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Vacation Homes in Southampton

Relax by the serene pool surrounded by lush greenery and mature trees.

"We stayed here for my friend’s bachelorette party and it was perfect for what we needed! Dave even allowed us to check in a little early to decorate for her arrival! Would definitely stay again!"

Cozy up by the fireplace, surrounded by abstract art and lush views.

"Great location, clean, easy checkin, slept 7 comfortably"

Relax in a serene outdoor oasis with a pool, lounge chairs, and lush greenery.

"Great property for two people right next to the downtown. Our stay was comfortable and clean!"

Enjoy cooking in this well-lit kitchen with a central island and stainless steel range hood.

$1,465 nightly

Aug 20 - Aug 21

Total includes taxes and fees

Relax by the pool in a serene patio area surrounded by lush greenery and shaded by a large umbrella.

"Loved it! "

Relax by the serene pool surrounded by lush greenery and comfortable seating options.

"Wonderful place , great time and memories, Owners were very gracious and helpful"

Stunning two-story home with a cozy front porch, nestled in a serene winter wonderland.

"This property worked great for us. Close to everywhere we need to be. Very clean as well."

Stroll through a vibrant garden filled with lush rhododendrons and greenery.

"House was perfectly appointed in Southampton! Close to all the spots--Southampton town, Bridgehampton shopping and quaint Sag Harbor"

$2,855 nightly

Aug 24 - Aug 25

Total includes taxes and fees

Relax by the serene pool surrounded by lush greenery and comfortable seating areas.

"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."

Relax on the sandy beach with a scenic ocean view.

"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."

Sit and relax on the porch with two comfortable chairs.

"Good location close to everything "

Enjoy cooking in this well-equipped kitchen with a central island and bar stools, featuring a large window with a scenic view.

"Great time! Great house! Thank you"

Relax in a spacious living area with a high ceiling and large windows, featuring a fireplace and comfortable seating.

"This is a very comfortable house in a quiet location with wonderful water views. I had a very relaxing time and would definitely consider staying here again."

Relax in this spacious room with a high ceiling, sofa, and coffee table in the open floor plan.

"The house was as advertised. Immaculate condition and easy access to everywhere in Southampton. The pool was amazing and any issues were addressed promptly. I would definitely recommend this house."

Enjoy a relaxing stay with a view from the second-floor balcony, overlooking the pool and surrounding area.

"We stayed as a group of girls and had an amazing time. The house is exactly as pictured and well appointed with a fully stocked kitchen, bathrooms, bedrooms. The yard is the best part but the whole place is wonderful. This is clearly a home not just a rental property which we loved. This would be a perfect place for families or a few couples since each bedroom is huge and has a bathroom. There are tons of board games and kids stuff (including baby gates and a crib). I would love to come back...

Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

"Our friend group had a wonderful and rejuvenating stay at this beautiful Southampton home. Debbie was a fantastic host, great communication and very welcoming. The thoughtful little touches in the home were the icing on the cake. This will be our Southampton go to for future trips."