Vacation Rentals in Wing's Castle, NY: Compare 10+ Sites & Save

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23 Best Vacation Rentals in Wing's Castle (Starting from $267)

Hudson Valley Home with Lake Views and Kayaks
Hudson Valley Home with Lake Views and Kayaks
House
Clinton Corners, USA
6.3k from Wing's Castle center

Ocean View, Parking, View, Wheelchair Accessible, Internet, Pool, Child Friendly

5 Bedrooms10 Guests
New to Booking
$640
Average price / night
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Secluded Getaway with Catskill Mountain Views
Secluded Getaway with Catskill Mountain Views
House
Stanfordville, NY, 12581, United States
1.5k from Wing's Castle center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$508
Average price / night
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Lovely house in a gorgeous setting in Millbrook, NY
Lovely house in a gorgeous setting in Millbrook, NY
House
Stanfordville, NY, 12581, United States
2.7k from Wing's Castle center

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

5 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$1649
Average price / night
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Hudson Valley stunning lake side modern barn in an Enchanted Forest
Hudson Valley stunning lake side modern barn in an Enchanted Forest
House
Clinton Corners, NY, 12514, United States
3.5k from Wing's Castle center

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

1 Bedroom4 Guests
10.0

Exceptional

14 reviews

$468
Average price / night
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Twin Cedar Pond: Modern Farmhouse w/ Sprawling Deck and Oversized Indoor Hot Tub
Twin Cedar Pond: Modern Farmhouse w/ Sprawling Deck and Oversized Indoor Hot Tub
House
stanfordville, NY, 12581, United States
3.7k from Wing's Castle center

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

3 Bedrooms6 Guests
9.6

Exceptional

17 reviews

$567
Average price / night
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Upstate NY gem. Original 1800s Victorian Second Empire.
Upstate NY gem. Original 1800s Victorian Second Empire.
House
Stanfordville, NY, 12581, United States
4.1k from Wing's Castle center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, Patio

3 Bedrooms6 Guests
New to Booking
$396
Average price / night
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Whimsy Woods - 14 Acre Millbrook Estate with Pool
Whimsy Woods - 14 Acre Millbrook Estate with Pool
House
Millbrook, NY, 12545, United States
4.1k from Wing's Castle center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1735
Average price / night
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Luxury home with extraordinary amenities nestled in an idyllic rural setting
Luxury home with extraordinary amenities nestled in an idyllic rural setting
House
Clinton Corners, NY, 12514, United States
4.8k from Wing's Castle center

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

5 Bedrooms10 Guests
New to Booking
$4847
Average price / night
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Orchard Hill - Large Family Estate
Orchard Hill - Large Family Estate
House
Millbrook, NY, 12545, United States
4.9k from Wing's Castle center

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

7 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$2451
Average price / night
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Millbrook Cottage Originally a 1927 Sears Kit House
Millbrook Cottage Originally a 1927 Sears Kit House
Cottage
Millbrook, NY, 12545, United States
5.4k from Wing's Castle center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms5 Guests
New to Booking
$454
Average price / night
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Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Apartment
Millbrook, NY, 12545, United States
6.2k from Wing's Castle center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$495
Average price / night
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Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
House
Millbrook, NY, 12545, United States
6.3k from Wing's Castle center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$712
Average price / night
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Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC
Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC
House
Salt Point, NY, 12578, United States
7.8k from Wing's Castle center

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

4 Bedrooms8 Guests
9.6

Exceptional

14 reviews

$914
Average price / night
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Romantic Log Cabin on Privately-Owned Lake with Fireplace
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Cabin
Stanfordville, NY, 12581, United States
8.3k from Wing's Castle center

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

9.8

Exceptional

87 reviews

$267
Average price / night
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Private and Tranquil Country Retreat
Private and Tranquil Country Retreat
House
Clinton Corners, NY, 12514, United States
8.3k from Wing's Castle center

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

4 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$288
Average price / night
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Pet-friendly Cottage at Historic Millbrook Farm Estate
Pet-friendly Cottage at Historic Millbrook Farm Estate
Cottage
Millbrook, NY, 12545, United States
8.4k from Wing's Castle center

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

3 Bedrooms5 Guests
9.2

Superb

14 reviews

$272
Average price / night
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Enjoy pool time at our spacious home; minutes from the village of Millbrook!
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
House
Millbrook, NY, 12545, United States
8.4k from Wing's Castle center

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

3 Bedrooms6 Guests
9.8

Exceptional

60 reviews

$480
Average price / night
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Scenic Overlook Home next to Silo Ridge
Scenic Overlook Home next to Silo Ridge
House
Amenia, NY, 12501, United States
8.5k from Wing's Castle center

AC, Dryer, Free Parking, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$661
Average price / night
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Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool
Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool
House
Clinton Corners, NY, 12514, United States
8.7k from Wing's Castle center

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

3 Bedrooms8 Guests
New to Booking
$820
Average price / night
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Hilltop Home on 10 acres w/ hot tub, fire-pit + solar
Hilltop Home on 10 acres w/ hot tub, fire-pit + solar
House
Amenia, NY, 12501, United States
8.7k from Wing's Castle center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms9 Guests
9.8

Exceptional

17 reviews

$429
Average price / night
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Charming Stone Chalet in Wooded Surroundings with Heated Pool  Spring to Fall.
Charming Stone Chalet in Wooded Surroundings with Heated Pool Spring to Fall.
House
Clinton Corners, NY, 12514, United States
9.7k from Wing's Castle center

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

4 Bedrooms7 Guests
9.4

Superb

181 reviews

$424
Average price / night
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Private modern home of six acres
Private modern home of six acres
House
Clinton Corners, NY, 12514, United States
9.9k from Wing's Castle center

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

2 Bedrooms6 Guests
9.8

Exceptional

69 reviews

$290
Average price / night
Check Availability
The Wheelhaus— Restored Home in Hamlet of Amenia
The Wheelhaus— Restored Home in Hamlet of Amenia
House
Amenia, NY, 12501, United States
9.9k from Wing's Castle center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$418
Average price / night
Check Availability

Other accommodation types in Wing's Castle:

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 in Wing's Castle.

Wing's Castle Vacation Rentals on the Map

Frequently Asked Questions

You can explore 23 verified vacation rentals in Wing's Castle. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Wing's Castle vary depending on the season, property size, and location. Rates typically start from around $267 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Wing's Castle include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Wing's Castle welcome pets. Currently, 16 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Wing's Castle often include amenities such as Bedding/Linens, Fireplace/Heating, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.