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From $1316 per night (USD)
VRBO
Idyllic quiet retreat, golf course views, newly renovated in Hamptons style.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Peaceful Quiet retreat in Southampton with golf course views, tastefully renovated, very sunny and spacious. Newly Ren ...
From $1316 per night (USD)
VRBO
From $1484 per night (USD)
VRBO
Secluded Kid friendly Hampton’s home
Bedrooms:
8
Bathrooms:
6
Sleeps:
8
Beautiful kid friendly home with in-laws suite above second family room. Flat fenced in backyard with new pool. wake up ...
From $1484 per night (USD)
VRBO
From $880 per night (USD)
VRBO
Luxury Southampton Village House
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Breathtaking in every way and in the heart of the historic side of Southampton Village. This South of the Highway, one o ...
From $880 per night (USD)
VRBO
From $879 per night (USD)
VRBO
Southampton Village Charmer - South of Highway
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
A beautifully renovated designer home in one of Southampton's most desirable locations. The house was recently completel ...
From $879 per night (USD)
VRBO
From $2829 per night (USD)
VRBO
Idyllic views in Water Mill with pool and tennis
Bedrooms:
7
Bathrooms:
6
Sleeps:
11
*** Please note 2-week minimum stay *** Idyllic 1.5 acre property with tennis and pool south of the highway in Water ...
From $2829 per night (USD)
VRBO
From $543 per night (USD)
VRBO
The Perfect Sag Harbor Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you want to have a sense of getting away from it all, and yet be right around the corner from the action, this is the ...
From $543 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Large 1 bedroom apt on 9 acre estate property
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Large 1 bedroom apt on sprawling nine acre property.. Private parking. Lot,s of open lawns, very private. , tv , air co ...
From $188 per night (USD)
VRBO
From $1465 per night (USD)
VRBO
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The pool is open! Reliable WiFi and cell phone service. Renovated Village classic with a secluded garden, walking distan ...
From $1465 per night (USD)
VRBO
$Avail 8\/28-9\/15! Quiet, large new deck, private pool + big garden, near Beach! \n$
From $1089 per night (USD)
VRBO
Avail 8\/28-9\/15! Quiet, large new deck, private pool + big garden, near Beach! \n
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Village of Southampton chic! Navy cedar-shingled 3 bedroom, 2-story beach house w/ new, heated salt-water pool. Bike r ...
From $1089 per night (USD)
VRBO
From $1050 per night (USD)
VRBO
Summer Rental with Private Heated Pool &Tennis Near Beach & Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
13
A great home in a great location in the Village of Southampton. Home offers an open floor plan for entertaining. Home b ...
From $1050 per night (USD)
VRBO
From $3700 per night (USD)
VRBO
Family Friendly, Estate Like Home, Heated Pool Seconds to Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A perfect getaway for a family at this Sag Harbor step back in time farmhouse. 1.5 acres of privacy with a heated pool ...
From $3700 per night (USD)
VRBO
$Luxury Private Water Mill Home w\/ pool - 14 day rental 8\/22-9\/5 2022$
From $3017 per night (USD)
VRBO
Luxury Private Water Mill Home w\/ pool - 14 day rental 8\/22-9\/5 2022
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
12 min. from beach. Located at the end of a dead end street, down a long private drive overlooking the expansive grounds ...
From $3017 per night (USD)
VRBO
From $817 per night (USD)
VRBO
SPACIOUS, IMMACULATE 5 BEDROOM SOUTHAMPTON BEAUTY!!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 Bedroom Hampton beauty in the perfect location. Situated on a quiet Watermill country road 2 miles from Southampton V ...
From $817 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Southampton House Perfect for Families and Entertaining
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Come enjoy this south of the highway home in Southampton set on a gorgeous .7 acre lot in an unbeatable location. Situat ...
From $638 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Peaceful Quiet Updated Modern Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated off of a quiet lane on a half-acre of land, this designer, updated, modern residence offers a peaceful and quie ...
From $446 per night (USD)
VRBO
From $571 per night (USD)
VRBO
Perfect Southampton Village Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
All utilities included in rental price - we do not accept instant bookings - please send a message first. Situated in ...
From $571 per night (USD)
VRBO
From $1730 per night (USD)
VRBO
Private GATED Southampton Oasis With a Heated Pool View calendar
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
This beautiful GATED home sits in a private, parklike setting on a quiet lane in Southampton. The spacious 5,100 sq. fee ...
From $1730 per night (USD)
VRBO
From $1126 per night (USD)
VRBO
Like Tuscany, private Vineyard Home Southampton
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Like Tuscany, surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, high cei ...
From $1126 per night (USD)
VRBO
From $2152 per night (USD)
VRBO
Chic Sag Harbor home, Pool, Private beach & Proximity to all of Hamptons!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Serene home, large yard, large pool, lounge area, sunpad & outdoor shower in private waterfront neighborhood overlooking ...
From $2152 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Beautiful Private, Secluded Southampton All Season Retreat, Close To Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful newly furnished and decorated 4 BR colonial with open concept living space and sprawling deck that overlooks a ...
From $334 per night (USD)
VRBO
$Beautiful home & backyard oasis in Southampton Village-Walk to town\/Jitney\/beach$
From $1807 per night (USD)
VRBO
Beautiful home & backyard oasis in Southampton Village-Walk to town\/Jitney\/beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This gorgeous, recently renovated and updated 3 bedroom/3 full bathroom house is the perfect setting for your summer par ...
From $1807 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Stately traditional home with open floorplan and private pool in coveted...
Bedrooms:
6
Bathrooms:
5
Sleeps:
6
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $704 per night (USD)
Expedia
From $668 per night (USD)
VRBO
nice condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
2 bedroom, 2.5 bathroons condo. fully remodled. 3 tv with cable and internet. complex has 2 heated pools, jacuzzi, 3 ten ...
From $668 per night (USD)
VRBO
From $1758 per night (USD)
Expedia
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 $1758 per night (USD)
Expedia
From $5441 per night (USD)
VRBO
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 $5441 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $4518 per night (USD)
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 ...
From $4518 per night (USD)
VRBO
From $405 per night (USD)
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 ...
From $405 per night (USD)
Expedia
$Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach$
From $331 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 $331 per night (USD)
VRBO
From $1321 per night (USD)
Expedia
Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relaxing private getaway nestled deep in the woods. Beautifully updated private home tucked away in Sag Harbor with tenn ...
From $1321 per night (USD)
Expedia
From $906 per night (USD)
VRBO
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Sea Rose - Located in Southampton Village, you'll find this completely renovated fully equipped home featuring a gorgeou ...
From $906 per night (USD)
VRBO
From $3838 per night (USD)
VRBO
Six Bedroom Designer Home Southhampton
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Summary: This custom home sits on 0.60 of an acre and features 3,800 + square feet with 5 bedrooms, five full baths and ...
From $3838 per night (USD)
VRBO
From $1598 per night (USD)
VRBO
Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Tuckahoe Woods Wonder Be ...
From $1598 per night (USD)
VRBO
From $975 per night (USD)
VRBO
Charming Waterfront Cottage with Sunset Views!
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
This historic home has been enjoyed by six generations of our family, and we're so excited to share it with you. This be ...
From $975 per night (USD)
VRBO
From $1102 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 $1102 per night (USD)
VRBO
From $980 per night (USD)
Expedia
Professionally renovated estate in the heart of Southampton with Private...
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
The Wythe Professionally renovated estate in the heart of Southampton with Private Pool, Hot Tub, Outdoor Shower, Gym, ...
From $980 per night (USD)
Expedia
From $1993 per night (USD)
VRBO
Designer Southampton House family friendly near Shinnecock Golf Course
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Escape the hustle and bustle of summer traffic with this beautifully situated Southampton summer house, conveniently loc ...
From $1993 per night (USD)
VRBO
From $708 per night (USD)
Expedia
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 $708 per night (USD)
Expedia
Click For Pricing
VRBO
Private Oasis in Sag Harbor
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Minutes from Long Beach, Mecox Beach, and the charming village of Sag Harbor, this spacious 3 level home offers indoor a ...
Click For Pricing
VRBO
From $1071 per night (USD)
VRBO
Sag Harbor Waterfront Post and Beam Chalet with Deep Water Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located on a peninsula of a private, tree-lined street this waterfront home will be the quiet retreat you've been lookin ...
From $1071 per night (USD)
VRBO
From $956 per night (USD)
VRBO
SH Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Southampton Village Cheerful 3 bed cottage with a private heated pool and community tennis walk to town beach and rest ...
From $956 per night (USD)
VRBO
$Newly Built 6 Bed\/5.5 Bath Modern Farmhouse with Pool and Hot tub$
From $3029 per night (USD)
VRBO
Newly Built 6 Bed\/5.5 Bath Modern Farmhouse with Pool and Hot tub
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Just completed construction Summer 2022! Gorgeous 6 bedrooms, 5.5 baths, designer decorated, perfect for a large or mul ...
From $3029 per night (USD)
VRBO
From $903 per night (USD)
VRBO
Charming 3-bedroom Country home in the Southampton
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Charming 3-bedroom country home on a quiet tree lined cul-de-sac. This 1984 home has been newly renovated with a modern ...
From $903 per night (USD)
VRBO
From $1206 per night (USD)
VRBO
Water mill cottage on a 5 acre estate near beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage on a beautiful estate with with fenced in swimming pool and own driveway access. Private cottage and beautiful ...
From $1206 per night (USD)
VRBO
From $2032 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 $2032 per night (USD)
VRBO
From $2139 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 $2139 per night (USD)
VRBO
From $846 per night (USD)
VRBO
Beautifully Designed and Modern Southampton Home Surrounded by Nature,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Modern Zen B ...
From $846 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 $3164 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 $3164 per night (USD)
VRBO
From $330 per night (USD)
VRBO
HGTV Designed Sag Harbor Ranch & Bungalow on the bay, private beach...
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Sag Harbor Bungalow HGTV ...
From $330 per night (USD)
VRBO
From $1094 per night (USD)
VRBO
Neoclassical Farmhouse by the sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1926 Neoclassical Farmhouse by the sea, ¼ mile from the beach, pond with nature walk, and Morton’s Wildlife refuge where ...
From $1094 per night (USD)
VRBO
From $774 per night (USD)
VRBO
Cottage in Southampton Village; Relax in your own private park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The Perfect Getaway Strolling distance to the village and the Long Island Railroad, come and rest, relax and decompress ...
From $774 per night (USD)
VRBO
From $1848 per night (USD)
VRBO
Tastefully Furnished with Upgraded Amenities, Lush Landscaping, Minutes...
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Dream on Elm Street Tast ...
From $1848 per night (USD)
VRBO
From $1218 per night (USD)
VRBO
Charming Cozy Southampton Village House 4 minutes from the Beach
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Cozy, spacious charming Southampton Village house great for families and friend groups. The house is 2 minutes from eit ...
From $1218 per night (USD)
VRBO
From $5051 per night (USD)
VRBO
Beautiful Home, Backyard, Pool and Patio in Southampton
Bedrooms:
7
Bathrooms:
7
Sleeps:
12
Beautiful home in Southampton Village. Covered patio, huge backyard, pool, pool house and garage. This gorgeous new hous ...
From $5051 per night (USD)
VRBO
Click For Pricing
Expedia
Southampton Village N.Y. private home, minutes to the beach, shops, restaurants.
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Prime location providing access to private beaches, village restaurants, shops. Drive or bike to the beach, walk into t ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Chic Beach House in the Village of Southampton
Bedrooms:
5
Bathrooms:
7
Sleeps:
10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Sag Harbor Modern Oasis
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Luxury 5 bedroom, 3 1/2 bathroom home is designed around a central courtyard / pool area. Grill and contemporary seating ...
Click For Pricing
Expedia
From $873 per night (USD)
VRBO
Recently-Renovated Home in Heart of Southampton, Open Floor Plan with...
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Stunning Southampton Village Ranch Recently-Renovated Home in Heart of Southampton, Open Floor Plan with Gourmet Island ...
From $873 per night (USD)
VRBO
From $2038 per night (USD)
Expedia
Private and Newly Renovated, Modern furnishings, Minutes to Southampton...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Mountain Laurel Lane Private and Newly Renovated, Modern furnishings, Minutes to Southampton Village, Perfect for Famil ...
From $2038 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Meadowood Manor by RoveTravel | 6BR Outdoor Spaces
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Summary: Welcome to Meadowood Manor, a Rove Travel Home! Rove is a brand of luxury property rentals designed for the m ...
From $401 per night (USD)
VRBO
From $1421 per night (USD)
VRBO
Classic Hamptons retreat; large yard and pool near town and the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A perfect retreat for anytime of year located on a beautifully landscaped property with a large heated pool and patio. E ...
From $1421 per night (USD)
VRBO
Click For Pricing
VRBO
5 bedroom all en-suite with Pool. August
Bedrooms:
6
Bathrooms:
5
Sleeps:
9
August monthly rental for a discriminating family. 5 bedroom en-suite house with 6 bathrooms, heated pool, freshly paint ...
Click For Pricing
VRBO
From $1853 per night (USD)
VRBO
Coastal Cabana minutes to village ocean beaches.
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
The most charming street in the village just a short 1 mile walk to the village and only 1.5 to village beaches! Our hom ...
From $1853 per night (USD)
VRBO
Click For Pricing
VRBO
Centrally located Water Mill home near towns and beaches
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4 Bedroom 3.5 bedroom home in Watermill situated among Water Mill farmland. Borders 30 acre reserved property with rear ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Southampton condo close to beach and village
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Newly updated and renovated 2 bedroom 2,5 bath condo with patio and fully equipped kitchen, amenities include tennis cou ...
Click For Pricing
Expedia
From $682 per night (USD)
VRBO
Charming Cottage close to Main Street
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place with a great outdoor area for you ...
From $682 per night (USD)
VRBO
From $4608 per night (USD)
Expedia
Family Home
Bedrooms:
7
Bathrooms:
5
Sleeps:
8
Centrally located Village home. Walking distance to town and close to the beach. Comfortable living space. With 4 Kin ...
From $4608 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Newly remodeled and decorated South of the Hwy in Southampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
New new- freshly renovated and decorated charming Southampton house situated 5 min drive from Coopers beach and Southam ...
From $288 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Charming Village home in the heart of Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy your summer in this charming, newly designer decorated home, situated in the heart of Southampton Village. Conveni ...
From $438 per night (USD)
Expedia
From $1467 per night (USD)
VRBO
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Towd Terrific ...
From $1467 per night (USD)
VRBO
From $6928 per night (USD)
VRBO
Luxury family-friendly 7br 7ba Luxury Estate: heated saltwater pool, gym, garden
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Discover the epitome of Hamptons luxury in this new, spacious 7br/7ba, 6000 sq ft Southampton estate nestled in Water Mi ...
From $6928 per night (USD)
VRBO
Click For Pricing
VRBO
NEW LISTING : SOUTHAMPTON PRIVATE HOME!!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful Southampton home with 4 bedrooms and 3 full baths! Private one acre lot backing to a preserve area. Home has ...
Click For Pricing
VRBO
From $327 per night (USD)
Expedia
Beautiful cottage on meticulously maintained lawn, surrounded by...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint Water Mill Cottage Beautiful cottage on meticulously maintained lawn, surrounded by perennials, large deck, and ...
From $327 per night (USD)
Expedia
Click For Pricing
VRBO
New Listing: SH Village Classic, Perfect Location
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Location ~ Location. Perfectly situated in the heart of the Village, one block from restaurants, shopping, and one mile ...
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VRBO
Click For Pricing
Expedia
Southampton Home #3
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Southampton Home #4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Southampton Home #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Southampton Home #6
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For Pricing
VRBO
From $2500 per night (USD)
VRBO
New Construction Newly Renovated Southampton Village Summer Oasis
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bright and sunny Southampton Village home is perfect for creating summer memories. Resort-style outdoors is brand new c ...
From $2500 per night (USD)
VRBO
From $842 per night (USD)
VRBO
Luxury 5 star Condo in the heart of Hampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Luxury duplex condo with two exquisite ponds. Features a Master bedroom with Master bath, 3 Guests bedrooms with two gue ...
From $842 per night (USD)
VRBO
Click For Pricing
Expedia
New To Market Farm House in Water Mill
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This home, adjacent to a 105 acre reserve and featuring gorgeous sunsets, offers a first floor open floor plan with larg ...
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Expedia
From $1710 per night (USD)
VRBO
Newly Renovated Hilltop Villa
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Retreat in Comfort. Nestled atop a hill in the heart of Water Mill, this quiet 5 bed/4 bath modern home's beautiful inte ...
From $1710 per night (USD)
VRBO
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Expedia
Just a 15 minute walk to the Village of Southampton!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy the company of your friends and family in this beautiful, spacious back yard. Majestically surrounded by Mature ...
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Expedia
From $2850 per night (USD)
VRBO
5+ Bedrooms , 4.5 BA, Pet Friendly
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Have fun with the whole family at this stylish place.Serenity and beauty in this amazing Contemporary Modern designed ho ...
From $2850 per night (USD)
VRBO
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Expedia
Spectacular Vineyard Setting in Watermill
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Private and serene setting on a cul-de-sac backing directly onto a wine vineyard offers 4 bedrooms and 2.5 baths. This c ...
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Expedia
From $1672 per night (USD)
VRBO
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 $1672 per night (USD)
VRBO
From $786 per night (USD)
Expedia
Charming Home in the Village of Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your summer retreat in the charming Village of Southampton. LOCATION HIGHLIGHTS: Nestled in a prime location ...
From $786 per night (USD)
Expedia
$Modernist treehouse nestled in nature w\/ access to pvt tennis minutes to ocean.$
From $2003 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 $2003 per night (USD)
VRBO
From $297 per night (USD)
Expedia
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 $297 per night (USD)
Expedia
From $1115 per night (USD)
VRBO
Southampton Village-HEATED POOL, TENNIS, BEACH CHAIRS, BEACH BIKES
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The best of Fall in the Hamptons !! Farm stands, apple picking, corn mazes and Hank’s Pumpkin Town ! Bring the kids, th ...
From $1115 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Expansive Sag Harbor Estate with Pool, Tennis, Hot Tub, Close to Sag Harbor...
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Huckleberry Hideaway Expansive Sag Harbor Estate with Pool, Tennis, Hot Tub, Close to Sag Harbor and Bridgehampton 6BR ...
From $601 per night (USD)
Expedia
$Charming 3-bedroom barn house on 1-acre in Water Mill w\/ Fireplace, WiFi, W\/D$
From $326 per night (USD)
VRBO
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 $326 per night (USD)
VRBO
From $2181 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 $2181 per night (USD)
Expedia
From $862 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 $862 per night (USD)
VRBO
From $671 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 $671 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
From $382 per night (USD)
Expedia
New Listing - Eclectic home with private pool, decorated loft, gas...
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Airy Water Mill Ranch New Listing - Eclectic home with private pool, decorated loft, gas fireplace, and ample communal ...
From $382 per night (USD)
Expedia
$Chic Southampton Getaway w\/Heated Pool. Minutes away from village & beach.$
From $1195 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 $1195 per night (USD)
VRBO
From $662 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 $662 per night (USD)
Expedia

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