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Luxury Holiday Rentals and Houses in Hamptons, NY
Holiday Rentals
USA
New York (NY)
Long Island
Hamptons
Hamptons Luxury Holiday Homes
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Bedrooms
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Bathrooms
Any
Amenities
Internet or Wifi (2,791)
Air Conditioning (2,756)
Washer/Dryer (2,608)
Grill (2,322)
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Suitability
Kid friendly (2,672)
Pet friendly (1,184)
Smoking allowed (77)
Elder access (31)
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Property type
Holiday Rental House (2,718)
Condominium/Apartment (150)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (319)
Boat Available (140)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Montauk Point Lighthouse
Cooper's Beach
Long Island Aquarium
Ponquogue Beach
Main Beach
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2,868 rentals
in Hamptons.
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
31
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Classic East Hampton 5 BR in Private Beach Community.Pool, HotTub & Pirate Ship
29
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
North Fork Escape
22
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Beautiful Beach House Amazing Location Still Available for July
11
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Stunning Hampton Holiday Family Fantasy for your Team
19
Holiday Rental House
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5 bedrooms
7 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Beautiful Family Home Nestled In The Heart Of Sagaponack
19
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Completely Renovated House Steps To The Beach In Heart of North Fork Wineries
17
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
Gorgeous private Hamptons house with pool and volleyball court
16
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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As seen on
Designer East Hampton Getaway
13
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 16
Match:
Sleeps
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As seen on
Come to the Hamptons and Getaway!
6
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
20
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Relaxing Lake Retreat
15
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Brand New Montauk Home, Winter Sunset View, Walk to Beaches and Restaurants
14
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!
24
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Waterfront Cottage Perfection
37
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
27
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
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As seen on
Montauk Mansion INDOOR + OUTDOOR POOLS
15
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
78
Holiday Rental House
View on map
4 bedrooms
5 bathrooms
Sleeps 7
Match:
Sleeps
More info
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As seen on
Ditch Plains Beach Cottage- Walk to Beach
18
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Fairy Tale Guest Cottage in Magic Garden by Pool
18
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
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As seen on
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
21
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Oceanfront Home In Downtown Montauk!!! Private Ocean Beach Path!!
13
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Coastal Retreat, Private Beach Access, and Pool Paradise in East Hampton
11
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Hampton’s Haven:Heated Pool & Hot Tub!Game Room GigWiFi! 2 miles to Rogers Beach
22
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Ocean View Modern Cottage —Walk to Town, Beach Pass Included.
19
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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As seen on
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
90
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
12
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Sag Harbor Suite by the Beach
10
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Escape to Sag Harbor
17
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa
16
Holiday Rental House
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7 bedrooms
6 bathrooms
Sleeps 16
Match:
Sleeps
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As seen on
� DUNE ROAD STEPS TO THE OCEAN - 4 BEDROOM HOME ⛱ �
16
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
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As seen on
Gorgeous Ditch Plains Beach House
65
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
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As seen on
Luxury Home W/ Huge Rap Around deck largest Pool on ocean private large dining
59
Holiday Rental House
View on map
6 bedrooms
4 bathrooms
Sleeps 13
Match:
Sleeps
More info
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As seen on
Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated
10
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
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As seen on
Relaxing Lake Montauk Retreat
10
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
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As seen on
Summer 2025 Now Available! Wolffer Vineyard Close!
18
Holiday Rental House
View on map
7 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
More info
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As seen on
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
17
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Luxury Home-spectacular Water View, Sunsets, Gorgeous Pool, Direct Water Access
Holiday Rental House
View on map
6 bedrooms
5 bathrooms
Sleeps 15
Match:
Sleeps
More info
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As seen on
Walk to the Village! Charming modern farmhouse.
15
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
30
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Newly renovated Waterfront condo with amazing views, private beach, pool & more
10
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
21
Holiday Rental House
View on map
7 bedrooms
6 bathrooms
Sleeps 13
Match:
Sleeps
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As seen on
Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
13
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
9
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!
7
Holiday Rental House
View on map
6 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
12
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
More info
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As seen on
Heart of Westhampton Village
41
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor
13
Holiday Rental House
View on map
7 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
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