Owner Direct Beach Rentals in Cutchogue

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158 Cutchogue Beach Rentals From $271

Ready for a sun-soaked trip to Cutchogue? Explore our index of beach house rentals and sunny coastal apartments. Owner Direct helps you filter through verified seaside options to find your next relaxing shore retreat.

Walk to Beach Long Island Wine Country Home!
Walk to Beach Long Island Wine Country Home!
House
Cutchogue, NY, USA
3.7k from Cutchogue center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms7 Guests
New to Booking
$271
Average price / night
Check Availability
Northfork Contemporary Cottage
Northfork Contemporary Cottage
House
Cutchogue, NY, 11935, United States
0.8k from Cutchogue center

AC, Dryer, Fireplace, Free Parking, Heater, Laundry, Microwave, No Smoking, TV

3 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$398
Average price / night
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Bright Oasis in Beautiful North Fork Wine Country
Bright Oasis in Beautiful North Fork Wine Country
House
Southold, NY, USA
5.5k from Cutchogue center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$391
Average price / night
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Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country
House
Cutchogue, NY, 11935, United States
1.0k from Cutchogue center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
9.8

Exceptional

59 reviews

$783
Average price / night
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NF Wine Country Retreat with Dock
NF Wine Country Retreat with Dock
House
Southold, NY, USA
5.5k from Cutchogue center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$499
Average price / night
Check Availability
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe
Cottage
Cutchogue, NY, 11935, United States
1.0k from Cutchogue center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$676
Average price / night
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Minnehaha Marvel
Minnehaha Marvel
House
Southold, NY, USA
5.5k from Cutchogue center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

1 Bedroom4 Guests
New to Booking
$296
Average price / night
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Elevated North Fork Escape with Chic Interiors and Private Poolside Oasis -...
Elevated North Fork Escape with Chic Interiors and Private Poolside Oasis -...
House
Cutchogue, NY, 11935, United States
1.3k from Cutchogue center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$1813
Average price / night
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Watersedge Retreat
Watersedge Retreat
House
Southold, NY, USA
6.4k from Cutchogue center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

3 Bedrooms6 Guests
New to Booking
$811
Average price / night
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Spacious  and Renovated Summer Home with w/ Pool & Hot tub
Spacious and Renovated Summer Home with w/ Pool & Hot tub
House
Cutchogue, NY, 11935, United States
1.5k from Cutchogue center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$733
Average price / night
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North Fork House for Rent
North Fork House for Rent
House
Mattituck, NY, USA
7.8k from Cutchogue center

Wellness Facilities, Air Conditioner, Smoking, View, Laundry, Parking, Guest Services

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1600
Average price / night
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The Bay Breeze
The Bay Breeze
Cottage
Cutchogue, NY, 11935, United States
1.5k from Cutchogue center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$582
Average price / night
Check Availability
Bahia Mar: Beach House, North Fork
Bahia Mar: Beach House, North Fork
House
Laurel, NY, USA
8.8k from Cutchogue center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

3 Bedrooms9 Guests
New to Booking
$1922
Average price / night
Check Availability
Escape to serene 3BR Cutchogue haven with heated pool, near beaches & vineyards.
Escape to serene 3BR Cutchogue haven with heated pool, near beaches & vineyards.
House
Cutchogue, NY, 11935, United States
1.6k from Cutchogue center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$1011
Average price / night
Check Availability
Family-friendly getaway walk to beach in private community, w/ park, playground
Family-friendly getaway walk to beach in private community, w/ park, playground
House
Cutchogue, NY, 11935, United States
1.6k from Cutchogue center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$491
Average price / night
Check Availability
Stunning, Waterfront, newly renovated cottage with deck on water.
Stunning, Waterfront, newly renovated cottage with deck on water.
Cottage
Cutchogue, NY, 11935, United States
1.7k from Cutchogue center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$1069
Average price / night
Check Availability
North Fork Wine Region—Walk to Beach
North Fork Wine Region—Walk to Beach
House
Cutchogue, NY, 11935, United States
1.9k from Cutchogue center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$840
Average price / night
Check Availability
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
House
Cutchogue, NY, 11935, United States
2.0k from Cutchogue center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

2 Bedrooms5 Guests
9.6

Exceptional

25 reviews

$716
Average price / night
Check Availability
North Fork, New Construction with heated pool, walking distance to beach
North Fork, New Construction with heated pool, walking distance to beach
House
Cutchogue, NY, 11935, United States
2.1k from Cutchogue center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

33 reviews

$1304
Average price / night
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Beautiful charming 1930s fully renovated cottage walking distance to the beach!
Beautiful charming 1930s fully renovated cottage walking distance to the beach!
Cottage
Cutchogue, NY, 11935, United States
2.2k from Cutchogue center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$880
Average price / night
Check Availability
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards
House
Cutchogue, NY, 11935, United States
2.3k from Cutchogue center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$1138
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Cutchogue.

Stay Near Cutchogue's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Cutchogue Beach Rentals on the Map

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Cutchogue. If you plan on staying in the Cutchogue area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Rentals in Cutchogue

You can explore 158 verified beach rentals in Cutchogue. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Cutchogue vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $271 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Cutchogue offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Cutchogue welcome pets. Currently, 21 listings allow pets, although policies may vary by property. It's also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it's recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Cutchogue often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It's best to review the amenities section of each listing to confirm what is included and plan accordingly.