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From $849 per night (USD)
VRBO
Southampton Beach & Town Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming family friendly beach cottage with large pool. Walking distance to Village of Southampton’s fine dining and sto ...
From $849 per night (USD)
VRBO
From $17138 per night (USD)
Expedia
Stunning Southampton Village Modern Home
Bedrooms:
9
Bathrooms:
9
Sleeps:
10
This magnificent 14,000+/- sq. ft. modern property is entered through a gated entry with lawns, gardens, and a serpentin ...
From $17138 per night (USD)
Expedia
From $695 per night (USD)
VRBO
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)
VRBO
$Modern Southampton \/ Watermill Home$
From $2738 per night (USD)
VRBO
Modern Southampton \/ Watermill Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Centrally located between Southampton and Sag Harbor villages and close to bay beaches, this recently completed modern a ...
From $2738 per night (USD)
VRBO
From $2903 per night (USD)
VRBO
Southampton Summer Bayfront + Heated Saltwater Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Discover the extraordinary allure of Southampton's Edgemere Estate, a sanctuary that epitomizes grandeur and tranquility ...
From $2903 per night (USD)
VRBO
From $1673 per night (USD)
Expedia
Newly Renovated Pristine Southampton Colonial
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This newly renovated, spectacular, center hall colonial home is just minutes from Southampton Village, the beautiful bea ...
From $1673 per night (USD)
Expedia
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VRBO
Watermill Farm Views Offer Great Spot For Family
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Well-appointed 2-story Watermill home with spectacular farm views, breathtaking sunsets, pool, sizeable yard, and CedarW ...
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VRBO
From $2068 per night (USD)
VRBO
Modern Luxury Southampton Home
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Modern luxury living, 6,000+ sq ft across two stories + finished basement. Brand new house built in 2020 includes 5 bedr ...
From $2068 per night (USD)
VRBO
$Southampton Water Mill Towd w\/ Pool House\/Art Studio\/Office & Heated Pool$
From $1081 per night (USD)
VRBO
Southampton Water Mill Towd w\/ Pool House\/Art Studio\/Office & Heated Pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Spend your summer entertaining, relaxing, and enjoying this spacious over one acre, beautifully landscaped home with sep ...
From $1081 per night (USD)
VRBO
From $1319 per night (USD)
VRBO
Pool, Privacy & Peace in Stylish & Cozy Cottage in Sag Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Pool is open! At the end of a quiet cul-de-sac, you will arrive at our peaceful escape. This sun drenched home (with A/C ...
From $1319 per night (USD)
VRBO
From $2780 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 $2780 per night (USD)
VRBO
From $1021 per night (USD)
Expedia
Beautiful Southampton Waterfront Home with pool and private steps to the beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Bayside Sensation in Southampton Beautiful Southampton Waterfront Home with pool and private steps to the beach! 4BR/3 ...
From $1021 per night (USD)
Expedia
Click For Pricing
VRBO
Private spacious home in the Southampto
Bedrooms:
4
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
VRBO
From $3600 per night (USD)
VRBO
Revel in Luxury
Bedrooms:
9
Bathrooms:
8
Sleeps:
25
A very rare find fully renovated in 2021! This prestigious Sag Harbor compound where multiple Hollywood stars and Bravo ...
From $3600 per night (USD)
VRBO
From $2795 per night (USD)
VRBO
Contemporary Southampton Villa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated just shy of 2 acres and home set on a rise at the end of a 400ft winding driveway, within minutes from local sh ...
From $2795 per night (USD)
VRBO
From $1649 per night (USD)
VRBO
Southampton - Perfect Family Holiday Home!
Bedrooms:
6
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
$Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach$
From $434 per night (USD)
VRBO
Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Halsey House…. A charming, 2 story home in the heart of Southampton Village. Located on a quiet lane within w ...
From $434 per night (USD)
VRBO
From $885 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 $885 per night (USD)
Expedia
From $418 per night (USD)
VRBO
New Listing - Eclectic home with private pool, decorated loft, gas...
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Please note that a reservation for this property needs to be approved before it is confirmed. Airy Water Mill Ranch Ne ...
From $418 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
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VRBO
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 Pricing
VRBO
From $558 per night (USD)
Expedia
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Fish Cove Waterfront BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK, CENTRALLY LOCATED 3BR/ ...
From $558 per night (USD)
Expedia
Click For Pricing
VRBO
Modern Cottage with a View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Designer’s own Modern Cottage has bay views and is a short walk to bay beaches. Less than ten minutes to Sag Harbor Vill ...
Click For Pricing
VRBO
From $1016 per night (USD)
Expedia
Newly Renovated Southampton Home with Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Make some memories at this unique and family-friendly place. Enjoy our heated pool and private home theater. Beaches ar ...
From $1016 per night (USD)
Expedia
From $1531 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 $1531 per night (USD)
VRBO
From $2473 per night (USD)
VRBO
Southampton Village Luxury Retreat
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Newly renovated Southampton Village home within walking distance to all Southampton Village has to offer. This 3100 squa ...
From $2473 per night (USD)
VRBO
From $6093 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 $6093 per night (USD)
VRBO
From $2806 per night (USD)
Expedia
Dog-friendly estate with amazing pool, deck, & game room at new reduced rate
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Island in the Sky Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $2806 per night (USD)
Expedia
From $1470 per night (USD)
VRBO
Beautiful, new design with tons of natural light, beautiful pool, and great...
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
Noyac Luminous Beautiful, new design with tons of natural light, beautiful pool, and great location in Sag Harbor 3BR/ ...
From $1470 per night (USD)
VRBO
From $1381 per night (USD)
VRBO
Sag Harbor Hamptons hideaway
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This stylish place to stay is perfect!! Enjoy the peaceful tranquility away from the crowds and the noise. Bucolic setti ...
From $1381 per night (USD)
VRBO
From $1152 per night (USD)
VRBO
Perfect SouthHampton getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is the perfect Hamptons getaway! This resort like 3 bedroom 2 bath gem of a home is conveniently located close to t ...
From $1152 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious Home with Heated Pool located in Southampton Village
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Spacious home on North Main Street in the Village of Southampton. Comfortably sleeps 10+. 6 bedrooms, office, 4.5 bat ...
Click For Pricing
Expedia
From $2014 per night (USD)
VRBO
Beautiful Contemporary Water Mill Home Centrally Located with Private Pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Old Trail Tranquility Beautiful Contemporary Water Mill Home Centrally Located with Private Pool 5BR + office/4BA: cen ...
From $2014 per night (USD)
VRBO
From $583 per night (USD)
Expedia
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 ...
From $583 per night (USD)
Expedia
$Gorgeously Renovated SH Village 5 bd w\/ Large Pool$
From $3027 per night (USD)
VRBO
Gorgeously Renovated SH Village 5 bd w\/ Large Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This is a charming five bedroom four bathroom home with a separate guest house on the property. The house is less than a ...
From $3027 per night (USD)
VRBO
Click For Pricing
Expedia
HIDDEN GEM AVAILABLE FOR MD to LD! NEW SWIMMING POOL AND CENTRAL AIR!!
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
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VRBO
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 ...
Click For Pricing
VRBO
From $977 per night (USD)
Expedia
Elegant estate with beach access, pool, kayaks, & fireplace
Bedrooms:
6
Bathrooms:
5
Sleeps:
9
Cedar Crest Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $977 per night (USD)
Expedia
From $2058 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 $2058 per night (USD)
VRBO
From $4032 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 $4032 per night (USD)
VRBO
$Chic Southampton Getaway w\/Heated Pool. Minutes away from village & beach.$
From $1371 per night (USD)
VRBO
Chic Southampton Getaway w\/Heated Pool. Minutes away from village & beach.
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Welcome to our home away from home! This newly constructed home is less than a 5 minute drive away from the beach and th ...
From $1371 per night (USD)
VRBO
From $579 per night (USD)
Expedia
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy a vacation away in this one-level, 4-bedroom, 2-bathroom well decorated beachy cottage, just minutes from the Hamp ...
From $579 per night (USD)
Expedia
Click For Pricing
VRBO
ARCHITECT’S LIGHT-FILLED ECO-FRIENDLY MODERN HOME
Bedrooms:
4
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 ...
Click For Pricing
VRBO
From $1432 per night (USD)
VRBO
Water Mill wonderful farm house
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Enjoy your summer in this fabulous Water Mill farm house, close to the village and beaches. The two story main house fea ...
From $1432 per night (USD)
VRBO
From $3064 per night (USD)
VRBO
Hamptons Style. Close to village restaurants, shops and ocean beach!
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
7 Bedroom, 6.5 Bath, Gourmet Kitchen, Heated Pool/Jacuzzi, Outdoor Fireplace & Grill, Fast Wifi, SONOS + MORE The Willo ...
From $3064 per night (USD)
VRBO
From $911 per night (USD)
Expedia
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Whisper in the Woods! Enjoy this large cottage tucked away in the Tuckahoe woods. With 5 bedrooms and 3 bat ...
From $911 per night (USD)
Expedia
From $3184 per night (USD)
VRBO
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
Bedrooms:
9
Bathrooms:
6
Sleeps:
12
Harbor View Modern Expansive Southampton Home with Harbor Water Views, Private Pool, Modern Design and Layout, Perfect ...
From $3184 per night (USD)
VRBO
From $957 per night (USD)
VRBO
Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, wooded private backyard
Bedrooms:
4
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 $957 per night (USD)
VRBO
Click For Pricing
VRBO
Charming 4-bedroom house with WiFi and AC in delightful Southampton
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4-bedroom house is perfect for your escape to Southampton. Nestled in a tranquil neighborhood, our adorable propert ...
Click For Pricing
VRBO
From $1818 per night (USD)
Expedia
Spacious Southampton Village Home Walking Distance to Town, Private Pool,...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Southampton Village Luxury Spacious Southampton Village Home Walking Distance to Town, Private Pool, Perfect for Famili ...
From $1818 per night (USD)
Expedia
$Modernist treehouse nestled in nature w\/ access to pvt tennis minutes to ocean.$
From $2105 per night (USD)
VRBO
Modernist treehouse nestled in nature w\/ access to pvt tennis minutes to ocean.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this modernist, private home nestled in nature . Minutes to all towns of Bridgehampton and Sag Harbor and gorg ...
From $2105 per night (USD)
VRBO
From $1005 per night (USD)
Expedia
Stunning, Contemporary Southampton Home Near Town Beaches and Downtown
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Whites Lane Wonder Stunning, Contemporary Southampton Home Near Town Beaches and Downtown 6BR/4BA Luxurious Home with ...
From $1005 per night (USD)
Expedia
From $1846 per night (USD)
VRBO
Modernist Glass House nestled in tall pines and nature offering total privacy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Imagine enjoying your day and evenings surrounded by complete privacy and nature. Walls of glass open up to the natural ...
From $1846 per night (USD)
VRBO
From $4635 per night (USD)
Expedia
New Hamptons House in Sag harbor + Pool + 8 bedroom
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
New house in Sag Harbor with pool. Everything is brand new. 8 bedrooms and 6.5 bathrooms. 6,000sf, 20x40 pool, very priv ...
From $4635 per night (USD)
Expedia
From $3238 per night (USD)
VRBO
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 $3238 per night (USD)
VRBO
$Southampton Village Family Tradition\nMint 5BR-5BR. Walkable location.$
From $1646 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 $1646 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Charming Two-Story Retreat in the Heart of Southampton Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the charm of a newly revitalized two-story apartment nestled in the vibrant heart of Southampton Village. The ...
From $400 per night (USD)
VRBO
From $1846 per night (USD)
VRBO
Southampton Village-HEATED POOL, TENNIS, BEACH CHAIRS, BEACH BIKES
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The best of everything the Hamptons has to offer. This home sits behind tall privet hedges in Southampton Village !! Far ...
From $1846 per night (USD)
VRBO
From $1584 per night (USD)
VRBO
Secluded Southampton Home That Has It All
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Secluded, warm, beautiful, and amenity-filled property features an expansive 5,000+/- s/f of immaculate interior living ...
From $1584 per night (USD)
VRBO
From $5498 per night (USD)
Expedia
Spectacular un Hamptons Hideaway w Grand piano and sunsets over freshwater lake
Bedrooms:
7
Bathrooms:
5
Sleeps:
8
High end luxury w fun. New construction. Award winning architect. Peaceful. Private. Nature abounds. On private road. A ...
From $5498 per night (USD)
Expedia
Click For Pricing
VRBO
Waterfront Luxury with Pickleball and Dock, Separate Barn and More!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. ...
Click For Pricing
VRBO
From $1658 per night (USD)
Expedia
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 $1658 per night (USD)
Expedia
$Ideal for family: pool, park, tennis, mins from Southampton Village\/Beaches$
From $2878 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 $2878 per night (USD)
VRBO
From $1871 per night (USD)
Expedia
Newly Renovated Sag Harbor Estate
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Situated on over 2 private gated acres with close proximity to Sag Harbor, Bridgehampton, and Southampton village’s fame ...
From $1871 per night (USD)
Expedia
From $1973 per night (USD)
VRBO
Fully Renovated and Re-Designed Water Mill Home with Sweeping Horse Farm...
Bedrooms:
5
Bathrooms:
6
Sleeps:
13
The Meadow View Fully Renovated and Re-Designed Water Mill Home with Sweeping Horse Farm Views, Perfect for Families 6 ...
From $1973 per night (USD)
VRBO
From $1587 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 $1587 per night (USD)
Expedia
From $3998 per night (USD)
VRBO
Southampton Village, Complete Privacy, Gunite Pool & and 3 minute walk to town!!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Discover the epitome of sophisticated living in Southampton with this extraordinary house for rent. Set amidst a picture ...
From $3998 per night (USD)
VRBO
From $1444 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 $1444 per night (USD)
VRBO
From $776 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 $776 per night (USD)
VRBO
From $857 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 $857 per night (USD)
Expedia
From $533 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 $533 per night (USD)
VRBO
$Large, secluded Watermill\/Southampton estate with pool$
From $2938 per night (USD)
VRBO
Large, secluded Watermill\/Southampton estate with pool
Bedrooms:
9
Bathrooms:
7
Sleeps:
15
Down a long driveway, this wonderfully-appointed compound situated on 2.5+/- acres offers exceptional privacy and seclus ...
From $2938 per night (USD)
VRBO
From $2043 per night (USD)
VRBO
Newly Renovated & Private in Southampton Village
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 Bedrooms & 3 full baths. House is newly renovated! Located 0.5 mile to the village of Southampton and 1.5 miles to Ha ...
From $2043 per night (USD)
VRBO
From $2368 per night (USD)
Expedia
Villa Emery
Bedrooms:
7
Bathrooms:
6
Sleeps:
7
Experience Luxury at Villa Emery in Suffolk County Escape to Villa Emery, a luxurious retreat nestled in the serene lan ...
From $2368 per night (USD)
Expedia
Click For Pricing
VRBO
Southampton Village near Main Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
SOUTHAMPTON VILLAGE. — Pristine newly renovated 2-bedroom 1-bath UPSTAIRS UNIT with private entrance and lovely outdoor ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Charming 3-bedroom house in chic Southampton with AC ten minutes from Sag Harbor
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Southampton, this delightful house is the perfect retreat for guests seeking a beautiful and relaxing getaway ...
Click For Pricing
Expedia
From $414 per night (USD)
VRBO
Charming Fully Renovated Southampton Home with Timeless Allure
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Uncover the charm of this delightful, fully renovated Southampton home. Featuring two cozy bedrooms and pristine hardwoo ...
From $414 per night (USD)
VRBO
$Cozy 2-bedroom townhome in Southampton 1 1\/2 miles from village.\nMany amenities.$
From $678 per night (USD)
Expedia
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 $678 per night (USD)
Expedia
From $1847 per night (USD)
VRBO
Expansive Sag Harbor Estate with Pool, Tennis, Hot Tub, Close to Sag Harbor...
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Huckleberry Hideaway Exp ...
From $1847 per night (USD)
VRBO
From $2336 per night (USD)
Expedia
Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make yourself at home in this enchanting 4-bedroom Water Mill retreat. Nestled in a serene neighborhood, this soothing h ...
From $2336 per night (USD)
Expedia
From $2514 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 $2514 per night (USD)
VRBO
$HAMPTONS 32nd ANNUAL FILM FESTIVAL, OCTOBER 4TH-14TH PERFECT COTTAGE FOR HIFF\n$
From $926 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 $926 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $1838 per night (USD)
VRBO
Spectacular Mediterranean-style Hamptons oasis minutes from towns and beaches.
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
New to Market--Southampton six bedroom resort-like oasis near everything the Hamptons has to offer. Large open kitchen, ...
From $1838 per night (USD)
VRBO
From $2488 per night (USD)
VRBO
Spacious 4-bedroom house with WiFi, AC and pool in peaceful Southampton.
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Bring the whole family or your friends to this peaceful Hampton's home. The home offers 4 bedrooms and 5 bathrooms, a fu ...
From $2488 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Contemporary Southampton getaway, private heated pool, backed to wood...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Southampton Wooded Sensation Contemporary Southampton getaway, private heated pool, backed to wood preserve, expansive ...
From $748 per night (USD)
Expedia
From $2293 per night (USD)
VRBO
Villa Coastal Bliss
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
<p>Located in Southampton, this welcoming villa lets you experience it all. Jump into your car and make short work of th ...
From $2293 per night (USD)
VRBO
From $3717 per night (USD)
Expedia
Remarkable Southampton Estate with Resort Amenities, Perfect for Families...
Bedrooms:
13
Bathrooms:
8
Sleeps:
15
Southampton Extraordinary Remarkable Southampton Estate with Resort Amenities, Perfect for Families or Large Groups, Ce ...
From $3717 per night (USD)
Expedia
From $4407 per night (USD)
VRBO
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 $4407 per night (USD)
VRBO
From $413 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 $413 per night (USD)
VRBO
From $1583 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 $1583 per night (USD)
VRBO
From $767 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 $767 per night (USD)
VRBO
From $2152 per night (USD)
VRBO
Brand New Southampton Home with Modern Design, Private Heated Pool, Open...
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Peconic Hills Modern Brand New Southampton Home with Modern Design, Private Heated Pool, Open Floor Plan, Perfect for F ...
From $2152 per night (USD)
VRBO
From $878 per night (USD)
Expedia
Recently Renovated Southampton Home, Modern Design, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Ranch Modern Recently Renovated Southampton Home, Modern Design, Perfect for Families 4BR/3BA: modern desi ...
From $878 per night (USD)
Expedia
Click For Pricing
VRBO
Luxurious South Hampton village getaway
Bedrooms:
6
Bathrooms:
5
Sleeps:
18
Embark on a luxurious summer retreat, where the charm of Southampton Village meets the serene beauty of nearby ocean bea ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Charming 3-bedroom gem in Southampton village
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Escape to this stylish 3-bedroom gem in Southampton Village, where modern comfort meets classic charm. This inviting ret ...
Click For Pricing
Expedia
From $495 per night (USD)
VRBO
Perfect location in the town of Southampton! Minutes away from town and...
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Cooper's Beach Classic P ...
From $495 per night (USD)
VRBO
$Charming 3-bedroom barn house on 1-acre in Water Mill w\/ Fireplace, WiFi, W\/D$
From $290 per night (USD)
Expedia
Charming 3-bedroom barn house on 1-acre in Water Mill w\/ Fireplace, WiFi, W\/D
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Located in Water Mill, this charming barn house locate don 1 acre bordering and overlooking 100 acres of preserve farm f ...
From $290 per night (USD)
Expedia
From $2163 per night (USD)
VRBO
Beautifully Designed and Modern Southampton Home Surrounded by Nature,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Southampton Modern Zen Beautifully Designed and Modern Southampton Home Surrounded by Nature, Perfect for Families or S ...
From $2163 per night (USD)
VRBO
From $1178 per night (USD)
Expedia
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
North Sea Gem Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families 3BR/2BA: private heated po ...
From $1178 per night (USD)
Expedia

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