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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  New York

  5.  Riverhead

  6.  Jamesport Vineyards

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113 Best Vacation Rentals with Pool in Jamesport Vineyards (Starting from $320)

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 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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Respite Ranch: Private Pool, Hot Tub, Beach Access
Respite Ranch: Private Pool, Hot Tub, Beach Access
House
Mattituck, NY, USA
7.3k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$679
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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The Villa at Hampton Bays.Hampton's Summer Escape Nightlife Pool Spa.
The Villa at Hampton Bays.Hampton's Summer Escape Nightlife Pool Spa.
Villa
Jamesport Vineyards, Riverhead, New York, USA
7.9k from Jamesport Vineyards center

View, Parking, Air Conditioner, Kitchen, Ocean View, Pool, Balcony/Terrace

7 Bedrooms13 Guests
New to Booking
$1440
Average price / night
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North Fork Oasis: Heated Pool, Hot tub
North Fork Oasis: Heated Pool, Hot tub
House
Laurel, NY, 11948, United States
1.9k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
8.0

Good

7 reviews

$1584
Average price / night
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Tranquil Bays Estate
Tranquil Bays Estate
House
Hampton Bays, NY, USA
8.0k from Jamesport Vineyards center

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

4 Bedrooms10 Guests
New to Booking
$834
Average price / night
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Coastal Haven: Private Pool, Bay Access
Coastal Haven: Private Pool, Bay Access
House
North Fork, NY, 11970, United States
2.1k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$320
Average price / night
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Hamptons Vacation Rental with Seasonal Pool!
Hamptons Vacation Rental with Seasonal Pool!
House
Hampton Bays, NY, USA
8.2k from Jamesport Vineyards center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

3 Bedrooms6 Guests
8.5

Very Good

4 reviews

$573
Average price / night
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Northfork Long Island House Rental-US Open-Shinnecock, Family Vacation, Wineries
Northfork Long Island House Rental-US Open-Shinnecock, Family Vacation, Wineries
House
Riverhead, NY, 11901, United States
3.2k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$763
Average price / night
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Hampton Bays 4bdr all Q size,IG Pool,Billiard, tennis
Hampton Bays 4bdr all Q size,IG Pool,Billiard, tennis
House
Hampton Bays, NY, USA
8.3k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1299
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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Canoe Place Waterfront Residences
Canoe Place Waterfront Residences
Apartment
Hampton Bays, NY, USA
9.6k from Jamesport Vineyards center

Internet, Parking, Air Conditioner, Pet Friendly, Balcony/Terrace, Security/Safety, View

36 Bedrooms32 Guests
New to Booking
$1900
Average price / night
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Private home on a private road. Swimming pool, hot tub and complete gym.
Private home on a private road. Swimming pool, hot tub and complete gym.
House
Laurel, NY, 11948, United States
3.3k from Jamesport Vineyards center

AC, Barbecue, Dryer, Fitness Equipment, Heater, Hot Tub, Internet, Laundry, Microwave

3 Bedrooms6 Guests
New to Booking
$3472
Average price / night
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“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”
“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”
House
Mattituck, NY, 11952, United States
3.5k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
9.2

Superb

5 reviews

$909
Average price / night
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North Fork
North Fork
House
Riverhead, NY, 11901, United States
3.9k from Jamesport Vineyards center

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

5 Bedrooms10 Guests
New to Booking
$1870
Average price / night
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Sunny Breezy  Beach House With Huge Pool Overlooking  Fields
Sunny Breezy Beach House With Huge Pool Overlooking Fields
House
Aquebogue, NY, 11901, United States
4.0k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$1013
Average price / night
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Newly Renovated Modern Home With Beach Access and Pool!
Newly Renovated Modern Home With Beach Access and Pool!
House
Laurel, NY, 11948, United States
4.0k from Jamesport Vineyards center

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

3 Bedrooms7 Guests
10.0

Exceptional

24 reviews

$545
Average price / night
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Bayfront Luxury Retreat with Heated Pool, Private Beach, and Sweeping Water...
Bayfront Luxury Retreat with Heated Pool, Private Beach, and Sweeping Water...
House
Hampton Bays, NY, 10014, United States
4.3k from Jamesport Vineyards center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Microwave

4 Bedrooms6 Guests
New to Booking
$2061
Average price / night
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Waterfront home, infinity pool, private beach, and amazing  sunsets!
Waterfront home, infinity pool, private beach, and amazing sunsets!
House
Hampton Bays, NY, 11946, United States
4.5k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$1566
Average price / night
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Relaxing Home w/pool and steps away from beach
Relaxing Home w/pool and steps away from beach
House
Mattituck, NY, 11952, United States
4.6k from Jamesport Vineyards center

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

2 Bedrooms5 Guests
9.6

Exceptional

25 reviews

$353
Average price / night
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Stunning Farmhouse W/ Solar Heated Pool in North Fork, Farmstands, winery& beach
Stunning Farmhouse W/ Solar Heated Pool in North Fork, Farmstands, winery& beach
House
Riverhead, NY, 11901, United States
4.7k from Jamesport Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$1200
Average price / night
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Chic North Fork Haven with Pool & Firepit - Minutes from Beaches, Wineries...
Chic North Fork Haven with Pool & Firepit - Minutes from Beaches, Wineries...
House
Mattituck, NY, 11952, United States
4.9k from Jamesport Vineyards center

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

5 Bedrooms9 Guests
8.0

Good

1 reviews

$1210
Average price / night
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Hamptons Waterview Custom Home with Designer Finishes
Hamptons Waterview Custom Home with Designer Finishes
House
Hampton Bays, NY, 11946, United States
5.0k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$889
Average price / night
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North Fork Retreat in Mattituck
North Fork Retreat in Mattituck
House
Mattituck, NY, 11952, United States
5.2k from Jamesport Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$939
Average price / night
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Newly built modern country home in North Fork
Newly built modern country home in North Fork
House
Mattituck, NY, 11952, United States
5.2k from Jamesport Vineyards center

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

6 Bedrooms12 Guests
10.0

Exceptional

8 reviews

$2217
Average price / night
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Modern Cottage with New Heated Pool
Modern Cottage with New Heated Pool
Cottage
Mattituck, NY, 11952, United States
5.3k from Jamesport Vineyards center

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

2 Bedrooms4 Guests
10.0

Exceptional

22 reviews

$775
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 with Pool in Jamesport Vineyards.

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Jamesport Vineyards Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 113 verified vacation rentals with a pool in Jamesport Vineyards. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Jamesport Vineyards vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $320 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Jamesport Vineyards offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Jamesport Vineyards welcome pets. Currently, 27 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Jamesport Vineyards often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Jamesport Vineyards offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.