Vacation Rentals in Jamesport Vineyards, NY: Compare 10+ Sites & Save

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  6.  Jamesport Vineyards

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270 Best Vacation Rentals in Jamesport Vineyards (Starting from $112)

Classy Getaway with Deck and Yard Less Than 1 Mi to Beach
Classy Getaway with Deck and Yard Less Than 1 Mi to Beach
House
Riverhead, NY, USA
1.2k from Jamesport Vineyards center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$564
Average price / night
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Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
House
Jamesport, NY, 11947, United States
0.0k from Jamesport Vineyards center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$829
Average price / night
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Bahia Mar: Beach House, North Fork
Bahia Mar: Beach House, North Fork
House
Laurel, NY, USA
2.0k from Jamesport Vineyards 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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Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
House
Jamesport, NY, 11947, United States
0.3k from Jamesport Vineyards center

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

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$603
Average price / night
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Charming Cottage in The Heart of the North Fork
Charming Cottage in The Heart of the North Fork
House
Jamesport, NY, USA
2.2k from Jamesport Vineyards center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$482
Average price / night
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NorthFork Getaway with Beach Access 4br 3bath
NorthFork Getaway with Beach Access 4br 3bath
House
Jamesport, NY, 11947, United States
0.3k from Jamesport Vineyards center

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

4 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$1452
Average price / night
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Premier Waterfront Cottage 1
Premier Waterfront Cottage 1
House
Riverhead, NY, USA
3.4k from Jamesport Vineyards center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$633
Average price / night
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Center of Jamesport, New Pool!
Center of Jamesport, New Pool!
House
Jamesport, NY, 11947, United States
0.7k from Jamesport Vineyards center

AC, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$770
Average price / night
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Premier Waterfront Cottage 2
Premier Waterfront Cottage 2
House
Riverhead, NY, USA
3.4k from Jamesport Vineyards center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms5 Guests
9.3

Superb

3 reviews

$250
Average price / night
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Manor Cottage: Beach Hopping | Outdoor Shower
Manor Cottage: Beach Hopping | Outdoor Shower
House
Jamesport, NY, 11947, United States
0.9k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$665
Average price / night
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Premier Waterfront Cottage 3
Premier Waterfront Cottage 3
House
Riverhead, NY, USA
3.5k from Jamesport Vineyards center

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

2 Bedrooms5 Guests
New to Booking
$250
Average price / night
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Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
House
Jamesport, NY, 11947, United States
0.9k from Jamesport Vineyards center

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

5 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$761
Average price / night
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Waterfront Cottage 4
Waterfront Cottage 4
House
Riverhead, NY, USA
3.5k from Jamesport Vineyards center

View, Internet, Parking, Balcony/Terrace, Air Conditioner, Pet Friendly, Barbecue/Outdoor Cooking

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$519
Average price / night
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North Fork House for Rent
North Fork House for Rent
House
Mattituck, NY, USA
3.6k from Jamesport Vineyards 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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Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Cottage
Jamesport, NY, 11947, United States
1.1k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$730
Average price / night
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Pet-Friendly Apt with Hot Tub Near the Hamptons!
Pet-Friendly Apt with Hot Tub Near the Hamptons!
Apartment
Aquebogue, NY, USA
5.6k from Jamesport Vineyards center

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

1 Bedroom3 Guests
New to Booking
$112
Average price / night
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Newly Renovated Waterfront House w/ Private Beach
Newly Renovated Waterfront House w/ Private Beach
House
Laurel, NY, 11948, United States
1.1k from Jamesport Vineyards center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$754
Average price / night
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Hamptons Escape: Near Beaches, Restaurants, Wineries.
Hamptons Escape: Near Beaches, Restaurants, Wineries.
House
Hampton Bays, NY, USA
6.5k from Jamesport Vineyards center

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

5 Bedrooms12 Guests
New to Booking
$926
Average price / night
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Wine Country Cozy Home Away in the Woods
Wine Country Cozy Home Away in the Woods
Cottage
Riverhead, NY, 11901, United States
1.2k from Jamesport Vineyards center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
10.0

Exceptional

24 reviews

$122
Average price / night
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Nature's Paradise: Private Dock & Water Views
Nature's Paradise: Private Dock & Water Views
House
Mattituck, NY, USA
6.9k from Jamesport Vineyards center

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

4 Bedrooms9 Guests
New to Booking
$1046
Average price / night
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< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck
< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck
House
Riverhead, NY, 11901, United States
1.2k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
9.4

Superb

13 reviews

$598
Average price / night
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Elegant and spacious North Fork home; near beaches, vineyards, farms and dining.
Elegant and spacious North Fork home; near beaches, vineyards, farms and dining.
House
Jamesport, NY, 11901, United States
1.5k from Jamesport Vineyards center

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

5 Bedrooms12 Guests
10.0

Exceptional

99 reviews

$1060
Average price / night
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Tranquil Beach Home- just steps to Private Beach!
Tranquil Beach Home- just steps to Private Beach!
House
Laurel, NY, 11948, United States
1.5k from Jamesport Vineyards center

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

3 Bedrooms4 Guests
9.8

Exceptional

27 reviews

$962
Average price / night
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North Fork Beach House
North Fork Beach House
House
Laurel, NY, 11970, United States
1.5k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1793
Average price / night
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Beach cottage, private road, private beach, private mooring, private parking.
Beach cottage, private road, private beach, private mooring, private parking.
House
Laurel, NY, 11948, United States
1.6k from Jamesport Vineyards center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$747
Average price / night
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Charming Beach Cottage, Steps to Beach, Enjoy Scenic Vineyards & Farm Stands
Charming Beach Cottage, Steps to Beach, Enjoy Scenic Vineyards & Farm Stands
Cottage
South Jamesport, NY, 11970, United States
1.6k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$379
Average price / night
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North Fork Oasis w/ Saltwater Pool & Steps 2 Beach
North Fork Oasis w/ Saltwater Pool & Steps 2 Beach
House
Jamesport, NY, 11742, United States
1.6k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$656
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 Vacation Rentals in Jamesport Vineyards.

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Frequently Asked Questions

You can explore 270 verified vacation rentals in Jamesport Vineyards. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Jamesport Vineyards vary depending on the season, property size, and location. Rates typically start from around $112 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Jamesport Vineyards include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Jamesport Vineyards welcome pets. Currently, 31 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Jamesport Vineyards often include amenities such as Fireplace/Heating, Balcony/Terrace, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.