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From $887 per night (USD)
VRBO
Hampton Beach Barn w/ Infrared Sauna and Heated Pool - Dog friendly.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $887 per night (USD)
VRBO
$\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis/PB$
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
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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 $722 per night (USD)
VRBO
Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in the heart of Southampton Village. Walk or Bike to your favorite places in Southampton Village. ...
From $722 per night (USD)
VRBO
From $1143 per night (USD)
VRBO
Beautiful Private, Secluded Southampton All Season Retreat, Close To Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful newly furnished and decorated 4 BR colonial with open concept living space and sprawling deck that overlooks a ...
From $1143 per night (USD)
VRBO
From $3591 per night (USD)
Expedia
Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
This one of a kind property runs against the backside of Duckwalk Vineyards and is just a short 5-minute walk to wine ta ...
From $3591 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 $1462 per night (USD)
VRBO
A Private & Relaxing Southampton Getaway w/ pool and more
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful place to stay 4 bed / 3 bath; pool with new decking and grill; basketball ...
From $1462 per night (USD)
VRBO
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
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Expedia
Chic Beach House in the Village of Southampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
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Expedia
From $1073 per night (USD)
VRBO
Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living...
Bedrooms:
7
Bathrooms:
8
Sleeps:
13
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Sensa ...
From $1073 per night (USD)
VRBO
From $804 per night (USD)
Expedia
Large Room w use of pool/tennis in Spacious home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This spacious contemporary home is comfortable and fun. Your bedroom is large and has a bathroom. The house has a grea ...
From $804 per night (USD)
Expedia
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VRBO
Southampton Village N.Y. private home, minutes to the beach, shops, restaurants.
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Prime location providing access to private beaches, village restaurants, shops. Drive or bike to the beach, walk into t ...
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VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $696 per night (USD)
VRBO
Like Tuscany, private Vineyard Home, Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $696 per night (USD)
VRBO
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Expedia
Sag Harbor Modern Oasis
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Luxury 5 bedroom, 3 1/2 bathroom home is designed around a central courtyard / pool area. Grill and contemporary seating ...
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Expedia
From $677 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 $677 per night (USD)
VRBO
From $4090 per night (USD)
Expedia
Ultimate Hamptons luxury with Private Tennis and Pool
Bedrooms:
7
Bathrooms:
8
Sleeps:
20
Don't miss out on the best rental with tennis, new deck, and pool on a sprawling 5-acre property! Stunning and Very Priv ...
From $4090 per night (USD)
Expedia
From $2466 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 $2466 per night (USD)
VRBO
From $2218 per night (USD)
VRBO
5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town/beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Crisp, large 3600+ Sq Ft Home. Brand new, meticulous renovation and furnishings. Walk to water, less than 10 minutes ...
From $2218 per night (USD)
VRBO
From $1582 per night (USD)
VRBO
August Gatherings by Pool!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Open floor plan in this gathering house makes a great place to be together. Spacious kitchen with center island. Two d ...
From $1582 per night (USD)
VRBO
$\ The Bungalow\ Southampton Village - walk to town, train, Jitney$
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Expedia
\" The Bungalow\" Southampton Village - walk to town, train, Jitney
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A former hangout of many East End artists, "The Bungalow" is a charming Southampton Village house located minutes from t ...
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Expedia
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 $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 $4219 per night (USD)
VRBO
Family Friendly, Estate Like Home, Heated Pool Seconds to Bay!
Bedrooms:
2
Bathrooms:
3
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 $4219 per night (USD)
VRBO
From $3441 per night (USD)
VRBO
Luxury Private Water Mill Home w/ pool - 14 day rental 8/22-9/5 2022
Bedrooms:
4
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 $3441 per night (USD)
VRBO
From $1121 per night (USD)
VRBO
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)
VRBO
From $1072 per night (USD)
VRBO
Southampton House Perfect for Families and Entertaining
Bedrooms:
4
Bathrooms:
5
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 $1072 per night (USD)
VRBO
From $411 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 $411 per night (USD)
VRBO
From $763 per night (USD)
VRBO
Perfect Southampton 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 $763 per night (USD)
VRBO
From $1018 per night (USD)
VRBO
BRAND NEW Modern 4 BR/3BA w/pool in waterfront community.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This home boasts a stunning chef's kitchen complete with stainless appliances, marble counter-tops, and a large island w ...
From $1018 per night (USD)
VRBO
From $7067 per night (USD)
VRBO
New Luxury Southampton Village Estate- Walk to town! Avail Dates in August!
Bedrooms:
9
Bathrooms:
7
Sleeps:
12
Pristine, 8,000 square foot, brand new home complete with all new furnishings located on a gorgeous sprawling acre lot i ...
From $7067 per night (USD)
VRBO
From $998 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 $998 per night (USD)
VRBO
From $1177 per night (USD)
VRBO
Enjoy this perfect summer rental located close to all the Hamptons has to offer!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Chic Enjoy t ...
From $1177 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 $2133 per night (USD)
VRBO
Modern and Sleek Contemporary Home, open floor plan, indoor and outdoor...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Hidden Cove Modern and S ...
From $2133 per night (USD)
VRBO
From $2072 per night (USD)
VRBO
Gracious 6 Bedroom home with a backyard paradise minutes from Main Street
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
A classic Hampton's home located on a quiet lane in the Southampton Meadows Estates. This 6-bedroom, 5.5-bath traditiona ...
From $2072 per night (USD)
VRBO
From $760 per night (USD)
Expedia
Meadowood Manor by RoveTravel | 6BR Outdoor Spaces
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Summary: Welcome to Meadowood Manor, a Rove Travel Home! Rove offers beautifully designed residences with the quality ...
From $760 per night (USD)
Expedia
From $923 per night (USD)
VRBO
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)
VRBO
From $524 per night (USD)
VRBO
Bright & Modern Pool House
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The unique landscape of this compound creates distinct areas for relaxation creating the effect of being nestled into th ...
From $524 per night (USD)
VRBO
From $1351 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 $1351 per night (USD)
VRBO
From $1026 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 $1026 per night (USD)
VRBO
From $1407 per night (USD)
VRBO
Renovated Post-Modern, Close to Strongs Marina, Conscience Point, North...
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. North Sea Wonder Renovat ...
From $1407 per night (USD)
VRBO
From $1696 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 $1696 per night (USD)
VRBO
From $1051 per night (USD)
VRBO
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 $1051 per night (USD)
VRBO
From $1642 per night (USD)
Expedia
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)
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
Click For Pricing
Expedia
-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 ...
Click For Pricing
Expedia
From $821 per night (USD)
VRBO
Private, spacious & lovely Sag Harbor retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This is a lovely, very private and serene home in the woods, perfect for a quiet getaway. The deck is quite large, the f ...
From $821 per night (USD)
VRBO
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 $727 per night (USD)
VRBO
nice condo
Bedrooms:
2
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 $727 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Tranquility at the Water’s Edge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space: (Instagram: TowdPointLanding) Please read reviews for "Tranquility at the Water's Edge" on 'that oth ...
From $756 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 $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 $2728 per night (USD)
VRBO
YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
You can watch the sunrise in this custom built stucco villa with circular driveway, wrought iron gate and open large yar ...
From $2728 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Cottage in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy Cottage in Southampton. Kick back and enjoy this wonderful and beautifully RH designed furniture. The amazing lands ...
Click For Pricing
Expedia
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 $2897 per night (USD)
VRBO
Newly Built 6 Bed/5.5 Bath Modern Farmhouse with Pool and Hot tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Just completed construction Summer 2022! Gorgeous 6 bedrooms, 5.5 baths, designer decorated, perfect for a large or mul ...
From $2897 per night (USD)
VRBO
From $1634 per night (USD)
VRBO
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 $1634 per night (USD)
VRBO
From $722 per night (USD)
VRBO
Open Concept Living Spaces, New Kitchen with Breakfast Bar, Large Loft...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Wooley Beach House Open ...
From $722 per night (USD)
VRBO
From $1085 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 $1085 per night (USD)
VRBO
From $1312 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 $1312 per night (USD)
VRBO
From $1013 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 $1013 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $1044 per night (USD)
VRBO
Sag Harbor Waterfront Post and Beam Chalet with Deep Water Dock
Bedrooms:
2
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 $1044 per night (USD)
VRBO
From $1732 per night (USD)
Expedia
Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tuckahoe Woods Wonder Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf Courses, Town Shopping and ...
From $1732 per night (USD)
Expedia
From $933 per night (USD)
VRBO
Charming Waterfront Cottage with Sunset Views!
Bedrooms:
0
Bathrooms:
4
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 $933 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 $2277 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 $2277 per night (USD)
VRBO
From $761 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 $761 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
From $3030 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 $3030 per night (USD)
VRBO
From $3149 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 $3149 per night (USD)
VRBO
From $1456 per night (USD)
Expedia
Newly Renovated Pristine Southampton Colonial
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
This newly renovated, spectacular, center hall colonial home is just minutes from Southampton Village, the beautiful bea ...
From $1456 per night (USD)
Expedia
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
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $2322 per night (USD)
VRBO
Modern Luxury Southampton Home
Bedrooms:
5
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 $2322 per night (USD)
VRBO
From $1249 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 $1249 per night (USD)
VRBO
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
Click For Pricing
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 $2605 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 $2605 per night (USD)
VRBO
$Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach$
From $355 per night (USD)
Expedia
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 $355 per night (USD)
Expedia
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VRBO
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your dream vacation rental in Southampton. This cozy condo offers everything you need for your August Hampton ...
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VRBO
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Expedia
Tranquil Sag Harbor Retreat with water sunset views and access steps away
Bedrooms:
4
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' ...
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Expedia
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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 ...
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VRBO
From $866 per night (USD)
Expedia
Southampton Home with Heated Pool,6 minutes from beach’s
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 $866 per night (USD)
Expedia
From $2473 per night (USD)
VRBO
Southampton Village Luxury Retreat
Bedrooms:
3
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 $6284 per night (USD)
VRBO
9 Bedroom Water Mill Estate
Bedrooms:
12
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 $6284 per night (USD)
VRBO
From $911 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 $911 per night (USD)
VRBO
From $840 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 $840 per night (USD)
VRBO
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VRBO
Spacious Home with Heated Pool located in Southampton Village
Bedrooms:
4
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 $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 $546 per night (USD)
VRBO
Tucked into the quiet woods of Sag Harbor.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to wake up with the sound of birds and breeze passing through the trees? Come spend a night in this cozy cottage tu ...
From $546 per night (USD)
VRBO
From $1742 per night (USD)
Expedia
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 $1742 per night (USD)
Expedia
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VRBO
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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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 $829 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 $829 per night (USD)
VRBO
From $4439 per night (USD)
VRBO
The Prospect Estate - Spacious Historic House minutes from SH Village
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
AVAILABILITY NOTICE : PLEASE INQUIRE FOR MOST UP-TO-DATE AVAILABILITY BEFORE MAKING A "RESERVATION REQUEST". POSTED CALE ...
From $4439 per night (USD)
VRBO
From $1183 per night (USD)
VRBO
Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.
Bedrooms:
6
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 $1183 per night (USD)
VRBO
From $579 per night (USD)
Expedia
Watermill Retreat, minutes from Southampton Town Ctr, Farm stands, 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

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