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

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112 Best Family 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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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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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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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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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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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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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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< 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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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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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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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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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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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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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 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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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
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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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Charming 3-bedroom bay front home totally renovated jacuzzi, fireplace & sunroom
Charming 3-bedroom bay front home totally renovated jacuzzi, fireplace & sunroom
House
Laurel, NY, 11948, United States
2.4k from Jamesport Vineyards center

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

3 Bedrooms7 Guests
New to Booking
$2662
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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Stunning Beachfront Home ~ 5BR/3BA Family Friendly
Stunning Beachfront Home ~ 5BR/3BA Family Friendly
House
Laurel, NY, 11948, United States
2.4k from Jamesport Vineyards center

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

5 Bedrooms10 Guests
10.0

Exceptional

169 reviews

$1884
Average price / night
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Lovely North Fork Beach Cottage (2 BR/2 bath)!
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Cottage
Laurel, NY, 11948, United States
2.4k from Jamesport Vineyards center

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

2 Bedrooms6 Guests
10.0

Exceptional

120 reviews

$751
Average price / night
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Beachfront Paradise in North Fork
Beachfront Paradise in North Fork
House
Jamesport, NY, 11947, United States
2.6k from Jamesport Vineyards center

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

4 Bedrooms7 Guests
9.8

Exceptional

9 reviews

$572
Average price / night
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Cozy beach house surrounded by nature, vineyards, farms, stables and much more
Cozy beach house surrounded by nature, vineyards, farms, stables and much more
House
Riverhead, NY, 11901, United States
2.9k from Jamesport Vineyards center

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

3 Bedrooms7 Guests
New to Booking
$389
Average price / night
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North Fork Family and Friends Getaway.  Great Location
North Fork Family and Friends Getaway. Great Location
House
Mattituck, NY, 11952, United States
3.2k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$1487
Average price / night
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2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Cottage
Aquebogue, NY, 11931, United States
3.4k from Jamesport Vineyards center

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

2 Bedrooms5 Guests
9.6

Exceptional

5 reviews

$664
Average price / night
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1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Cottage
Aquebogue, NY, 11931, United States
3.4k from Jamesport Vineyards center

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

2 Bedrooms5 Guests
9.0

Fabulous

7 reviews

$625
Average price / night
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5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Cottage
Aquebogue, NY, 11931, United States
3.5k from Jamesport Vineyards center

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

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$531
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 Family Vacation Rentals in Jamesport Vineyards.

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Frequently Asked Questions

You can explore 112 verified family-friendly vacation rentals in Jamesport Vineyards. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Jamesport Vineyards vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $112 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Jamesport Vineyards offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Jamesport Vineyards are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Jamesport Vineyards often include amenities such as Child Friendly, Fireplace/Heating, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.