Suffolk Area Rentals
From $494 per night (USD)VRBO
Spacious Montauk Home Minutes to Ditch Plains Beach and Montauk Point...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Montauk Point Pristine Spacious Montauk Home Minutes to Ditch Plains Beach and Montauk Point Lighthouse, Perfect for Fa ...
From $494 per night (USD)VRBO
From $843 per night (USD)Expedia
Escape to serene 3-bedroom Cutchogue haven with pool, near beaches & vineyards.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the heart of the North Fork and experience the ultimate retreat at our charming vacation rental, located in Cu ...
From $843 per night (USD)Expedia
From $513 per night (USD)VRBO
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Greenport Cove Contemporary Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families 4BR/3.5BA: privat ...
From $513 per night (USD)VRBO
From $1235 per night (USD)VRBO
Architects Home surrounded by private, serene woodlands, conveniently...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Architect's Farmhouse Ret ...
From $1235 per night (USD)VRBO
From $579 per night (USD)VRBO
Brand New Hampton Bays Home with Modern Design, Private Pool, Perfect for...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Hampton Bays Modern Bran ...
From $579 per night (USD)VRBO
From $2081 per night (USD)VRBO
Historic Cottage in the Exclusive Enclave of Southampton's Art Village,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Artists Cottage Retreat ...
From $2081 per night (USD)VRBO
From $1244 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 $1244 per night (USD)VRBO
From $1393 per night (USD)Expedia
Modern Southampton home, heated pool, large deck, multiple seating areas,...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
From $1393 per night (USD)Expedia
From $3013 per night (USD)VRBO
Classic East Hampton shingle-style home, lush acreage, private pool,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Georgica Marvel Classic ...
From $3013 per night (USD)VRBO
From $1216 per night (USD)VRBO
Beautiful Wainscott Estate with Private Pool and Tennis, Perfect for Families!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Escape Beautif ...
From $1216 per night (USD)VRBO
From $971 per night (USD)VRBO
Modern, coastal-style home with flooding natural light, a private pool, a...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Northwest Retreat Modern, coastal-style home with flooding natural light, a private pool, a grand backyard with shaded ...
From $971 per night (USD)VRBO
From $442 per night (USD)Expedia
Classic townhome with a luxury feel, perfect for relaxing after a day at...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Southampton Townhouse Tranquility Classic townhome with a luxury feel, perfect for relaxing after a day at the beach! ...
From $442 per night (USD)Expedia
From $1246 per night (USD)VRBO
Spacious Montauk Home with Water Views, Private Pool, Perfect for Families,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Montauk Lake View Spacio ...
From $1246 per night (USD)VRBO
From $3303 per night (USD)VRBO
Expansive and Custom-Built East Hampton Home Centrally Located with Amazing...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Central Hamptons Sensatio ...
From $3303 per night (USD)VRBO
From $629 per night (USD)VRBO
Stately traditional home with open floorplan and private pool in coveted...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $629 per night (USD)VRBO
From $1980 per night (USD)VRBO
Beautiful East Hampton Home with water views of Gardiners Bay, close to...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Cedar Point Pristine Bea ...
From $1980 per night (USD)VRBO
From $2630 per night (USD)VRBO
Stunning meets cozy in this gorgeous newly built vacation home
- Bedrooms:
- 4
- 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 $2630 per night (USD)VRBO
From $15010 per night (USD)VRBO
Expansive Bridgehampton Estate on almost 3 acres, Private Pool and Tennis,...
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Bridgehampton Escape Exp ...
From $15010 per night (USD)VRBO
From $326 per night (USD)VRBO
Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paumanok Vineyards Guest House Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to Jamesport and ...
From $326 per night (USD)VRBO
From $5126 per night (USD)VRBO
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
- Bedrooms:
- 7
- 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 $5126 per night (USD)VRBO
From $783 per night (USD)VRBO
Pristine new construction in the heart of the North Folk, just under an...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Please note that a reservation for this property needs to be approved before it is confirmed. Wine Country Pristine Pr ...
From $783 per night (USD)VRBO
From $687 per night (USD)Expedia
Charming 3-bedroom cottage in fabulous Greenport
- Bedrooms:
- 1
- 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 $687 per night (USD)Expedia
From $417 per night (USD)VRBO
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 $417 per night (USD)VRBO
From $2094 per night (USD)Expedia
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 $2094 per night (USD)Expedia
From $623 per night (USD)VRBO
Contemporary Southampton getaway, private heated pool, backed to wood...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Wooded Sensat ...
From $623 per night (USD)VRBO
From $712 per night (USD)VRBO
Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Water Mill Waterfront Wonder Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect for Families 3B ...
From $712 per night (USD)VRBO
From $1464 per night (USD)VRBO
Newly constructed modern home, bluestone patio, Gunite pool, indoor/outdoor...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Island View Oasis Newly constructed modern home, bluestone patio, Gunite pool, indoor/outdoor living, deep front porch, ...
From $1464 per night (USD)VRBO
From $1609 per night (USD)Expedia
Remarkable Hamptons estate, resort-style amenities, large pool, multiple...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
East Hampton Designer Dream Remarkable Hamptons estate, resort-style amenities, large pool, multiple outdoor areas with ...
From $1609 per night (USD)Expedia
From $743 per night (USD)VRBO
Charming Amagansett Cottage with Pool, Perfectly Situated near Town and...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Amagansett Hideaway Char ...
From $743 per night (USD)VRBO
From $965 per night (USD)VRBO
Water Views from Every Room, Open Floor Plan, Indoor/Outdoor Entertaining...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Waterview Retreat Water ...
From $965 per night (USD)VRBO
From $508 per night (USD)VRBO
Spacious East Hampton Retreat Minutes Away from East Hampton Village,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Quintessential East Hampton Spacious East Hampton Retreat Minutes Away from East Hampton Village, Private Pool, Perfect ...
From $508 per night (USD)VRBO
From $959 per night (USD)VRBO
Post-Modern Residence on 1.6 Acres, Spacious Living Areas Including a...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Exquisite in East Quogue ...
From $959 per night (USD)VRBO
From $566 per night (USD)VRBO
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fish Cove Waterfront BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK, CENTRALLY LOCATED 3BR/ ...
From $566 per night (USD)VRBO
From $1314 per night (USD)VRBO
Spacious East Hampton Home with Heated Pool, Minutes to Maidstone Park...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. The Harbor Escape Spacio ...
From $1314 per night (USD)VRBO
From $2846 per night (USD)VRBO
Spacious Southampton Home with Pool, Minutes to Shinnecock Hills Golf Club,...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Shinnecock Chic Spacious ...
From $2846 per night (USD)VRBO
From $403 per night (USD)Expedia
Modern home sited on a lush wood acre, stunning pool, covered deck, outdoor...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Minimalist Marvel in East Hampton Modern home sited on a lush wood acre, stunning pool, covered deck, outdoor shower, s ...
From $403 per night (USD)Expedia
From $329 per night (USD)VRBO
Modern and Cozy East Hampton Home Centrally Located Close to East Hampton...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Ranch Modern Modern and Cozy East Hampton Home Centrally Located Close to East Hampton and Sag Harbor, Perfect for ...
From $329 per night (USD)VRBO
From $3821 per night (USD)VRBO
Spacious and Modern Westhampton Beach Home, Close to Beaches and Town,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Westhampton Beach Modern ...
From $3821 per night (USD)VRBO
From $3853 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 $3853 per night (USD)VRBO
From $1534 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 $1534 per night (USD)VRBO
From $922 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 $922 per night (USD)VRBO
From $155 per night (USD)Expedia
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 $155 per night (USD)Expedia
From $1704 per night (USD)VRBO
Stunning Sag Harbor Estate on Over 3 Acres, Pool, Tennis, Perfect for Families
- Bedrooms:
- 6
- 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 $1704 per night (USD)VRBO
From $1158 per night (USD)VRBO
Traditional Home w/ English Gardens, Pool, Rec Room, Close to Ocean Beaches
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. English Gardens Traditio ...
From $1158 per night (USD)VRBO
From $1168 per night (USD)VRBO
Beautifully farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
<p>A short distance from ice skating, sailing, and more, this family-friendly vacation home lets you experience it all. ...
From $1168 per night (USD)VRBO
From $1649 per night (USD)VRBO
Spacious, Brand New Construction - East Hampton Home Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Springs Modern Spacious, ...
From $1649 per night (USD)VRBO
From $704 per night (USD)VRBO
Cozy Southampton home, close to town, beaches, private pool, perfect for...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Southampton Coastal Charm Cozy Southampton home, close to town, beaches, private pool, perfect for families 3BR/4BA: p ...
From $704 per night (USD)VRBO
From $2130 per night (USD)Expedia
180 Degree Ocean Views, Wide Deck with Fire Pit and Dining Table, Near...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Montauk Panorama 180 Degree Ocean Views, Wide Deck with Fire Pit and Dining Table, Near Gurney's Resort and Spa 7BR/6. ...
From $2130 per night (USD)Expedia
From $718 per night (USD)VRBO
Sophisticated 3-bedroom 3-bath house, desirable Sag Harbor Village location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Your home away from home in Sag Harbor Village, with three bedrooms, features one king bed (Primary with en suite bathro ...
From $718 per night (USD)VRBO
From $708 per night (USD)Expedia
2-bedroom designer bungalow with Hot Tub, 1GB FiOS, AC, steps from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
70steps to the Beach - 5 minutes to tea - a quiet getaway for 1 or 2 couples. 1GB Verizon FiOS for when you need to work ...
From $708 per night (USD)Expedia
Click For PricingVRBO
Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Experience Shelter Island like a local in this beautiful waterfront home. Main house with 3 bedrooms and 4.5 baths. Gues ...
Click For PricingVRBO
From $2924 per night (USD)Expedia
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy everything Westhampton Beach has to offer! Our renovated family home has 5 bedrooms (4 Queen beds, 1 Twin, + 1 Que ...
From $2924 per night (USD)Expedia
From $382 per night (USD)VRBO
Charming East Hampton Home, Private Heated Pool, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Serenity Charming East Hampton Home, Private Heated Pool, Perfect for Families 3BR/2BA: Private heated pool, o ...
From $382 per night (USD)VRBO
From $428 per night (USD)VRBO
Charming 2-bedroom home with AC in the heart of Wine Country
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stay comfortably in Southold at this 2-bedroom home. This gorgeous property features 1 queen bed and one full over queen ...
From $428 per night (USD)VRBO
Click For PricingVRBO
Bespoke Bayfront A-Frame – 298 Dune Rd, Westhampton Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream summer escape. Nestled between the shimmering waters of Moriches Bay and the rolling waves of the ...
Click For PricingVRBO
From $490 per night (USD)Expedia
Charming 2-bedroom cottage in Sag Harbor with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This pristine designers own 2 bedroom 2 full bath beach cottage was totally renovated, The ensuite Main bedroom has a b ...
From $490 per night (USD)Expedia
From $5450 per night (USD)VRBO
RYDER CUP ACCOMMODATION Central Location, <26 miles from Bethpage Black
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Less than 26 miles from Bethpage Black, your peaceful three bedroom, two bath home is located in beautiful Patchogue. ...
From $5450 per night (USD)VRBO
From $472 per night (USD)Expedia
Newly Renovated 4 BR Springs Cottage in East Hampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the beautiful Springs neighborhood of East Hampton, this beachy cottage offers a serene retreat just minutes ...
From $472 per night (USD)Expedia
From $1263 per night (USD)VRBO
Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sundeck Serenity Chic Hampton Bays escape with private pool, expansive sundeck, and seamless indoor-outdoor living 4BR ...
From $1263 per night (USD)VRBO
From $858 per night (USD)Expedia
Contemporary East Hampton Home, Outdoor Fireplace, Close to Town and Ocean...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
East Hampton Contemporary Contemporary East Hampton Home, Outdoor Fireplace, Close to Town and Ocean Beaches 3BR/3BA: ...
From $858 per night (USD)Expedia
From $2281 per night (USD)VRBO
Villa Verde - Sanctuary @ Bridge
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Luxurious 5-Bedroom, 4-Bath Home for Rent – Renovation Completed in 2025! Welcome to your dream getaway! This stunning ...
From $2281 per night (USD)VRBO
From $268 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Drake Inn Two-Bedroom - Unit 16 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $268 per night (USD)VRBO
From $242 per night (USD)VRBO
Charming East Hampton Home, private yard with fenced in pool, perfect for...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. The Driftwood House Char ...
From $242 per night (USD)VRBO
From $199 per night (USD)VRBO
Waterfront Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Resort...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Drake Inn Two-Bedroom - Unit 14 (Waterview) Waterfront Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Reso ...
From $199 per night (USD)VRBO
From $183 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 5 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $183 per night (USD)VRBO
From $216 per night (USD)VRBO
Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn Studio - Unit 15 Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront Property, Resort ...
From $216 per night (USD)VRBO
From $276 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Drake Inn Two-Bedroom - Unit 10 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $276 per night (USD)VRBO
From $204 per night (USD)VRBO
Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn Studio - Unit 8 Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront Property, Resort A ...
From $204 per night (USD)VRBO
From $252 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Drake Inn Two-Bedroom - Unit 9 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $252 per night (USD)VRBO
From $216 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 12 (Waterview) Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Prop ...
From $216 per night (USD)VRBO
From $185 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 4 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $185 per night (USD)VRBO
From $229 per night (USD)VRBO
Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn Studio - Unit 7 Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront Property, Resort A ...
From $229 per night (USD)VRBO
From $185 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 1 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $185 per night (USD)VRBO
From $181 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 3 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $181 per night (USD)VRBO
From $185 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 6 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $185 per night (USD)VRBO
From $181 per night (USD)VRBO
Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn One-Bedroom - Unit 2 Cottage Suite in Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Resort ...
From $181 per night (USD)VRBO
From $204 per night (USD)VRBO
Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Inn Studio - Unit 11 Standard Room in Boutique Hotel, the Heart of Hampton Bays, Waterfront Property, Resort ...
From $204 per night (USD)VRBO
From $581 per night (USD)VRBO
Serene Beach Cottage Robbins Rest, Fire Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your peaceful Robbins Rest, Fire Island getaway awaits at this fabulous 2-bedroom plus loft beach cottage. The hamlet i ...
From $581 per night (USD)VRBO
From $905 per night (USD)VRBO
Laid Back Montauk Home 2 Minutes from Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Montauk, this delightful house boasts 3 cozy bedrooms - one with a king bed and two with queen beds. Situated ...
From $905 per night (USD)VRBO
From $608 per night (USD)Expedia
Charming 3-bedroom house in enchanting Southampton Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Southampton at this adorable house. With 3 cozy bedrooms including a king, queen, and twin bed, guests can rel ...
From $608 per night (USD)Expedia
From $296 per night (USD)VRBO
Seashore Condo Hotel #12A, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located at the Seashore Condo Hotel, escape to Unit 12A. This charming ground-floor cedar-paneled room is your perfect ...
From $296 per night (USD)VRBO
Click For PricingExpedia
In town Charming Cape, Walkable to Main St Bridgehampton and Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming 3 bedroom home is the perfect summer getaway and home base for exploring all the Hamptons has to offer! A ...
Click For PricingExpedia
From $403 per night (USD)VRBO
Renovated Farmhouse-Style Home With Views of South Fork Country Club,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Amagansett Farmhouse Renovated Farmhouse-Style Home With Views of South Fork Country Club, Walking Distance to Amaganse ...
From $403 per night (USD)VRBO
From $531 per night (USD)VRBO
Renovated Farmhouse-Style Home With Country Club Views, Minutes to...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Amagansett Retreat Renov ...
From $531 per night (USD)VRBO
From $228 per night (USD)VRBO
Standalone Residence at Boutique Hotel, Heart of Hampton Bays, Waterfront...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Residence at The Drake Inn Standalone Residence at Boutique Hotel, Heart of Hampton Bays, Waterfront Property, Reso ...
From $228 per night (USD)VRBO
From $782 per night (USD)Expedia
Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Many large windows and sliders allow natural light to fill this 3-bedroom East Hampton retro-modern gem. With 2 queen be ...
From $782 per night (USD)Expedia
From $540 per night (USD)VRBO
Hamptons Getaway 3 Bed 2 Bath with Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to a fantastic 3-bedroom house in Hampton Bays. With a 3/4 seater hot tub in the back of the property.Along with ...
From $540 per night (USD)VRBO
From $1676 per night (USD)Expedia
Recently Renovated Designers Oasis in East Hampton, Close to Beaches, Great...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Designers Oasis Recently Renovated Designers Oasis in East Hampton, Close to Beaches, Great for Families 5BR/4BA: priv ...
From $1676 per night (USD)Expedia
From $1277 per night (USD)VRBO
North Fork Paradise
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>You'll find a kayak on site at this smoke-free vacation home. Jump into your car and make short work of the 2-minute ...
From $1277 per night (USD)VRBO
From $761 per night (USD)VRBO
Charming Hamptons Vacation Home awaits
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to relax in this brilliant 2-bedroom house in Eastport. This tranquil retreat features 1 king bed, 1 queen bed ...
From $761 per night (USD)VRBO
From $691 per night (USD)VRBO
Refined Coastal Living with Resort-Style Amenities in East Hampton
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Coastal Luxe East Hampton Refined Coastal Living with Resort-Style Amenities in East Hampton 5BR/5.5BA: Private heated ...
From $691 per night (USD)VRBO
From $1873 per night (USD)VRBO
Stunning Montauk Beach House with Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Custom built unique 4 bedroom, 2 1/2 bath, 3 level home on a quiet street in an upscale neighborhood close to the beach ...
From $1873 per night (USD)VRBO
From $521 per night (USD)VRBO
Seashore Condo Hotel Junior Suite First Floor, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located at the Seashore Condo Hotel, escape to Junior Suite First Floor. These charming first floor, cedar panel, adjo ...
From $521 per night (USD)VRBO
From $1722 per night (USD)Expedia
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Consider this house your home away from home while you visit Amagansett. This charming property boasts 4 bedrooms, inclu ...
From $1722 per night (USD)Expedia
From $747 per night (USD)VRBO
Shelter Island Spacious Getaway with Cozy Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Shelter Island’s Hidden Gem! Walking distance to multiple beaches this charming 3-bedroom, 2-bath home is your ...
From $747 per night (USD)VRBO
From $750 per night (USD)VRBO
Pet Friendly Hamptons Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Conveniently located near Tiana Bay and Dune Road Beaches, Cabin By The Sea is a perfect summer escape. Located steps fr ...
From $750 per night (USD)VRBO
From $443 per night (USD)VRBO
Charming 2 bedroom house in Quaint New Suffolk -short walk to New suffolk Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beautiful North Fork home with a water view in the charming hamlet of New Suffolk. This is a clean, bright, and recently ...
From $443 per night (USD)VRBO
From $1414 per night (USD)VRBO
Pines Midcentury 3-bedroom house with AC, WiFi in fabulous Fire Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this charming house in Fire Island. This phenomenal property boasts 3 bedrooms, including 1 queen bed and 2 f ...
From $1414 per night (USD)VRBO
From $647 per night (USD)VRBO
Your North Fork Happy Place—New Reno Built for Families w/Pool, Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Tucked in the heart of Cutchogue, this newly renovated 3BR, 3 Bath beach house is your personal slice of North Fork para ...
From $647 per night (USD)VRBO
From $2285 per night (USD)VRBO
Hamptons Beach House /with private pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to the ultimate group getaway in the heart of the Hamptons! This beautifully designed home comfortably accommodat ...
From $2285 per night (USD)VRBO