North Sea Rentals
- From $1285 per night (USD)
VRBO
Newly Renovated Oasis + HotTub! Southampton\/Sag steps to Beach\/Tennis\/Pickleball
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
PRISTINE HOME FOR YEAR-ROUND MEMORIES + HOT TUB! This recently renovated, chic, sun-filled Hamptons home is steps away f ...
From $1285 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Water Mill Rental, Private with Vineyard Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Spacious, sun-filled house overlooking vineyard. Perfect for families. 20' x 40' pool. Relax on large rear deck ove ...
From $1600 per night (USD)VRBO
- From $1807 per night (USD)
VRBO
New Fully Remodeled Post Modern Home, Perfect getaway for a family!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Fully remodeled 6 bedroom 5.5 Bath house. •Modern, clean, and spacious •Quiet, comfortable, and peaceful •Lots of out ...
From $1807 per night (USD)VRBO
- Click For Pricing
VRBO
Picturesque Summer House Getaway With All Amenities ~ Close To Town, Beach, Bay
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Located on a cul de sac with 5 bedrooms, 4.5 bathrooms, pool, jacuzzi, and 60 ft bocce court. Great family fun house. Q ...
Click For PricingVRBO
- From $1474 per night (USD)
VRBO
PRIVATE, TREE TOP VIEWS, DOUBLE-HEIGHT FOYER, CLOSE TO BRIDGEHAMPTON,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Deer Ridge Dream PRIVATE ...
From $1474 per night (USD)VRBO
- From $1303 per night (USD)
VRBO
Southampton 1 Block From Village, Lovely 4-Bedroom
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 5
Beautifully decorated and very comfortable, sun-filled Village home. Fully equipped gourmet kitchen, with 4 bedrooms, 2 ...
From $1303 per night (USD)VRBO
- From $650 per night (USD)
VRBO
1898 Renovated Cottage 100' from Bullhead Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This is the quintessential beach cottage with wide plank heart pine wood floors and exposed beams. Eat and drink in the ...
From $650 per night (USD)VRBO
- From $2271 per night (USD)
Expedia
Beautiful Southampton Village\/Fall Heated pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Recently renovated, Four Bedrooms, Two Full Baths, and a finished basement with ample room for all are located in the he ...
From $2271 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Private guest apartment close to beach with pool & tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sun filled guest apartment in Water Mill/ Southampton minutes from Flying Point Beach, Parrish Art Museum, Duck Walk Vin ...
From $330 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Luxurious Private One-Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One bedroom suite with queen size bed, living area (couch, coffee table, and TV), and full bathroom with toilet, sink, a ...
From $550 per night (USD)VRBO
- From $741 per night (USD)
VRBO
3BR 3BA one level home w Pool.Walk to private bay beach. Tennis, BB, kayak opps.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
200 Warfield Way, is a 5-star reviewed, immaculate property. Our home is fully furnished, with central A/C, in Southampt ...
From $741 per night (USD)VRBO
- From $1300 per night (USD)
VRBO
Gorgeous Brand New Modern Farmhouse
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
This Board and Batten Napa Farmhouse sits on 2/3 of landscaped acreage to be completed by May 31st of 2020. This is the ...
From $1300 per night (USD)VRBO
- From $908 per night (USD)
VRBO
SAG HARBOR SUMMER PARADISE AWAITS YOU!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
: SUMMER SEASON IS APPROACHING! Reserve Now! Bright, Sun-Filled 6 bedroom, 4.5 bath home with double height foyer and l ...
From $908 per night (USD)VRBO
- 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
- Click For Pricing
VRBO
Southampton Relax by the pool or walk to The Bay Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Popular rental property in the Hamptons! Spend your day relaxing by the pool and enjoy the landscape. Waterfront communi ...
Click For PricingVRBO
- From $2721 per night (USD)
VRBO
Hamptons Estate Rental
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Chateau / Country House, 6 Bedrooms + Convertible bed(s), 7 Baths, (Sleeps 10-12) 7500 sq ft. custom home on 5 acres att ...
From $2721 per night (USD)VRBO
- From $752 per night (USD)
VRBO
Updated farmhouse with pool house, close to everything. Winter rental available.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Prefer a couple or small family. Available for the full winter only - out by Memorial Day. A rare find - fully renovat ...
From $752 per night (USD)VRBO
- Click For Pricing
Expedia
Premium Hamptons location minutes from ocean or bay beaches ,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 Br home located on a magnificent 2acre property with a heated salt water lap pool Airy and bright home wit ...
Click For PricingExpedia
- Click For Pricing
VRBO
Village Gem - July 4th Special
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Traditional home with all modern amenities. Private garden with heated gunite pool. Walk to shops and restaurants. ...
Click For PricingVRBO
- From $2619 per night (USD)
VRBO
Sag harbor\/ Bridgehampton High End Furniture House 5 bed\/7ba w POOL very private
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
LUXURY Sag Harbor 5/6 bedroom House. Mature Families only, no party groups , 2 weeks minimum (may consider to do weekly ...
From $2619 per night (USD)VRBO
- From $1811 per night (USD)
VRBO
Sag Harbor Resort Area Sanctuary, Privacy, Seclusion Heat Pool, Spa
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 18
A 5,000 square foot post modern estate secluded 8 bedrooms on the second floor with 4 1/2 baths, with detailed crown/ba ...
From $1811 per night (USD)VRBO
- Click For Pricing
VRBO
Southampton Vacation
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Exquisite post modern home in a one of a kind waterfront beach community with private beach and tennis. ...
Click For PricingVRBO
- Click For Pricing
VRBO
Hunker down in a Hamptons house, huge yard, near beaches & village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A traditional house with a huge 1.7 acre yard, ringed by trees, with an organic lawn and solar-heated pool, perfect for ...
Click For PricingVRBO
- Click For Pricing
Expedia
Great Escape in Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
We rent till we can retire and live here. Enjoy it while we can't!!! We love the aura of this area. It energizes you!!! ...
Click For PricingExpedia
- From $5286 per night (USD)
VRBO
Southampton Village Estate - Walking distance to beach, restaurants, shops
- Bedrooms:
- 12
- Bathrooms:
- 8
- Sleeps:
- 10
South of the Highway newly built 10000sqft Southampton village home with a heated salt water oversized gunite pool, pool ...
From $5286 per night (USD)VRBO
- From $2489 per night (USD)
Expedia
Open Floor Plan, Spacious and Private Backyard with Patio and Pool, Close...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Southampton Village Home Open Floor Plan, Spacious and Private Backyard with Patio and Pool, Close to Southampton Shopp ...
From $2489 per night (USD)Expedia
- Click For Pricing
VRBO
Newly renovated beach cottage, 2bdrm, 1bath, just steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming beach cottage just steps from Peconic Bay. Fully renovated with top of the line kitchen, bath and furnishings ...
Click For PricingVRBO
- From $3500 per night (USD)
VRBO
Relaxed and tasteful Watermill home with resort amenities on 3.25 acres
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
2 master bedrooms plus plenty of sleeping space for kids. Heated pool, tennis and pickle ball court, abundant flagston ...
From $3500 per night (USD)VRBO
- From $1337 per night (USD)
VRBO
Chic Southampton Home, close to Village and Ocean Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Situated privately on a quiet road sits this crisp newly renovated three bedroom, two and one half bath contemporary hou ...
From $1337 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 $1080 per night (USD)
VRBO
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Tuckahoe Terrific Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and Southampton Village 5BR/4BA w/Pool ...
From $1080 per night (USD)VRBO
- From $2587 per night (USD)
Expedia
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Southampton Compound COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE TO SOUTHAMPTON VILLAGE ...
From $2587 per night (USD)Expedia
- Click For Pricing
VRBO
Newly renovated
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Large living room with wood fireplace, dining room and a very spacious kitchen with Viking appliances. Finished basement ...
Click For PricingVRBO
- Click For Pricing
VRBO
SOUTHAMPTON HOUSE PRIVATE POOL & DECK - 7MIN to VILLAGE & BEACHES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
7 minutes drive from Southampton Village and its beaches. This lovely private home is tastefully updated and ready for y ...
Click For PricingVRBO
- From $1371 per night (USD)
VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $1371 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Remodeled Treasured Family Home-Southampton,NY on Lake & Close to Village\/Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
retreat from the city- come get fresh air, watch the sunset from the dock, hang out on the covered back porch, enjoy th ...
From $300 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Stroll To Bay Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wonderful, bright and very comfortable, this1.900 square foot is immaculately clean and tastefully furnished, built in ...
From $1200 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Unique Southampton Getaway w\/ Rooftop Deck!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Looking to get away from city stresses? Leave them all behind and head to this newly remodeled 3-bedroom, 2.5-bathroom S ...
From $604 per night (USD)Expedia
- Click For Pricing
Expedia
Southampton -' Village' - walk or bike to ocean or town - pool access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Upscale private home in the very desirable 'Cobblefield area' which is part of Southampton Village . Home is well de ...
Click For PricingExpedia
- From $1800 per night (USD)
VRBO
Beautiful, Private & Spacious, Cozy Hamptons Retreat, Sleeps 15, Peloton Bike+
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Gracious living in this 3000 sq ft, 6 bedroom home with heated outdoor gunite pool (pool open from Friday of Memorial da ...
From $1800 per night (USD)VRBO
- From $1964 per night (USD)
VRBO
Southampton Heated Pool, Hot Tub & Tennis on 2 acres of Privacy
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious Southampton Contemporary on 2 acres of Privacy with Heated Pool, Hot Tub Basket Ball & all weather Tennis Cour ...
From $1964 per night (USD)VRBO
- From $1594 per night (USD)
VRBO
Stunning Private Sunny Modern Southampton home-5 beds NEW WINTER HOT TUB for 7
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
New to the market, this elegant property boasts nearly 2 acres of Relais Chateaux style gardens. The home sits amidst ma ...
From $1594 per night (USD)VRBO
- From $1821 per night (USD)
VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this comfortable cottage traditional, with an open floor plan, in a bucolic setting that is surrounded by nearby f ...
From $1821 per night (USD)VRBO
- From $1461 per night (USD)
VRBO
Mediterranean-style secret retreat, minutes by foot to Southampton village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enchanting property, ideally located minutes by foot from Southampton village, train station, and beach. Property featur ...
From $1461 per night (USD)VRBO
- From $1044 per night (USD)
VRBO
⚡️ Sag Harbor Gem, $15K any 2 weeks in July or August!! Prime location, Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
===any 2 weeks July or August 15K Includes everything. Bring your suit!! ***Check-in 4pm. ***Check-out 11am. * ...
From $1044 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Chic, Serene, Sunfilled, Renovated Retreat.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A country drive leads to this pristine single story home located close to all of Southampton's renowned Golf Courses, t ...
From $550 per night (USD)VRBO
- Click For Pricing
VRBO
Farm field view Home with amazing sunset
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Open floor plan with spacious outdoor and indoor dining tables. large deck and outdoor entertainment area with pool and ...
Click For PricingVRBO
- From $800 per night (USD)
VRBO
Southampton Private getaway. Private heated salt pool & beach-family fun.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful Southampton Shores home with 5 bedroom, 3 fully renovated bath ranch home! Home has central air, a living room ...
From $800 per night (USD)VRBO
- Click For Pricing
VRBO
Tranquil Southampton Oasis in Secluded Cul-de-Sac Beach Community
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Mediterranean Summer Feel in the Hamptons! Our property has everything you want: Comfortable four bedroom house with 2.5 ...
Click For PricingVRBO
- From $1625 per night (USD)
Expedia
Incredible Location, Family and Dog Friendly , minutes to flying point
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
This oversized, casual and inviting beach house sits next 100 acres of west facing preserve. Phenomenal sunrises and s ...
From $1625 per night (USD)Expedia
- From $807 per night (USD)
VRBO
Private Village Home-South Of Hill Street, Walk To Coopers Beach\/Village
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
Located in the village of Southampton, this renovated historic home puts you at Coopers Beach, village shopping and rest ...
From $807 per night (USD)VRBO
- From $597 per night (USD)
VRBO
Traditional-style home with private pool, back deck, ample natural light,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Golf Club Charm Traditio ...
From $597 per night (USD)VRBO
- From $903 per night (USD)
VRBO
Beautiful resort style backyard with newly added professional PICKLEBALL COURT.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Our home is a complete, five bedrooms, three bath, 3,300 sq. ft. newly renovated family style retreat in gorgeous Southa ...
From $903 per night (USD)VRBO
- Click For Pricing
VRBO
BEACHFRONT COTTAGE IN THE HAMPTONS JULY Month\/week
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy peace and quiet in a secluded rustic cottage directly on North Sea Harbor with your own sandy 125 foot beach. Grea ...
Click For PricingVRBO
- From $2160 per night (USD)
VRBO
Hampton Private Retreat - last minute offer June 23-
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Unique spot North of the highway, boutique-style house with a beautifully landscaped garden. Maximum privacy, ideal for ...
From $2160 per night (USD)VRBO
- From $1155 per night (USD)
VRBO
Centrally Located Southampton \/ Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedrooms. 3 1/2 baths, Master Bedroom on first floor (Sleeps 8). Master has a king size bed. Relaxing, Spacious, Br ...
From $1155 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
This 7,000 sq ft masterpiece includes 6 bedrooms (all with full en-suite bathrooms with showers), 3 King Sized Beds amon ...
From $2200 per night (USD)VRBO
- From $1990 per night (USD)
VRBO
Conveniently Located Home 2 Miles from Village
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 13
Location, luxury and privacy abound in this rental. Located on a private street and features 6 bedrooms all en suite, p ...
From $1990 per night (USD)VRBO
- From $1607 per night (USD)
VRBO
Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Escape from the city life with this private and spacious home. Built in 2014 and newly re-furnished, this ~4,700sf, 6 be ...
From $1607 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The home has four bedrooms, three full bathrooms with an open living room and sitting room (with flat screen tv on the w ...
From $1800 per night (USD)Expedia
- From $2540 per night (USD)
VRBO
Luxury - 5 bdrs, 6 baths, Tennis Crt, Heated Pool, Basketball, Hot tub, 2.4 acrs
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Undergone $1.5 M renovation in 2023 luxury modern house in Sag Harbor with 5 bedrooms, 6 baths on 2.4 acres. Features he ...
From $2540 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Fantastic Southampton Oasis
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome home to your own peaceful oasis in a top-notch Southampton location. This spacious and smartly-laid out, newly r ...
From $750 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Southampton House South of Highway Perfect for Families
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton home perfect for your summer get away with the family and friends. Two story home features 3 bedrooms upstai ...
From $1000 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 $1348 per night (USD)
VRBO
Outdoor Entertaining Areas, Community Tennis, Bay Beach Sunsets
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Scrimshaw Seclusion Outd ...
From $1348 per night (USD)VRBO
- From $1063 per night (USD)
VRBO
Waterfront home in Southampton on the Peconic Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront home with water views from every room. Private beach with spectacular sunsets. New kitchen. This 4 BR ho ...
From $1063 per night (USD)VRBO
- From $1786 per night (USD)
VRBO
Southampton Village - Looking for the perfect beach getaway? You just found it!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully renovated home located in Southampton Village. Walking distance to great shops, restaurants and beaches plus ...
From $1786 per night (USD)VRBO
- From $1167 per night (USD)
VRBO
Southampton Village Estate with Tennis, Heated Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 12
Beautifully renovated seven bedroom, five bath, two-story home that holds on to its 19th century architectural roots whi ...
From $1167 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Private & Tranquil 1.03 Acre Estate in the Heart of Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area direc ...
From $1000 per night (USD)VRBO
- From $1857 per night (USD)
VRBO
Perfection in the Heart of Southampton Village; Walk to Town, Bike to Beaches
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy this stunning 3 bedroom, 4 bathroom village home with gourmet kitchen, den, media room and two-zone central air-co ...
From $1857 per night (USD)VRBO
- From $929 per night (USD)
VRBO
Access to all the Hamptons has to offer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
You will recharge your batteries in the incredible light filled contemporary ranch with 20' cathedral ceilings and 3 co ...
From $929 per night (USD)VRBO
- From $2091 per night (USD)
Expedia
Spacious Master Bedroom Suite, Stone Chef's Eat-In Kitchen, Close to...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Winter Way Spacious Master Bedroom Suite, Stone Chef's Eat-In Kitchen, Close to Southampton Village and Ocean Beaches ...
From $2091 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This contemporary, two-story house is situated on a quiet lane, with access to small private beach on Little Peconic Bay ...
From $700 per night (USD)VRBO
- From $321 per night (USD)
VRBO
Southampton Waterfront, Bay Beach & Spectacular Sunsets
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on over half an acre equidistance from Sag Harbor, Bridgehampton, and Southampton villages, this bluff-top resi ...
From $321 per night (USD)VRBO
- From $2250 per night (USD)
VRBO
Modern Home in Southampton Village w\/Gunite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Excellent rental property located in Southampton Village. Well designed and completely rebuilt in 2015, this four bedroo ...
From $2250 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Family friendly, light-filled, secluded - lg pool, walk to bay, 12 min to ocean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Good vibrations … Light filled from sunrise to sunset. Our Expansive, cozy family home with double height ceilings, a hu ...
From $850 per night (USD)VRBO
- From $2227 per night (USD)
VRBO
Walk to the Village! Charming modern farmhouse.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish space. House in the village but feels like you’re on your own retreat. House i ...
From $2227 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Beachy Chic South of the Hwy in Southampton Village 3blks to town\/Bike to 🏖
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay in this “beachy chic” renovated historic home. White oak flooring and antique wood beams add to the coo ...
From $650 per night (USD)Expedia
- From $1800 per night (USD)
VRBO
Stunning 7 Bed Southampton Oasis: Pool, Gym, Sauna, Theatre on 1.5 acres!!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Located on 1.5 acres in Southampton, this beautifully renovated and furnished compound is surrounded by some of the best ...
From $1800 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Charming Southampton cottage by the sea
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A charming 2-bedroom cottage with an outdoor shower, central air, amazing light and a bike ride away to the bay beach. B ...
From $600 per night (USD)VRBO
- From $814 per night (USD)
VRBO
Southampton Summer Retreat w private bay beach and pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in beautiful Southampton Shores, this home offers the ultimate summer vacation spot. With private community tenn ...
From $814 per night (USD)VRBO
- From $806 per night (USD)
VRBO
Newly Renovated, Professionally Decorated Hamptons Home bordered by a reserve
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated and professionally decorated home provides the perfect summer retreat. Sitting on three peacef ...
From $806 per night (USD)VRBO
- From $875 per night (USD)
VRBO
Hamptons Waterfront Beach Home With Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This 4-bedroom waterfront home is the perfect family getaway. Located in a small beach community between Southampton an ...
From $875 per night (USD)VRBO
- From $360 per night (USD)
VRBO
2\/2 upsplit - townhouse Canterbury Mews - Southampton, New York monthly only<br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Condo Located in Southampton Village in Canterbury Mews. This quiet and lovely 2 story condo has 2 bedrooms and 2 baths, ...
From $360 per night (USD)VRBO
- From $2073 per night (USD)
VRBO
Edge of Woods Escape 4 bed\/2bath heated saltwater pool private close to beach 🏖
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Edge of Woods Escape is a 4-bedroom/2-bath home with plenty of privacy with easy access to anything you might want or ne ...
From $2073 per night (USD)VRBO
- From $2700 per night (USD)
Expedia
6 Bedroom, 5 Bath Home with Pool, Sag Harbor - Near Bridgehampton
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Large home available with 6 Bedroom and 5 Full Bathrooms. Sleeps large group. House has Pool, lounge chairs, and out-doo ...
From $2700 per night (USD)Expedia
- From $1132 per night (USD)
VRBO
Southampton Secret Garden, Charming 3BR\/3 BA Cottage and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Secret Garden Cottage with pool -- has 3 Bedrooms 3 baths. Lushly landscaped property is hedged, fenced and gated for co ...
From $1132 per night (USD)VRBO
- Click For Pricing
VRBO
Extremely Spacious Vacation House
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Enjoy this tranquil location for the summer. Sited on a quiet cul de sac boasting unobstructed views of Peconic Bay, th ...
Click For PricingVRBO
- From $950 per night (USD)
VRBO
Family Getaway With Pool, Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This cozy getaway is located off of Deerfield Road in Water Mill, in the township of Southampton and provides easy acces ...
From $950 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Hamptons living in secluded Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spend the summer in beautiful Water Mill. Watch beautiful sunsets over the polo field while enjoying the hot tub in this ...
From $995 per night (USD)VRBO
- From $2378 per night (USD)
VRBO
Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Ideal Location!! House is flawless and perfect! This 3 acre property has 4 bedroom and 3 bath full bathrooms. Located in ...
From $2378 per night (USD)VRBO
- From $1249 per night (USD)
VRBO
Beautiful Newly Furnished Southampton Home
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Hamptons House with all the amenities you need for that perfect summer retreat, located 5 minutes from the Shi ...
From $1249 per night (USD)VRBO
- Click For Pricing
VRBO
Close to Southampton Village and Beaches, Train Station and Hampton Jitney
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Thank you for viewing our listing for our charming three bedroom, two bath home located in Southampton. The house is a r ...
Click For PricingVRBO
- From $1000 per night (USD)
VRBO
Charming Southampton Village Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This adorable cottage with plenty of charm is perfectly located on one of the quietest streets in Southampton Village. O ...
From $1000 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
SOUTHAMPTON SUMMER RETREAT
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Newly renovated and furnished, this 6 bedroom, 5 bathroom contemporary property has it all for a summer retreat. Complet ...
From $2500 per night (USD)VRBO
- From $1691 per night (USD)
VRBO
Newly renovated Southampton Village mini-complex
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
New to the rental market! Come relax in this newly renovated Southampton Village home located just moments from village ...
From $1691 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Waterfront Sunset Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience picturesque water views from this clean and light 4-bedroom home. Centrally located in the Hamptons, this is ...
From $1200 per night (USD)VRBO
- From $1330 per night (USD)
VRBO
Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing views of open fields with expansive lawn and 20 flowering grape cherry trees In spring. Ultimate privacy on 4 a ...
From $1330 per night (USD)VRBO
- From $1171 per night (USD)
VRBO
Southampton Stunner: Modern & Bright, Pool, Beach & More!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful light and airy modern home, nestled in amongst the trees on a beautiful property. High ceilings and windowed w ...
From $1171 per night (USD)VRBO
- From $569 per night (USD)
VRBO
Beautiful cottage on meticulously maintained lawn, surrounded by...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Quaint Water Mill Cottage ...
From $569 per night (USD)VRBO