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Vacation rentals in Southampton

Vacation rentals in Southampton

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Southampton

Guests agree: these stays are highly rated for location, cleanliness, and more.

best view in village  + bike + kayak
SUPERHOSTPrivate room · 1 guest · 1 bed · 1 shared bath
best view in village + bike + kayak

The room has a shared bathroom. The house is in the village and surrounded on three side by water. spectacular sunset views. the room has air-conditioning and is bright and sunny. 2 day minimum on week-ends, May- September, with exceptions. We do not accept pets. If this room is not available or if you need more accommodations, in the same location, please look for "queen room" or "Sunset across the bay" in airbnb. Thank you

What guests are saying:

“We loved this place. Spent 2 wonderful days reveling in and around Anton and Linley’s charming home, a place so full of character, with lovely art and books to enjoy. The setting is glorious, with incredible flowers and remarkable view of the water. There is a wonderful deck overlooking the water, which to observe the nesting ospreys and ever changing sky. We took advantage of the kayaks that are available on the property, followed up by a terrific outdoor shower. Our upstairs room with a shared bath was very sweet and simple and had a large window, again, overlooking the water. Everything very clean and well cared for. It was wonderful to be in this little nature oasis and yet so close to the center of the town of Sag Harbor which you can easily walk to enjoying the beautiful houses and gardens along the way. Don’t miss Canino’s Books, the independent bookstore a few doors down on the way to town. Anton and Linley are warm and inviting hosts, with lots of knowledge about the area. They have created a very special, welcoming place to relax and enjoy. Splendid all around!!”

Tiny Home in Prime Spot in Southampton Village
PLUSEntire guesthouse · 3 guests · 2 beds · 1 bath
Tiny Home in Prime Spot in Southampton Village

I am currently accepting bookings and due to the coronavirus, I am taking extra care to disinfect frequently touched surfaces between reservations. There is a minimum 24 hour window between bookings to assist in following CDC, Suffolk County Dept of Health, and Airbnb guidelines. Consider this space as a possible option for a staycation, or as a work-from-home alternative. Max occupancy = 2 persons. (NOTE: No requests for discounts - they will not be considered. This includes early bird bookings, long term stays, or 1 person occupancy).

What guests are saying:

“Jen's home is AMAZING. My Boyfriend and I needed a weekend away from the City so we decided to take our very first trip to the Hamptons. Jen was quick to answer any questions I had and check-in/out was so simple. Even though the home is "tiny" it has very thoughtful layout so it really feels so much bigger than it is. We had absolutely everything we needed for every occasion and the location can't be beat. We walked or biked everywhere! Not to mention, the landscaping around the home made it feel super private and like our "own" little spot (think hedges, an amazing walkway and private patio). Jen, you can expect us back again next summer! :)”

Sunset in village + standup board + bike + Kayak
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
Sunset in village + standup board + bike + Kayak

the room has a private bathroom en-suite, water view on 2 sides and is air-conditioned. there are bikes, stand up paddle board and kayaks available . We do not accept pets. 2 day minimum on week-ends, May- September, with exceptions. If this room is not available or if you need more accommodations, in the same location, please look for "queen room" or "Best view" in airbnb. thank you

What guests are saying:

“Most amazing views, atmosphere and hospitality. You will truly relax and forget about your real life worries when staying here. Be prepared to experience a deeper state of relaxation when you immerse yourself in the calmness this Airbnb can provide. Kayaks, paddle boards, wildlife and bikes provide a variety of activities to which you can enjoy. Fine dining close by creates endless opportunities to feed your seafood and high end dining needs. Make sure to make a reservation for restaurants as well as vineyards nearby if this interests you.”

Vacation rentals for every style

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Popular amenities for Southampton vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Southampton

Queen Room in  village + bike + kayak
SUPERHOSTPrivate room
Queen Room in village + bike + kayak
Price:$234 / night
Ritz-East Hampton Cottage- 5 stars
SUPERHOSTEntire house
Ritz-East Hampton Cottage- 5 stars
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The House of the Mermaid
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The House of the Mermaid
Price:$119 / night
Village Classic
SUPERHOSTEntire house
Village Classic
Price:$781 / night
1780 House North Room
Charming Bright King Bedroom
SUPERHOSTPrivate room
1780 House North Room Charming Bright King Bedroom
Price:$138 / night
Getaway in the Woods with Private Suite & Entrance
PLUSEntire guest suite
Getaway in the Woods with Private Suite & Entrance
Price:$183 / night
Exclusive Sag Harbor Compound
SUPERHOSTEntire house
Exclusive Sag Harbor Compound
Price:$887 / night
Walk to Vineyards, Beaches, Farms & Town
SUPERHOSTEntire guest suite
Walk to Vineyards, Beaches, Farms & Town
Price:$166 / night
Private Entrance Room on Waterfront Property
SUPERHOSTPrivate room
Private Entrance Room on Waterfront Property
Price:$157 / night
Charming Maritime Apartment Steps from the Beach
SUPERHOSTEntire apartment
Charming Maritime Apartment Steps from the Beach
Price:$174 / night
Private & Cozy Cottage with short walk to beach!
SUPERHOSTEntire apartment
Private & Cozy Cottage with short walk to beach!
Price:$250 / night
Room in Cozy Hampton House - Pool - Full Bed
SUPERHOSTPrivate room
Room in Cozy Hampton House - Pool - Full Bed
Price:$272 / night
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