Suffolk Area Rentals
From $350 per night (USD)VRBO
Spacious 5-bedroom house in serene Setauket- East Setauket with WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Get ready to relax in this 5-bedroom house in Setauket- East Setauket. This fabulous property boasts a fitness room, AC, ...
From $350 per night (USD)VRBO
From $2262 per night (USD)Expedia
Walk to the Ditch Plains Beach from this 5 bedroom Spacious Modern Surf House!!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
This Ditch Plains Modern Surf House offers 5 bedrooms, 6.5 bathrooms, Modern elevated Kitchen, which opens to Dining and ...
From $2262 per night (USD)Expedia
From $968 per night (USD)VRBO
Architects Home surrounded by private, serene woodlands, conveniently...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Architect's Farmhouse Retreat Architects Home surrounded by private, serene woodlands, conveniently located between Eas ...
From $968 per night (USD)VRBO
From $1143 per night (USD)Expedia
Brand New Hampton Bays Home with Modern Design, Private Pool, Perfect for...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Hampton Bays Modern Brand New Hampton Bays Home with Modern Design, Private Pool, Perfect for Families 3BR/3BA: privat ...
From $1143 per night (USD)Expedia
From $1704 per night (USD)VRBO
Historic Cottage in the Exclusive Enclave of Southampton's Art Village,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Artists Cottage Retreat Historic Cottage in the Exclusive Enclave of Southampton's Art Village, Private Pool, Right in ...
From $1704 per night (USD)VRBO
From $3762 per night (USD)Expedia
Designer Own Elegant Beachy Sag Harbor Home
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Consider this house your home away from home while you visit Sag Harbor. With 5 bedrooms including 3 king beds, 1 queen ...
From $3762 per night (USD)Expedia
From $1323 per night (USD)VRBO
Modern and new4-bedroom with private beach, heated pool and all the amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stay comfortably in Greenport at this 4-bedroom house. Each bedroom features a king bed, ensuring a peaceful night's sle ...
From $1323 per night (USD)VRBO
From $625 per night (USD)Expedia
Charming 3-bedroom cottage in fabulous Greenport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This charming 1870’s schoolhouse has been converted into a cozy, modern home with comfortable furniture and a rustic-yet ...
From $625 per night (USD)Expedia
From $1599 per night (USD)VRBO
Newly Built, 4BR, 3BA house w\/ in-ground pool walking distance to Montauk Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully conceived and recently custom built 4-bedroom, 3-bath home is ready and waiting to deliver season after ...
From $1599 per night (USD)VRBO
From $1440 per night (USD)VRBO
Beautiful Wainscott Estate with Private Pool and Tennis, Perfect for Families!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Escape Beautif ...
From $1440 per night (USD)VRBO
From $1403 per night (USD)VRBO
Modern, coastal-style home with flooding natural light, a private pool, a...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Northwest Retreat Modern, coastal-style home with flooding natural light, a private pool, a grand backyard with shaded ...
From $1403 per night (USD)VRBO
From $139 per night (USD)Expedia
Bohemian-style hotel unit with ample natural light, a cozy seating area,...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ditch Plains Bohemian Bungalow Unit 1 Bohemian-style hotel unit with ample natural light, a cozy seating area, and step ...
From $139 per night (USD)Expedia
From $1473 per night (USD)VRBO
Contemporary home in East Hampton Springs, secluded, wraparound balcony,...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
East Hampton Lodge Contemporary home in East Hampton Springs, secluded, wraparound balcony, pool, nestled in nature 3B ...
From $1473 per night (USD)VRBO
From $2306 per night (USD)VRBO
South-Facing Wall of Glass, Cabana, Outdoor Kitchen Area, Gunite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Modern Chic In East Sout ...
From $2306 per night (USD)VRBO
From $482 per night (USD)VRBO
Classic townhome with a luxury feel, perfect for relaxing after a day at...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Townhouse Tra ...
From $482 per night (USD)VRBO
From $2895 per night (USD)Expedia
Spacious Montauk Home with Water Views, Private Pool, Perfect for Families,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Montauk Lake View Spacious Montauk Home with Water Views, Private Pool, Perfect for Families, Close to Montauk Beaches ...
From $2895 per night (USD)Expedia
From $2868 per night (USD)VRBO
Spectacular Renovated Designer home perfect for entertaining with...
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
Waterfront Wonder in East Hampton Spectacular Renovated Designer home perfect for entertaining with breathtaking open w ...
From $2868 per night (USD)VRBO
From $7105 per night (USD)Expedia
Expansive and Custom-Built East Hampton Home Centrally Located with Amazing...
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Central Hamptons Sensation Expansive and Custom-Built East Hampton Home Centrally Located with Amazing Outdoor Space, P ...
From $7105 per night (USD)Expedia
From $1738 per night (USD)VRBO
Stately traditional home with open floorplan and private pool in coveted...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 6
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $1738 per night (USD)VRBO
From $1131 per night (USD)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 ...
From $1131 per night (USD)Expedia
From $2814 per night (USD)VRBO
Classic East Hampton shingle-style home, lush acreage, private pool,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Georgica Marvel Classic East Hampton shingle-style home, lush acreage, private pool, pristine outdoor area, minutes to ...
From $2814 per night (USD)VRBO
From $3859 per night (USD)VRBO
Postmodern 4,000 Square-Foot Retreat on Four Acres, Expansive Outdoor...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Estate Postmod ...
From $3859 per night (USD)VRBO
From $2847 per night (USD)VRBO
Beautiful East Hampton Home with water views of Gardiners Bay, close to...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Cedar Point Pristine Beautiful East Hampton Home with water views of Gardiners Bay, close to Gardiners Bay Beach and Sa ...
From $2847 per night (USD)VRBO
From $34051 per night (USD)Expedia
Amazing Montauk Home, Water Views, Rooftop Pool, Minutes to Montauk Beaches...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Modern Montauk Estate Amazing Montauk Home, Water Views, Rooftop Pool, Minutes to Montauk Beaches and Town! 5BR/5.5BA: ...
From $34051 per night (USD)Expedia
From $962 per night (USD)VRBO
Expansive Quiogue Home Between Westhampton and Quogue, Private Pool and...
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 12
Quiogue Estate Expansive Quiogue Home Between Westhampton and Quogue, Private Pool and Tennis, Perfect for Large Famili ...
From $962 per night (USD)VRBO
From $2621 per night (USD)Expedia
Stunning meets cozy in this gorgeous newly built vacation home
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
Farmhouse Gem Stunning meets cozy in this gorgeous newly built vacation home 6BR/4.5BA-Open Dining/Living, WIFI, Deck/ ...
From $2621 per night (USD)Expedia
From $16020 per night (USD)VRBO
Expansive Bridgehampton Estate on almost 3 acres, Private Pool and Tennis,...
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 14
Bridgehampton Escape Expansive Bridgehampton Estate on almost 3 acres, Private Pool and Tennis, Centrally Located, Perf ...
From $16020 per night (USD)VRBO
From $4030 per night (USD)Expedia
Live the good life and escape out east to Sag Harbor\/Wainscott!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Merchant Estate Live the good life and escape out east to Sag Harbor/Wainscott! 5BR/ 6.5 BA w/ Tennis on 5 + acres wit ...
From $4030 per night (USD)Expedia
From $4002 per night (USD)VRBO
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Harbor View Modern Expan ...
From $4002 per night (USD)VRBO
From $516 per night (USD)VRBO
Oversized Rooms, Outdoor Living Spaces, Close to Ocean
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Meadows West Oversized R ...
From $516 per night (USD)VRBO
From $770 per night (USD)VRBO
Pristine new construction in the heart of the North Folk, just under an...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Wine Country Pristine Pristine new construction in the heart of the North Folk, just under an acre of land, minutes to ...
From $770 per night (USD)VRBO
From $716 per night (USD)Expedia
Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Paumanok Vineyards Guest House Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to Jamesport and ...
From $716 per night (USD)Expedia
From $1964 per night (USD)VRBO
HGTV Designed Sag Harbor Ranch & Bungalow on the bay, private beach...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Sag Harbor Bungalow HGTV Designed Sag Harbor Ranch & Bungalow on the bay, private beach community, enjoy paddle boardin ...
From $1964 per night (USD)VRBO
From $1058 per night (USD)Expedia
Cozy North Fork Home with Direct Water Access, Private Dock, Close to Wineries
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront Chic Cozy North Fork Home with Direct Water Access, Private Dock, Close to Wineries 4BR/3BA: private pool, ...
From $1058 per night (USD)Expedia
From $2688 per night (USD)VRBO
Cozy Home In Southampton With Expansive Yard And Private Pool, Close to...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Southampton Beach Villa Cozy Home In Southampton With Expansive Yard And Private Pool, Close to Fowlers Beach, Perfect ...
From $2688 per night (USD)VRBO
From $612 per night (USD)VRBO
Contemporary home with seamless indoor and outdoor living areas, heated...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Blackwatch Beauty Contem ...
From $612 per night (USD)VRBO
From $2974 per night (USD)VRBO
Stunning, Contemporary Southampton Home Near Town Beaches and Downtown
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Whites Lane Wonder Stunn ...
From $2974 per night (USD)VRBO
From $1232 per night (USD)VRBO
Spacious and Secluded East Hampton Home with Private Pool, Total Privacy,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Hidden Gem ...
From $1232 per night (USD)VRBO
From $1206 per night (USD)VRBO
Contemporary Southampton getaway, private heated pool, backed to wood...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Wooded Sensation Contemporary Southampton getaway, private heated pool, backed to wood preserve, expansive ...
From $1206 per night (USD)VRBO
From $5607 per night (USD)VRBO
Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Waterfront Won ...
From $5607 per night (USD)VRBO
From $1581 per night (USD)VRBO
Newly constructed modern home, bluestone patio, Gunite pool, indoor\/outdoor...
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Island View Oasis Newly constructed modern home, bluestone patio, Gunite pool, indoor/outdoor living, deep front porch, ...
From $1581 per night (USD)VRBO
From $3113 per night (USD)Expedia
Remarkable Hamptons estate, resort-style amenities, large pool, multiple...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
East Hampton Designer Dream Remarkable Hamptons estate, resort-style amenities, large pool, multiple outdoor areas with ...
From $3113 per night (USD)Expedia
From $10375 per night (USD)VRBO
Expansive Beachfront East Hampton Home with Private Beach Path, Perfect for...
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. The Coastal Royal Expans ...
From $10375 per night (USD)VRBO
From $1730 per night (USD)Expedia
Charming Amagansett Cottage with Pool, Perfectly Situated near Town and...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Amagansett Hideaway Charming Amagansett Cottage with Pool, Perfectly Situated near Town and Pristine Beaches 5BR/4.5BA ...
From $1730 per night (USD)Expedia
From $18682 per night (USD)VRBO
Beachfront Southampton Estate; pristine Atlantic ocean views,...
- Bedrooms:
- 9
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton Beachfront Beachfront Southampton Estate; pristine Atlantic ocean views, indoor/outdoor living, outdoor kit ...
From $18682 per night (USD)VRBO
From $6305 per night (USD)VRBO
Designer's Oceanfront East Hampton Estate, State-of-the-Art Amenities,...
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 7
Please note that a reservation for this property needs to be approved before it is confirmed. Further Lane Fantasy Des ...
From $6305 per night (USD)VRBO
From $1096 per night (USD)VRBO
Water Views from Every Room, Open Floor Plan, Indoor\/Outdoor Entertaining...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterview Retreat Water Views from Every Room, Open Floor Plan, Indoor/Outdoor Entertaining Areas, Extensive Decking, C ...
From $1096 per night (USD)VRBO
From $1244 per night (USD)VRBO
Spacious East Hampton Retreat Minutes Away from East Hampton Village,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Quintessential East Hampt ...
From $1244 per night (USD)VRBO
From $2288 per night (USD)VRBO
Post-Modern Residence on 1.6 Acres, Spacious Living Areas Including a...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Exquisite in East Quogue Post-Modern Residence on 1.6 Acres, Spacious Living Areas Including a Two-Story Great Room, Ex ...
From $2288 per night (USD)VRBO
From $2383 per night (USD)VRBO
Luxury Southampton Home\/outdoor Sauna\/hottub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 6
Enjoy a peaceful stay at this 6-bedroom house in Southampton. With amenities like WiFi, a fitness room, and a washing ma ...
From $2383 per night (USD)VRBO
From $1245 per night (USD)VRBO
Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Village Classic Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families 4BR/3BA: pri ...
From $1245 per night (USD)VRBO
From $836 per night (USD)VRBO
Spacious 5-bedroom house with AC, WiFi in charming East Quogue
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Your cozy getaway awaits in East Quogue at this pleasant house. With 5 bedrooms including 1 king bed, 2 queen beds, and ...
From $836 per night (USD)VRBO
From $926 per night (USD)VRBO
Peconic Bay Beach House + 5 bedrooms + spacious +
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our spacious 5-bedroom waterfront retreat in Southold, North Fork, Long Island. Just steps from a private san ...
From $926 per night (USD)VRBO
From $998 per night (USD)Expedia
Mattituck Luxury Estate + Pool + 5 Bedrooms
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This luxurious 4,800 sq ft modern farmhouse sits on 5 serene acres of lawns, meadows, and woodlands in North Fork's wine ...
From $998 per night (USD)Expedia
From $223 per night (USD)VRBO
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This peaceful house in Ronkonkoma offers a cozy bedroom with a queen bed, a well-equipped bathroom, and an additional li ...
From $223 per night (USD)VRBO
From $1693 per night (USD)Expedia
4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Discover this marvelous 4-bedroom gem in East Hampton. This terrific house features 1 queen bed, a washing machine, AC, ...
From $1693 per night (USD)Expedia
From $7705 per night (USD)VRBO
Stunning Sag Harbor Estate on Over 3 Acres, Pool, Tennis, Perfect for Families
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Sag Harbor Estate Stunning Sag Harbor Estate on Over 3 Acres, Pool, Tennis, Perfect for Families 5BR/6BA: private heat ...
From $7705 per night (USD)VRBO
From $1536 per night (USD)Expedia
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Fish Cove Waterfront BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK, CENTRALLY LOCATED 3BR/ ...
From $1536 per night (USD)Expedia
From $1642 per night (USD)VRBO
Newly Constructed and Modern North Fork Home Nestled Among the Best...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Grapevine Modern Newly Constructed and Modern North Fork Home Nestled Among the Best Wineries in the Northeast, Perfect ...
From $1642 per night (USD)VRBO
From $2243 per night (USD)Expedia
Spacious East Hampton Home with Heated Pool, Minutes to Maidstone Park...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Harbor Escape Spacious East Hampton Home with Heated Pool, Minutes to Maidstone Park Beach, Perfect for Families & ...
From $2243 per night (USD)Expedia
From $1970 per night (USD)VRBO
Spacious Southampton Home with Pool, Minutes to Shinnecock Hills Golf Club,...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Shinnecock Chic Spacious Southampton Home with Pool, Minutes to Shinnecock Hills Golf Club, Perfect for Families 4BR/4 ...
From $1970 per night (USD)VRBO
From $1269 per night (USD)Expedia
Modern home sited on a lush wood acre, stunning pool, covered deck, outdoor...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Minimalist Marvel in East Hampton Modern home sited on a lush wood acre, stunning pool, covered deck, outdoor shower, s ...
From $1269 per night (USD)Expedia
From $1097 per night (USD)VRBO
Modern and Cozy East Hampton Home Centrally Located Close to East Hampton...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. The Ranch Modern Modern ...
From $1097 per night (USD)VRBO
From $4756 per night (USD)Expedia
Spacious and Modern Westhampton Beach Home, Close to Beaches and Town,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Westhampton Beach Modern Spacious and Modern Westhampton Beach Home, Close to Beaches and Town, Great for Families 4BR ...
From $4756 per night (USD)Expedia
From $1260 per night (USD)VRBO
Recently Renovated East Hampton Village Home, Total Privacy, Perfect for...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Village Tranquility Rece ...
From $1260 per night (USD)VRBO
From $4108 per night (USD)Expedia
Traditional Home w\/ English Gardens, Pool, Rec Room, Close to Ocean Beaches
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
English Gardens Traditional Home w/ English Gardens, Pool, Rec Room, Close to Ocean Beaches 6BR/6.5BA w/ English Garde ...
From $4108 per night (USD)Expedia
From $908 per night (USD)VRBO
Magic Place
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
<p>Located in Southold, this welcoming vacation home lets you experience it all. With the property's convenient onsite p ...
From $908 per night (USD)VRBO
From $1154 per night (USD)Expedia
Peaceful 6 BR\/4BA Southampton Getaway with hot tub and pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Southampton is waiting for you at this 6-bedroom house. With 1 king bed, 2 twin beds, 1 full bed, and 2 queen beds, this ...
From $1154 per night (USD)Expedia
From $3320 per night (USD)VRBO
Spacious, Brand New Construction - East Hampton Home Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Springs Modern Spacious, Brand New Construction - East Hampton Home Perfect for Families 4BR/3.5BA: private heated poo ...
From $3320 per night (USD)VRBO
From $319 per night (USD)Expedia
Medieval-Themed Castle < 10 Mi to Shirley Beach!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Feast-Ready Kitchen | Pet Friendly w/ Fee | 5,000 Sq Ft Gather the knights of your Round Table for an Arthurian adventu ...
From $319 per night (USD)Expedia
From $1832 per night (USD)VRBO
Brand New Westhampton Home with Chic and Modern Design, Perfect for Families
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Westhampton Marvel Brand New Westhampton Home with Chic and Modern Design, Perfect for Families 4BR/4.5BA: private hea ...
From $1832 per night (USD)VRBO
From $1379 per night (USD)Expedia
Spacious East Hampton Home Centrally Located, Private Pool, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
East End Traditional Spacious East Hampton Home Centrally Located, Private Pool, Perfect for Families 3BR/3BA: private ...
From $1379 per night (USD)Expedia
From $3212 per night (USD)VRBO
Historic Home on 3 private acres, private pool, minutes from town of East...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Elizabethan Manor Histor ...
From $3212 per night (USD)VRBO
From $898 per night (USD)VRBO
Recently Renovated and Re-Designed Vineyard Mansion Located on the 205 acre...
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Mansion on the Vines Rec ...
From $898 per night (USD)VRBO
From $2051 per night (USD)VRBO
Elegant Home South of Highway Near Town & Beach, Heated Pool, Sauna, Fireplaces
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Southampton Beach Walk Elegant Home South of Highway Near Town & Beach, Heated Pool, Sauna, Fireplaces 5BR/5BA, Heated ...
From $2051 per night (USD)VRBO
From $3284 per night (USD)VRBO
Modern Sunlit Turnkey, Expansive Living Room, Multi-Level Cedar Decks with...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Bull Path Modern Modern ...
From $3284 per night (USD)VRBO
From $910 per night (USD)VRBO
Cozy Southampton Beach House in Shinnecock Hills, Walking Distance to...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Please note that a reservation for this property needs to be approved before it is confirmed. Shinnecock Beach Cottage ...
From $910 per night (USD)VRBO
From $1814 per night (USD)VRBO
Discover Modern Luxury: Stunning New Home in Southampton, Perfect for...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Luxe ...
From $1814 per night (USD)VRBO
From $1291 per night (USD)VRBO
Utilities & Services Included 3 BdRm Half Mile to Town East Hampton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Relax in this 3-bedroom home in East Hampton. This property features 2 queen beds and 1 full bed. Full bedroom & Queen b ...
From $1291 per night (USD)VRBO
From $609 per night (USD)VRBO
Beautiful Home In SH Village!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this charming home perfectly located within a 3 minute drive or 10 minute walk to Main Street Southampton, grocery ...
From $609 per night (USD)VRBO
From $5613 per night (USD)VRBO
New Construction in Southampton with Poolhouse
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 15
This 5000 sqft 7 bedroom, 6 bath new construction features an incredible open-concept floor plan with a generous gourmet ...
From $5613 per night (USD)VRBO
From $1469 per night (USD)Expedia
4 BR with bay views in Corneille Estates. Right next to Ocean Beach and quiet!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
Your peaceful beach getaway awaits in Corneille Estates located on Fire Island near the town of Ocean Beach. Corneille ...
From $1469 per night (USD)Expedia
From $5024 per night (USD)VRBO
Southampton Haven by Cuvee | Ideally Located in the Village
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
Nestled in the heart of Southampton, the setting of The Haven is exceptional being just 3 blocks from downtown and 8 blo ...
From $5024 per night (USD)VRBO
From $3669 per night (USD)Expedia
Majestic contemporary beachfront home sited on 1.32 acres with private ...
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Hither Hills Beach Haven Majestic contemporary beachfront home sited on 1.32 acres with private pool and wraparound ter ...
From $3669 per night (USD)Expedia
From $686 per night (USD)VRBO
Beautiful Shelter Island Getaway on over an acre, minutes from the ferry!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Shelter Island Preserve Beautiful Shelter Island Getaway on over an acre, minutes from the ferry! 4BR/3BA + an additio ...
From $686 per night (USD)VRBO
From $2351 per night (USD)VRBO
Spacious Greek Revival House, Amazing and Expansive Outdoor Amenities,...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Bridgehampton Compound S ...
From $2351 per night (USD)VRBO
From $4155 per night (USD)VRBO
Acre of Landscaped Grounds, Eat-In Kitchen with Fireplace, Entertainment...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Sag Harbor Retreat Acre of Landscaped Grounds, Eat-In Kitchen with Fireplace, Entertainment Spaces on All Levels 5BR/3 ...
From $4155 per night (USD)VRBO
From $2419 per night (USD)Expedia
Wooden Jewel Box Interior, Master Suite and Modern Kitchen, Surrounded By...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Architect Oasis Wooden Jewel Box Interior, Master Suite and Modern Kitchen, Surrounded By Lush Gardens, Close to Bay 4 ...
From $2419 per night (USD)Expedia
From $2064 per night (USD)VRBO
Beautiful East Hampton Home with Private Pool and Spa, Centrally Located...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 9
East Hampton Seclusion Beautiful East Hampton Home with Private Pool and Spa, Centrally Located Close to Wainscott and ...
From $2064 per night (USD)VRBO
From $512 per night (USD)VRBO
Waterfront Beach House Nestled Along the Wondrous North Fork Wine Trail,...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Wine Trail Waterfront Wa ...
From $512 per night (USD)VRBO
From $1380 per night (USD)VRBO
Modern East Hampton home, in-ground pool, expansive deck and minutes to Sag...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Please note that a reservation for this property needs to be approved before it is confirmed. Northwest Harbor Hideaway ...
From $1380 per night (USD)VRBO
From $2148 per night (USD)VRBO
Stone Patio with Lush Plantings, Close to Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Suncatcher ...
From $2148 per night (USD)VRBO
From $624 per night (USD)VRBO
Traditional house, open floor and spacious living, formal dining room,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Sagaponack Traditional T ...
From $624 per night (USD)VRBO
From $2567 per night (USD)VRBO
Newly renovated Quogue Estate, Short Walk to the Beach, Private Pool and...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Quaint Quogue Retreat Ne ...
From $2567 per night (USD)VRBO
From $1647 per night (USD)VRBO
Spacious East Hampton Home with Private Pool, Perfect for Families with...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
East Hampton Tidal Treasure Spacious East Hampton Home with Private Pool, Perfect for Families with Kids, and Minutes t ...
From $1647 per night (USD)VRBO
From $1665 per night (USD)Expedia
Elegant East Hampton Estate nestled on nearly 5 acres of land, stunning...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Magnificent on Mile Hill Elegant East Hampton Estate nestled on nearly 5 acres of land, stunning infinity pool, integra ...
From $1665 per night (USD)Expedia
From $5416 per night (USD)VRBO
Glam-style home with private pool, open-floor plan, floor-to-ceiling...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Palace on Parsonage Glam ...
From $5416 per night (USD)VRBO
From $1372 per night (USD)Expedia
Beautifully Designed Sag Harbor Cottage Steps to Noyack Bay, Perfect for...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sag Harbor Beach Chic Beautifully Designed Sag Harbor Cottage Steps to Noyack Bay, Perfect for Small Groups 2BR/2BA: e ...
From $1372 per night (USD)Expedia
From $3622 per night (USD)VRBO
Spacious waterfront 9-bedroom house in peaceful Quogue
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 15
Quogue is waiting for you at this 9-bedroom house nestled in a tranquil setting. This stunning Quogue property presents ...
From $3622 per night (USD)VRBO
From $1325 per night (USD)Expedia
Lovely Southampton retreat, large pool, extensive decking, indoor\/outdoor...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Shinnecock Hills Haven Lovely Southampton retreat, large pool, extensive decking, indoor/outdoor living and minutes to ...
From $1325 per night (USD)Expedia