
Suffolk Area Rentals

- From $644 per night (USD)
VRBO
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 $644 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $955 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 $955 per night (USD)VRBO
- From $2243 per night (USD)
Expedia
Charming, Stand-alone, ADA Accessible, Garden Cottage at Historic Canoe...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Canoe Place Inn & Cottages - Cottage 401 Charming, Stand-alone, ADA Accessible, Garden Cottage at Historic Canoe Place ...
From $2243 per night (USD)Expedia
- From $1506 per night (USD)
VRBO
Charming, Stand-alone, Single-story Garden Cottage at Historic Canoe Place Inn
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Canoe Place Inn & Cottages - Cottage 402 Charming, Stand-alone, Single-story Garden Cottage at Historic Canoe Place Inn ...
From $1506 per night (USD)VRBO
- From $3375 per night (USD)
Expedia
Charming, Stand-alone, 2-Story, Garden Cottage at Historic Canoe Place Inn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Canoe Place Inn & Cottages - Cottage 404 Charming, Stand-alone, 2-Story, Garden Cottage at Historic Canoe Place Inn 3B ...
From $3375 per night (USD)Expedia
- From $483 per night (USD)
VRBO
Huge Modern Jamesport Home with Decks & Balconies Near Beaches & Wineries!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This custom-built, modern home in Jamesport is close to Riverhead’s wineries, the Great Peconic Marina, and beaches. Ide ...
From $483 per night (USD)VRBO
- Click For Pricing
Expedia
Quogue Village Contemporary with Pool, Spa, & Har-Tru Tennis Court
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience luxury summer living in Quogue in this immaculate maintained contemporary home with Quogue Village Beach acce ...
Click For PricingExpedia
- From $1369 per night (USD)
VRBO
Stunning Harbor View Retreat w/ Spa Facility, Pool, Bikes, Tennis & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $1369 per night (USD)VRBO
- From $1133 per night (USD)
Expedia
Charming Harbor View Suite – Fireplace, Bikes, & Shuttle to Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $1133 per night (USD)Expedia
- From $1651 per night (USD)
VRBO
Relaxing Harborfront Stay! Private Balcony, Complimentary Bikes & Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $1651 per night (USD)VRBO
- From $627 per night (USD)
Expedia
5 houses from the beach, and 5 minutes from town -- Ocean Beach 3-BR hideaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
With a big outdoor deck, and an oversized living space inside, you'll have a classic Fire Island experience rain or shin ...
From $627 per night (USD)Expedia
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $342 per night (USD)
Expedia
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 $342 per night (USD)Expedia
- From $558 per night (USD)
VRBO
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 $558 per night (USD)VRBO
- From $534 per night (USD)
Expedia
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 $534 per night (USD)Expedia
- From $558 per night (USD)
VRBO
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 $558 per night (USD)VRBO
- From $889 per night (USD)
Expedia
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 $889 per night (USD)Expedia
- From $302 per night (USD)
VRBO
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 $302 per night (USD)VRBO
- From $668 per night (USD)
Expedia
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 $668 per night (USD)Expedia
- From $302 per night (USD)
VRBO
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 $302 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Seashore Condo Hotel #10, 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 10. This charming ground-floor cedar-paneled room is your perfect h ...
From $342 per night (USD)Expedia
- From $912 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 $912 per night (USD)VRBO
- From $540 per night (USD)
Expedia
Blue Cottage East Setauket
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This charming blue cottage in East Setauket offers five bedrooms, three baths, and a perfect mix of comfort and style. S ...
From $540 per night (USD)Expedia
- From $8605 per night (USD)
VRBO
New Minimalist Waterfront
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 6
Experience unparalleled luxury in this brand-new, architecturally stunning minimalist residence. Perched atop a 150-foot ...
From $8605 per night (USD)VRBO
- From $1201 per night (USD)
Expedia
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 $1201 per night (USD)Expedia
- From $1261 per night (USD)
VRBO
Charming, Stand-alone, Single-story Garden Cottage at Historic Canoe Place Inn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Canoe Place Inn & Cottages - Cottage 403 Charming, Stand-alone, Single-story Garden Cottage at Historic Canoe Place Inn ...
From $1261 per night (USD)VRBO
- From $547 per night (USD)
Expedia
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 $547 per night (USD)Expedia
- From $1083 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 $1083 per night (USD)VRBO
- From $2465 per night (USD)
Expedia
Modern, resort-style retreat in the heart of Shinnecock Hills, luxurious...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton Modern Retreat Modern, resort-style retreat in the heart of Shinnecock Hills, luxurious indoor-outdoor livi ...
From $2465 per night (USD)Expedia
- From $347 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 $347 per night (USD)VRBO
- From $6856 per night (USD)
VRBO
Bay Views, Well Landscaped Gardens, Close to Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 9
Please note that a reservation for this property needs to be approved before it is confirmed. Erica's Lane Bay Views, ...
From $6856 per night (USD)VRBO
- From $1998 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 $1998 per night (USD)VRBO
- Click For Pricing
Expedia
5-bedroom Summer Club Fire Island Ocean Beach Sunset Views Pool Tennis Gym
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Experience Fire Island Summer Club Adjacent to Ocean Beachlike a local in this 5-bedroom house. With 4 king beds and 1 ...
Click For PricingExpedia
- From $2642 per night (USD)
VRBO
Luxurious, Modern East Hampton Home, Private Heated Pool, Designer Interiors
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
The Serenity Estate Luxurious, Modern East Hampton Home, Private Heated Pool, Designer Interiors 5BR/5.5BA: Private he ...
From $2642 per night (USD)VRBO
- From $1583 per night (USD)
Expedia
Designer 5-bedroom farmhouse in charming Brookhaven Hamlet w/ pool & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Fireplace Farmhouse: rustic luxury on 1.5 acres of lush gardens. The farmhouse boasts five spacious bedrooms over three ...
From $1583 per night (USD)Expedia
- From $534 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 $534 per night (USD)VRBO
- From $285 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 $285 per night (USD)VRBO
- From $354 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 $354 per night (USD)VRBO
- From $6394 per night (USD)
Expedia
Beautiful and Spacious East Hampton Home with Modern Design Close to Town,...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Palma House Beautiful and Spacious East Hampton Home with Modern Design Close to Town, Private Pool, Perfect for Famili ...
From $6394 per night (USD)Expedia
- From $293 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 $293 per night (USD)VRBO
- From $228 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 $228 per night (USD)VRBO
- From $243 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 $243 per night (USD)VRBO
- From $263 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 $263 per night (USD)VRBO
- From $239 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 $239 per night (USD)VRBO
- From $225 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 $225 per night (USD)VRBO
- From $219 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 $219 per night (USD)VRBO
- From $214 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 $214 per night (USD)VRBO
- From $256 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 $256 per night (USD)VRBO
- From $204 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 $204 per night (USD)VRBO
- From $211 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 $211 per night (USD)VRBO
- From $234 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 $234 per night (USD)VRBO
- From $202 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 $202 per night (USD)VRBO
- From $232 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 $232 per night (USD)VRBO
- From $581 per night (USD)
VRBO
Serene Beach Cottage Robbins Rest, Fire Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
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 $3219 per night (USD)
Expedia
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 $3219 per night (USD)Expedia
- From $298 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 $298 per night (USD)VRBO
- From $451 per night (USD)
Expedia
Cozy 1-bedroom,sleeps 4, Apt on Main St in Westhampton Beach with WiFi, AC, Kit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stylish Stay in the Heart of Westhampton Beach! -Walk to Everything! Welcome to your perfect Westhampton Beach getaway ...
From $451 per night (USD)Expedia
- From $294 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 $294 per night (USD)VRBO
- Click For Pricing
Expedia
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 $336 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 $336 per night (USD)VRBO
- From $514 per night (USD)
Expedia
\"Relaxing 2-Bedroom Retreat Minutes from Stunning Beaches and local Wineries!\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Escape to our charming two-bedroom apartment, just a delight 10 min stroll from golden sands of the beach! Perfect coupl ...
From $514 per night (USD)Expedia
- From $593 per night (USD)
VRBO
Montauk Escape—3BR, 2BA, Steps from the Beach, BBQ Grill, 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 $593 per night (USD)VRBO
- From $439 per night (USD)
Expedia
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 $439 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Renovated Farmhouse-Style Home With Country Club Views, Minutes to...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amagansett Retreat Renovated Farmhouse-Style Home With Country Club Views, Minutes to Amagansett Town 3BR/2.5BA + addi ...
From $604 per night (USD)VRBO
- From $1110 per night (USD)
Expedia
Peaceful Hilltop 2-acre Retreat w/ Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Serene 2-acre hill property luxuriously refreshed and updated with large ion pool, bluestone deck, Finnish sauna and 2 f ...
From $1110 per night (USD)Expedia
- From $831 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 $831 per night (USD)VRBO
- From $294 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 $294 per night (USD)VRBO
- From $562 per night (USD)
VRBO
Charming 4 bedroom house in heart of Bellport Village. Summer season rental 18k
- 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 $562 per night (USD)VRBO
- From $1502 per night (USD)
Expedia
Spacious 6-bedroom house with Large Pool near the ocean and Southampton Village
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Experience the charm of Southampton in this spacious and welcoming 6-bedroom home. With five queen beds and one king bed ...
From $1502 per night (USD)Expedia
- From $776 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 $776 per night (USD)VRBO
- From $795 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 $795 per night (USD)Expedia
- From $771 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 $771 per night (USD)VRBO
- Click For Pricing
Expedia
Modern Luxury • Private Escape
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Escape to this luxurious, design-forward Southampton retreat! Featuring 4 spacious bedrooms + 2 bonus rooms, sleek inter ...
Click For PricingExpedia
- From $1643 per night (USD)
VRBO
East Hampton / Springs. Charming 4 & a half bedroom house with pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located in East Hampton / Springs, this wonderful house boasts 4 bedrooms including-- a king, a full, two twins, and a q ...
From $1643 per night (USD)VRBO
- From $758 per night (USD)
Expedia
Family Beach Getaway – 3BR Home w/ Yard, Playroom & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Shelter Island’s Hidden Gem! Just two blocks from Hay Beach, this charming 3-bedroom, 2-bath home is your perf ...
From $758 per night (USD)Expedia
- From $3313 per night (USD)
VRBO
Luxury 4 BR, 4.5 bath bay front home in Fire Island Pines with full amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This 3200 sq ft 4-bedroom home is perfect for your escape to Fire Island that easily sleep 8-10 people. The house is lo ...
From $3313 per night (USD)VRBO
- From $1391 per night (USD)
Expedia
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 $1391 per night (USD)Expedia
- From $2509 per night (USD)
VRBO
Prestine 5-bedroom house in East Hampton, walk to town and ocean beaches.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Best location just outside village ! East Hampton is waiting for you at this 5-bedroom /4 full bath ranch home with newl ...
From $2509 per night (USD)VRBO
- From $1218 per night (USD)
VRBO
Charming 3-bedroom house with Pool in Hampton Bays Breathtaking Bay views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled in a serene location with breathtaking views of Shinnecock Bay, this exquisite waterfront home offers an unparal ...
From $1218 per night (USD)VRBO
- Click For Pricing
VRBO
Exquisite Brand Newly Renovaged 5-bedroom house Unbeatable location in WaterMill
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Experience Water Mill like a Hamptons socialite in this 5-bedroom house right near the beach. With 2 king beds, 1 twin b ...
Click For PricingVRBO
- From $1771 per night (USD)
Expedia
Renovated Hilltop Villa on 2-Acre Gated Property
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled atop a hill in the heart of Water Mill, the beautiful interiors of this quiet 5-bed / 4-bath modern home are ins ...
From $1771 per night (USD)Expedia
- From $347 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 $347 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Charming 3-bedroom house in lovely Dix Hills with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Premium Short & Long-Term Housing for Corporate & Business Travelers Welcome to your home away from home! Our fully fur ...
From $349 per night (USD)Expedia
- From $961 per night (USD)
VRBO
Designer spacious Hamptons Getaway – 4BR Oasis with Pool in East Quogue
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Consider this house your home away from home while you visit the Hamptons! This beautiful property features 4 king bedro ...
From $961 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the whole family or friends at this 1 bed room accessory apartment. It’s cozy, well lit, spacious and quiet. ...
From $167 per night (USD)Expedia
- From $2217 per night (USD)
VRBO
6-bedroom house in Bridgehampton with pool and tennis
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Charming 6 Bedroom, 4.5 Bath house in heart of Bridgehampton. With beautiful sunken Har-Tru Tennis Court with lights and ...
From $2217 per night (USD)VRBO
- From $714 per night (USD)
Expedia
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 $714 per night (USD)Expedia
- From $2704 per night (USD)
VRBO
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 $2704 per night (USD)VRBO
- From $1277 per night (USD)
Expedia
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)Expedia
- From $617 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 $617 per night (USD)VRBO
- From $774 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 $774 per night (USD)VRBO
- From $959 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 $959 per night (USD)VRBO
- From $2383 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 $2383 per night (USD)VRBO
- From $527 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 $527 per night (USD)VRBO
- From $1815 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 $1815 per night (USD)Expedia
- From $857 per night (USD)
VRBO
Southampton, waterfront, min to the village and beaches, south of the highway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This Southampton house boasts 2 inviting bedrooms - one with a queen bed and the other with a twin bed. With 2 bathrooms ...
From $857 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Spectacular 1-bedroom renovated Montauk apartment with amazing views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Montauk condominium at Rough Riders Landing with impressive water views. Property features Pool, Hot Tub, Sauna, Tennis ...
From $694 per night (USD)Expedia
- From $455 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 $455 per night (USD)VRBO
- From $1380 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 $1380 per night (USD)VRBO