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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  New York

  5.  Riverhead

  6.  Paumanok Vineyards

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

North Fork House for Rent
North Fork House for Rent
House
Mattituck, NY, USA
6.5k from Paumanok 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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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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Griffing Getaway
Griffing Getaway
House
East Quogue, NY, USA
9.0k from Paumanok Vineyards center

Parking, Pool, Wheelchair Accessible, Laundry, Internet, Child Friendly

4 Bedrooms10 Guests
New to Booking
$2223
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 Beach House
North Fork Beach House
House
Laurel, NY, 11970, United States
4.2k from Paumanok 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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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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Hamptons Waterview Custom Home with Designer Finishes
Hamptons Waterview Custom Home with Designer Finishes
House
Hampton Bays, NY, 11946, United States
7.2k from Paumanok 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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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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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
7.6k from Paumanok 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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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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Hamptons Wellness villa with Pool and Hot tub
Hamptons Wellness villa with Pool and Hot tub
Villa
Hampton Bays, NY, 11946, United States
7.9k from Paumanok Vineyards center

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

5 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$1481
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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2 Bedroom Hamptons Waterfront Cottage Rental
2 Bedroom Hamptons Waterfront Cottage Rental
House
Hampton Bays, NY, 11946, United States
8.1k from Paumanok Vineyards center

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

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$640
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
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 Paumanok Vineyards.

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Paumanok Vineyards Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 55 verified vacation rentals with a pool in Paumanok 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 Paumanok Vineyards vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $224 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Paumanok 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 Paumanok Vineyards welcome pets. Currently, 24 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 Paumanok Vineyards often include additional outdoor features such as Pool, Laundry, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Paumanok 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.