Airbnb, Vacation Rentals in Cutchogue, NY

Compare 5,426 available beachfront holiday vacation home properties, starts from $19

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Airbnb, Vacation rentals and hotel deals in Cutchogue, NY

Welcome to “The Last Resort 2”
Welcome to “The Last Resort 2”
Welcome to “The Last Resort 2”
Welcome to “The Last Resort 2”
9.6 (6 reviews)
Welcome to “The Last Resort 2”
Holiday home · 2 Guests · 1 Bedroom
$119 /night*
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The Bentley Hotel Southampton
The Bentley Hotel Southampton
The Bentley Hotel Southampton
The Bentley Hotel Southampton
5.0 (2 reviews)
The Bentley Hotel Southampton
Hotel · 2 Guests · 1 Bedroom
$188 /night
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Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
10 (3 reviews)
Southampton 6br with Large Backyard and Pool - Walk to Shinnecock Hills GC
Holiday home · 2 Guests · 1 Bedroom
$1,500 /night*
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Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 (48 reviews)
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
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Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access
Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access
Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access
Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access
10 (3 reviews)
Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access
Holiday home · 2 Guests · 1 Bedroom
$700 /night*
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Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
10 (9 reviews)
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
Holiday home · 2 Guests · 1 Bedroom
$900 /night*
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Beautiful Soundfront condominium
Beautiful Soundfront condominium
Beautiful Soundfront condominium
Beautiful Soundfront condominium
6.0 (1 review)
Beautiful Soundfront condominium
Condo · 2 Guests · 1 Bedroom
$750 /night*
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Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
9.8 (8 reviews)
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Holiday home · 2 Guests · 1 Bedroom
$573 /night*
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COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
7.6 (4 reviews)
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Holiday home · 2 Guests · 1 Bedroom
$1,022 /night*
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Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Holiday home · 2 Guests · 1 Bedroom
$950 /night*
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Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
9.8 (17 reviews)
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
Holiday home · 2 Guests · 1 Bedroom
$349 /night*
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Beautiful waterfront house in Southold
Beautiful waterfront house in Southold
Beautiful waterfront house in Southold
Beautiful waterfront house in Southold
10 (1 review)
Beautiful waterfront house in Southold
Holiday home · 2 Guests · 1 Bedroom
$1,500 /night*
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Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
9.8 (26 reviews)
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Holiday home · 2 Guests · 1 Bedroom
$967 /night*
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Quaint Cottage Close to LI Sound
Quaint Cottage Close to LI Sound
Quaint Cottage Close to LI Sound
Quaint Cottage Close to LI Sound
9.6 (122 reviews)
Quaint Cottage Close to LI Sound
Cottage · 2 Guests · 1 Bedroom
$200 /night*
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Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Cottage · 2 Guests · 1 Bedroom
$490 /night
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Historic Luxury Seaside Getaway
Historic Luxury Seaside Getaway
Historic Luxury Seaside Getaway
Historic Luxury Seaside Getaway
10 (27 reviews)
Historic Luxury Seaside Getaway
Holiday home · 2 Guests · 1 Bedroom
$795 /night*
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Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
10 (3 reviews)
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
Agritourism · 2 Guests · 1 Bedroom
$500 /night*
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The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
8.7 (9 reviews)
The Shoals Suites & Slips
Hotel · 2 Guests · 1 Bedroom
$362 /night
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Southamp Waterview DogsStayFREE! Fireplace, Kayaks, PingPong
Southamp Waterview DogsStayFREE! Fireplace, Kayaks, PingPong
Southamp Waterview DogsStayFREE! Fireplace, Kayaks, PingPong
Southamp Waterview DogsStayFREE! Fireplace, Kayaks, PingPong
9.8 (59 reviews)
Southamp Waterview DogsStayFREE! Fireplace, Kayaks, PingPong
Holiday home · 2 Guests · 1 Bedroom
$480 /night*
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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
10 (32 reviews)
One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
Cottage · 2 Guests · 1 Bedroom
$1,500 /night*
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Vacation Destinations Near Cutchogue, NY

Airbnb, Holiday Beachfront House with Air Conditioning in Cutchogue, NY

North Fork House for Rent
North Fork House for Rent
North Fork House for Rent
North Fork House for Rent
Air Conditioning
North Fork House for Rent
Holiday home · 2 Guests · 1 Bedroom
$800 /night
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Rosemorran Retreat
Rosemorran Retreat
Rosemorran Retreat
Rosemorran Retreat
Air Conditioning
Rosemorran Retreat
Holiday home · 2 Guests · 1 Bedroom
$997 /night
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What Are The Top Amenities at Cutchogue, NY?
Trending Vacation Rental Amenities in Cutchogue, NY
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The above reveals the top rental amenities and the property numbers associated with each of them in Cutchogue. In Cutchogue, 2584 rentals offer Internet or Wifi, 2504 rentals offer Air Conditioning, 2400 rentals offer Parking Available. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pets Friendly.
How Does The Vacation Home Rental Price Look Like in Cutchogue, NY?
Vacation House & Cottage Rental Price Information in Cutchogue, NY
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The graph shows the percentages of vacation homes in each price bucket. Cutchogue has the largest percentage (51.78%) of homes in $500+ price range.
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Which Accommodations Should I Pick in Cutchogue, NY?
Best Accommodation Types in Cutchogue, NY
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There are various types of homes in Cutchogue area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 99 people.The least popular accommodation in Cutchogue is Chalet rentals
How Many Accommodations Are Not Pets Friendly in Cutchogue, NY?
Percentage of Pet Friendly Rental Properties in Cutchogue, NY
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35.02% of vacation homes in Cutchogue are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Trail Recommendations in Cutchogue, NY Area?
Top Trails In Cutchogue, NY
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If you like outdoor activities, we highly recommend you to visit those famous trails: Mountain Laurel Loop Trail, Morton National Wildlife Trail, Mashomack Preserve, Southold Bayview Trail, Hashamomuck Pond, Sound View Dunes Park Forest Trail, Horton Point Lighthouse, Arshamomaque Preserve Trails, Penny Pond Loop Trail, Hubbard County Park Trail.
Any RV Campgrounds in Cutchogue, NY?
Most Visited Campgrounds In Cutchogue, NY
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For campgrounds in Cutchogue, here are our recommendations: Niantic / I-95 Exit 72 KOA, Salem Farms Campground, Sunfox Campground, Grandview Camping Resort, Wolf's Den Family Campground, Odetah Camping Resort, Acorn Acres Campground, Nelson's Family Campground, Little City Campground, Markham Meadows Campground.
Which Airports Should I Choose To Get To Cutchogue, NY?
Airports Options in Cutchogue, NY
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Other Vacation Rentals Ideas

Airbnb, Holiday Beachfront House with Fireplace in Cutchogue, NY

Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Fireplace
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Holiday home · 2 Guests · 1 Bedroom
$950 /night*
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Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Fireplace
10 (29 reviews)
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Holiday home · 2 Guests · 1 Bedroom
$1,032 /night*
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Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches
Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches
Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches
Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches
Fireplace
10 (157 reviews)
Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches
Holiday home · 2 Guests · 1 Bedroom
$800 /night*
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Airbnb, Vacation Cottage with Full Kitchen, and Other Rental Options in Cutchogue, NY

Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
Full Kitchen
9.8 (59 reviews)
Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
Cottage · 2 Guests · 1 Bedroom
$300 /night*
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Incredible Beachfront Home w/ Private Beach!
Incredible Beachfront Home w/ Private Beach!
Incredible Beachfront Home w/ Private Beach!
Incredible Beachfront Home w/ Private Beach!
Full Kitchen
10 (15 reviews)
Incredible Beachfront Home w/ Private Beach!
Cottage · 2 Guests · 1 Bedroom
$425 /night*
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Best kept secret in South Jamesport
Best kept secret in South Jamesport
Best kept secret in South Jamesport
Best kept secret in South Jamesport
Full Kitchen
10 (36 reviews)
Best kept secret in South Jamesport
Cottage · 2 Guests · 1 Bedroom
$442 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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