Search Vacation Homes in Village of Southampton

Check prices for these dates

Next weekend

21 Saf. - 23 Saf.

In two weeks

28 Saf. - 2 Rab. I

In one month

14 Rab. I - 16 Rab. I

In two months

11 Rab. II - 13 Rab. II

Compare 1398 Vacation Homes in Village of Southampton with updated reviews, rates, and availability.

"Ladies weekend. The home was clean and comfortable. We loved how all the kitchen cabinets and drawers were labeled. The host was responsive and accessible The neighborhood was beautiful and close to several of the wineries "

"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...

New Teak Lounge Chairs, Decking and Pool Liner

"We were in the Hamptons to celebrate my sisters upcoming wedding and had a fantastic time in our rental the only complaint we had was that wish we were there longer!"

"House was ideal for our extended family for thanksgiving weekend."

"Very nice home and location, lovely and helpful owner!"

"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."

Heated 40ft saline pool and deck in separate secure fenced area with all day sun

"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."

"My friends and I stayed at this house for a few days around New Year's. The house is very spacious, and the grounds are lovely. We had a group of 5 and had lots of room to congregate and disappear if we needed alone time. The hot tub was exactly what some of us needed, while the kitchen provided others with much comfort. The one bummer was when we arrived; it looked like someone had just had a party outside so that first made for a bit of cleanup. That little bump shouldn't stop you from...

"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "

"Enjoyed this house in a great location. It was perfect for attending a family wedding!"

"Had a great stay! Everything about the stay was perfect. Place was all that we expected and more. Host was easy to reach and very responsive. "

"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"

SAR 3,531 total

includes taxes & fees

24 Feb - 25 Feb

"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!!"

"We loved our stay in this home! It was the perfect size for our extended family. It was well appointed. The kids loved playing in both levels of the garage. The kitchen had everything we needed. The beds were all comfy. We even took a dip in the cold pool! The owner was responsive to our requests and met all of our needs. I highly recommend this home!"

Upstairs living room, with high ceilings, natural light + comfortable furniture

"Family friendly, clean and well-stocked house with nice deck and pool for entertaining. It has personality. Well stocked kitchen (note - includes french press and a pod system but you need to bring your own pods; no coffee maker or kettle at time of our stay). Plenty of spices and condiments and entertaining ware as this is also their vacation home. Conveniently located near the highway and walkable to commercial area and 10 min drive to nearest beaches (it does back up to highway so gets road...

"Beautiful classic farmhouse with all the modern amenities including high speed internet, great kitchen and brand new heating/AC so you can enjoy all the comforts of a 5 Star Resort. Conveniently located within walking distance to the Palm, Movie Theatre and the bus stop to NYC. Beverly Leopold was a very conscientious and hospitable host. Highly recommend!"

heated in deck pool, plenty of floats and pool toys

"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "

"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...

"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"

"Wonderful throw back beach house..nothing fancy but very comfortable and the views are amazing! Loved spending our Christmas Holiday relaxing by the bay..and the year round hot tub was up and running when we got there! Perfect spot..will definitely go back next year! "

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"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "

SAR 5,547 total

includes taxes & fees

20 Feb - 21 Feb

"an amazing experience and stay. i booked the house in proximity to the half marathon i was running in. It served well and also a safe haven for my family. looking forward to next year!"

Recent reviews of Village of Southampton hotels

5/5 Excellent

"Lovely area easy check in clean rooms amazing view "

A verified traveler stayed at The Harbor Front Inn

Posted 2 days ago

5/5 Excellent

"We have been staying at the Bentley, four one week to times since November as it is very conveniently located a a couple minutes away from our house being remodeled. We appreciate the very “generous sized mini apartments” rooms offered there making our extended stays, hyper comfortable! But what truly makes us always coming back is the wonderful staff( Renso, Joe and Sergei, all VERY professionally managed by Virna. The only negative part for me are the bulbs chosen in the living room: they are neon like in color and we prefer soft/warm light. So we bring our own bulbs and everybody’s happy!"

A verified traveler stayed at The Bentley Hotel Southampton

Posted 2 days ago

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Search Vacation Homes in Village of Southampton

Check prices for these dates

Compare 1398 Vacation Homes in Village of Southampton with updated reviews, rates, and availability.

Enjoy Autumn with us.

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Beautiful Private 4 BR, Heated Pool. Close to Everything.

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

Village Fringe Available May 24th - October 31st. Family/Pet Friendly

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Gorgeous private Hamptons house with pool and volleyball court

Beautiful Hamptons home close to beaches, shopping, & restaurants!

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Fall in the🌅beautiful sunsets

Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Classic, Beautiful Farm House & Location!!!

5 bedroom Private Family Get Away w/ Heated Pool

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10 Bedroom Hampton House with a regulation size Pickleball

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Other property types in Village of Southampton

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Minutes from the beach, brand new 4 bedroom

Beautiful Southampton Village home, new reno, Heated pool!

Recent reviews of Village of Southampton hotels

The Harbor Front Inn

The Bentley Hotel Southampton

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The Preston House & Hotel

Harpoon House

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The Atlantic Hotel

The Sagaponack

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