Search Vacation Homes in Village of Southampton

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Compare 1539 Vacation Homes in Village of Southampton with updated reviews, rates, and availability.

Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
8.0 out of 10, Very Good, 1 review
"The property was perfect for our needs! My husband was able to work from the desk in the primary bedroom during the day while my mom and I shopped and explored nearby! Our dog LOVED the backyard and space to explore. We didn’t even need to go venture to the nearby dog park, but that was also super close! As out of towners, unfamiliar with locale, we would recommend bottled water for drinking. Everywhere we went was 5-15 min drive, we very much enjoyed our stay and grateful for the opportunity to...
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, 18 reviews
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
10.0 out of 10, Exceptional, 4 reviews
"The house is as exactly as expected. Clean and spacious. The property manager was very communicative. Very happy with our stay."
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
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Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 50 reviews
"Close to the restaurants and beaches. We enjoyed exploring the nearby areas within 15 to 30 mins drive"
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, 47 reviews
"Beautiful property right on Dune road. Stunning beach views, clean, great communication. Overall a wonderful stay!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Summer in the Hamptons! Beautiful home with pool, hot tub, pirate ship and more!
10.0 out of 10, Exceptional, 68 reviews
"We had a great time at this house. Kids loved the toys and the pool. Host was very helpful."
Summer in the Hamptons! Beautiful home with pool, hot tub, pirate ship and more!
The Hampton Sack a cheerful relaxing beach cottage
7.4 out of 10, Good, 12 reviews
"Awesome break away from reality. Hope to return soon!"
The Hampton Sack a cheerful relaxing beach cottage
Unique Modern Barn House in Sag Harbor
10.0 out of 10, Exceptional, 10 reviews
"Beautiful home with separate space for everyone and close to water and town!"
Unique Modern Barn House in Sag Harbor
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
9.6 out of 10, Exceptional, 9 reviews
"my family and i grew up coming to hampton bays - and while myself and my parents have moved away - a family wedding brought us back to the area and we were so happy to stay local in this perfect home. it felt great to be back in the old neighborhood and not have to be cramped at my brothers home just a short 5 minute drive away. i hope we can stay again during our next trip!"
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
10.0 out of 10, Exceptional, 68 reviews
"We had a wonderful 4 night stay at Colleen's Westhampton house. She was by far the most communicative host we've had so far and such a lovely person. The house itself has everything you'd need - the pool, gym on top of the garage, basketball hoop in the driveway, ping pong in the spacious basement along with a large tv and couches. Grilling and spending time in the backyard was enjoyable with comfy outdoor furniture and the fire pit. The interior was tastefully decorated and well stocked. The...
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
1820 Whaling Captain's Home
10.0 out of 10, Exceptional, 46 reviews
"We had a wonderful stay at Marcia’s beautiful house in Greenport. Marcia was incredibly welcoming and accommodating and the house was perfect for our trip. The location is ideal - a short walk to everything the NoFo has to offer. Marcia was very responsive and gave great recommendations. We will definitely be back!"
1820 Whaling Captain's Home
Cozy Hamptons Beach House 1 Block from the Beach!
Cozy Hamptons Beach House 1 Block from the Beach!
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, 25 reviews
"House was very clean and host was exceptional. Very relaxing place to stay."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, 73 reviews
"This place exceeded all expectations, offering a perfect blend of convenience and serenity. Situated just moments from downtown, the location provided easy access to the vibrant community, while still offering a peaceful retreat. The highlight of our stay was undoubtedly the private beach access. Tucked away in a tranquil neighborhood, it boasted unparalleled beauty and tranquility. Simply being in the vicinity was a getaway in itself, with breathtaking views that soothed the soul. The...
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, 147 reviews
"In town for a wedding - a large, convenient location that fulfilled the needs we had for that stay."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, 7 reviews
"This place was nice and roomy for our family of 8 plus 3 littles kiddos. Pretty clean as well. I gave listing accuracy a 5 because it is accurate but that may be because it doesn't tell you much. We were a little short on towels, many light bulbs were burnt out or just missing. We replaced some (they were there) and moved others to balance out the light. No kitchen linens, short on bath towels, short on paper towels and definitely not enough TP. 3 partial rolls and 1 bathroom had none so we had...
Gorgeous private Hamptons house with pool and volleyball court
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, 23 reviews
"It was a great weekend"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
10.0 out of 10, Exceptional, 1 review
"The house was perfect and clean. We really enjoyed the screened in patio."
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
10.0 out of 10, Exceptional, 5 reviews
"We loved our stay here! The hosts were very helpful and communicative leading up to and during our short stay. The house was perfect for our family - the pool area is fantastic and being able to grill food at the outdoor kitchen is such a bonus. No back and forth to the house for snacks or drinks! We spent the evening around the fire pit and the extended deck meant that there was plenty of room for us to relax and our kids to play. We also explored the local area and nearby beaches. The property...
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
Prime East Hampton Village Location. Heated Pool. Walk To All!
10.0 out of 10, Exceptional, 10 reviews
"A great house with an even better location. Walkable to town (and ice cream!) which we loved. The pool was awesome and the house was very clean. Thank you for hosting us!"
Prime East Hampton Village Location. Heated Pool. Walk To All!
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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.

Other property types in Village of Southampton

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, 4 reviews
The price is $3,735
$4,424 total
includes taxes & fees
Jun 9 - Jun 10
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, 85 reviews
"Great spot and beautiful home near downtown Southampton."
The price is $650
$971 total
includes taxes & fees
Jun 26 - Jun 27
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, 238 reviews
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is $242
$297 total
includes taxes & fees
Jun 9 - Jun 10
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.

Village of Southampton Vacation Homes information

Number of reviews
547
Accommodation
1539 Vacation Homes
Lowest Price
Highest Price

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