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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Private Pool
  3.  USA

  4.  New York

  5.  Cutchogue
  6.  Pellegrini Vineyards

Refine your search

Price per night

Amenity Filter

Rating

62 Best Vacation Rentals with Private Pool in Pellegrini Vineyards (Starting from $353)

The North Fork Summer House - Modern Farmhouse, Heated Pool & Wine Country
The North Fork Summer House - Modern Farmhouse, Heated Pool & Wine Country
House
Mattituck, NY, 11952, United States
0.9k from Pellegrini Vineyards center

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

5 Bedrooms10 Guests
New to Booking
$1062
Average price / night
Check Availability
Respite Ranch | Pool, Hot Tub & North Fork
Respite Ranch | Pool, Hot Tub & North Fork
House
Mattituck, NY, 11952, United States
1.1k from Pellegrini Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$691
Average price / night
Check Availability
New Suffolk Compound w/ Private Pool
New Suffolk Compound w/ Private Pool
House
New Suffolk, NY, 11956, United States
1.6k from Pellegrini Vineyards center

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

5 Bedrooms12 Guests
New to Booking
$2285
Average price / night
Check Availability
Beachfront New Suffolk Estate with Pool
Beachfront New Suffolk Estate with Pool
House
New Suffolk, NY, 11956, United States
2.1k from Pellegrini Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1874
Average price / night
Check Availability
Relaxation Awaits-Fully renovated home heated pool, private manicured  grounds.
Relaxation Awaits-Fully renovated home heated pool, private manicured grounds.
House
Cutchogue, NY, 11935, United States
2.4k from Pellegrini Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$919
Average price / night
Check Availability
Historic Luxury Seaside Getaway
Historic Luxury Seaside Getaway
House
New Suffolk, NY, 11956, United States
2.5k from Pellegrini Vineyards center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

6 Bedrooms16 Guests
10.0

Exceptional

35 reviews

$1386
Average price / night
Check Availability
Escape to serene 3BR Cutchogue haven with heated pool, near beaches & vineyards.
Escape to serene 3BR Cutchogue haven with heated pool, near beaches & vineyards.
House
Cutchogue, NY, 11935, United States
2.6k from Pellegrini Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$744
Average price / night
Check Availability
North Fork Wine Region—Walk to Beach
North Fork Wine Region—Walk to Beach
House
Cutchogue, NY, 11935, United States
2.6k from Pellegrini Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$770
Average price / night
Check Availability
Elevated North Fork Escape with Chic Interiors and Private Poolside Oasis -...
Elevated North Fork Escape with Chic Interiors and Private Poolside Oasis -...
House
Cutchogue, NY, 11935, United States
2.8k from Pellegrini Vineyards center

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

4 Bedrooms11 Guests
New to Booking
$1219
Average price / night
Check Availability
Beach, Pool, Wine, Shopping!
Beach, Pool, Wine, Shopping!
House
Mattituck, NY, 11952, United States
3.0k from Pellegrini Vineyards center

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

2 Bedrooms6 Guests
10.0

Exceptional

78 reviews

$428
Average price / night
Check Availability
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
Mattituck Beach Gem. Spacious & Gorgeously Renovated Beach House Steps to Bay.
House
Mattituck, NY, 11952, United States
3.0k from Pellegrini Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$1264
Average price / night
Check Availability
Spacious  and Renovated Summer Home with w/ Pool & Hot tub
Spacious and Renovated Summer Home with w/ Pool & Hot tub
House
Cutchogue, NY, 11935, United States
3.3k from Pellegrini Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$856
Average price / night
Check Availability
Modern Cottage with New Heated Pool
Modern Cottage with New Heated Pool
Cottage
Mattituck, NY, 11952, United States
3.3k from Pellegrini 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
NoFo Retreat  Mattituck - Across from Marina, near Vineyards, Beach & Love Lane
NoFo Retreat Mattituck - Across from Marina, near Vineyards, Beach & Love Lane
House
Mattituck, NY, 11952, United States
3.5k from Pellegrini Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$654
Average price / night
Check Availability
North Fork Retreat in Mattituck
North Fork Retreat in Mattituck
House
Mattituck, NY, 11952, United States
3.6k from Pellegrini 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
Check Availability
Relaxing Home w/pool and steps away from beach
Relaxing Home w/pool and steps away from beach
House
Mattituck, NY, 11952, United States
3.8k from Pellegrini 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
Check Availability
North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets
North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets
House
Cutchogue, NY, 11935, United States
4.0k from Pellegrini Vineyards center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms8 Guests
10.0

Exceptional

41 reviews

$1158
Average price / night
Check Availability
Family friendly house with pool & walk to the beach in the heart of NOFO
Family friendly house with pool & walk to the beach in the heart of NOFO
House
Mattituck, NY, 11952, United States
4.1k from Pellegrini Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$515
Average price / night
Check Availability
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
House
Cutchogue, NY, 11935, United States
4.1k from Pellegrini Vineyards center

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

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$1134
Average price / night
Check Availability
Rustic Mattituck Waterfront Home w/ Pool & Private Dock
Rustic Mattituck Waterfront Home w/ Pool & Private Dock
House
Mattituck, NY, 11952, United States
4.1k from Pellegrini Vineyards center

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

4 Bedrooms8 Guests
6.0

Review score

1 reviews

$1017
Average price / night
Check Availability
Beautiful Waterfront North Fork Home, Private Pool, Private Dock, Close to...
Beautiful Waterfront North Fork Home, Private Pool, Private Dock, Close to...
House
Mattituck, NY, 11952, United States
4.1k from Pellegrini Vineyards center

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

5 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$870
Average price / night
Check Availability
Inn The Vineyard: Secluded Waterfront Family Vacation Home in Mattituck
Inn The Vineyard: Secluded Waterfront Family Vacation Home in Mattituck
House
Mattituck, NY, 11952, United States
4.1k from Pellegrini Vineyards center

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

4 Bedrooms10 Guests
New to Booking
$1109
Average price / night
Check Availability
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
4.2k from Pellegrini 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
Check Availability
North Fork Life: Pool, Beach, Wineries, Farmstands
North Fork Life: Pool, Beach, Wineries, Farmstands
House
Cutchogue, NY, 11935, United States
4.4k from Pellegrini Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$942
Average price / night
Check Availability
Exclusive Nassau Point House with Pool and Deeded Beach!
Exclusive Nassau Point House with Pool and Deeded Beach!
House
Cutchogue, NY, 11935, United States
4.4k from Pellegrini Vineyards center

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

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$841
Average price / night
Check Availability
Newly Renovated Modern Home With Beach Access and Pool!
Newly Renovated Modern Home With Beach Access and Pool!
House
Laurel, NY, 11948, United States
4.4k from Pellegrini Vineyards center

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

3 Bedrooms7 Guests
10.0

Exceptional

24 reviews

$545
Average price / night
Check Availability
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 Pellegrini 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
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 Pellegrini Vineyards.

Where to stay in Pellegrini Vineyards? Best neighborhoods & areas

Pellegrini Vineyards Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 62 verified vacation rentals with a private pool in Pellegrini 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 Pellegrini Vineyards vary depending on the property size, location, and travel season. Rates typically start from around $353 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 Pellegrini Vineyards also welcome pets. Currently, 22 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 Pellegrini Vineyards often include additional features such as Bedding/Linens, Fireplace/Heating, and Kitchen. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Pellegrini 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.