located directly on Shinnecock Bay!
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
9.8 out of 10, Exceptional, (25)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Don't see what you're looking for?
See all available properties in Village of 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.
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Other types of properties in Village of Southampton you may be interested in

Southampton Inn
3.0 star property
8.6 out of 10, Excellent, (506)
"*"
The price is €270
includes taxes & fees
8 Oct - 9 Oct
Southampton Inn
Harpoon House
3.0 star property
8.2 out of 10, Very good, (107)
"Eclectic, small guest house. The carpeting definitely needed an upgrade but the room was clean very spacious, large bathroom bed was very comfortable. There was a covered deck with large couches which was good for lounging. Wonderful location right in the middle of the town. "
The price is €337
includes taxes & fees
7 Oct - 8 Oct
Harpoon House
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
9.4 out of 10, Exceptional, (6)
"The house is in a great location but was definitely showing some wear and tear. Things like the pool having damage around the sides, a lot of dishes/cutlery missing, broken glass from prior guests behind chairs, etc. The house could use a walk through with a handyman to fix the issues popping up with fixtures and finishes and a restock on household basics."
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
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.

Frequently asked questions

Are there holiday rentals in Village of Southampton?

Yes, there are holiday rentals close to the most popular sights in Village of Southampton, or you can select a more secluded option if you're looking for a relaxing stay. Village of Southampton is known for its churches and monuments. Make sure you have time to check out the theatres and entertainment choices during your trip.

What are some of the best holiday rentals that Village of Southampton has to offer?

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr: This holiday home rental outside of Village of Southampton offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Village of Southampton?

With 128 Expedia holiday rentals, you're guaranteed to find just the right place for your Village of Southampton stay.

What can I see and do in Village of Southampton?

Enjoy the outdoors at Cooper's Beach and The Hamptons Beaches, or simply take in cultural attractions like Southampton Historical Museum and Halsey House. Other places in town to visit include Southampton Arts Center and Southampton Cultural Center.

What’s a holiday rental in Village of Southampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Village of Southampton. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.