Owner Direct Oceanfront Rentals in Cutchogue

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  3.  USA

  4.  New York

  5.  Cutchogue

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93 Cutchogue Oceanfront Rentals From $391

Want the sea right at your doorstep in Cutchogue? Look through stunning oceanfront villas, coastal cottages, and boardwalk condos. Compare verified properties on Owner Direct to enjoy direct beach access and unhindered ocean views.

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
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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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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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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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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
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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
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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
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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
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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
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
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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
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Mattituck Luxury Estate + Pool + 5 Bedrooms
Mattituck Luxury Estate + Pool + 5 Bedrooms
House
Mattituck, NY, 11952, United States
2.4k from Cutchogue center

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

5 Bedrooms10 Guests
New to Booking
$1230
Average price / night
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Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly
Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly
House
Cutchogue, NY, 11935, United States
2.7k from Cutchogue center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$895
Average price / night
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Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cottage
Cutchogue, NY, 11935, United States
2.9k from Cutchogue center

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

2 Bedrooms4 Guests
10.0

Exceptional

33 reviews

$564
Average price / night
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Respite Ranch | Private Saltwater Pool, Hot Tub & North Fork Retreat
Respite Ranch | Private Saltwater Pool, Hot Tub & North Fork Retreat
House
Mattituck, NY, 11952, United States
3.0k from Cutchogue center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$927
Average price / night
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Wake up on the Beach
Wake up on the Beach
Cottage
New Suffolk, NY, 11956, United States
3.1k from Cutchogue center

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

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$1066
Average price / night
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Newly Updated Wine Country Charmer!!!
Newly Updated Wine Country Charmer!!!
House
Mattituck, NY, 11952, United States
3.1k from Cutchogue center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$556
Average price / night
Check Availability
Private Road with a Private Beach
Private Road with a Private Beach
House
Cutchogue, NY, 11935, United States
3.2k from Cutchogue center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms12 Guests
New to Booking
$821
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 Oceanfront 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.

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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 Oceanfront Rentals in Cutchogue

You can explore 93 verified oceanfront rentals in Cutchogue. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Cutchogue vary depending on the property size, exact beachfront location, and season. Rates typically start from around $391 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Cutchogue offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it's helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Cutchogue welcome pets. Currently, 22 listings allow pets, although policies can vary by property. It's recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Cutchogue often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.