Suffolk Area Rentals
From $346 per night (USD)VRBO
Central 2BR, Garden Suite, Top Amenities & Care!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Diamond Spaces — where style, comfort, and nature meet for an unforgettable stay. Indulge in thoughtfully cur ...
From $346 per night (USD)VRBO
From $594 per night (USD)VRBO
Charming newly renovated 2-bedroom cottage with WiFi, AC,Parking spot Huntington
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect blend of comfort and tranquility in this charming rental cottage that just finished renovations in May 2026. ...
From $594 per night (USD)VRBO
From $1670 per night (USD)VRBO
Serenity near beach in East Hampton northwest
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sophisticated 3000+/- sq ft contemporary is located in the desirable Landfall community of the Northwest Woods, East Ham ...
From $1670 per night (USD)VRBO
From $10521 per night (USD)VRBO
Beachfront Mega Mansion
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 38
Beachfront modern newly renovated Mega Mansion 25k SF on 9 Acres gated. This very private compound including many amenit ...
From $10521 per night (USD)VRBO
From $1314 per night (USD)VRBO
Spacious 6-bedroom house in lovely Amagansett North/East Hampton with w/pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Located in East Hampton, this gorgeous house offers 6 bedrooms with a mix of full, queen, and king beds. ( see pics) wit ...
From $1314 per night (USD)VRBO
From $2049 per night (USD)VRBO
Walk to the Ditch Plains Beach from this 6 bedroom Spacious Modern Surf House!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This Ditch Plains Modern Surf House offers 6 bedrooms, and 5.5 bathrooms. The Master suite makes up the entire 2nd floor ...
From $2049 per night (USD)VRBO
From $1258 per night (USD)VRBO
Delightful 4-bedroom house with VIEW in Montauk! LOCATION, LOCATION, LOCATION!!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This Montauk home is the perfect place to relax, unwind and enjoy the magic of Montauk in the summertime. Situated atop ...
From $1258 per night (USD)VRBO
From $550 per night (USD)VRBO
Expansive North Fork Estate on almost 3 Acres, Close to Vineyards and...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. North Fork Farmhouse Exp ...
From $550 per night (USD)VRBO
From $1206 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 $1206 per night (USD)VRBO
From $989 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 $989 per night (USD)Expedia
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Escape to serene 3BR Cutchogue haven with heated 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 ...
Click For PricingVRBO
From $903 per night (USD)Expedia
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 $903 per night (USD)Expedia
From $554 per night (USD)VRBO
Brand New Hampton Bays Home with Modern Design, Private Pool, Perfect for...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Hampton Bays Modern Brand New Hampton Bays Home with Modern Design, Private Pool, Perfect for Families 3BR/3BA: privat ...
From $554 per night (USD)VRBO
From $887 per night (USD)VRBO
Designer Megan Odabash Elegant Beachy Sag Harbor Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Consider this Elegant luxury house your home away from home while you visit Sag Harbor. There is 3 large Master Bedro ...
From $887 per night (USD)VRBO
From $3717 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 $3717 per night (USD)VRBO
From $1418 per night (USD)Expedia
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 $1418 per night (USD)Expedia
From $1737 per night (USD)VRBO
Spacious Montauk Home with Water Views, Private Pool, Perfect for Families,...
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Montauk Lake View Spacious Montauk Home with Water Views, Private Pool, Perfect for Families, Close to Montauk Beaches ...
From $1737 per night (USD)VRBO
From $2184 per night (USD)Expedia
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 $2184 per night (USD)Expedia
From $7279 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 $7279 per night (USD)VRBO
From $1734 per night (USD)VRBO
Expansive Quiogue Home Between Westhampton and Quogue, Private Pool and...
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Quiogue Estate Expansive ...
From $1734 per night (USD)VRBO
From $1054 per night (USD)VRBO
Cozy North Fork Home Among the Best Wineries in the Northeast, Minutes to...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Paumanok Vineyards Guest ...
From $1054 per night (USD)VRBO
From $1814 per night (USD)VRBO
HGTV Designed Sag Harbor Ranch & Bungalow on the bay, heated gunite pool,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Sag Harbor Bungalow HGTV ...
From $1814 per night (USD)VRBO
From $2845 per night (USD)VRBO
Stunning, Contemporary Southampton Home Near Town Beaches and Downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Whites Lane Wonder Stunn ...
From $2845 per night (USD)VRBO
From $1186 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 $1186 per night (USD)VRBO
From $1385 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 $1385 per night (USD)VRBO
From $3273 per night (USD)VRBO
Remarkable Hamptons estate, resort-style amenities, large pool, multiple...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Designer Dre ...
From $3273 per night (USD)VRBO
From $2478 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 $2478 per night (USD)VRBO
From $2138 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 $2138 per night (USD)VRBO
From $773 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 $773 per night (USD)VRBO
From $882 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 $882 per night (USD)Expedia
From $867 per night (USD)VRBO
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Fish Cove Waterfront BEA ...
From $867 per night (USD)VRBO
From $2193 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 $2193 per night (USD)VRBO
From $1368 per night (USD)VRBO
Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Class ...
From $1368 per night (USD)VRBO
From $2388 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 $2388 per night (USD)VRBO
From $1165 per night (USD)VRBO
North Fork Summer Escape - 5BR Waterfront Home with Private Beach Access
- 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 $1165 per night (USD)VRBO
From $1268 per night (USD)Expedia
The North Fork Summer House
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This luxurious 4,800 sq ft modern farmhouse sits on 5 serene acres of lawns, meadows, and woodlands in North Fork's wine ...
From $1268 per night (USD)Expedia
From $270 per night (USD)VRBO
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Your Private Ronkonkoma Retreat Escape to this bright, modern guesthouse just minutes from scenic Lake Ronko ...
From $270 per night (USD)VRBO
From $1676 per night (USD)VRBO
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 $1676 per night (USD)VRBO
From $3135 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 $3135 per night (USD)VRBO
From $682 per night (USD)Expedia
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 $682 per night (USD)Expedia
From $1113 per night (USD)VRBO
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 $1113 per night (USD)VRBO
From $1317 per night (USD)Expedia
3BR secluded gem w/ pool, minutes to beaches/marinas, walk to town & restaurants
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom secluded enclave minutes from bay and ocean beaches, marinas and restaurants, as well as Shinnecock Hills ...
From $1317 per night (USD)Expedia
From $2153 per night (USD)VRBO
Warm, Inviting Beachhouse with Spa in Great Location of Montauk! RR-26-911
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Enjoy a peaceful stay at this 6-bedroom house with freshwater salt system spa in Montauk. Walking distance to the Block ...
From $2153 per night (USD)VRBO
From $1997 per night (USD)VRBO
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 ...
From $1997 per night (USD)VRBO
From $2851 per night (USD)VRBO
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 $2851 per night (USD)VRBO
From $1072 per night (USD)Expedia
Charming East Hampton Home, Private Heated Pool, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Coastal Serenity Charming East Hampton Home, Private Heated Pool, Perfect for Families 4BR/3BA: Private heated pool, o ...
From $1072 per night (USD)Expedia
From $1598 per night (USD)VRBO
Charming Newly Built 4-bedroom house in Hampton Bays
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your home away from home in Hampton Bays with 4 bedrooms. This cool house features 1 king bed and 3 queen beds, perfect ...
From $1598 per night (USD)VRBO
From $548 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 $548 per night (USD)Expedia
From $1140 per night (USD)VRBO
Springs Cottage with Large Outdoor Living Space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Located in the beautiful Springs neighborhood of East Hampton, this beachy cottage offers a serene retreat just minutes ...
From $1140 per night (USD)VRBO
From $163 per night (USD)Expedia
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Dix Hills, enjoy what this 1-bedroom with 2 full beds apartment has to offer. This lovely property features W ...
From $163 per night (USD)Expedia
From $1176 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 $1176 per night (USD)VRBO
From $384 per night (USD)Expedia
Seashore Condo Hotel #17, 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 17. This charming second-floor room is your perfect home base for a ...
From $384 per night (USD)Expedia
From $393 per night (USD)VRBO
Seashore Condo Hotel #15, 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 15. This charming second-floor wood-paneled room is your perfect ho ...
From $393 per night (USD)VRBO
From $384 per night (USD)Expedia
Seashore Condo Hotel #18, 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 18. This charming second floor room is your perfect home base for a ...
From $384 per night (USD)Expedia
From $393 per night (USD)VRBO
Seashore Condo Hotel #19, 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 19. This charming ground-floor wood-paneled room is your perfect ho ...
From $393 per night (USD)VRBO
From $393 per night (USD)Expedia
Seashore Condo Hotel #20, 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 20. This charming second-floor room is your perfect home base for a ...
From $393 per night (USD)Expedia
From $457 per night (USD)VRBO
Seashore Condo Hotel #12B, 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 12B. This charming 2nd floor room with a deck and views of the bay ...
From $457 per night (USD)VRBO
From $384 per night (USD)Expedia
Seashore Condo Hotel #16, 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 16. This charming second-floor wood-paneled room is your perfect ho ...
From $384 per night (USD)Expedia
From $384 per night (USD)VRBO
Seashore Condo Hotel #5, 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 5. This charming ground-floor room is your perfect home base for a ...
From $384 per night (USD)VRBO
From $393 per night (USD)Expedia
Seashore Condo Hotel #11, 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 11. This charming ground-floor cedar-paneled room is your perfect h ...
From $393 per night (USD)Expedia
From $771 per night (USD)VRBO
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 $771 per night (USD)VRBO
From $6470 per night (USD)VRBO
New Minimalist Waterfront
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 6
Perched high above Gardiner’s Bay on a private bluff, this extraordinary 5,000 sq. ft. glass-wrapped residence by acclai ...
From $6470 per night (USD)VRBO
From $1350 per night (USD)VRBO
Sag Harbor 2BR Townhome w/Patio, Smart Home & Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand-new luxury 2BR/2BA Townhome in the heart of Sag Harbor Village! Professionally designed with high-end finishes, a ...
From $1350 per night (USD)VRBO
From $1339 per night (USD)VRBO
Contemporary East Hampton Home, Outdoor Fireplace, Close to Town and Ocean...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Contemporary ...
From $1339 per night (USD)VRBO
From $384 per night (USD)VRBO
Cozy Cottage Steps from the Beach in the North Fork
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in this sun-drenched, tree-shaded beach cottage perched on a bluff overlooking the Long Island Sound available f ...
From $384 per night (USD)VRBO
From $2629 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 $2629 per night (USD)VRBO
From $384 per night (USD)VRBO
Seashore Condo Hotel #24, 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 24. This charming ground-floor cedar-paneled room is your perfect h ...
From $384 per night (USD)VRBO
From $343 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 $343 per night (USD)VRBO
From $3413 per night (USD)VRBO
One of a Kind Glasshouse in Amagansett
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
A one-of-a-kind architectural masterpiece in the heart of Amagansett. This 10,000 sq ft smart home features 6 luxurious ...
From $3413 per night (USD)VRBO
From $384 per night (USD)Expedia
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 $384 per night (USD)Expedia
From $563 per night (USD)VRBO
Walk to Amagansett Beach: Cottage w/ Deck!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Designed by Architect Alfred Scheffer | BBQ Ready | Pet Friendly With all of the comforts of home, this 4-bed, 2-bath v ...
From $563 per night (USD)VRBO
From $1069 per night (USD)Expedia
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Surf by the Sound—your cozy Montauk beach retreat. Just a 3-minute stroll to the sand and 5 minutes from town ...
From $1069 per night (USD)Expedia
From $1216 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 $1216 per night (USD)VRBO
From $586 per night (USD)VRBO
Charming 3-bedroom house in delightful East Hampton Springs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay comfortably in East Hampton at this 3-bedroom house. The bedrooms feature 2 queen beds and 1 full bed, and loft wit ...
From $586 per night (USD)VRBO
From $299 per night (USD)VRBO
Ocean View 2BR Cottage just 100' off the expansive Fire Island ocean beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
With 2 bedrooms, 1 bath, plus day-beds, this home sleeps 6, and offers perfect indoor/outdoor living with wrap-around de ...
From $299 per night (USD)VRBO
From $621 per night (USD)Expedia
Charming 4 bedroom house in heart of Bellport Village. Spring/summer/fall rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming and spacious four bedroom house in the heart of Bellport Village with original details. House comes with full f ...
From $621 per night (USD)Expedia
From $2425 per night (USD)VRBO
Charming 3-bedroom house in lovely Hampton Bays - your perfect summer escape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Blue House, your perfect Hamptons summer vacation. This charming 3-bedroom, 2-bathroom home is designed ...
From $2425 per night (USD)VRBO
From $863 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 $863 per night (USD)Expedia
From $816 per night (USD)VRBO
Dog 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 $816 per night (USD)VRBO
From $907 per night (USD)Expedia
Shelter Island Spacious Family Getaway steps from beaches
- 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 $907 per night (USD)Expedia
From $704 per night (USD)VRBO
Adorable 3-bedroom cottage on magical Gerard Drive in East Hampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Relax and unwind in this adorable 3-bedroom gem on magical Gerard Drive. Enjoy the spectacular water views of Gardiners ...
From $704 per night (USD)VRBO
From $1312 per night (USD)VRBO
Charming 3-bedroom house with Pool in Hampton Bays Breathtaking Bay views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Minutes from Wineries and US Open Golf at Shinnecock Hills Nestled in a serene location with breathtaking views of Shinn ...
From $1312 per night (USD)VRBO
From $419 per night (USD)VRBO
CHARMING APARTMENT WITH SEPARATE ENTRANCE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Southampton like a local in this 1-bedroom apartment. The apartment has a full kitchen and ,living area The c ...
From $419 per night (USD)VRBO
From $741 per night (USD)Expedia
Hamptons Retreat • Hot Tub • Minutes to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to a fantastic 3-bedroom house in Hampton Bays. With a 4 seater hot tub in the back of the property.Along with an ...
From $741 per night (USD)Expedia
From $1943 per night (USD)VRBO
Recently Renovated Designers Oasis in East Hampton, Close to Beaches, Great...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Designers Oasis Recently Renovated Designers Oasis in East Hampton, Close to Beaches, Great for Families 5BR/4BA: priv ...
From $1943 per night (USD)VRBO
From $793 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 $793 per night (USD)VRBO
From $878 per night (USD)VRBO
3-bedroom house with wooded views and private, heated pool in Sag Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on a quiet, tree-lined road this stunning 3- bedroom, 2- bathroom home offers the perfect blend of privacy, comf ...
From $878 per night (USD)VRBO
From $2290 per night (USD)Expedia
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 $2290 per night (USD)Expedia
From $2530 per night (USD)VRBO
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 $2530 per night (USD)VRBO
From $506 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 $506 per night (USD)VRBO
From $1677 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 $1677 per night (USD)VRBO
From $1327 per night (USD)Expedia
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Located in Ocean Bay Park ,right on the bay, enjoy what this 5-bedroom house has to offer. With 1 double bed, 7 twin be ...
From $1327 per night (USD)Expedia
From $737 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 $737 per night (USD)VRBO
From $2587 per night (USD)VRBO
Hamptons Beach House /with private pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Escape to the ultimate group getaway in the heart of the Hamptons! This beautifully designed home comfortably accommodat ...
From $2587 per night (USD)VRBO
From $1313 per night (USD)VRBO
Estate Setting At The Gateway To The Hamptons
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A Victorian home totaly remodeled 5 star property sitting on 2.2 acres in a totally secluded stress free environment. Th ...
From $1313 per night (USD)VRBO
From $433 per night (USD)Expedia
Charming Hampton Bays Home Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the Hamptons and enjoy a relaxing stay in this charming Hampton Bays retreat—perfect for beach days, summer ge ...
From $433 per night (USD)Expedia
From $388 per night (USD)VRBO
Perfect 3-bedroom house with AC in lovely Bay Shore
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This Bay Shore house boasts 3 inviting bedrooms designed for a peaceful retreat. Guests enjoy a cool atmosphere with air ...
From $388 per night (USD)VRBO
From $498 per night (USD)Expedia
Beautiful 5-bedroom house with AC in wonderful Bay Shore
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Unwind in Bay Shore at this adorable house. With five cozy bedrooms and three bathrooms, there’s plenty of space for gue ...
From $498 per night (USD)Expedia
From $1209 per night (USD)VRBO
Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully curated retreat blends light-filled interiors with layered outdoor living spaces, creating an effortles ...
From $1209 per night (USD)VRBO
From $3364 per night (USD)Expedia
Peconic Bay Escape ~ Pool, Hot Tub and 4BD ~ 1 Acre Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to the quiet side of the Hamptons in this newly renovated 3-story retreat tucked into the woods between Sag Harbo ...
From $3364 per night (USD)Expedia