Southampton: Vacation Rental By Owner

A beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre nature preserve on park-like grounds in Southampton is the home of our... Read More

Last Review of 2020 summer, Sept 26: "Mike is an amazing host. We arrived at the house and Mike was amazing. He tendered to our every need and then some. I... Read More

Available rental periods: Seasonal: Memorial Day - Labor Day $150,000 July - Labor Day $125,000 August - Labor Day $90,000 Extended season upon request... Read More

This recently renovated house is located south of the highway at the edge of Southampton Village with new inground pool. Bike ride to Main Street, restaurants,... Read More

Enjoy this spacious contemporary style home of 3000+sf of indoor living space on a full acre in a private community allowing guests private access to an exclusive... Read More

This is the quintessential beach cottage with wide plank heart pine wood floors and exposed beams. Eat and drink in the porch while watching the sunset over the... Read More

Get the family together and enjoy a fabulous vacation in Southampton. The Little Plains Cottage is perfect for a family gathering, offering plenty of room and... Read More

South of the Highway, at the end of a long drive, lies a perfect four-bedroom house. It is set in an exquisite garden, overlooking a sparkling blue pool,... Read More

RARE PRISTINE HOME FOR YEAR-ROUND MEMORIES! This newly listed, recently renovated, sun-filled Southampton beach house is steps away from community beach, tennis... Read More

A perfect simple summer getaway! Storybook setting, .30+/- acre property facing west for gorgeous sunsets setting over North Sea harbor. The charming cottage... Read More

Traditional 1903 clapboard village house available for rental. 5 bedrooms, 3 and a half baths, well maintained, heated pool open from mid-May until mid-September,... Read More

Step into this Beautiful Southampton Treasure and enjoy the good life! Completed in 2016, this 4000+ sq foot custom dream home will satisfy the most discerning... Read More

This Board and Batten Napa Farmhouse sits on 2/3 of landscaped acreage to be completed by May 31st of 2020. This is the sister property to our 5 star VRBO listing... Read More

Villa Clara New Listing: Re-modernized home with heated saltwater pool, home office, gym, and all the amenities 6BR/6BA – completely remodeled home with every... Read More

Tranquility Woods New Listing: Gates Entry, Private Master Bedroom Suite, Multiple Entertaining Rooms, Oversized Stone Patio 4BR/4BA Gated & Secluded 2 Acres,... Read More

Little Peconic Bayview New Listing: Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence, One of the Highest Elevations in Southampton... Read More

Please note that a reservation for this property needs to be approved before it is confirmed. Astounding on Aqua New Listing: Live in this masterpiece designed... Read More

Knoll Cove Cottage New Listing: Recently renovated traditional home with an open floorplan and private pool in the waterfront community of Southampton Cove.... Read More

Hidden Glass House New Listing: Family and Pet Friend, Close to Village, Golf Courses, SBU Southampton 4BR/3BA, Heated Pool & Hot Tub, Media Room w/ Bar,... Read More

Spring Pond Retreat New Listing: Head out East to this private Southampton oasis! 4BR/3BA w/ spacious living room, chef's kitchen with all new stainless steel... Read More