Search Vacation Homes in Village of Southampton

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Compare 1481 Vacation Homes in Village of Southampton with updated reviews, rates, and availability.

Perfect Home in East Hampton with Gunite Pool
9.8 out of 10, Exceptional, (57)
"We have been coming back to the same house ... truly nice for a family/friend gatherings."
Perfect Home in East Hampton with Gunite Pool
Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very Good, (12)
"Ok, if you are considering staying here, place is big and nice open concept. Two big refridgerators and kitchen dining room are lovely. Pool tables felt is very dirty and cues are down to wood. Outside pool is cracked and leaking so hose water needs to be constantly running making water cold. Deck has many soft spots and a couple of holes. Not like picture...no plants and outdoor furniture moldy....would not sit on love seat area. No one did. Needs a good bleaching. Great to have a washer and...
Gorgeous private Hamptons house with pool and volleyball court
Enjoy the North Fork of Long Island at Our Lovely Home
10.0 out of 10, Exceptional, (10)
"Yard well maintained. Kitchen is beautiful. Very spacious. Nice size outdoor pool. Close to many activities like the wineries and shopping. Very nice neighborhood. The host reached out to me over our time there making sure everything was going well and if we needed anything."
Enjoy the North Fork of Long Island at Our Lovely Home
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
10.0 out of 10, Exceptional, (17)
"Location can’t be beat. Bungalows are adorable, and was just right for a quick solo getaway on the beach. "
The price is AED 1,411
AED 1,662 total
includes taxes & fees
3 Oct - 4 Oct
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
9.8 out of 10, Exceptional, (13)
"Perfect location for a father/son trip. We had a great time and will likely come back."
The price is AED 1,494
AED 1,775 total
includes taxes & fees
23 Sep - 24 Sep
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
Brand New Charming Beach House
9.8 out of 10, Exceptional, (15)
"We've stayed in four different VRBO properties around Mattituck over the past four years and this was our favorite. Everything was clean and well cared for. Common areas were perfect for our group of four woman, would surely accommodate more. Centrally located to many golf courses and wineries and very close to Strong's Marina where we enjoyed live bands a couple of nights."
Brand New Charming Beach House
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
10.0 out of 10, Exceptional, (12)
"Cute bungalow in a fantastic location - very close to a lovely private beach. Close to town and farm stands a well. Superb location. One note- the second bedroom does not have airconditioning- fans are provided but could get warm if outside temps are high. "
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Hamptons getaway
8.8 out of 10, Excellent, (3)
"Travis was super easy to communicate with. The outside of the house is fantastic. Thanks for a great stay! "
Hamptons getaway
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
2.0 star property
4.0 out of 10, (1)
"I was excited about this property, it was right where we wanted to be with our family. The check in was easy enough but that first day I noticed a garbage/sewage smell outside. I figured maybe it was a neighbors garbage and didnt think much of it. Settled my baby in only to realize there was no toilet paper, hand soap, dish soap, water drinking glasses, or garbage bags etc So I ran out at 6pm to get those supplies. The next day I noticed someone (no official uniform or truck etc) was fiddling...
The price is AED 1,653
AED 2,516 total
includes taxes & fees
23 Sep - 24 Sep
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Cozy Hamptons Beach House 1 Block from the Beach!
Cozy Hamptons Beach House 1 Block from the Beach!
Recently Renovated and Re-Designed Vineyard Cottage Located on the 205 acre...
10.0 out of 10, Exceptional, (3)
Recently Renovated and Re-Designed Vineyard Cottage Located on the 205 acre...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (158)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (55)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Fall booking available! Beach, pool still open, 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!"
Fall booking available! Beach, pool still open, hot tub, pirate ship and more!
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
10.0 out of 10, Exceptional, (4)
"The house was clean, located in a great area. There was so much to do! I would definitely recommend this listing to visit"
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
11-Bedroom Mansion with an Outdoor Pool 10.5 bathrooms
9.6 out of 10, Exceptional, (30)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Outdoor Pool 10.5 bathrooms
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (12)
"We had a wonderful family vacation. The house had accommodations for babies through adults. There was space for everyone to spread out. We all enjoyed the pool and the big yard. The kitchen had everything we needed. We are already tss as liking about coming back next year."
5 bedroom Private Family Get Away w/ Heated Pool
ViolavenderManor.....farm to table breakfast included🥚 🍌🍇🍓🍞🥚
10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
ViolavenderManor.....farm to table breakfast included🥚 🍌🍇🍓🍞🥚
2 Bedroom Hamptons Waterfront Cottage Rental
10.0 out of 10, Exceptional, (10)
"Everything first class. Air co and heat units in each tooth Everything thing you might need for a great vacation "
2 Bedroom Hamptons Waterfront Cottage Rental
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
9.0 out of 10, Wonderful, (14)
"We loved it! The house was clean, cute and very comfortable. The back deck is so peaceful and private. We had a problem with the WiFI, but when we called Debbie she solved it in an instant. And the location is so close to everything the North Fork has to offer. "
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
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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 property types 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."
The price is AED 8,262
AED 9,940 total
includes taxes & fees
26 Sep - 27 Sep
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, (97)
"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, (251)
"A unos pasos del océano , muy tranquilo el lugar , limpio, espero volver pronto . "
The price is AED 484
AED 632 total
includes taxes & fees
14 Oct - 15 Oct
Windward Shores Ocean Resort
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.