North Sea Rentals
From $460 per night (USD)VRBO
Unique Southampton Getaway w/ Rooftop Deck!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Looking to get away from city stresses? Leave them all behind and head to this newly remodeled 3-bedroom, 2.5-bathroom S ...
From $460 per night (USD)VRBO
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Southampton Relax by the pool or walk to The Bay Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Popular rental property in the Hamptons! Spend your day relaxing by the pool and enjoy the landscape. Waterfront communi ...
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Harmony in the Hamptons!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Lots of beautiful space in this wonderful private home surrounded by lush gardens in the heart of the Hamptons. Five bed ...
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From $1407 per night (USD)Expedia
Newly Renovated Southampton Getaway House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Fantastic Southampton location situated on Turtle Pond. A superb 4-bedroom, 3-bath home in an equally superb waterfront ...
From $1407 per night (USD)Expedia
From $1974 per night (USD)VRBO
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Our guests are treated to a beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre natur ...
From $1974 per night (USD)VRBO
From $606 per night (USD)Expedia
Secluded Hamptons Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the t ...
From $606 per night (USD)Expedia
From $2081 per night (USD)VRBO
Sunny Pool/Tennis Gather
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in ...
From $2081 per night (USD)VRBO
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Family Fun Compound with Full Gym and Huge Game-room!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Renovated 8 bedroom family fun compound with gym, arcade room, games tables, heated pool, fire pit large jacuzzi, wet ba ...
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From $1637 per night (USD)VRBO
Brand New Contemproraty House in Southampton
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Brand new stunning contemporary house is now available for immediate occupancy. Amazing floor plan consists of four bed ...
From $1637 per night (USD)VRBO
From $1851 per night (USD)Expedia
Southampton Family Summer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this summer home all set to go for family fun and relaxation. Our 4 bedroom, 3 bathroom home with solar-panel-heat ...
From $1851 per night (USD)Expedia
From $819 per night (USD)VRBO
Beautiful Contemporary Water Mill Home Centrally Located with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Old Trail Tranquility Be ...
From $819 per night (USD)VRBO
From $1001 per night (USD)Expedia
Walk to Beach, Stunning Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Just 2 houses from the Beach this Barn Style Home has a tranquil setting with a Beachy Color Palate and Extensive Wrapar ...
From $1001 per night (USD)Expedia
From $423 per night (USD)VRBO
Recently Renovated Southampton Home, Modern Design, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Ranch Modern ...
From $423 per night (USD)VRBO
From $1393 per night (USD)Expedia
Modern Southampton home, heated pool, large deck, multiple seating areas,...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
From $1393 per night (USD)Expedia
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Southampton 5-bdrm 5-bth Luxury House with Pool Sleeps 18 Comfortably Near Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to 6 Cove Neck Lane, Southampton, NY-a beautifully updated Traditional home ready for you to enjoy this summer. ...
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From $1608 per night (USD)VRBO
Hamptons Water Living: Private Dock, Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Welcome to your perfect waterfront getaway in Southampton! Just a mile from the beach, this family-friendly hom ...
From $1608 per night (USD)VRBO
From $963 per night (USD)VRBO
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $963 per night (USD)VRBO
From $1121 per night (USD)Expedia
Waterfront Beach Cottage with Dock
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked away in one of Southampton's most idyllic and peaceful beach communities is this charming 3-bedroom cottage with ...
From $1121 per night (USD)Expedia
From $1482 per night (USD)VRBO
Charming Cape Cod in Southampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully refreshed Cape Cod in a peaceful neighborhood just off of North Main Street in Southampton. The kitchen was ...
From $1482 per night (USD)VRBO
From $1523 per night (USD)Expedia
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 16
Huge 6,600 square feet house a block from Peconic Bay. Equidistant from Sag Harbor and Southampton villages. About a t ...
From $1523 per night (USD)Expedia
From $1763 per night (USD)VRBO
Live on the Water: Dock, Beach, Boat, Kayak & Fish
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
One mile from the beach, this child-friendly waterfront Southampton home is a perfect family destination. Ready for wate ...
From $1763 per night (USD)VRBO
From $1285 per night (USD)VRBO
Southampton Home - Farm Views and Close Proximity to Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Traditional Hamptons cape-style house is located on a charming, quiet cul de sac in Southampton, just seconds from the V ...
From $1285 per night (USD)VRBO
From $1140 per night (USD)VRBO
\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis/PB
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Indulge in a fabulous stay at a luxurious beach house in a private community in Southampton. This home features five bea ...
From $1140 per night (USD)VRBO
From $1028 per night (USD)VRBO
Southampton - Plush, perfect and private!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
12 Balcomie Lane Southampton North, New York Just minutes away from Southampton Village and Sag Harbor and ocean and ba ...
From $1028 per night (USD)VRBO
From $1125 per night (USD)VRBO
August Deal: Luxe w/ Pool, Private, Amazing Garden, Outdoor Kitchen, Game Room
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Experience classic Southampton luxury with a twist of playful charm at our Sanctuary by the Beach. This 4-bedroom, 5-bat ...
From $1125 per night (USD)VRBO
From $1628 per night (USD)VRBO
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
A beautiful newly renovated house on a quiet street off Noyack road and close to all the Hamptons has to offer (just ber ...
From $1628 per night (USD)VRBO
From $764 per night (USD)VRBO
Beautiful ,Sag Harbor 4 bedroom, 31/2 bath Heated Pool rental\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 bedroom 31/2 en-suite bath home , 3200 square feet with heated pool, on one acre property, in beautiful ups ...
From $764 per night (USD)VRBO
From $3953 per night (USD)VRBO
Private Spacious Family-Friendly Sag Harbor House w/ Pool; Close to Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
-5 Bedroom Sag Harbor house + 5 Full Bathroom (4,000 sq ft) with a connected apartment perfect for nannies, family and g ...
From $3953 per night (USD)VRBO
From $877 per night (USD)VRBO
HAMPTONS PRIVATE BEACH GETAWAY. 400 ft walk to private beach swimming area.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Unpretentious beach house located down the block from Little Peconic Bay seeks a tenant who wants to come and relax afte ...
From $877 per night (USD)VRBO
From $774 per night (USD)Expedia
Southampton Retreat for Families with Heated Pool & Large Backyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly Renovated 3BR/3BA Retreat on Nearly an Acre – 1 Mile to the Bay Escape to this beautifully updated, stylish home i ...
From $774 per night (USD)Expedia
From $1371 per night (USD)VRBO
3 Story Contemporary
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5 bedroom, three bathroom, contemporary Southampton home offers an open kitchen/ living room floor plan which i ...
From $1371 per night (USD)VRBO
From $1755 per night (USD)Expedia
Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy amazing sunsets from our deck overlooking Peconic Bay, New construction, beautifully decorated. Open plan, bright ...
From $1755 per night (USD)Expedia
From $1704 per night (USD)VRBO
Spacious Contemporary Home with Pool and Tennis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This spacious and open older contemporary home has been recently updated, new pool liner, tennis court revamped, painted ...
From $1704 per night (USD)VRBO
From $1734 per night (USD)VRBO
Southampton Private Retreat is on the market for sale.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
THIS HOME CAN ONLY BE RESERVED BY CONTACTING THE OWNER DIRECTLY Private four bedroom (two en-suite) three bath home wit ...
From $1734 per night (USD)VRBO
From $1559 per night (USD)VRBO
August Availability- Hamptons Summer Family Escape, Modern Farmhouse retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
On full acre, modern farmhouse style with new fully renovated primary bathroom and home, where coastal interior meets a ...
From $1559 per night (USD)VRBO
From $1420 per night (USD)VRBO
Beautiful Waterviews in Southampton Shores
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Fully renovated top to bottom. Heated pool, water views, massive bbq, four bedrooms, three full baths and two pull-out c ...
From $1420 per night (USD)VRBO
From $2501 per night (USD)VRBO
Luxury and convenience in the Hamptons!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy proximity to everything Southampton has to offer in this brand new 4,500 sq ft home. Two Master suites featuring h ...
From $2501 per night (USD)VRBO
From $411 per night (USD)VRBO
Southampton Oasis - 100 Steps From the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience this intimate private beach community nestled on Peconic Bay. This newly renovated home is literally steps fr ...
From $411 per night (USD)VRBO
From $676 per night (USD)VRBO
Beautiful renovated house with views located across the from Big Fresh Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful newly renovated two story home with stunning water views is available for rent. The house was recently p ...
From $676 per night (USD)VRBO
From $2919 per night (USD)VRBO
Family Waterfront Oasis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Waterviews galore from this three bedroom, four bath Peconic bayfront oasis. King master suite, and two guest suites , ...
From $2919 per night (USD)VRBO
From $2868 per night (USD)VRBO
SOUTHAMPTON SUMMER RETREAT
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Newly renovated and furnished, this 6 bedroom, 5 bathroom contemporary property has it all for a summer retreat. Complet ...
From $2868 per night (USD)VRBO
From $840 per night (USD)Expedia
Waterfront Sunset Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience picturesque water views from this clean and light 4-bedroom home. Centrally located in the Hamptons, this is ...
From $840 per night (USD)Expedia
From $1625 per night (USD)VRBO
Stunning Private 4 acre Estate on Preserve near Village/Beach with Heated Pool.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing views of open fields with expansive lawn and 20 flowering grape cherry trees in spring. Ultimate privacy on 4 a ...
From $1625 per night (USD)VRBO
From $1107 per night (USD)VRBO
Southampton Stunner: Modern & Bright, Pool, Beach & More!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful light and airy modern home, nestled in amongst the trees on a beautiful property. High ceilings and windowed w ...
From $1107 per night (USD)VRBO
From $691 per night (USD)VRBO
Charming Southampton cottage by the sea
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A charming 2-bedroom cottage with an outdoor shower, central air, amazing light and a bike ride away to the bay beach. B ...
From $691 per night (USD)VRBO
From $1183 per night (USD)VRBO
Southampton Summer Retreat w private bay beach and pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in beautiful Southampton Shores, this home offers the ultimate summer vacation spot. With private community tenn ...
From $1183 per night (USD)VRBO
From $1387 per night (USD)VRBO
Family Getaway With Pool, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This cozy getaway is located off of Deerfield Road in Water Mill, in the township of Southampton and provides easy acces ...
From $1387 per night (USD)VRBO
From $1175 per night (USD)VRBO
Beautiful Newly Furnished Southampton Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Hamptons House with all the amenities you need for that perfect summer retreat, located 5 minutes from the Shi ...
From $1175 per night (USD)VRBO
From $1168 per night (USD)VRBO
Southampton Private getaway. Private heated salt pool & beach-family fun.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful Southampton Shores home with 5 bedroom, 3 fully renovated bath ranch home! Home has central air, a living room ...
From $1168 per night (USD)VRBO
From $1733 per night (USD)VRBO
Conveniently Located Home 2 Miles from Village
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
Location, luxury and privacy abound in this rental. Located on a private street and features 6 bedrooms all en suite, p ...
From $1733 per night (USD)VRBO
From $1548 per night (USD)VRBO
Hampton Private Retreat - last minute offer June 23-
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Unique spot North of the highway, boutique-style house with a beautifully landscaped garden. Maximum privacy, ideal for ...
From $1548 per night (USD)VRBO
From $726 per night (USD)VRBO
Waterfront home in Southampton on the Peconic Bay.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront home with water views from every room. Private beach with spectacular sunsets. New kitchen. This 4 BR ho ...
From $726 per night (USD)VRBO
From $1183 per night (USD)VRBO
Private & Tranquil 1.03 Acre Estate in the Heart of Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area direc ...
From $1183 per night (USD)VRBO
From $1626 per night (USD)Expedia
Beautiful, Private & Spacious, Cozy Hamptons Retreat, Sleeps 15, Peloton Bike+
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Gracious living in this 3000 sq ft, 6 bedroom home with heated outdoor gunite pool (pool open from Friday of Memorial da ...
From $1626 per night (USD)Expedia
From $2470 per night (USD)VRBO
Southampton Heated Pool, Hot Tub & Tennis on 2 acres of Privacy
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious Southampton Contemporary on 2 acres of Privacy with Heated Pool, Hot Tub Basket Ball & all weather Tennis Cour ...
From $2470 per night (USD)VRBO
From $1167 per night (USD)Expedia
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This elegant property boasts nearly 2 acres of Relais Chateaux style gardens. The home sits amidst magnificent, lush lan ...
From $1167 per night (USD)Expedia
From $1577 per night (USD)VRBO
Sag Harbor Resort Area Sanctuary, Privacy, Seclusion Heat Pool, Spa
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 18
A 5,000 square foot post modern estate secluded 8 bedrooms on the second floor with 4 1/2 baths, with detailed crown/ba ...
From $1577 per night (USD)VRBO
From $1097 per night (USD)VRBO
Newly Renovated Oasis + HotTub! Southampton/Sag steps to Beach/Tennis/Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
PRISTINE HOME FOR YEAR-ROUND MEMORIES + HOT TUB! This recently renovated, chic, sun-filled Hamptons home is steps away f ...
From $1097 per night (USD)VRBO
From $876 per night (USD)VRBO
1898 Renovated Cottage 100' from Bullhead Bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This is the quintessential beach cottage with wide plank heart pine wood floors and exposed beams. Eat and drink in the ...
From $876 per night (USD)VRBO
From $600 per night (USD)VRBO
3BR 3BA one-level home with Pool. Walk to private bay beach. Tennis, BB, kayak
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
200 Warfield Way, “little gray”, is a 5-star reviewed, immaculately maintained property. This one-level, Southampton hom ...
From $600 per night (USD)VRBO
From $663 per night (USD)VRBO
SAG HARBOR SUMMER PARADISE AWAITS YOU!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
: SUMMER SEASON IS APPROACHING! Reserve Now! Bright, Sun-Filled 6 bedroom, 4.5 bath home with double height foyer and l ...
From $663 per night (USD)VRBO
From $1575 per night (USD)VRBO
Great location for US Open golf. Luxurious 4-bedroom house in lovely Sag Harbor.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Sag Harbor, enjoy what this 4-bedroom house has to offer. This amazing property features 1 king bed, 2 queen ...
From $1575 per night (USD)VRBO
From $4654 per night (USD)VRBO
Pristine 6-bedroom waterfront property with a private dock in Southampton
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Situated on 2.1 acres of pristine waterfront property sits this modern home. Meticulously renovated from top to bottom i ...
From $4654 per night (USD)VRBO
From $994 per night (USD)VRBO
4-bedroom house in Southampton w/Private lake property
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Southampton, enjoy what this 4-bedroom house has to offer. With 1 king bed and 3 queen beds, guests can relax ...
From $994 per night (USD)VRBO
Click For PricingVRBO
Private heated pool, fireplace, AC, pet-friendly, WiFi, BBQ, and garden retreat.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3 Minutes to Private Beach! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre preserve, immac ...
Click For PricingVRBO
From $1619 per night (USD)VRBO
SUNNY CONTEMPORARY W POOL AND SPACE FOR ALL
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
OLDER CONTEMPORARY HOME WITH LARGE OPEN SPACES. This house is good for an easy living Hamptons experience. Comfy not f ...
From $1619 per night (USD)VRBO
Click For PricingVRBO
5,200 sf Sag Harbor Grand Villa w Pool near Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to a one-of-a-kind property located off Deerfield Road in the desirable private community of Northside Hills, a ...
Click For PricingVRBO
From $923 per night (USD)Expedia
Hamptons Modern Retreat NEW CONS
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
ARCH&Co® presents: ♥♥♥Hampton's Modern Barn Retreat NEW CONSTRUCTION! 6 bedroom suites, 6 bathrooms- pool with deck, ...
From $923 per night (USD)Expedia
From $2497 per night (USD)VRBO
Waterfront in Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A rare waterfront retreat in Southampton with beautiful panoramic views. Located on a double lot with 200 feet of waterf ...
From $2497 per night (USD)VRBO
From $1371 per night (USD)Expedia
Chic Southampton Getaway with Heated Pool & Seamless Indoor-Outdoor Living
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Paradise Chic Southampton Getaway with Heated Pool & Seamless Indoor-Outdoor Living 4BR/3BA: Private heate ...
From $1371 per night (USD)Expedia
From $795 per night (USD)VRBO
Year-Round Hamptons Waterfront, Renovated, Sunsets, Prime Location, Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Charming & magical year-round waterfront property with spectacular views in prime Hamptons location off North Sea Harbor ...
From $795 per night (USD)VRBO
From $4660 per night (USD)VRBO
Bay Front Community with Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton, Sag Harbor border in a bay front community. Immaculate 2006 post modern home shows like new. Four bedrooms, ...
From $4660 per night (USD)VRBO
From $1120 per night (USD)VRBO
Newly renovated house in Southampton with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our newly renovated 3-bedroom retreat in Southampton! With a pool, dedicated office, and room for 8 adults, i ...
From $1120 per night (USD)VRBO
From $2057 per night (USD)VRBO
Still available Labor Day Weekend 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a lovely summer retreat perfect for families looking to enjoy a luxurious neighborhood in sought after Sag Harbor. ...
From $2057 per night (USD)VRBO
From $643 per night (USD)VRBO
COZY BEACH COTTAGE on Towd Point w/pool and only 5 mins from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
SUMMER AT THE BEACH COTTAGE - Towd Point, Southampton NY. Stay at our adorable Southampton beach cottage with Harbor vi ...
From $643 per night (USD)VRBO
From $1433 per night (USD)VRBO
Hydrangea House Southampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Discover the beauty of Southampton from this delightful fully renovated home. With 2 king beds 3 twin beds, and two quee ...
From $1433 per night (USD)VRBO
From $747 per night (USD)VRBO
SOUTHAMPTON-POOL,3 min to town,1.5 miles to beach. Outdoor kitchen,putting green
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 8
Gorgeous 4 bedroom, 4.5 bathroom house in prime location. Heated Pool, pool house, sunny, fully fenced in property a mus ...
From $747 per night (USD)VRBO
From $480 per night (USD)VRBO
Southampton Lake Home Peaceful & Private
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Tucked away on a quiet, tree-lined lane in Southampton, this charming 3-bedroom, 2-bath home is the perfect ret ...
From $480 per night (USD)VRBO
From $3468 per night (USD)VRBO
Large, secluded Watermill/Southampton estate with pool
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
Down a long driveway, this wonderfully-appointed compound situated on 2.5+/- acres offers exceptional privacy and seclus ...
From $3468 per night (USD)VRBO
From $879 per night (USD)Expedia
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Southampton Serenity Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa 6BR/4BA w/ Vaulted ...
From $879 per night (USD)Expedia
From $1006 per night (USD)VRBO
Beautiful Southampton Waterfront Home with pool and private steps to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Please note that a reservation for this property needs to be approved before it is confirmed. Bayside Sensation in Sout ...
From $1006 per night (USD)VRBO
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Private spacious home in the Southampto
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Private spacious home in Southampton. The house is beautifully situated on a private 1 acre lot and has a heated gunite ...
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From $917 per night (USD)VRBO
Modern home with large deck, firepit, enclosed yard, & immaculate kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Contemporary Southampton Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $917 per night (USD)VRBO
From $471 per night (USD)VRBO
Remodeled Treasured Family Home-Southampton,NY on Lake &Close to Village & Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Retreat from the city- come get fresh air, watch the sunset from the dock, hang out on the covered back porch, enjoy th ...
From $471 per night (USD)VRBO
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SOUTHAMPTON Romantic house like being at a resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
My house is romantic, comfortable and very peaceful. One can see where my travels have been. India a favourite. I have 3 ...
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From $2762 per night (USD)Expedia
Luxurious 6bd/4.5ba on 4 acres with pool & tennis
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Perfect for large families and groups. Completely redone in 2022, this 6 bedroom (2 masters) 4.5 bath house with a larg ...
From $2762 per night (USD)Expedia
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Pristine Southampton Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
This is a beautiful home with a huge wall of windows and tons of sunlight, nestled in the trees on a quiet cul de sac ro ...
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From $1343 per night (USD)VRBO
Gorgeous 4 bed 3 bath home with Pool - walking distance to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a serene Hamptons holiday in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, ...
From $1343 per night (USD)VRBO
From $1031 per night (USD)VRBO
Private 2.1 acre gated home with heated pool and tennis & pickleball court
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Set on 2.1 acres, this gated, contemporary home offers a private retreat for family. Situated at the end of a cul-de-sac ...
From $1031 per night (USD)VRBO
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Pristine, Private Home with Heated Pool & Tennis/Pickleball Court near all
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
This 6,000 s.f. gated residence features 5 bedrooms with 5.5 baths and is sited on 1.84 secluded acres, surrounded by re ...
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From $2220 per night (USD)VRBO
Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, gym, walk to water 🏖sleep10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Style and Peaceful Privacy in Southampton Bordered by a 9.5 acre conservation reserve and hidden down a 125 ft flag driv ...
From $2220 per night (USD)VRBO
From $903 per night (USD)VRBO
Cheerful 4 Bedroom 2 Bath Southampton Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in this peaceful house located 10 minutes from Southampton Village and 14 minutes from Coopers Beach. Complete wit ...
From $903 per night (USD)VRBO
From $2122 per night (USD)VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make this Hamptons home yours for the summer, a month, or a few weeks. This fully loaded, top-of-the-line house is locat ...
From $2122 per night (USD)VRBO
From $977 per night (USD)VRBO
Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Beautiful, recently renovated home with tons of natural light, heated pool and water access to Peconic Bay at the end of ...
From $977 per night (USD)VRBO
From $1159 per night (USD)VRBO
Southampton July 1 to Sept 3,- 50k. Or 30k per July or August. Pool/Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely home sits on over an acre of private land surrounded by beautiful, mature trees and flowers. The over sized ...
From $1159 per night (USD)VRBO
From $1276 per night (USD)Expedia
Hamptons home with heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A contemporary house set on 1.2 acres and located a 12 min drive to Sag Harbor and Southampton Villages. Amenities inclu ...
From $1276 per night (USD)Expedia
From $841 per night (USD)VRBO
Hamptons Waterfront Beach Home With Dock
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
This 4-bedroom waterfront home is the perfect family getaway. Located in a small beach community between Southampton an ...
From $841 per night (USD)VRBO
From $745 per night (USD)VRBO
Southampton House Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just minutes from Southampton Village, Sag Harbor, Water Mill, Long Beach and more. Heated pool and 3 outdoor living spa ...
From $745 per night (USD)VRBO
From $1817 per night (USD)VRBO
Pristine estate sited on 4 acres of land, 1,700 SF pool pavilion with...
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Please note that a reservation for this property needs to be approved before it is confirmed. Deerfield Dream House Pr ...
From $1817 per night (USD)VRBO
From $695 per night (USD)Expedia
Catherine’s Place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Farmhouse meets the bay in a beach comminity. Includes, tennis, basketball courts, private beach passes, 5-10 minutes wa ...
From $695 per night (USD)Expedia