Beach Home Rentals in Osprey's Dominion, NY: Compare 10+ Sites & Save

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  6.  Osprey's Dominion

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48 Beach Home Rentals in Osprey's Dominion (Starting from $161)

Bright Oasis in Beautiful North Fork Wine Country
Bright Oasis in Beautiful North Fork Wine Country
House
Southold, NY, USA
1.3k from Osprey's Dominion 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
Check Availability
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
House
Peconic, NY, 11958, United States
0.8k from Osprey's Dominion center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

6 Bedrooms12 Guests
10.0

Exceptional

33 reviews

$936
Average price / night
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NF Wine Country Retreat with Dock
NF Wine Country Retreat with Dock
House
Southold, NY, USA
1.3k from Osprey's Dominion 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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Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...
Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...
House
Peconic, NY, 11958, United States
1.0k from Osprey's Dominion center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1506
Average price / night
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Minnehaha Marvel
Minnehaha Marvel
House
Southold, NY, USA
2.0k from Osprey's Dominion 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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A  cozy and family-friendly haven with heated pool, minutes from the beach
A cozy and family-friendly haven with heated pool, minutes from the beach
House
Southold, NY, 11971, United States
1.2k from Osprey's Dominion center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms13 Guests
New to Booking
$1395
Average price / night
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Between the Vineyard and Sea. Walk to sandy beach from this charming cottage.
Between the Vineyard and Sea. Walk to sandy beach from this charming cottage.
House
Southold, NY, 11971, United States
1.2k from Osprey's Dominion center

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

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$445
Average price / night
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Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Cottage w/ Patio & Grill - Walk to Beach!
Cottage
Southold, NY, 11971, United States
1.2k from Osprey's Dominion center

Barbecue, Extra Bed, Fireplace, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Grill

2 Bedrooms3 Guests
New to Booking
$161
Average price / night
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North Fork Family Villa- large family home with fenced in pool
North Fork Family Villa- large family home with fenced in pool
House
Peconic, NY, 11958, United States
1.3k from Osprey's Dominion center

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

5 Bedrooms10 Guests
8.0

Good

2 reviews

$1176
Average price / night
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Heated pool on Goose Creek, private dock, massive yard walk to beach, wineries
Heated pool on Goose Creek, private dock, massive yard walk to beach, wineries
House
Southold, NY, 11971, United States
1.4k from Osprey's Dominion center

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

3 Bedrooms7 Guests
9.6

Exceptional

24 reviews

$718
Average price / night
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4BR+ Newly renovated home mins to top beaches and vineyards, new heated pool!
4BR+ Newly renovated home mins to top beaches and vineyards, new heated pool!
House
Southold, NY, 11971, United States
1.4k from Osprey's Dominion center

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

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$587
Average price / night
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Family Beach House on the North Fork of Long Island
Family Beach House on the North Fork of Long Island
House
Southold, NY, 11971, United States
1.6k from Osprey's Dominion center

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

5 Bedrooms10 Guests
New to Booking
$520
Average price / night
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Adorable Cottage Home - Charming 2-bedroom house in delightful Southold
Adorable Cottage Home - Charming 2-bedroom house in delightful Southold
House
Southold, NY, 11971, United States
1.6k from Osprey's Dominion center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$434
Average price / night
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Charming Northfork home.
Charming Northfork home.
House
Southold, NY, 11971, United States
1.8k from Osprey's Dominion center

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

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$538
Average price / night
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2 Bedroom Apartment in Historic Home with private yard
2 Bedroom Apartment in Historic Home with private yard
Apartment
Southold, NY, 11971, United States
1.8k from Osprey's Dominion center

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

2 Bedrooms4 Guests
9.6

Exceptional

37 reviews

$434
Average price / night
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Cute Cottage Apartment Near town, beaches and vineyards
Cute Cottage Apartment Near town, beaches and vineyards
Cottage
Southold, NY, 11971, United States
1.8k from Osprey's Dominion center

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

2 Bedrooms4 Guests
9.6

Exceptional

26 reviews

$457
Average price / night
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Private Coastal Two Bedroom Cottage on the Water
Private Coastal Two Bedroom Cottage on the Water
Cottage
Peconic, NY, 11958, United States
1.8k from Osprey's Dominion center

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

3 Bedrooms6 Guests
10.0

Exceptional

82 reviews

$490
Average price / night
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Fabulous Waterfront Property in the Heart of Wine Country
Fabulous Waterfront Property in the Heart of Wine Country
Cottage
Peconic, NY, 11958, United States
1.9k from Osprey's Dominion center

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

3 Bedrooms5 Guests
10.0

Exceptional

184 reviews

$525
Average price / night
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Waterfront Historic Artist’s Home, with private beach, sleeps 10
Waterfront Historic Artist’s Home, with private beach, sleeps 10
House
Peconic, NY, 11958, United States
1.9k from Osprey's Dominion center

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

5 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$1536
Average price / night
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Charming home with fireplace, kayaks, patio, fast WiFi, & washer/dryer-dogs ok
Charming home with fireplace, kayaks, patio, fast WiFi, & washer/dryer-dogs ok
House
Southold, NY, 11971, United States
2.0k from Osprey's Dominion center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Heater, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$287
Average price / night
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Sweeping Dunes Beach Cottage
Sweeping Dunes Beach Cottage
House
Peconic, NY, 11958, United States
2.0k from Osprey's Dominion center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$724
Average price / night
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Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
House
Southold, NY, 11971, United States
2.1k from Osprey's Dominion center

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

4 Bedrooms9 Guests
9.8

Exceptional

6 reviews

$935
Average price / night
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NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!
NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!
House
Southold, NY, 11971, United States
2.1k from Osprey's Dominion center

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

4 Bedrooms12 Guests
9.8

Exceptional

7 reviews

$1828
Average price / night
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Modern & Spacious, Heated Pool, Kenneys Beach
Modern & Spacious, Heated Pool, Kenneys Beach
House
Southold, NY, 11971, United States
2.1k from Osprey's Dominion center

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

4 Bedrooms9 Guests
New to Booking
$642
Average price / night
Check Availability
Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.
Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.
House
Southold, NY, 11971, United States
2.1k from Osprey's Dominion center

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

2 Bedrooms4 Guests
9.4

Superb

14 reviews

$447
Average price / night
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HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
House
Southold, NY, 11971, United States
2.1k from Osprey's Dominion center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms14 Guests
10.0

Exceptional

12 reviews

$3783
Average price / night
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Across the Street from Beach | Peconic Retreat
Across the Street from Beach | Peconic Retreat
House
North Fork, NY, 11952, United States
2.2k from Osprey's Dominion center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$544
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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 Osprey's Dominion.

Where to stay in Osprey's Dominion? Best neighborhoods & areas

Osprey's Dominion Beach Rentals on the Map

Frequently Asked Questions

You can explore 48 verified beach rentals in Osprey's Dominion. 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 Osprey's Dominion vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $161 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 Osprey's Dominion 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 Osprey's Dominion welcome pets. Currently, 30 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 Osprey's Dominion often include amenities designed for coastal living, such as View, Ocean View, and Balcony/Terrace. 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.