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

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  1. VBOR
  2. Vacation Rentals with Private Pool
  3.  USA

  4.  New York

  5.  Riverhead

  6.  Paumanok Vineyards

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45 Best Vacation Rentals with Private Pool in Paumanok Vineyards (Starting from $224)

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
0.3k from Paumanok 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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North Fork
North Fork
House
Riverhead, NY, 11901, United States
0.9k from Paumanok 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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Family holiday Holiday house in wine country
Family holiday Holiday house in wine country
House
Riverhead, NY, 11901, United States
1.2k from Paumanok Vineyards center

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

5 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$783
Average price / night
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Pet-Friendly Apt w/ Hot Tub Near the Hamptons!
Pet-Friendly Apt w/ Hot Tub Near the Hamptons!
Apartment
Aquebogue, NY, 11931, United States
1.3k from Paumanok Vineyards center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

1 Bedroom3 Guests
9.2

Superb

5 reviews

$224
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
2.4k from Paumanok 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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Coastal Haven: Private Pool, Bay Access
Coastal Haven: Private Pool, Bay Access
House
North Fork, NY, 11970, United States
3.5k from Paumanok 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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North Fork Oasis w/ Saltwater Pool & Steps 2 Beach
North Fork Oasis w/ Saltwater Pool & Steps 2 Beach
House
Jamesport, NY, 11742, United States
4.5k from Paumanok 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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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
4.8k from Paumanok 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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North Fork Family and Friends Getaway.  Great Location
North Fork Family and Friends Getaway. Great Location
House
Mattituck, NY, 11952, United States
6.2k from Paumanok 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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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
6.4k from Paumanok 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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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
6.4k from Paumanok 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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North Fork Oasis: Heated Pool, Hot tub
North Fork Oasis: Heated Pool, Hot tub
House
Laurel, NY, 11948, United States
6.4k from Paumanok 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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Stunning Renovated 1.7 Acre Estate w/ Heated Pool in Southampton
Stunning Renovated 1.7 Acre Estate w/ Heated Pool in Southampton
House
Flanders, NY, 11901, United States
6.6k from Paumanok Vineyards center

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

5 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$1240
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
6.7k from Paumanok 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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2-Acre Modern Estate in Southampton.  Beach, winery, farm, pool, and hot tub
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
House
Flanders, NY, 11901, United States
7.1k from Paumanok Vineyards center

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

4 Bedrooms10 Guests
9.0

Fabulous

18 reviews

$728
Average price / night
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Private 3BR Hamptons Escape: Pool & Tennis, Modern Interior. 10 mins to Dune Rd.
Private 3BR Hamptons Escape: Pool & Tennis, Modern Interior. 10 mins to Dune Rd.
House
Flanders, NY, 11901, United States
7.4k from Paumanok Vineyards center

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

3 Bedrooms8 Guests
New to Booking
$1119
Average price / night
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Contemporary Hampton Bays home on one acre of manicured lawn, private pool,...
Contemporary Hampton Bays home on one acre of manicured lawn, private pool,...
House
Hampton Bays, NY, 11946, United States
7.7k from Paumanok Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$914
Average price / night
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Near the Hamptons - Private Pool, Jacuzzi Retreat
Near the Hamptons - Private Pool, Jacuzzi Retreat
House
Calverton, NY, 11933, United States
7.7k from Paumanok Vineyards center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$1266
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
8.1k from Paumanok 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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6500 Sq. Ft. Country Estate
6500 Sq. Ft. Country Estate
House
Hampton Bays, NY, 11946, United States
8.3k from Paumanok Vineyards center

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

5 Bedrooms10 Guests
New to Booking
$3170
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
8.3k from Paumanok 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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Newly Renovated Modern Home With Beach Access and Pool!
Newly Renovated Modern Home With Beach Access and Pool!
House
Laurel, NY, 11948, United States
8.3k from Paumanok 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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Hexagon shape cottage with pool & koi fish pond
Hexagon shape cottage with pool & koi fish pond
House
Hampton Bays, NY, 11946, United States
8.5k from Paumanok Vineyards center

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

4 Bedrooms8 Guests
9.8

Exceptional

20 reviews

$945
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
8.7k from Paumanok 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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Renovated Waterfront Home, Outdoor Kitchen, Access to Dock, Close to North...
Renovated Waterfront Home, Outdoor Kitchen, Access to Dock, Close to North...
House
Mattituck, NY, 11952, United States
8.7k from Paumanok Vineyards center

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

6 Bedrooms13 Guests
9.6

Exceptional

5 reviews

$1252
Average price / night
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Hampton Bays luxury- heated pool, steps from Beach! 15 mins to Shinnecock Hills!
Hampton Bays luxury- heated pool, steps from Beach! 15 mins to Shinnecock Hills!
House
Hampton Bays, NY, 11946, United States
8.7k from Paumanok Vineyards center

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

4 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$1071
Average price / night
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Light filled 4-bedroom secluded home with large saltwater heated pool.
Light filled 4-bedroom secluded home with large saltwater heated pool.
House
Hampton Bays, NY, 11946, United States
8.8k from Paumanok Vineyards center

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

4 Bedrooms9 Guests
New to Booking
$1256
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 Private Pool in Paumanok Vineyards.

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Paumanok Vineyards Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 45 verified vacation rentals with a private pool in Paumanok Vineyards. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Paumanok Vineyards vary depending on the property size, location, and travel season. Rates typically start from around $224 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Paumanok Vineyards also welcome pets. Currently, 20 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Paumanok Vineyards often include additional features such as Bedding/Linens, Fireplace/Heating, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Paumanok Vineyards include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.