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From $6534 per night (USD)
VRBO
GORGEOUS, 10K SF PRIVATE VILLA - Seasonal rental only.
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Offered for the very first time this season, we pride ourselves on providing the ultimate hospitality and comfort and th ...
From $6534 per night (USD)
VRBO
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Expedia
Renovated four bedroom home close to Southampton Village and Ocean Beaches.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
New four bedroom, two bath home-2,000 square feet. The home sleeps nine people comfortably. New kitchen with stainless a ...
Click For Pricing
Expedia
From $1908 per night (USD)
VRBO
Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Little Peconic Bayview Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence, One of the Highest E ...
From $1908 per night (USD)
VRBO
From $2525 per night (USD)
Expedia
Wooded Oasis and Guest House in Hamptons!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
ARCH&Co Presents: In the Heart of Southampton! Min. to beach & village! -5 bedrooms w/ own en-suite bathrooms (6 baths) ...
From $2525 per night (USD)
Expedia
From $1149 per night (USD)
VRBO
Beautiful newly renovated house with hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
New to the rental market, this beautiful house with lots of privacy on 2.3 acres with a large, heated saltwater pool, gr ...
From $1149 per night (USD)
VRBO
From $1594 per night (USD)
Expedia
Serene, Luxurious Southampton Village Escape That's Close to Everything
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
Your private Hamptons oasis awaits in this stylish, newly renovated 5 bedroom, 4.5 bath Village home that's just a 6 min ...
From $1594 per night (USD)
Expedia
From $1303 per night (USD)
VRBO
Southampton Home - Farm Views and Close Proximity to Village
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Traditional Hamptons cape-style house is located on a charming, quiet cul de sac in Southampton, just seconds from the V ...
From $1303 per night (USD)
VRBO
From $1622 per night (USD)
Expedia
Southampton Village Cottage SOH Backyard Paradise 20 x 40 OLYMPIC SIZED POOL!!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Backyard enclosed with two BBQ's. This one level ranch house has a convenient in the Village of Southampton location. So ...
From $1622 per night (USD)
Expedia
$Hampton Beach Barn w\/ Infrared Sauna and Heated Pool - Dog friendly.$
From $1614 per night (USD)
VRBO
Hampton Beach Barn w\/ Infrared Sauna and Heated Pool - Dog friendly.
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $1614 per night (USD)
VRBO
$\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis\/PB$
From $2038 per night (USD)
Expedia
\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis\/PB
Bedrooms:
4
Bathrooms:
7
Sleeps:
8
Indulge in a fabulous stay at a luxurious beach house in a private community in Southampton. This home features five bea ...
From $2038 per night (USD)
Expedia
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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 $1156 per night (USD)
Expedia
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 $1156 per night (USD)
Expedia
From $2857 per night (USD)
VRBO
Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis
Bedrooms:
8
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 $2857 per night (USD)
VRBO
From $1482 per night (USD)
Expedia
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)
Expedia
$A Private & Relaxing Southampton Getaway w\/ pool and more$
From $1462 per night (USD)
VRBO
A Private & Relaxing Southampton Getaway w\/ pool and more
Bedrooms:
4
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 $2133 per night (USD)
Expedia
Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, spa, walk to water 🏖sleep10
Bedrooms:
4
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 $2133 per night (USD)
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
From $4528 per night (USD)
Expedia
Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living...
Bedrooms:
8
Bathrooms:
8
Sleeps:
13
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Sensa ...
From $4528 per night (USD)
Expedia
$Large Room w use of pool\/tennis in Spacious home$
From $462 per night (USD)
VRBO
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 $462 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 ...
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Expedia
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VRBO
Family Fun Compound with Full Gym and Huge Game-room!
Bedrooms:
6
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
VRBO
From $1143 per night (USD)
Expedia
Like Tuscany, private Vineyard Home, Southampton
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $1143 per night (USD)
Expedia
From $7492 per night (USD)
VRBO
Very private Chalet-style log cabin with luxury amenities and in-home...
Bedrooms:
11
Bathrooms:
9
Sleeps:
18
Sag Harbor Supreme Very private Chalet-style log cabin with luxury amenities and in-home entertainment 9BR/10.5BA- Poo ...
From $7492 per night (USD)
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 $3588 per night (USD)
VRBO
Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living...
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Water Mill Wooded Escape Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living Areas with Modern Am ...
From $3588 per night (USD)
VRBO
From $6284 per night (USD)
Expedia
Ultimate Hamptons luxury with Private Tennis and Pool
Bedrooms:
8
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 $6284 per night (USD)
Expedia
From $3016 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 $3016 per night (USD)
VRBO
$5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach$
From $2218 per night (USD)
Expedia
5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach
Bedrooms:
6
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)
Expedia
From $2159 per night (USD)
VRBO
Large home for Anytime Gatherings!
Bedrooms:
5
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 $2159 per night (USD)
VRBO
From $2355 per night (USD)
VRBO
Chic Sag Harbor Home in Pvt Community, Pool, Tennis & Pickle Ball, Pvt Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located in the serene and prestigious private community of Northampton Shores this home has everything you need for the ...
From $2355 per night (USD)
VRBO
$\ The Bungalow\ Southampton Village - walk to town, train, Jitney$
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VRBO
\" 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 ...
Click For Pricing
VRBO
From $1534 per night (USD)
Expedia
Waterfront retreat & guest house with swimming, boat moorage, deck, & grill
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Clear Conscience Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1534 per night (USD)
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 $1609 per night (USD)
Expedia
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $1609 per night (USD)
Expedia
From $4219 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 $4219 per night (USD)
VRBO
$Luxury Private Water Mill Home w\/ pool - 14 day rental 8\/22-9\/5 2022$
From $3441 per night (USD)
Expedia
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 $3441 per night (USD)
Expedia
From $1379 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 $1379 per night (USD)
VRBO
From $967 per night (USD)
Expedia
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 $967 per night (USD)
Expedia
From $1849 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 $1849 per night (USD)
VRBO
From $714 per night (USD)
Expedia
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 $714 per night (USD)
Expedia
$BRAND NEW Modern 4 BR\/3BA w\/pool in waterfront community.$
From $1074 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 $1074 per night (USD)
VRBO
From $988 per night (USD)
Expedia
Secluded, Private Southampton House with heated Saltwater Pool, fireplace.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Secluded, Private All Year house in the Town of Southampton. Heated saltwater pool, Fireplace, Minutes from the beaches ...
From $988 per night (USD)
Expedia
From $2392 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 $2392 per night (USD)
VRBO
From $7067 per night (USD)
Expedia
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)
Expedia
From $5074 per night (USD)
VRBO
4 miles -Beach 2 miles -Town, Chef, Gym,2 Pelotons,Heated Pool,hot tub,firepits
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
*We can only accommodate longer term rentals in Weekly & Monthly increments due to Southampton rental code restrictions. ...
From $5074 per night (USD)
VRBO
From $2015 per night (USD)
Expedia
Minutes to Southampton and Sag Harbor Villages, Sun-Lit Interiors,...
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Kola Grounds Minutes to Southampton and Sag Harbor Villages, Sun-Lit Interiors, All-Weather Tennis Court, Extensive Tie ...
From $2015 per night (USD)
Expedia
From $1691 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 $1691 per night (USD)
VRBO
From $1182 per night (USD)
Expedia
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 $1182 per night (USD)
Expedia
From $1466 per night (USD)
VRBO
On Half Acre, Between Three Popular Golf Courses
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Tuckahoe Residence Club ...
From $1466 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Southampton home, heated pool, large deck, multiple seating areas,...
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
Click For Pricing
Expedia
From $2901 per night (USD)
VRBO
Gracious 6 Bedroom home with a backyard paradise minutes from Main Street
Bedrooms:
6
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 $2901 per night (USD)
VRBO
From $1734 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 curated, luxury residences with the quality and c ...
From $1734 per night (USD)
Expedia
From $894 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 $894 per night (USD)
VRBO
From $690 per night (USD)
Expedia
Bright & Modern Pool House
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
The unique landscape of this compound creates distinct areas for relaxation creating the effect of being nestled into th ...
From $690 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away...
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Bayview Beauty Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away from Private Bay Beach 3BR/2BA ...
From $1181 per night (USD)
VRBO
From $571 per night (USD)
Expedia
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 $571 per night (USD)
Expedia
From $1592 per night (USD)
VRBO
Renovated Post-Modern, Close to Strongs Marina, Conscience Point, North...
Bedrooms:
7
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 $1592 per night (USD)
VRBO
From $1827 per night (USD)
Expedia
HGTV designer private hideaway in Southhampton super close to town!
Bedrooms:
6
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 $1827 per night (USD)
Expedia
From $1967 per night (USD)
VRBO
Post Modern on Mature Landscaping, Master Bedroom with Separate...
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Northside Seclusion Post ...
From $1967 per night (USD)
VRBO
From $1105 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 $1105 per night (USD)
Expedia
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 $642 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 $642 per night (USD)
Expedia
From $1474 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 $1474 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront in Southampton
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A rare waterfront retreat in Southampton with beautiful panoramic views. Located on a double lot with 200 feet of waterf ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $1283 per night (USD)
Expedia
Artist's Studio, Private Entertainment Area, Close to Ocean Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Stylish in Southampton Vi ...
From $1283 per night (USD)
Expedia
From $1731 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 $1731 per night (USD)
VRBO
From $1020 per night (USD)
Expedia
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 $1020 per night (USD)
Expedia
$Perfect for Boating\/Kayaking, Private Waterfront Living$
From $1730 per night (USD)
VRBO
Perfect for Boating\/Kayaking, Private Waterfront Living
Bedrooms:
4
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 $1730 per night (USD)
VRBO
From $727 per night (USD)
Expedia
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 $727 per night (USD)
Expedia
From $1404 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 $1404 per night (USD)
VRBO
From $1859 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 $1859 per night (USD)
Expedia
From $2728 per night (USD)
VRBO
YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY
Bedrooms:
5
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 $2130 per night (USD)
VRBO
Still available the week of The Hampton Classic!
Bedrooms:
3
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
$Newly Built 6 Bed\/5.5 Bath Modern Farmhouse with Pool and Hot tub$
From $3468 per night (USD)
Expedia
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 $3468 per night (USD)
Expedia
From $1726 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 $1726 per night (USD)
VRBO
From $1443 per night (USD)
Expedia
Open Concept Living Spaces, New Kitchen with Breakfast Bar, Large Loft...
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Wooley Beach House Open ...
From $1443 per night (USD)
Expedia
From $2599 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 $2599 per night (USD)
VRBO
From $1312 per night (USD)
Expedia
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)
Expedia
From $4729 per night (USD)
VRBO
Six Bedroom Designer Home Southhampton
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Summary: (Currently by Request Only; contact us for date requests) This custom home sits on 0.60 of an acre and feature ...
From $4729 per night (USD)
VRBO
From $1826 per night (USD)
Expedia
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 $1826 per night (USD)
Expedia
Click For Pricing
VRBO
5,200 sf Sag Harbor Grand Villa w Pool near Beach
Bedrooms:
5
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
VRBO
From $1044 per night (USD)
Expedia
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 $1044 per night (USD)
Expedia
From $2047 per night (USD)
VRBO
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 $2047 per night (USD)
VRBO
From $1114 per night (USD)
Expedia
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 $1114 per night (USD)
Expedia
From $1289 per night (USD)
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 ...
From $1289 per night (USD)
VRBO
From $1115 per night (USD)
Expedia
Newly renovated house in Southampton with pool
Bedrooms:
3
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 $1115 per night (USD)
Expedia
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 $954 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 $954 per night (USD)
Expedia
From $18424 per night (USD)
VRBO
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 $18424 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Catherine’s Place
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Farmhouse meets the bay in a beach comminity. Includes, tennis, basketball courts, private beach passes, 5-10 minutes wa ...
From $695 per night (USD)
Expedia
$Modern Southampton \/ Watermill Home$
From $3139 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 $3139 per night (USD)
VRBO
From $2999 per night (USD)
Expedia
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 $2999 per night (USD)
Expedia
From $1550 per night (USD)
VRBO
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 $1550 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 $2466 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 $2466 per night (USD)
VRBO
$Southampton Water Mill Towd w\/ Pool House\/Art Studio\/Office & Heated Pool$
From $630 per night (USD)
Expedia
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 $630 per night (USD)
Expedia
From $1412 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 $1412 per night (USD)
VRBO
From $3113 per night (USD)
Expedia
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)
Expedia

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