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From $1179 per night (USD)
VRBO
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 $1179 per night (USD)
VRBO
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VRBO
SOUTHAMPTON HOUSE PRIVATE POOL & DECK - 7MIN to VILLAGE & BEACHES
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
7 minutes drive from Southampton Village and its beaches. This lovely private home is tastefully updated and ready for y ...
Click For Pricing
VRBO
From $1415 per night (USD)
VRBO
Stroll To Bay Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wonderful, bright and very comfortable, this1.900 square foot is immaculately clean and tastefully furnished, built in ...
From $1415 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 $1306 per night (USD)
VRBO
Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Our home is a complete, five bedrooms, three bath, 3,300 sq. ft. newly renovated family style retreat in gorgeous Southa ...
From $1306 per night (USD)
VRBO
From $2494 per night (USD)
VRBO
Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This 7,000 sq ft masterpiece includes 6 bedrooms (all with full en-suite bathrooms with showers), 3 King Sized Beds amon ...
From $2494 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 $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 $1548 per night (USD)
VRBO
Newly Renovated Oasis + HotTub! Southampton/Sag steps to Beach/Tennis/Pickleball
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
PRISTINE HOME FOR YEAR-ROUND MEMORIES + HOT TUB! This recently renovated, chic, sun-filled Hamptons home is steps away f ...
From $1548 per night (USD)
VRBO
From $880 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 $880 per night (USD)
VRBO
From $587 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 $587 per night (USD)
VRBO
From $1076 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 $1076 per night (USD)
VRBO
From $1564 per night (USD)
VRBO
Brand New Kitchen and Renovation -Heated Salt Water Pool -Great Location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brand New Renovated -bright, spacious, in a great location between Sag Harbor and Southampton Village, with only a 5 min ...
From $1564 per night (USD)
VRBO
From $1107 per night (USD)
VRBO
Minutes to Southampton and Sag Harbor Villages, Sun-Lit Interiors,...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Kola Grounds Minutes to ...
From $1107 per night (USD)
VRBO
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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 ...
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Expedia
From $1018 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 $1018 per night (USD)
Expedia
From $1753 per night (USD)
VRBO
Post Modern on Mature Landscaping, Master Bedroom with Separate...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Northside Seclusion Post ...
From $1753 per night (USD)
VRBO
From $1010 per night (USD)
Expedia
NEW LISTING! Chic, Affordably Priced Southampton home, convenient location.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Get a taste of the Hamptons life with this affordably priced Southampton home. 4 bedrooms, 3 full baths, sleeps 8. Ful ...
From $1010 per night (USD)
Expedia
From $886 per night (USD)
VRBO
Open Concept Living Spaces, New Kitchen with Breakfast Bar, Large Loft...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Wooley Beach House Open Concept Living Spaces, New Kitchen with Breakfast Bar, Large Loft Space, Water Views, Community ...
From $886 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
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Expedia
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VRBO
-Heated pool, bike to town .Coopers Beach-Pups Welcome
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful, spacious property, heated pool, separate apartment for guests with deck and all outdoor furniture. Great loca ...
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VRBO
From $865 per night (USD)
Expedia
Renovated Post-Modern, Close to Strongs Marina, Conscience Point, North...
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
North Sea Wonder Renovated Post-Modern, Close to Strongs Marina, Conscience Point, North Sea Tavern & Southampton Villa ...
From $865 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $1798 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 $1798 per night (USD)
VRBO
From $971 per night (USD)
VRBO
Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, wooded private backyard
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Sag Harbor Oasis!! Beautiful 5 bedroom, 3.5BR home on private wooded lot with heated pool The home provides for ample ...
From $971 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $3113 per night (USD)
VRBO
Rosemorran Retreat Awaits With 5 Bedrooms, Tennis Crt, Pool & Jacuzzi. Stunning
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
This .95 acre residence is a very special property, featuring park-like grounds with Har-Tru tennis court, pool, Jacuzzi ...
From $3113 per night (USD)
VRBO
From $1426 per night (USD)
Expedia
Secluded Southampton Home That Has It All
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Secluded, warm, beautiful, and amenity-filled property features an expansive 5,000+/- s/f of immaculate interior living ...
From $1426 per night (USD)
Expedia
From $679 per night (USD)
VRBO
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
North Sea Gem Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families 3BR/2BA: private heated po ...
From $679 per night (USD)
VRBO
From $1257 per night (USD)
Expedia
Waterfront Playground Directly on the Peconic Bay
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Every room has a water view! Step off the back deck right onto one of the most beautiful Peconic bay private beaches, ...
From $1257 per night (USD)
Expedia
From $1457 per night (USD)
VRBO
Bay Access & Hidden Beach >>> Charming 3-bedroom house in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Southampton. This superb property boasts 3 bedrooms, includ ...
From $1457 per night (USD)
VRBO
From $805 per night (USD)
VRBO
Beautifully Renovated Southampton Home with Modern Design, Private Pool,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Modern Oasis ...
From $805 per night (USD)
VRBO
From $1733 per night (USD)
VRBO
SOUTHAMPTON LUXURY 4 BED HOME WITH HEATED POOL AND CAC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre preserve, immaculately maintained. Minutes t ...
From $1733 per night (USD)
VRBO
From $2090 per night (USD)
VRBO
Spacious Southampton home, private pool, large modern kitchen
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Seaweed Seclusion Spacio ...
From $2090 per night (USD)
VRBO
From $854 per night (USD)
VRBO
Private Bayfront Living, Water Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Shore Road Serenity Private Bayfront Living, Water Views 3BR/2BA, Lovely Outdoor Spaces, Short Drive to Sag Harbor & S ...
From $854 per night (USD)
VRBO
From $867 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 $867 per night (USD)
VRBO
From $924 per night (USD)
VRBO
Charming 2-bedroom house with WiFi and AC in wonderful Southampton
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stay comfortably in Southampton at this 2-bedroom house. The property boasts 2 full beds, 2 bathrooms, and an additional ...
From $924 per night (USD)
VRBO
From $1575 per night (USD)
VRBO
Spacious, luxurious 4-bedroom house with WiFi and AC 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 $4413 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 $4413 per night (USD)
VRBO
From $1249 per night (USD)
Expedia
Classic Southampton Escape with Private Pool, Lush Yard & Ideal Village Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming Southampton Escape Classic Southampton Escape with Private Pool, Lush Yard & Ideal Village Location 3BR/2.5BA ...
From $1249 per night (USD)
Expedia
From $1547 per night (USD)
VRBO
Charming 4-bedroom house water front on a beautifull pond in Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Discover the beauty of Southampton from this 4-bedroom house. Nestled in a serene neighborhood, this superb property off ...
From $1547 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Peaceful Southampton Studio Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This bright and comfortable studio apartment offers a private and peaceful space, tucked above a detached garag ...
From $282 per night (USD)
VRBO
From $811 per night (USD)
VRBO
Cozy, Quiet, Sunny Southampton Dream. Five minute walk to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax at this peaceful, sun-filled home just steps away from the water in a quiet bay beach community. New to VRBO, we h ...
From $811 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 $600 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 $600 per night (USD)
VRBO
From $617 per night (USD)
Expedia
Spacious 2-bedroom apartment in charming Sag Harbor with AC, WiFi, cable TV.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your home away from home in Sag Harbor with 2 lovely bedrooms featuring queen beds. This delightful apartment also inclu ...
From $617 per night (USD)
Expedia
From $3503 per night (USD)
VRBO
Revel in Luxury
Bedrooms:
8
Bathrooms:
8
Sleeps:
25
A very rare find fully renovated in 2021! This prestigious Sag Harbor compound where multiple Hollywood stars and Bravo ...
From $3503 per night (USD)
VRBO
From $1410 per night (USD)
VRBO
10 minutes to Coopers beach. Stylish Southampton Retreat on 1.6 acres with deck.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious property offers 4 bedrooms, including a convenient first-floor bedroom, and 3 bathrooms on a sprawling 1.6 ...
From $1410 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 $710 per night (USD)
VRBO
Charming 3-bedroom cottage in Southampton
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in the coveted North Sea hamlet, the house is a beautifully maintained cedar shake cottage surrounded by lush, m ...
From $710 per night (USD)
VRBO
From $1127 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 $1127 per night (USD)
VRBO
From $715 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 $715 per night (USD)
VRBO
From $1808 per night (USD)
VRBO
HGTV designer private hideaway in Southhampton super close to town!
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
HGTV arrives in North Sea Southampton!! Completely redone 6 bed / 5.5 bath Hamptons get-away. Live the dream in this 4 ...
From $1808 per night (USD)
VRBO
From $905 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 $905 per night (USD)
VRBO
From $680 per night (USD)
VRBO
Perfect for Boating/Kayaking, Private Waterfront Living
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Fish Cove's Road Perfect ...
From $680 per night (USD)
VRBO
From $2130 per night (USD)
VRBO
Still available the week of The Hampton Classic!
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 $2130 per night (USD)
VRBO
From $1642 per night (USD)
VRBO
New Southampton Listing! Minutes from town & beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Southampton home with sun-filled open living space, 3 bedrooms plus bonus in basement and 2 bath. Situated less than 2 m ...
From $1642 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Kayak, Swim, Nature, Water. Privacy. One of best sites in Hamptons.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Spectacular- 2 bedroom- 800 sq ft cottage- Swim, Kayak, WITH NO MOTOR BOATS - 50' from the best fresh water 85 acre lake ...
From $428 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Adirondacks meets the Hamptons by 85 acre fresh water lake +piano
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 bdrm - 800 sq. ft lakeside cottage, w queen in master, 2 twins in other, 1 bthrm, open kitchen, and living room, outdo ...
From $668 per night (USD)
VRBO
From $1702 per night (USD)
VRBO
Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Bayview Beauty Contempor ...
From $1702 per night (USD)
VRBO
From $1064 per night (USD)
VRBO
Swim, Kayak, Fish, Long Sunsets,Privacy, Shallow Dock, Peaceful and private
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Lucky you to have found this 2-cottage 4- bedroom- 2 bath compound -Swimmer's Paradise. Wake up and jump in the lake. Ta ...
From $1064 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Enjoy this perfect summer rental located close to all the Hamptons has to offer!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Southampton Chic Enjoy this perfect summer rental located close to all the Hamptons has to offer! 4BR/4BA-Open Dining/ ...
From $714 per night (USD)
Expedia
From $1303 per night (USD)
VRBO
Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Water Mill Wooded Escape Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living Areas with Modern Am ...
From $1303 per night (USD)
VRBO
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
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VRBO
Cute & cozy WATERFRONT 3 bedroom cottage in Southampton
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
You can't beat the view and location of this cute Southampton 'beach shack!' With 3 bedrooms, (2 queen beds and 2 twins) ...
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VRBO
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Expedia
Family friendly and group trip friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This stylish place to stay is perfect for group trips or family vacations. Recently updated, home boasts a brand new eat ...
Click For Pricing
Expedia
From $1360 per night (USD)
VRBO
New Construction Modern Luxury Retreat w 6 Beds
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
SPECIAL NOTE: Kindly message us for weekly and monthly discounts. Escape to a lavish retreat with your loved ones and e ...
From $1360 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $418 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 $418 per night (USD)
VRBO
From $480 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 $480 per night (USD)
VRBO
Click For Pricing
VRBO
SOUTH HAMPTON, 3 bed, 3 bath with pool and outdoor fireplace. Great location
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This beautiful turnkey Hamptons home is perfectly located close to town and beach and is a rare gem boasting 2,100 +/- s ...
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VRBO
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Expedia
WATERFRONT, SWANS ARE FREE, LIGHT FILLED, 3 Brms. 3 baths, Steps from Beach<br><br>
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
WATERFRONT BEAUTY. SWANS ARE FREE. Japanese garden in front and water access from back yard. Kayaker’s delight. NEWLY R ...
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Expedia
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VRBO
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 ...
Click For Pricing
VRBO
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
From $1007 per night (USD)
VRBO
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Sweet Retreat is set on nearly a half acre of land with a Huge Backyard, Large Living Room with Dining Area, an ...
From $1007 per night (USD)
VRBO
From $1242 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 $1242 per night (USD)
Expedia
From $1185 per night (USD)
VRBO
Beautiful Southampton Waterfront Home with pool and private steps to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Bayside Sensation in Southampton Beautiful Southampton Waterfront Home with pool and private steps to the beach! 4BR/3 ...
From $1185 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $1887 per night (USD)
VRBO
Private Bayfront Living, Water Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Shore Road Serenity Private Bayfront Living, Water Views 3BR/2BA, Lovely Outdoor Spaces, Short Drive to Sag Harbor & S ...
From $1887 per night (USD)
VRBO
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Expedia
Designer beach house with private beach rights, pool and brand new everything
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The moment you step inside, you will be welcomed by a bright and airy living room, adorned with large windows that allow ...
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Expedia
From $875 per night (USD)
VRBO
Elegant estate with beach access, pool, kayaks, & fireplace
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
Cedar Crest Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $875 per night (USD)
VRBO
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Expedia
ARCHITECT’S LIGHT-FILLED ECO-FRIENDLY MODERN HOME
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Am I outside or inside? Huge windows draw the outside in and frame the outside wooded views. Perfect for a summer in ...
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Expedia
From $1020 per night (USD)
VRBO
Mary's Gated Oasis Private Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
ARCH&Co® presents: The Hamptons Gated Oasis on Private Estate 6 bedroom suites, 6 bathrooms- huge gunite pool, theater, ...
From $1020 per night (USD)
VRBO
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Expedia
Charming Hamptons Retreat - Private Lake access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience the Best of Southampton Living – Elegant 4BR Home with Big Fresh Pond Access. Immerse yourself in classic Ham ...
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Expedia
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VRBO
Luxurious Southampton Family Retreat with Pool, Seamless Indoor-Outdoor...
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Southampton Retreat Luxurious Southampton Family Retreat with Pool, Seamless Indoor-Outdoor Living, and Chic Interiors ...
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VRBO
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Expedia
Private Southampton Oasis with Pool, Spa & Effortless Indoor-Outdoor Living
Bedrooms:
7
Bathrooms:
7
Sleeps:
12
Southampton Solace Private Southampton Oasis with Pool, Spa & Effortless Indoor-Outdoor Living 7BR/6.5BA: Total privac ...
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Expedia
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VRBO
Private Southampton Retreat with Pool, Tennis & Resort Style...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Southampton Serene Private Southampton Retreat with Pool, Tennis & Resort Style AmenitiesPerfect for Families 5BR/4.5B ...
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VRBO
From $2135 per night (USD)
VRBO
Water Mill Hilltop with pool and tennis
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
This spacious two-story traditional is located privately and secluded on a landscaped 2.10-acre property in Water Mill. ...
From $2135 per night (USD)
VRBO
From $1649 per night (USD)
VRBO
Southampton - Perfect Family Holiday Home!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Fabulous family vacation home nestled in a quiet cul-de-sac. Hamptons hideaway ideal for relaxing with family and friend ...
From $1649 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Southampton Waterfront - kayaks included!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Southampton serenity awaits you with this stunning waterfront home! Perfectly located to beaches & Sag Harbor and Southa ...
From $714 per night (USD)
Expedia
From $1142 per night (USD)
VRBO
Southampton Water Mill Towd w/ Pool House/Art Studio/Office & Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Spend your summer entertaining, relaxing, and enjoying this spacious over one acre, beautifully landscaped home with sep ...
From $1142 per night (USD)
VRBO
From $969 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 $969 per night (USD)
VRBO
From $1151 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 $1151 per night (USD)
VRBO
From $1508 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 $1508 per night (USD)
Expedia
From $918 per night (USD)
VRBO
Southampton Private Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Set back on an acre of property is this immaculately kept Southampton home. Walk through the front door and be immediate ...
From $918 per night (USD)
VRBO
From $1168 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 $1168 per night (USD)
VRBO
From $1022 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 $1022 per night (USD)
VRBO
From $1314 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 $1314 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 $1921 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 $1921 per night (USD)
VRBO

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