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

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25 Best Family Vacation Rentals in Palaia Vineyards Winery (Starting from $269)

Malkita Aria Mountainview Retreat
Malkita Aria Mountainview Retreat
Villa
Palaia Vineyards Winery, Highland Mills, New York, USA
0.3k from Palaia Vineyards Winery center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
8.2

Very Good

5 reviews

$1045
Average price / night
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Charming 3-bedroom villa with WiFi, AC in fabulous Monroe
Charming 3-bedroom villa with WiFi, AC in fabulous Monroe
Villa
Monroe, NY, 10950, United States
3.8k from Palaia Vineyards Winery center

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

3 Bedrooms10 Guests
7.4

Good

3 reviews

$485
Average price / night
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Malkita Terra -Earthly Elegance
Malkita Terra -Earthly Elegance
Villa
Woodbury, NY, USA
0.4k from Palaia Vineyards Winery center

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

6 Bedrooms15 Guests
New to Booking
$995
Average price / night
Check Availability
A Premium Hudson Valley Retreat 60-75min from NYC
A Premium Hudson Valley Retreat 60-75min from NYC
House
Highland Mills, NY, 10930, United States
4.2k from Palaia Vineyards Winery center

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

3 Bedrooms10 Guests
9.6

Exceptional

17 reviews

$377
Average price / night
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Estate with pool on 11 beautiful acres
Estate with pool on 11 beautiful acres
House
Monroe, NY, USA
3.9k from Palaia Vineyards Winery center

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

9 Bedrooms24 Guests
New to Booking
$1758
Average price / night
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Mountain Brook Cabin w/ 4-bedroom in lovely Cornwall with Jacuzzi Tub and Sauna
Mountain Brook Cabin w/ 4-bedroom in lovely Cornwall with Jacuzzi Tub and Sauna
Cabin
Cornwall, NY, 12518, United States
4.3k from Palaia Vineyards Winery center

AC, Balcony, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$735
Average price / night
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Cedar Mill Hideaway
Cedar Mill Hideaway
House
Woodbury, NY, USA
4.2k from Palaia Vineyards Winery center

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

3 Bedrooms10 Guests
New to Booking
$585
Average price / night
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Spacious 9-bedroom house in tranquil Monroe with AC
Spacious 9-bedroom house in tranquil Monroe with AC
House
Monroe, NY, 10950, United States
4.3k from Palaia Vineyards Winery center

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

9 Bedrooms32 Guests
New to Booking
$1915
Average price / night
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Stunning, Private House in the Hills - Extra calm!
Stunning, Private House in the Hills - Extra calm!
Villa
Monroe, NY, USA
4.6k from Palaia Vineyards Winery center

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

5 Bedrooms14 Guests
New to Booking
$754
Average price / night
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NYC Getaway - Woodbury Commons, Storm King, Skiing
NYC Getaway - Woodbury Commons, Storm King, Skiing
House
Cornwall, NY, 12518, United States
4.8k from Palaia Vineyards Winery center

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

6 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1377
Average price / night
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Secluded Sanctuary in Nature
Secluded Sanctuary in Nature
House
Monroe, NY, USA
6.9k from Palaia Vineyards Winery center

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

6 Bedrooms16 Guests
New to Booking
$839
Average price / night
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Charming Forest Getaway near West Point & Storm King
Charming Forest Getaway near West Point & Storm King
Cabin
Cornwall, NY, 12518, United States
5.0k from Palaia Vineyards Winery center

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

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$724
Average price / night
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Cozy Beautiful Pondside Luxurious Retreat
Cozy Beautiful Pondside Luxurious Retreat
House
Monroe, NY, USA
9.6k from Palaia Vineyards Winery center

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

4 Bedrooms11 Guests
9.5

Superb

2 reviews

$489
Average price / night
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Spacious 7BR Villa on 14 Acres w/ Indoor Pool
Spacious 7BR Villa on 14 Acres w/ Indoor Pool
House
Washingtonville, NY, 10992, United States
5.8k from Palaia Vineyards Winery center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

6 Bedrooms16 Guests
New to Booking
$1188
Average price / night
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Very Private Large Home on 22 Acres
Very Private Large Home on 22 Acres
House
Chester, NY, USA
10.0k from Palaia Vineyards Winery center

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

5 Bedrooms14 Guests
New to Booking
$913
Average price / night
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Hudson Valley Oasis - Hot Tub, Fireplace, 50mi NYC
Hudson Valley Oasis - Hot Tub, Fireplace, 50mi NYC
House
New Windsor, NY, 12553, United States
6.0k from Palaia Vineyards Winery center

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

4 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$1352
Average price / night
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7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Villa
Monroe, NY, 10950, United States
8.3k from Palaia Vineyards Winery center

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

7 Bedrooms19 Guests
6.8

Good

5 reviews

$1294
Average price / night
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Cozy Cottage minutes to West Point
Cozy Cottage minutes to West Point
House
Cornwall-On-Hudson, NY, 12520, United States
9.0k from Palaia Vineyards Winery center

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

3 Bedrooms8 Guests
10.0

Exceptional

65 reviews

$578
Average price / night
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The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
House
Harriman, NY, 10926, United States
9.0k from Palaia Vineyards Winery center

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

3 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$784
Average price / night
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Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
House
Monroe, NY, 10950, United States
9.3k from Palaia Vineyards Winery center

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

4 Bedrooms14 Guests
9.4

Superb

16 reviews

$546
Average price / night
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Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cottage
Fort Montgomery, NY, 10922, United States
9.4k from Palaia Vineyards Winery center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
9.8

Exceptional

134 reviews

$269
Average price / night
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Historic 1800s Cornwall-On-Hudson Cottage!
Historic 1800s Cornwall-On-Hudson Cottage!
Cottage
Cornwall-On-Hudson, NY, 12520, United States
9.6k from Palaia Vineyards Winery center

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

2 Bedrooms4 Guests
10.0

Exceptional

33 reviews

$544
Average price / night
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Spacious Smart Home Retreat on 14 Acres of Nature
Spacious Smart Home Retreat on 14 Acres of Nature
House
Monroe, NY, 10950, United States
9.7k from Palaia Vineyards Winery center

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

5 Bedrooms15 Guests
7.4

Good

3 reviews

$906
Average price / night
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Private 5-Bed Country Estate on 22 Acres
Private 5-Bed Country Estate on 22 Acres
House
Chester, NY, 10918, United States
10.0k from Palaia Vineyards Winery center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

5 Bedrooms12 Guests
New to Booking
$961
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 Palaia Vineyards Winery.

Palaia Vineyards Winery Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 25 verified family-friendly vacation rentals in Palaia Vineyards Winery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Palaia Vineyards Winery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $269 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Palaia Vineyards Winery 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 Palaia Vineyards Winery 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 Palaia Vineyards Winery often include amenities such as Child Friendly, Fireplace/Heating, and Wellness Facilities. 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.