North Sea Rentals
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VRBO
Heart of the Village Home Southampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing Village home with charm in pristine condition. Play arcade, ping pong, enjoy the heated pool, walk to town or ju ...
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Expedia
Southampton watermill estate $3900.00 per night
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
From the the time you arrive thru the wrought iron gates to this magnificent watermill estate you know you are at a very ...
Click For PricingExpedia
- From $1846 per night (USD)
VRBO
Private, Tennis and Pool Minutes to Southampton Village and Beaches
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...
From $1846 per night (USD)VRBO
- From $917 per night (USD)
VRBO
Home page of Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming home in Southampton Village. Walking distance to Jobs Lane and Main Street Village shops. About a mile to the ...
From $917 per night (USD)VRBO
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VRBO
Southampton Village New Rental
- Bedrooms:
- 11
- Bathrooms:
- 8
- Sleeps:
- 16
Great back yard with long swimming pool, outdoor gas grill and plenty of very comfortable outdoor seating, Every bedroo ...
Click For PricingVRBO
- From $725 per night (USD)
VRBO
Beautiful newly renovated house with hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New to the rental market, this beautiful house with lots of privacy on 2.3 acres with a large, heated saltwater pool, gr ...
From $725 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Noyac Elegance Array of ...
From $435 per night (USD)VRBO
- From $1007 per night (USD)
Expedia
Walk to the Village! Charming modern farmhouse.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish space. House in the village but feels like you’re on your own retreat. House i ...
From $1007 per night (USD)Expedia
- From $1415 per night (USD)
VRBO
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The home has four bedrooms, three full bathrooms with an open living room and sitting room (with flat screen tv on the w ...
From $1415 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Spacious Master Bedroom Suite, Stone Chef's Eat-In Kitchen, Close to...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Winter Way Spacious Master Bedroom Suite, Stone Chef's Eat-In Kitchen, Close to Southampton Village and Ocean Beaches ...
From $421 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Southampton Village Oasis Contemporary Southampton Village Home Walking Distance to Town, Pool, Perfect for Families or ...
From $638 per night (USD)VRBO
- From $246 per night (USD)
VRBO
Traditional-style home with private pool, back deck, ample natural light,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Golf Club Charm Traditio ...
From $246 per night (USD)VRBO
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VRBO
Great Escape in Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
We rent till we can retire and live here. Enjoy it while we can't!!! We love the aura of this area. It energizes you!!! ...
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Expedia
Premium Hamptons location minutes from ocean or bay beaches ,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 Br home located on a magnificent 2acre property with a heated salt water lap pool Airy and bright home wit ...
Click For PricingExpedia
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VRBO
Village Gem - July 4th Special
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Traditional home with all modern amenities. Private garden with heated gunite pool. Walk to shops and restaurants. ...
Click For PricingVRBO
- From $1444 per night (USD)
VRBO
Gorgeous Brand New Modern Farmhouse
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
This Board and Batten Napa Farmhouse sits on 2/3 of landscaped acreage to be completed by May 31st of 2020. This is the ...
From $1444 per night (USD)VRBO
- From $1626 per night (USD)
VRBO
Beautiful Southampton Village home, new reno, Heated pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Recently renovated, Four Bedrooms, Two Full Baths, and a finished basement with ample room for all are located in the he ...
From $1626 per night (USD)VRBO
- From $510 per night (USD)
Expedia
Southhampton Village Home with Pool and Backyard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
A summer oasis. Lovely 3 bedroom, 2 bath (+ a beautiful outdoor shower), ranch-style home in the Village of Southampton ...
From $510 per night (USD)Expedia
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VRBO
Southampton Village Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Southampton Village, enjoy carefree, beautifully landscaped pool and tennis courts. Light-filled condo with ...
Click For PricingVRBO
- From $524 per night (USD)
VRBO
Charming Modern Home - Winter and Summer Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Beautiful home on a quiet street. Immaculately maintained. Summer and winter retreat. In addition to five bedrooms and t ...
From $524 per night (USD)VRBO
- From $1567 per night (USD)
VRBO
Beautiful shingle-style estate sited on one acre of land, fabulous outdoor...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 11
White Street Wonder Beautiful shingle-style estate sited on one acre of land, fabulous outdoor entertaining areas, guni ...
From $1567 per night (USD)VRBO
- From $1720 per night (USD)
Expedia
SOUTH OF THE HIGHWAY DREAM!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
2025 FULL SUMMER PRICING *WEEKLY -$13,000 per week with 2 week minimum. (holiday weeks are more) *June 35k *July 50k *Au ...
From $1720 per night (USD)Expedia
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VRBO
Beautiful Home In Great Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Great neighborhood! 5-mins to bay, 12-mins to ocean. Near many hiking trails. Property is located approx 2.5 miles fr ...
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Expedia
Luxury Sunset Shores Summer Getaway - 8min to town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful Luxury Sunset Shores Summer House. Recently updated with new hardwood floors, hot tub, paint, lighting, new ba ...
Click For PricingExpedia
- From $906 per night (USD)
VRBO
Fully Renovated and Re-Designed Water Mill Home with Sweeping Horse Farm...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 13
Please note that a reservation for this property needs to be approved before it is confirmed. The Meadow View Fully Re ...
From $906 per night (USD)VRBO
- From $1460 per night (USD)
Expedia
Welcome to a Beautiful 4 bd 4.5 bth located in a secluded area of Southampton.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
A 3500 + Sq Ft family oriented Home located in a secluded area of Southampton. It boast a beautiful pool, Hot Tub, Bocce ...
From $1460 per night (USD)Expedia
- From $1479 per night (USD)
VRBO
Minutes from the beach, brand new 4 bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Miller Manor! - Newly renovated - Family friendly - Fully fenced in yard - Central air - 4 bed, 3 bath retrea ...
From $1479 per night (USD)VRBO
- From $929 per night (USD)
VRBO
Comfortable, peaceful, beautiful and a short drive to beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This house in Southampton is a place of simple beauty, great comfort, peace on a quiet block away from traffic and noise ...
From $929 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Newly Constructed Sag Harbor Home with Modern Design, Private Pool and...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Coastal Modern Newly Constructed Sag Harbor Home with Modern Design, Private Pool and Water Views, Perfect for Fami ...
From $643 per night (USD)VRBO
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Expedia
This stunning 5-bedroom house in Southampton is a must see
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in Southampton, this delightful 6,000 sq. ft. house boasts 5 bedrooms - 2 king beds, 2 queen beds, and 1 twin be ...
Click For PricingExpedia
- From $1460 per night (USD)
VRBO
Spectacular Hamptons estate. Available for both short and long term rental
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Discover the beauty of Water Mill from this privately gated, very secluded 7-bedroom estate. With 6 queen beds and twin ...
From $1460 per night (USD)VRBO
- From $697 per night (USD)
Expedia
HAMPTONS 32nd ANNUAL FILM FESTIVAL, OCTOBER 4TH-14TH PERFECT COTTAGE FOR HIFF\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom 1 bath renovated cottage with washer/dryer is located on a shared property on a beautiful tree line stree ...
From $697 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Cozy 2-bedroom townhome in Southampton 1 1\/2 miles from village.\nMany amenities.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this charming townhome in Southampton. This beautiful property offers a spacious and comfortable end unit wit ...
From $258 per night (USD)VRBO
- From $4171 per night (USD)
Expedia
Hamptons Peak Tranquility • Iconic Retreat
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Discover a remarkable retreat in Water Mill, spanning over 9 acres in the Hamptons. Situated uniquely at 300 feet above ...
From $4171 per night (USD)Expedia
- From $548 per night (USD)
VRBO
Contemporary Southampton getaway, private pool, backed to wood preserve,...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Wooded Sensation Contemporary Southampton getaway, private pool, backed to wood preserve, expansive deck wi ...
From $548 per night (USD)VRBO
- From $1749 per night (USD)
VRBO
Discover Modern Luxury: Stunning New Home in Southampton, Perfect for...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Luxe ...
From $1749 per night (USD)VRBO
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VRBO
Tucked into the quiet woods of Sag Harbor.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Want to wake up with the sound of birds and breeze passing through the trees? Come spend a night in this cozy cottage tu ...
Click For PricingVRBO
- From $2635 per night (USD)
VRBO
The Prospect Estate - Spacious Historic House minutes from SH Village
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
AVAILABILITY NOTICE : PLEASE INQUIRE FOR MOST UP-TO-DATE AVAILABILITY BEFORE MAKING A "RESERVATION REQUEST". POSTED CALE ...
From $2635 per night (USD)VRBO
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VRBO
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream vacation rental in Southampton. This cozy condo offers everything you need for your August Hampton ...
Click For PricingVRBO
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Expedia
Tranquil Sag Harbor Retreat with water sunset views and access steps away
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Wonderful Sag Harbor/Noyac home for rent, with pool, tennis, views of Peconic Bay and access to secluded beach just 150' ...
Click For PricingExpedia
- From $5362 per night (USD)
VRBO
9 Bedroom Water Mill Estate
- Bedrooms:
- 13
- Bathrooms:
- 9
- Sleeps:
- 16
Luxurious 13,000 square foot estate features 9 bedrooms and12.5 baths in the heart of Water Mill farmlands. All bedrooms ...
From $5362 per night (USD)VRBO
- From $586 per night (USD)
VRBO
Think Big Blue Skies, 4 Bedroom, 4 Bath Water Mill
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This rental doesn't come on the market very often, as usually leases turn into long term leases. Next availability star ...
From $586 per night (USD)VRBO
- From $480 per night (USD)
VRBO
Water Mill, charming country cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cozy cottage is part of a wonderful compound in Water Mill. The cottage features a living room, a bright and light ...
From $480 per night (USD)VRBO
- From $597 per night (USD)
VRBO
Cozy 3 Bedroom Southampton Village Oasis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to your beach chic haven in Southampton Village, where contemporary luxury meets timeless elegance. Unwind in the ...
From $597 per night (USD)VRBO
- From $2519 per night (USD)
VRBO
Ideal for family: pool, park, tennis, mins from Southampton Village\/Beaches
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Set on a corner lot across from open park area in Southampton Meadows, you will enjoy the most beautiful sunsets, playgr ...
From $2519 per night (USD)VRBO
- From $1463 per night (USD)
Expedia
Southampton Village Family Tradition\nMint 5BR-5BR. Walkable location.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Relaxation starts right here in this beautiful location. Private, quiet, delightful. Attention to detail welcomes gues ...
From $1463 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Pools tennis gym golf pickelball
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Book soon ! Fun charming and updated bright and lovely chic 2 bedroom 3 bathroom condo minutes bike or drive to Southamp ...
From $355 per night (USD)VRBO
- From $1085 per night (USD)
VRBO
Southampton Summer Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, bright, sunny home in Southampton. Just outside the village on a cul de sac, with a heated pool, fireplace, c ...
From $1085 per night (USD)VRBO
- From $4983 per night (USD)
VRBO
Southampton Village New Construction
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
New modern home with fantastic décor and amenities. Really enjoy your vacation in this stylish and feel good environment ...
From $4983 per night (USD)VRBO
- From $1860 per night (USD)
VRBO
COVETED Millfarm Lane -3 min to Southampton
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Modern, spacious, clean , professionally decorated family home w farm views on the border of Watermill / Southampton. HO ...
From $1860 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Southampton \/ Water Mill Cozy Homes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The house is located in Water Mill, between Southampton and Brideghampton in the center of the Hamptons and close proxi ...
From $473 per night (USD)VRBO
- From $2042 per night (USD)
VRBO
Southampton exclusive private location with beautiful heated salt water pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Hamptons! The perfect peaceful and quiet Hamptons getaway. Exclusive private location close to Sebonac Go ...
From $2042 per night (USD)VRBO
- From $3150 per night (USD)
VRBO
Southampton Village 5 minute walk to Main Steet 10 minute walk to Coopers Beach
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This home offers state-of-the-art systems including Sonos, Honeywell Alarm, Radio-Ra, High-speed wifi, Cat-6 in every ro ...
From $3150 per night (USD)VRBO
- From $2619 per night (USD)
VRBO
The Family Friendly Getaway!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
With just over 5000 interior square feet and 2500 square feet of deck on 1 acre of secluded property, this house never f ...
From $2619 per night (USD)VRBO
- From $5480 per night (USD)
VRBO
Ultimate Hamptons Vacation Estate
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 22
Situated on 2 1/2 private acres you can do whatever you desire, all bedrooms include en-suite private full bath, cable t ...
From $5480 per night (USD)VRBO
- From $1337 per night (USD)
VRBO
Southampton Village Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
On a quiet street in Southampton Village, this newly renovated home is the perfect summer getaway. Bright, stylish inter ...
From $1337 per night (USD)VRBO
- From $2893 per night (USD)
VRBO
Modern Barn Style Water Mill Retreat with Private Pool and Sauna, Centrally...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Beach Barn Mo ...
From $2893 per night (USD)VRBO
- From $2100 per night (USD)
VRBO
Southampton. south of highway. House very open, spacious and sunny. Mod decor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location. South of the Highway, 2 minute walk from Community Tennis and manicured playground, 3 blocks from S ...
From $2100 per night (USD)VRBO
- From $1774 per night (USD)
VRBO
PROPERTY SOLD! NEW LISTING 3952150: Southampton Village Mint 5-BR, Heated Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
PROPERTY SOLD! Please see our other listings in Maine and New Hampshire: 3940849 and 2311136. Nestled on an immaculat ...
From $1774 per night (USD)VRBO
- From $1727 per night (USD)
VRBO
Perfect fall family retreat in Water Mill with new Gym and Media Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 9
The ideal family vacation home. Looking for a family who will enjoy and love our house. Close to Southampton, Sag Habor ...
From $1727 per night (USD)VRBO
- From $1014 per night (USD)
VRBO
Charming Southampton Village Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This adorable cottage with plenty of charm is perfectly located on one of the quietest streets in Southampton Village. O ...
From $1014 per night (USD)VRBO
- From $1758 per night (USD)
VRBO
Newly renovated Southampton Village mini-complex
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
New to the rental market! Come relax in this newly renovated Southampton Village home located just moments from village ...
From $1758 per night (USD)VRBO
- From $1665 per night (USD)
VRBO
Southampton 7 Bedroom
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Custom built, in an extremely convenient location, very close to the village of Southampton and local beaches. 5,000 ...
From $1665 per night (USD)VRBO
- From $948 per night (USD)
VRBO
Escape and enjoy a peaceful vacation at this Southampton Estate with Pool...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Whites Lane Escape Escap ...
From $948 per night (USD)VRBO
- From $1009 per night (USD)
VRBO
Quiet Hamptons- Water Mill Retreat - Close to town & beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Private 3 bedroom house, big backyard, heated swimming pool, perfect for a BBQ or entertaining. Unwind in the hammock w ...
From $1009 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Charming Southampton Village Rental walking distance to both shops and beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Traditional 1903 clapboard village house available for rental. 5 bedrooms, 3 and a half baths, well maintained, heated p ...
From $342 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Gorgeous newly renovated townhouse minutes from Southampton beaches and Village
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
30 day minimum stay. 3 BR, 3.5 bath townhouse south of highway. Stunning, full renovation recently completed. All new ...
From $1200 per night (USD)VRBO
- From $2071 per night (USD)
VRBO
Spacious and Conveniently Located Home in Southampton \/ Water Mill
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Amazing location and home in the heart of Water Mill. 3 min from ocean beaches (Cooper's and Flying Point), 3 min from S ...
From $2071 per night (USD)VRBO
- From $368 per night (USD)
VRBO
Private guest apartment close to beach with pool & tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sun filled guest apartment in Water Mill/ Southampton minutes from Flying Point Beach, Parrish Art Museum, Duck Walk Vin ...
From $368 per night (USD)VRBO
- From $560 per night (USD)
VRBO
Luxurious Private One-Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One bedroom suite with queen size bed, living area (couch, coffee table, and TV), and full bathroom with toilet, sink, a ...
From $560 per night (USD)VRBO
- From $777 per night (USD)
VRBO
New Fully Remodeled Post Modern Home, Perfect getaway for a family!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Fully remodeled 6 bedroom 5.5 Bath house. •Modern, clean, and spacious •Quiet, comfortable, and peaceful •Lots of out ...
From $777 per night (USD)VRBO
- From $2378 per night (USD)
VRBO
Sag harbor\/ Bridgehampton High End Furniture House 5 bed\/7ba w POOL very private
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
LUXURY Sag Harbor 5/6 bedroom House. Mature Families only, no party groups , 2 weeks minimum (may consider to do weekly ...
From $2378 per night (USD)VRBO
- From $4768 per night (USD)
VRBO
Southampton Village Estate - Walking distance to beach, restaurants, shops
- Bedrooms:
- 12
- Bathrooms:
- 8
- Sleeps:
- 10
South of the Highway newly built 10000sqft Southampton village home with a heated salt water oversized gunite pool, pool ...
From $4768 per night (USD)VRBO
- From $449 per night (USD)
VRBO
Updated farmhouse with pool house, close to everything. Winter rental available.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 7
Prefer a couple or small family. Available for the full winter only - out by Memorial Day. A rare find - fully renovat ...
From $449 per night (USD)VRBO
- From $2206 per night (USD)
VRBO
Incredible Location, Family and Dog Friendly , minutes to flying point
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
This oversized, casual and inviting beach house sits next 100 acres of west facing preserve. Phenomenal sunrises and s ...
From $2206 per night (USD)VRBO
- From $721 per night (USD)
VRBO
Private Village Home-South Of Hill Street, Walk To Coopers Beach\/Village
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
Located in the village of Southampton, this renovated historic home puts you at Coopers Beach, village shopping and rest ...
From $721 per night (USD)VRBO
- From $1522 per night (USD)
VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy this comfortable cottage traditional, with an open floor plan, in a bucolic setting that is surrounded by nearby f ...
From $1522 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Halloween \/ Autumn special - Sag Harbor Gem
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
***Check-in 4pm. ***Check-out 10am. ***If guests are not arriving or departing the same day then early/late check in/o ...
From $450 per night (USD)VRBO
- From $3932 per night (USD)
VRBO
Relaxed and tasteful Watermill home with resort amenities on 3.25 acres
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
2 master bedrooms plus plenty of sleeping space for kids. Heated pool, tennis and pickle ball court, abundant flagston ...
From $3932 per night (USD)VRBO
- From $753 per night (USD)
VRBO
Chic Southampton Home, close to Village and Ocean Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Situated privately on a quiet road sits this crisp newly renovated three bedroom, two and one half bath contemporary hou ...
From $753 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton w/ Tennis & P ...
From $315 per night (USD)VRBO
- From $424 per night (USD)
VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $424 per night (USD)VRBO
- From $1957 per night (USD)
VRBO
Modern Home in Southampton Village w\/Gunite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Excellent rental property located in Southampton Village. Well designed and completely rebuilt in 2015, this four bedroo ...
From $1957 per night (USD)VRBO
- From $1857 per night (USD)
VRBO
Perfection in the Heart of Southampton Village; Walk to Town, Bike to Beaches
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy this stunning 3 bedroom, 4 bathroom village home with gourmet kitchen, den, media room and two-zone central air-co ...
From $1857 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Southampton Village Estate with Tennis, Heated Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 12
Beautifully renovated seven bedroom, five bath, two-story home that holds on to its 19th century architectural roots whi ...
From $1000 per night (USD)VRBO
- From $1197 per night (USD)
VRBO
Luxury - 5 bdrs, 6 baths, Tennis Crt, Heated Pool, Basketball, Hot tub, 2.4 acrs
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Undergone $1.5 M renovation in 2023-24 luxury modern house in Sag Harbor with 5 bedrooms, 6 baths on 2.4 acres. Features ...
From $1197 per night (USD)VRBO
- From $584 per night (USD)
VRBO
Southampton House South of Highway Perfect for Families
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Southampton home perfect for your summer get away with the family and friends. Two story home features 3 bedrooms upstai ...
From $584 per night (USD)VRBO
- From $1612 per night (USD)
VRBO
Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Escape from the city life with this private and spacious home. Built in 2014 and newly re-furnished, this ~4,700sf, 6 be ...
From $1612 per night (USD)VRBO
- From $1348 per night (USD)
VRBO
Centrally Located Southampton \/ Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedrooms. 3 1/2 baths, Master Bedroom on first floor (Sleeps 8). Master has a king size bed. Relaxing, Spacious, Br ...
From $1348 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Beachy Chic South of the Hwy in Southampton Village 3blks to town\/Bike to 🏖
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay in this “beachy chic” renovated historic home. White oak flooring and antique wood beams add to the coo ...
From $525 per night (USD)Expedia
- From $566 per night (USD)
VRBO
Newly Renovated, Professionally Decorated Hamptons Home bordered by a reserve
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
This completely renovated and professionally decorated home provides the perfect summer retreat. Sitting on three peacef ...
From $566 per night (USD)VRBO
- From $3829 per night (USD)
Expedia
6 Bedroom, 5 Bath Home with Pool, Sag Harbor - Near Bridgehampton
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Large home available with 6 Bedroom and 5 Full Bathrooms. Sleeps large group. House has Pool, lounge chairs, and out-doo ...
From $3829 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Southampton Secret Garden, Charming 3BR\/3 BA Cottage and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Secret Garden Cottage with pool -- has 3 Bedrooms 3 baths. Lushly landscaped property is hedged, fenced and gated for co ...
From $498 per night (USD)VRBO
- From $3491 per night (USD)
Expedia
Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Ideal Location!! House is flawless and perfect! This 3 acre property has 4 bedroom and 3 bath full bathrooms. Located in ...
From $3491 per night (USD)Expedia
- From $1492 per night (USD)
VRBO
Southampton Village Cottage SOH Backyard Paradise 20 x 40 OLYMPIC SIZED POOL!!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Backyard enclosed with two BBQ's. This one level ranch house has a convenient in the Village of Southampton location. So ...
From $1492 per night (USD)VRBO
- From $900 per night (USD)
Expedia
Hampton Beach Barn w\/ Infrared Sauna and Heated Pool - Dog friendly.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $900 per night (USD)Expedia
- From $725 per night (USD)
VRBO
Wooded Oasis and Guest House in Hamptons!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Heart of Southampton! Min. to beach & village! -5 bedrooms w/ own en-suite bathrooms (6 baths) -Custom designed home ho ...
From $725 per night (USD)VRBO
- From $2014 per night (USD)
VRBO
\"THE WAVE\" is a Modern home that is the ideal retreat for Hamptons living.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Located south of the highway in Southampton Village, "THE WAVE" is a sprawling, updated and turnkey Modern home that is ...
From $2014 per night (USD)VRBO
- From $2012 per night (USD)
VRBO
Hamptons Escape
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Experience luxury at its finest in this stunning retreat house located in the heart of Southampton/Watermill Horse Count ...
From $2012 per night (USD)VRBO
- From $6526 per night (USD)
VRBO
GORGEOUS, 10K SF PRIVATE VILLA - Seasonal rental only.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Offered for the very first time this season, we pride ourselves on providing the ultimate hospitality and comfort and th ...
From $6526 per night (USD)VRBO