Watermill Rentals
- From $926 per night (USD)
VRBO
Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Little Peconic Bayview S ...
From $926 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury, amazing sunsets, fireplace, hot tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
A long gated drive leads to this beautifully appointed, well-designed two-story traditional on over an acre with panoram ...
Click For PricingVRBO
- From $1300 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 $1300 per night (USD)VRBO
- From $1170 per night (USD)
VRBO
Southampton Bright and Beautiful 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 $1170 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $9158 per night (USD)
VRBO
Elegantly Appointed Estate, Large Living and Dining Areas, Music and Movie...
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Bridgehampton Gem Elegan ...
From $9158 per night (USD)VRBO
- From $6716 per night (USD)
VRBO
New Pool House, Backyard with Heated Pool, Close to Village Shopping and Beaches
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. The Village Heart New Po ...
From $6716 per night (USD)VRBO
- From $2019 per night (USD)
VRBO
Escape to Southampton and enjoy this gorgeous and newly renovated...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Wireless Way Escape to S ...
From $2019 per night (USD)VRBO
- From $1199 per night (USD)
VRBO
♥♥♥Hampton's Modern Barn Retreat NEW CONSTRUCTION!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
ARCH&Co® presents: ♥♥♥Hampton's Modern Barn Retreat NEW CONSTRUCTION! 6 bed suites, 6 bathrooms- pool with deck, ...
From $1199 per night (USD)VRBO
- From $3100 per night (USD)
Expedia
Eclectic-style home with full amenities including a private pool, bluetooth...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Bridgehampton Beach Walk Eclectic-style home with full amenities including a private pool, bluetooth speaker system, ga ...
From $3100 per night (USD)Expedia
- From $3490 per night (USD)
VRBO
Charming Bridgehampton Vacation Home on 2 acres, private heated pool,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Bridgehampton Jewel Char ...
From $3490 per night (USD)VRBO
- From $1880 per night (USD)
Expedia
Post Modern on Mature Landscaping, Master Bedroom with Separate...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Northside Seclusion Post Modern on Mature Landscaping, Master Bedroom with Separate Office/Two-Tiered Mahogany Deck, Co ...
From $1880 per night (USD)Expedia
- From $1125 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 $1125 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 PricingExpedia
- Click For Pricing
VRBO
Charming Southampton Villa-ge Minutes to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Located right in the heart of the village, minutes away from the train station and close to SH beaches, be ready for a t ...
Click For PricingVRBO
- Click For Pricing
Expedia
Wonderful Southampton Cottage w\/ Private Pool - Unwind & Relax
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovingly known as The Birds Nest. Kick back and relax in a calm, stylish space. This chic Southampton cottage with an ...
Click For PricingExpedia
- From $6127 per night (USD)
VRBO
Get out of town and relax in this stunning home in Bridgehampton!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Luxury on Lumber Get out ...
From $6127 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $2375 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 $2375 per night (USD)VRBO
- From $1000 per night (USD)
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 ...
From $1000 per night (USD)Expedia
- From $624 per night (USD)
VRBO
Dog-friendly house near beach with private heated pool, tennis & fireplace
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 9
Southampton Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $624 per night (USD)VRBO
- From $1045 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 $1045 per night (USD)VRBO
- From $1200 per night (USD)
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 ...
From $1200 per night (USD)VRBO
- From $4333 per night (USD)
VRBO
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Newly furnished, this 5,000 SF+/- Italian villa style residence is situated on 1-acre+/- and comprises of 6 bedrooms and ...
From $4333 per night (USD)VRBO
- From $15000 per night (USD)
VRBO
Stunning Southampton Village Modern Home
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 16
This magnificent 14,000+/- sq. ft. modern property is entered through a gated entry with lawns, gardens, and a serpentin ...
From $15000 per night (USD)VRBO
- From $986 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 $986 per night (USD)Expedia
- From $2435 per night (USD)
VRBO
Stylish and recently renovated home with pool, sunlit open floor plan,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Chic Southampton Retreat ...
From $2435 per night (USD)VRBO
- From $798 per night (USD)
Expedia
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 $798 per night (USD)Expedia
- From $713 per night (USD)
VRBO
Newly remodeled Southampton Village Retreated with heated pool & tennis courts.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
AVAILABLE: SEPTEMBER RENTAL. This house is a bright and airy, very clean second home with private heated pool and commun ...
From $713 per night (USD)VRBO
- From $999 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 $999 per night (USD)Expedia
- From $4000 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 $4000 per night (USD)VRBO
- From $2200 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 $2200 per night (USD)VRBO
- From $900 per night (USD)
VRBO
1770's Honeymoon Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
A 1770 country cottage with a modern twist set back on a sprawling 1.5 acres of green lawn. Welcome to our magical oa ...
From $900 per night (USD)VRBO
- Click For Pricing
Expedia
Bridgehampton Private
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Backed against thousands of acres of private state forest and at the end of a long driveway off a beautiful country road ...
Click For PricingExpedia
- From $1675 per night (USD)
VRBO
BRIDGEHAMPTON Enchanted Home \nSouth of Highway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect home and pool with enchanting landscape on 1.2 private acres on quiet cul-de-sac, 1/2 mile south of the highway ...
From $1675 per night (USD)VRBO
- From $887 per night (USD)
VRBO
Stylish Respite For Grown Ups, But Kids Will Love It, Too!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
This home is located in the desirable Hampton Park area, just a few minutes from Southampton Village and a few minutes ...
From $887 per night (USD)VRBO
- From $2728 per night (USD)
VRBO
Beautifully Restored Barn, Open First Floor Plan, Historic Charm and...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Ocean Road Escape Beautifully Restored Barn, Open First Floor Plan, Historic Charm and Updates Furnishings, Close to To ...
From $2728 per night (USD)VRBO
- From $1694 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 $1694 per night (USD)VRBO
- From $1175 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 $1175 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 PricingExpedia
- From $3365 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 $3365 per night (USD)VRBO
- From $4650 per night (USD)
VRBO
Beautiful Home, Backyard, Pool and Patio in Southampton
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Beautiful home in Southampton Village. Covered patio, huge backyard, pool, pool house and garage. This gorgeous new hous ...
From $4650 per night (USD)VRBO
- From $255 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 $255 per night (USD)VRBO
- From $1140 per night (USD)
VRBO
Gorgeous 4 bed 3 bath home with Pool - walking distance to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a serene Hamptons holiday in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, ...
From $1140 per night (USD)VRBO
- Click For Pricing
VRBO
Chic Beach House in the Village of Southampton
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
Click For PricingVRBO
- From $3174 per night (USD)
Expedia
Bridgehampton South - 5 min bike to beach and 2 min walk to village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
So close to village, yet very private large property! This classic farmhouse in the village has been updated and tastefu ...
From $3174 per night (USD)Expedia
- From $3152 per night (USD)
VRBO
Beautiful Southampton Home Walking Distance to Town and Short Bike Ride to...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton Village Vibrance Beautiful Southampton Home Walking Distance to Town and Short Bike Ride to Beaches 5BR/4B ...
From $3152 per night (USD)VRBO
- Click For Pricing
Expedia
Heaven in the Hamptons
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
South of Route 27, you will love this amenity-filled oasis near the beach and Bridgehampton village. Modern kitchen, Ros ...
Click For PricingExpedia
- From $854 per night (USD)
VRBO
Southampton Luxury Escape - Sauna, Pool, Hot Tub, Tennis and More!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
NEWLY RENOVATED, SERENE PROPERTY WITH HEATED POOL, TENNIS, AND RESORT-LIKE SPA 6BR/4BA Vaulted Ceilings, Large Media Ro ...
From $854 per night (USD)VRBO
- From $1995 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 $1995 per night (USD)Expedia
- From $1578 per night (USD)
VRBO
Cozy Home In Southampton With Expansive Yard And Private Pool, Close to...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Beach Villa ...
From $1578 per night (USD)VRBO
- From $1100 per night (USD)
Expedia
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 ...
From $1100 per night (USD)Expedia
- From $749 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 $749 per night (USD)VRBO
- From $945 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 $945 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $2420 per night (USD)
Expedia
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Southampton Serenity Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa 6BR/4BA w/ Vaulted ...
From $2420 per night (USD)Expedia
- From $700 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 $700 per night (USD)VRBO
- From $1918 per night (USD)
Expedia
Southampton Village home with Pool, beach chairs, bikes and Tennis !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is a spacious designer furnished 4 bedroom 4 bath (all en-suite) home. Completely renovated with a gorgeous kitchen ...
From $1918 per night (USD)Expedia
- Click For Pricing
VRBO
Newly Renovated Sag Harbor Estate
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Situated on 2 acres with close proximity to Sag Harbor and Southampton village, famed stores, restaurants, and beaches i ...
Click For PricingVRBO
- From $257 per night (USD)
Expedia
Modern home with large deck, firepit, enclosed yard, & immaculate kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Contemporary Southampton Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $257 per night (USD)Expedia
- From $6323 per night (USD)
VRBO
Fantastic New Renovation-Serenity at its Finest
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 6
Serenity at its finest. Take a kayak or paddleboard down Sam's Creek to the beach or sit back and gaze at the endless su ...
From $6323 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $2602 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 $2602 per night (USD)VRBO
- Click For Pricing
Expedia
SOUTHAMPTON Romantic house like being at a resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
My house is romantic, comfortable and very peaceful. One can see where my travels have been. India a favourite. I have 3 ...
Click For PricingExpedia
- From $2400 per night (USD)
VRBO
Luxurious 6bd\/4.5ba on 4 acres with pool & tennis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Perfect for large families and groups. Completely redone in 2022, this 6 bedroom (2 masters) 4.5 bath house with a larg ...
From $2400 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
Architect designed house near ocean on huge reserve.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
There are three private suites- master suite has a huge bathroom with jacuzzi and shower as well as private covered deck ...
Click For PricingVRBO
- Click For Pricing
Expedia
Pristine Southampton Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
This is a beautiful home with a huge wall of windows and tons of sunlight, nestled in the trees on a quiet cul de sac ro ...
Click For PricingExpedia
- From $1686 per night (USD)
VRBO
Recently renovated private 2.1 acre gated home with heated pool and tennis court
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Set on 2.1 acres property, this gated contemporary home presents a private retreat for family. Situated at the end of ...
From $1686 per night (USD)VRBO
- Click For Pricing
VRBO
Private and secluded close to town Currently being renovated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
3680 sq ft traditional Hamptons two story house is situated on 0.9 acre well maintained lot with a heated swimming pool, ...
Click For PricingVRBO
- From $1500 per night (USD)
VRBO
Remarkable Bridgehampton Beach estate just minutes to private beach access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Stunning 2.5 acre property - meticulously maintained Michael Davis designed beach estate with 5 bedroom, 2 full bath plu ...
From $1500 per night (USD)VRBO
- Click For Pricing
VRBO
CHARMING HOME IN THE HEART OF SOUTHAMPTON VILLAGE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated three bedroom cottage in the heart of Southampton. Short walk to restaurants, shops and Main Street. Eas ...
Click For PricingVRBO
- From $2758 per night (USD)
VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Make this Hamptons home yours for the summer, a month, or a few weeks. This fully loaded, top-of-the-line house is locat ...
From $2758 per night (USD)VRBO
- From $1780 per night (USD)
Expedia
Hamptons home with heated pool.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
A contemporary house set on 1.2 acres and located a 12 min drive to Sag Harbor and Southampton Villages. Amenities inclu ...
From $1780 per night (USD)Expedia
- From $3500 per night (USD)
VRBO
Private Sun Filled 8 Bedroom Home on Cul de Sac
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 12
Escape to the light filled luxury and serenity of this 8 bedroom, 6.5 bathroom newly constructed oasis. Sunninghill sit ...
From $3500 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Southampton July 1 to Sept 3,- 55k. Or 35k per July or August. Pool\/Hot Tub.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely home sits on over an acre of private land surrounded by beautiful, mature trees and flowers. The over sized ...
From $1000 per night (USD)VRBO
- From $6400 per night (USD)
VRBO
New house with Tennis, basketball, GYM, heated pool and Spa
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 17
Secluded luxury newly constructed house nested atop a knoll in a 5.2 acres wooded area perfectly located between Sag Har ...
From $6400 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Southampton House Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just minutes from Southampton Village, Sag Harbor, Water Mill, Long Beach and more. Heated pool and 3 outdoor living spa ...
From $950 per night (USD)VRBO
- From $1785 per night (USD)
VRBO
Lush Hamptons Beach House, minutes to ocean, bay, and farm stands.\n\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Located in charming Watermill, this stunning property spans across 6 acres, conveniently situated equidistant from Sag H ...
From $1785 per night (USD)VRBO
- From $921 per night (USD)
VRBO
2 acre serene haven in Sag Harbor, recently renovated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Special two acre property with a one-of-kind landscape featuring amazing pine trees. Beautiful sun room to enjoy in shou ...
From $921 per night (USD)VRBO
- From $1840 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 $1840 per night (USD)VRBO
- From $1327 per night (USD)
VRBO
Southampton Water Mill Towd w\/ Pool House\/Art Studio\/Office & Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Spend your summer entertaining or enjoying the tranquility of this over one acre, nicely landscaped home with separate p ...
From $1327 per night (USD)VRBO
- From $666 per night (USD)
VRBO
Four Bedroom Home in Amazing Bridgehampton Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing South of the Highway location, a stone throw from the beach and centrally located near all the amenities Bridgeh ...
From $666 per night (USD)VRBO
- From $15000 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 $15000 per night (USD)Expedia
- From $2982 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 $2982 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Hamptons Home
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Conveniently located between Sag Harbor and Bridgehampton this beautiful home sits on 2.3 acres. Large back porch well s ...
Click For PricingExpedia
- From $726 per night (USD)
VRBO
Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Sandpiper Seclusion Brid ...
From $726 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Southampton Village South, less than a mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Charming cape on a half acre in a very quiet neighborhood south of the highway in Southampton Village. New heated saltw ...
From $1500 per night (USD)VRBO
- From $1800 per night (USD)
VRBO
Pristine, Private Home with Heated Pool & Tennis\/Pickleball Court near all
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
This 6,000 s.f. gated residence features 5 bedrooms with 5.5 baths and is sited on 1.84 secluded acres, surrounded by re ...
From $1800 per night (USD)VRBO
- From $3674 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 rentals in Weekly & Monthly increments. Monthly Rates: *negotiable July 110k (4 weeks) Aug 110 ...
From $3674 per night (USD)VRBO
- From $3838 per night (USD)
VRBO
Pristine estate sited on 4 acres of land, 1,700 SF pool pavilion with...
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 16
Deerfield Dream House Pristine estate sited on 4 acres of land, 1,700 SF pool pavilion with attached spa, expansive wra ...
From $3838 per night (USD)VRBO
- Click For Pricing
VRBO
Bridgehampton Block from the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Grab your flip flops and towel and head to the ocean beach that is steps away. 5 bedrooms, 3 baths with first floor med ...
Click For PricingVRBO
- From $6414 per night (USD)
VRBO
Newly Constructed Luxury Southampton Village Estate- Walk to town!
- 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 $6414 per night (USD)VRBO
- From $4657 per night (USD)
Expedia
ELEGANT HAMPTONS RETREAT W\/ PRIVATE POOL, SERENE SETTING, ON QUIET STREET,...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Tiffany Elegance ELEGANT HAMPTONS RETREAT W/ PRIVATE POOL, SERENE SETTING, ON QUIET STREET, WITH OPEN FLOOR PLAN 4BR/4 ...
From $4657 per night (USD)Expedia