Family-Friendly Vacation Rentals in New Windsor Cantonment State Historic Site, NY: Compare 10+ Sites & Save

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38 Best Family Vacation Rentals in New Windsor Cantonment State Historic Site (Starting from $108)

Bright Cornwall-On-Hudson Vacation Rental!
Bright Cornwall-On-Hudson Vacation Rental!
House
Cornwall-on-Hudson, NY, USA
4.5k from New Windsor Cantonment State Historic Site center

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

3 Bedrooms7 Guests
9.2

Superb

5 reviews

$845
Average price / night
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Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
House
New Windsor, NY, 12553, United States
3.7k from New Windsor Cantonment State Historic Site center

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

2 Bedrooms8 Guests
10.0

Exceptional

66 reviews

$362
Average price / night
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Charming Victorian Retreat with Hudson River Views
Charming Victorian Retreat with Hudson River Views
House
Newburgh, NY, USA
4.7k from New Windsor Cantonment State Historic Site center

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

3 Bedrooms8 Guests
9.2

Superb

5 reviews

$424
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
4.6k from New Windsor Cantonment State Historic Site 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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The Cardinal
The Cardinal
House
Newburgh, NY, USA
4.9k from New Windsor Cantonment State Historic Site center

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

2 Bedrooms5 Guests
9.0

Fabulous

1 reviews

$149
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
4.8k from New Windsor Cantonment State Historic Site 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 Grand - The Nicest House in Newburgh
The Grand - The Nicest House in Newburgh
House
Newburgh, NY, USA
5.7k from New Windsor Cantonment State Historic Site center

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

1 Bedroom10 Guests
New to Booking
$2353
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
4.8k from New Windsor Cantonment State Historic Site 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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Deck View of Hudson River & Mt Beacon/Boho Suite
Deck View of Hudson River & Mt Beacon/Boho Suite
Apartment
Newburgh, NY, USA
6.3k from New Windsor Cantonment State Historic Site center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.3

Superb

18 reviews

$261
Average price / night
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The Hen House - Cozy Hudson Valley Getaway Near Beacon & Newburgh Waterfront
The Hen House - Cozy Hudson Valley Getaway Near Beacon & Newburgh Waterfront
House
Newburgh, NY, 12550, United States
5.7k from New Windsor Cantonment State Historic Site center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms5 Guests
8.0

Good

2 reviews

$311
Average price / night
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MidCentury Mod Suite, Hudson River/Mt Beacon Views
MidCentury Mod Suite, Hudson River/Mt Beacon Views
Apartment
Newburgh, NY, USA
6.3k from New Windsor Cantonment State Historic Site center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.4

Superb

7 reviews

$262
Average price / night
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The Mod Eco-Chic Retreat central to Bethel-West Point -Beacon-Hiking
The Mod Eco-Chic Retreat central to Bethel-West Point -Beacon-Hiking
House
Newburgh, NY, 12550, United States
6.1k from New Windsor Cantonment State Historic Site center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$561
Average price / night
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4 Mi to Hudson River Cozy Newburgh Home!
4 Mi to Hudson River Cozy Newburgh Home!
House
Newburgh, NY, USA
8.0k from New Windsor Cantonment State Historic Site center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$330
Average price / night
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Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
Apartment
Newburgh, NY, 12550, United States
6.3k from New Windsor Cantonment State Historic Site center

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

1 Bedroom2 Guests
9.6

Exceptional

42 reviews

$313
Average price / night
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Hudson House
Hudson House
House
NY, USA
8.1k from New Windsor Cantonment State Historic Site center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

5 Bedrooms10 Guests
8.5

Very Good

2 reviews

$1374
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
6.7k from New Windsor Cantonment State Historic Site 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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Lovely 2 Bedroom Cottage Just Off Orange Lake!
Lovely 2 Bedroom Cottage Just Off Orange Lake!
Apartment
New Windsor Cantonment State Historic Site, New Windsor, New York, USA
8.7k from New Windsor Cantonment State Historic Site center

Apartments, Accommodations, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
New to Booking
$108
Average price / night
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\"The Big House\" with Hudson River Views
\"The Big House\" with Hudson River Views
House
Newburgh, NY, 12550, United States
6.7k from New Windsor Cantonment State Historic Site center

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

8 Bedrooms16 Guests
10.0

Exceptional

5 reviews

$2404
Average price / night
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Beacons Great Getaway Near hike, parks, shops and art
Beacons Great Getaway Near hike, parks, shops and art
House
New Windsor Cantonment State Historic Site, New Windsor, New York, USA
8.9k from New Windsor Cantonment State Historic Site center

Internet, Kitchen, Parking, Air Conditioner, Laundry, Hot Tub, Child Friendly

3 Bedrooms7 Guests
2.0

Review score

1 reviews

$235
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
6.8k from New Windsor Cantonment State Historic Site 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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Lux APT 2 BR with free parking washer dryer dishwasher
Lux APT 2 BR with free parking washer dryer dishwasher
Apartment
New Windsor Cantonment State Historic Site, New Windsor, New York, USA
9.0k from New Windsor Cantonment State Historic Site center

Pet Friendly, Wheelchair Accessible, Air Conditioner, Parking, Child Friendly

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$184
Average price / night
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Beacon Retreat with Hudson River views and access to hiking trails and downtown!
Beacon Retreat with Hudson River views and access to hiking trails and downtown!
House
Beacon, NY, 12508, United States
7.0k from New Windsor Cantonment State Historic Site center

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

6 Bedrooms12 Guests
10.0

Exceptional

37 reviews

$1580
Average price / night
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River & Mountain Views - Hot Tub - Arcade - Pool Table - Bar
River & Mountain Views - Hot Tub - Arcade - Pool Table - Bar
House
Beacon, NY, 12508, United States
7.0k from New Windsor Cantonment State Historic Site center

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

5 Bedrooms13 Guests
10.0

Exceptional

9 reviews

$1474
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
7.5k from New Windsor Cantonment State Historic Site 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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Hudson River Views meets Mid-Century Chic!
Hudson River Views meets Mid-Century Chic!
House
Newburgh, NY, 12550, United States
7.8k from New Windsor Cantonment State Historic Site center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment

5 Bedrooms10 Guests
8.0

Good

1 reviews

$1501
Average price / night
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Charming studio cottage with private fenced yard in the heart of Beacon
Charming studio cottage with private fenced yard in the heart of Beacon
Cottage
Beacon, NY, 12508, United States
7.9k from New Windsor Cantonment State Historic Site center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

10.0

Exceptional

13 reviews

$209
Average price / night
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A Restored Schoolhouse With Movie Theater, Firepit, and Pool
A Restored Schoolhouse With Movie Theater, Firepit, and Pool
House
Rock Tavern, NY, 12575, United States
8.3k from New Windsor Cantonment State Historic Site center

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

4 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$567
Average price / night
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Other accommodation types in New Windsor Cantonment State Historic Site:

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 New Windsor Cantonment State Historic Site.

New Windsor Cantonment State Historic Site Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 38 verified family-friendly vacation rentals in New Windsor Cantonment State Historic Site. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in New Windsor Cantonment State Historic Site vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $108 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in New Windsor Cantonment State Historic Site 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 New Windsor Cantonment State Historic Site 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 New Windsor Cantonment State Historic Site often include amenities such as Child Friendly, Fireplace/Heating, and Guest Services. 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.