North Sea Rentals
- From $1025 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 $1025 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
Private & Tranquil 1.03 Acre Estate in the Heart of Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
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
- 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 $2752 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 $2752 per night (USD)VRBO
- From $1748 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 $1748 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
- From $1535 per night (USD)
Expedia
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 $1535 per night (USD)Expedia
- From $1354 per night (USD)
VRBO
PRIVATE, TREE TOP VIEWS, DOUBLE-HEIGHT FOYER, CLOSE TO BRIDGEHAMPTON,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Deer Ridge Dream PRIVATE, TREE TOP VIEWS, DOUBLE-HEIGHT FOYER, CLOSE TO BRIDGEHAMPTON, SOUTHAMPTON, AND SAG HARBOR 5 B ...
From $1354 per night (USD)VRBO
- From $885 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 $885 per night (USD)VRBO
- From $1494 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 $1494 per night (USD)VRBO
- From $750 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 $750 per night (USD)VRBO
- Click For Pricing
Expedia
Serene Modern with Heated Salt Water Pool and In Great Southampton Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home is bright, spacious, in a great location between Sag Harbor and Southampton Village, with only a 5 minute walk ...
Click For PricingExpedia
- From $1817 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 $1817 per night (USD)Expedia
- From $1517 per night (USD)
VRBO
Modern Southampton home, heated pool, large deck, multiple seating areas,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
From $1517 per night (USD)VRBO
- From $583 per night (USD)
Expedia
♥♥♥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 $583 per night (USD)Expedia
- From $2152 per night (USD)
VRBO
Escape to Southampton and enjoy this gorgeous and newly renovated...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Wireless Way Escape to Southampton and enjoy this gorgeous and newly renovated traditional home! 5BR/4.5BA w/ 600 Mb. ...
From $2152 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 $1169 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 $1169 per night (USD)VRBO
- From $730 per night (USD)
Expedia
Renovated Post-Modern, Close to Strongs Marina, Conscience Point, North...
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
North Sea Wonder Renovated Post-Modern, Close to Strongs Marina, Conscience Point, North Sea Tavern & Southampton Villa ...
From $730 per night (USD)Expedia
- From $1452 per night (USD)
VRBO
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 ...
From $1452 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
- From $398 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 $398 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 $3165 per night (USD)
VRBO
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 $3165 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 $1440 per night (USD)
VRBO
Secluded Southampton Home That Has It All
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Secluded, warm, beautiful, and amenity-filled property features an expansive 5,000+/- s/f of immaculate interior living ...
From $1440 per night (USD)VRBO
- From $4129 per night (USD)
Expedia
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 12
Harbor View Modern Expansive Southampton Home with Harbor Water Views, Private Pool, Modern Design and Layout, Perfect ...
From $4129 per night (USD)Expedia
- From $1147 per night (USD)
VRBO
Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, 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 $1147 per night (USD)VRBO
- From $1200 per night (USD)
Expedia
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)Expedia
- From $754 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 $754 per night (USD)VRBO
- From $2500 per night (USD)
Expedia
SUNNY CONTEMPORARY W POOL AND SPACE FOR ALL
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
OLDER CONTEMPORARY HOME WITH LARGE OPEN SPACES. This house is good for an easy living Hamptons experience. Comfy not f ...
From $2500 per night (USD)Expedia
- From $3600 per night (USD)
VRBO
Quintessential Sag Harbor Escape close to beach & town
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 2244 Noyack Rd, a stunning vacation retreat nestled in the serene beauty of Sag Harbor. This exquisite proper ...
From $3600 per night (USD)VRBO
- 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 $542 per night (USD)
VRBO
Immaculate newly renovated home in beach community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
First Weekend in JUNE availability. Enjoy summer in the Hamptons in this newly renovated, spacious and serene family hom ...
From $542 per night (USD)VRBO
- From $950 per night (USD)
VRBO
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 $950 per night (USD)VRBO
- Click For Pricing
VRBO
Southampton Waterfront in Unique Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
4 BR, 4 Baths Southampton Home on 2 thirds of an acre secluded waterfront property, close to opening into Great Peconic ...
Click For PricingVRBO
- From $1637 per night (USD)
VRBO
Relax in Luxury in the Hamptons!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Rent this light-filled comfortable, beachy and elegant private getaway that has undergone a luxury renovation with NY/P ...
From $1637 per night (USD)VRBO
- From $625 per night (USD)
VRBO
♥♥NEW CONSTRUCTION- Wooded Oasis on Private Estate by ARCH&Co®
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
ARCH&Co® presents: ♥♥ NEW CONSTRUCTION- Wooded Oasis on Private Estate 6 bedroom suites, 6 bathrooms- huge pool WITH SU ...
From $625 per night (USD)VRBO
- From $3200 per night (USD)
VRBO
Bay Front Community with Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton, Sag Harbor border in a bay front community. Immaculate 2006 post modern home shows like new. Four bedrooms, ...
From $3200 per night (USD)VRBO
- From $1700 per night (USD)
VRBO
Sag Harbor Family Summer Getaway
- 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 $1700 per night (USD)VRBO
- From $2597 per night (USD)
Expedia
Stylish and recently renovated home with pool, sunlit open floor plan,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chic Southampton Retreat Stylish and recently renovated home with pool, sunlit open floor plan, conveniently located to ...
From $2597 per night (USD)Expedia
- From $917 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 $917 per night (USD)VRBO
- From $813 per night (USD)
VRBO
Modern designed 3-bedroom 2 bath home on a quiet, 1 acre, Southampton cul-de-sac
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Architect owned, modern, 3-bedroom 2 bath home on a private 1 acre lot. The home is decorated with new European artisan ...
From $813 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Elegant, Charming, Very Private Home on 2 Magnificent Acres.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The best of both worlds exist in this 4 bedroom traditional in Water Mill with an old fashion wrap around porch outside. ...
From $1500 per night (USD)VRBO
- From $1656 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 $1656 per night (USD)VRBO
- From $2055 per night (USD)
VRBO
Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Charm Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses and Downtown Southampton V ...
From $2055 per night (USD)VRBO
- From $600 per night (USD)
VRBO
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 $600 per night (USD)VRBO
- From $1986 per night (USD)
VRBO
Stunning Views of Little Peconic Bay with private steps that lead directly...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Bay Beach Beauty Stunnin ...
From $1986 per night (USD)VRBO
- From $1500 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 $1500 per night (USD)Expedia
- From $795 per night (USD)
VRBO
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 $795 per night (USD)VRBO
- From $795 per night (USD)
VRBO
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 $795 per night (USD)VRBO
- From $972 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 $972 per night (USD)VRBO
- From $820 per night (USD)
Expedia
Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayview Beauty Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away from Private Bay Beach 3BR/2BA ...
From $820 per night (USD)Expedia
- From $700 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 $700 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Enjoy this peaceful retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This updated residence offers the perfect Hamptons getaway! Featuring 1,250 +/- sf of sun-drenched living spaces, guests ...
From $600 per night (USD)Expedia
- From $2268 per night (USD)
VRBO
Enjoy this perfect summer rental located close to all the Hamptons has to offer!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Chic Enjoy this perfect summer rental located close to all the Hamptons has to offer! 4BR/4BA-Open Dining/ ...
From $2268 per night (USD)VRBO
- From $2083 per night (USD)
Expedia
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 $2083 per night (USD)Expedia
- From $746 per night (USD)
VRBO
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 $746 per night (USD)VRBO
- From $713 per night (USD)
Expedia
Stylish Southampton Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy pure peacefulness while overlooking Little Fresh Pond in Southampton. The home is western facing, offering majesti ...
From $713 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Lovely 2 story house minutes from village and beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
2story house with 4bedrooms and 2 baths. Hardwood floors. Eat in Kitchen with granite countertops. Gas range, dishwa ...
From $350 per night (USD)VRBO
- From $1072 per night (USD)
Expedia
Beautiful Southampton Waterfront Home with pool and private steps to the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Bayside Sensation in Southampton Beautiful Southampton Waterfront Home with pool and private steps to the beach! 4BR/3 ...
From $1072 per night (USD)Expedia
- Click For Pricing
VRBO
Private spacious home in the Southampto
- Bedrooms:
- 4
- 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 PricingVRBO
- From $994 per night (USD)
Expedia
Beautiful Southampton Home centrally located close to Sag Harbor,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Peconic Hills Hideaway Beautiful Southampton Home centrally located close to Sag Harbor, Southampton, and Bridgehampton ...
From $994 per night (USD)Expedia
- 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 $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 $2187 per night (USD)
VRBO
Open Professional Kitchen, Full Kitchen with Bar, Oversized Heated Pool,...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Turtle Pond Open Profess ...
From $2187 per night (USD)VRBO
- From $2355 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 $2355 per night (USD)Expedia
- From $1173 per night (USD)
VRBO
Expansive Waterfront Home in Southampton with Private Dock, Amazing Views,...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Southampton Waterfront Spectacular Expansive Waterfront Home in Southampton with Private Dock, Amazing Views, Perfect f ...
From $1173 per night (USD)VRBO
- From $1270 per night (USD)
Expedia
Designer beach house with private beach rights, pool and brand new everything
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The moment you step inside, you will be welcomed by a bright and airy living room, adorned with large windows that allow ...
From $1270 per night (USD)Expedia
- From $1481 per night (USD)
VRBO
Elegant estate with beach access, pool, kayaks, & fireplace
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 9
Cedar Crest Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1481 per night (USD)VRBO
- Click For Pricing
Expedia
Elegant home near area's beaches with paddle boards & hot tub - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Mod & Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For PricingExpedia
- From $692 per night (USD)
VRBO
Spacious coastal retreat with a pool, bikes, wood fireplace, and games - dogs ok
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Seashell Collector Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $692 per night (USD)VRBO
- From $1457 per night (USD)
Expedia
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fish Cove Waterfront BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK, CENTRALLY LOCATED 3BR/ ...
From $1457 per night (USD)Expedia
- From $1104 per night (USD)
VRBO
Private Bayfront Living, Water Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Shore Road Serenity Private Bayfront Living, Water Views 3BR/2BA, Lovely Outdoor Spaces, Short Drive to Sag Harbor & S ...
From $1104 per night (USD)VRBO
- From $1487 per night (USD)
VRBO
Southampton Retreat close to towns of Southampton, Sag Harbor, amazing...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Please note that a reservation for this property needs to be approved before it is confirmed. North Sea Serenity South ...
From $1487 per night (USD)VRBO
- From $237 per night (USD)
VRBO
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 $237 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Newly-Renovated Southampton Cottage, Open Floor Plan, Great Room with...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
North Sea Bungalow Newly-Renovated Southampton Cottage, Open Floor Plan, Great Room with Mid-Century Style Fireplace, C ...
From $454 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
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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
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VRBO
SOUTH HAMPTON, 3 bed, 3 bath with pool and outdoor fireplace. Great location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Hamptons home is perfectly located close to town and beach and is a rare gem. Three bedrooms, three full bathrooms, and ...
Click For PricingVRBO
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Expedia
WATERFRONT, SWANS ARE FREE, LIGHT FILLED, 3 Brms. 3 baths, Steps from Beach<br><br>
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WATERFRONT BEAUTY. SWANS ARE FREE. Japanese garden in front and water access from back yard. Kayaker’s delight. NEWLY R ...
Click For PricingExpedia
- From $800 per night (USD)
VRBO
NEWLY RENOVATED! Old Fish Cove Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Charming cottage on sprawling property. Oversized 55' pool with NEW blue stone patio and lounge chairs. (4) beds includi ...
From $800 per night (USD)VRBO
- From $2400 per night (USD)
Expedia
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)Expedia
- From $701 per night (USD)
VRBO
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sweet Retreat is set on nearly a half acre of land with a Huge Backyard, Large Living Room with Dining Area, and Large D ...
From $701 per night (USD)VRBO
- From $1833 per night (USD)
Expedia
New Construction Modern Luxury Retreat w 6 Beds
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
SPECIAL NOTE: Kindly message us for weekly and monthly discounts. Escape to a lavish retreat with your loved ones and e ...
From $1833 per night (USD)Expedia
- Click For Pricing
VRBO
Cute & cozy WATERFRONT 3 bedroom cottage in Southampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
You can't beat the view and location of this cute Southampton 'beach shack!' With 3 bedrooms, (2 queen beds and 2 twins) ...
Click For PricingVRBO
- From $945 per night (USD)
Expedia
Family friendly and group trip friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This stylish place to stay is perfect for group trips or family vacations. Recently updated, home boasts a brand new eat ...
From $945 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $1067 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 $1067 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury retreat by Sag - bay beach, heated pool, hot tub,
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Perfect for a family retreat in the Hamptons! Outdoor heated pool and hot tub (serviced weekly), ping pong, foodball, lu ...
Click For PricingVRBO
- Click For Pricing
VRBO
Lovely getaway, peaceful and comfortable; summer in the Hamptons
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The house was just renovated and now has a new cooks kitchen and island open to Great Room. The Great Room has a large, ...
Click For PricingVRBO
- 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 $7041 per night (USD)
Expedia
Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living...
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 13
Southampton Village Sensation Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living Spaces, Block fro ...
From $7041 per night (USD)Expedia
- From $1775 per night (USD)
VRBO
Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, spa, walk to water 🏖sleep10
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Style and Peaceful Privacy in Southampton Bordered by a 9.5 acre conservation reserve and hidden down a 125 ft flag driv ...
From $1775 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Contemporary cottage, large deck area, gorgeous water views and bay...
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Fish Cove Cottage Contem ...
From $850 per night (USD)VRBO
- From $1800 per night (USD)
VRBO
Recently renovated private 2.1 acre gated home with heated pool and tennis court
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Set on 2.1 acres property, this gated contemporary home presents a private retreat for family. Situated at the end of ...
From $1800 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Cheerful 4 Bedroom 2 Bath Southampton Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in this peaceful house located 10 minutes from Southampton Village and 14 minutes from Coopers Beach. Complete wit ...
From $750 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront 3 Bedroom Condo w\/ Pool & Tennis\/Pickleball Ct.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bright, spacious condo for your family. 3 Bed/Bath, outdoor patio w/ spectacular sunsets on North Sea Harbor. Paddle B ...
Click For PricingVRBO
- Click For Pricing
VRBO
Cozy home near the bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Easy walk/drive to nearby beautiful bay beaches and set between Southampton and Sag Harbor, this recently updated, shing ...
Click For PricingVRBO