
Holiday rentals near Wing's Castle
We found 567 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Wing's Castle that can be your home away from home. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a hot tub. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Wing's Castle
Showing deals for:10 Oct - 17 Oct
Image gallery for Lakefront Summer Spectacular in New England Just 2 Hours From NYC

1010 out of 10 rating
Exceptional
(73 reviews)
Lakefront Summer Spectacular in New England Just 2 Hours From NYC
Sharon, CT
8% off
Price is NZ$4,226
NZ$4,226
NZ$604 per night
includes taxes & fees
Image gallery for The House In Highland- Secluded Retreat

1010 out of 10 rating
Exceptional
(6 reviews)
The House In Highland- Secluded Retreat
Highland, NY
8% off
Price is NZ$9,737
NZ$9,737
NZ$1,391 per night
includes taxes & fees
Image gallery for Hot Tub - Fire Pit - BBQ - Hammock - Colonial

9.49.4 out of 10 rating
Exceptional
(15 reviews)
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston, NY
12% off
Price is NZ$4,322
NZ$4,322
NZ$617 per night
includes taxes & fees
Image gallery for West Park/Esopus Victorian - 2 King and 1 Queen Bed

9.89.8 out of 10 rating
Exceptional
(10 reviews)
West Park/Esopus Victorian - 2 King and 1 Queen Bed
Esopus, NY
8% off
Price is NZ$4,194
NZ$4,194
NZ$599 per night
includes taxes & fees
Image gallery for Navywood: Scandi | Peaceful | Red Hook/Rhinebeck

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
Elizaville, New York
11% off
Price is NZ$4,674
NZ$4,674
NZ$668 per night
includes taxes & fees
Image gallery for Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent

9.89.8 out of 10 rating
Exceptional
(52 reviews)
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Cornwall Bridge, CT
8% off
Price is NZ$9,187
NZ$9,187
NZ$1,312 per night
includes taxes & fees
Image gallery for Stunning Light-Filled Contemporary Home on 7 Acres

1010 out of 10 rating
Exceptional
(25 reviews)
Stunning Light-Filled Contemporary Home on 7 Acres
Salt Point, NY
22% off
Price is NZ$6,049
NZ$6,049
NZ$864 per night
includes taxes & fees
Image gallery for Glamping in the woods, beautiful property one hour from NYC.

1010 out of 10 rating
Exceptional
(5 reviews)
Glamping in the woods, beautiful property one hour from NYC.
Pleasant Valley, NY
11% off
Price is NZ$1,728
NZ$1,728
NZ$247 per night
includes taxes & fees
Image gallery for Stunning, 8 Bedroom Estate & Retreat. Historic Elegance with Designer Interiors

1010 out of 10 rating
Exceptional
(28 reviews)
Stunning, 8 Bedroom Estate & Retreat. Historic Elegance with Designer Interiors
Staatsburg, NY
8% off
Price is NZ$40,026
NZ$40,026
NZ$5,718 per night
includes taxes & fees
Image gallery for Hudson River views with pool and hot tub

9.89.8 out of 10 rating
Exceptional
(22 reviews)
Hudson River views with pool and hot tub
Kingston, NY
8% off
Price is NZ$11,098
NZ$11,098
NZ$1,585 per night
includes taxes & fees
Image gallery for Hot Tub - Hammock- Games - Grill - Large Colonial

1010 out of 10 rating
Exceptional
(6 reviews)
Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston, NY
8% off
Price is NZ$10,564
NZ$10,564
NZ$1,509 per night
includes taxes & fees
Image gallery for Cheerful Circa 1700 3 Bedroom Farmhouse

1010 out of 10 rating
Exceptional
(6 reviews)
Cheerful Circa 1700 3 Bedroom Farmhouse
Hyde Park, NY
30% off
Price is NZ$5,102
NZ$5,102
NZ$729 per night
includes taxes & fees
Image gallery for Peacock Garden Cottage, A Unique Upstate Find

1010 out of 10 rating
Exceptional
(13 reviews)
Peacock Garden Cottage, A Unique Upstate Find
Pine Plains, NY
8% off
Price is NZ$3,339
NZ$3,339
NZ$477 per night
includes taxes & fees
Image gallery for Church Des Artistes a Hudson Valley retreat

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Church Des Artistes a Hudson Valley retreat
Kingston, NY
8% off
Price is NZ$20,982
NZ$20,982
NZ$2,997 per night
includes taxes & fees
Image gallery for FANTASTIC DEAL!! 35% DISCOUNT FOR 1 WEEK STAY - 50% DISCOUNT FOR A 30 DAY STAY

1010 out of 10 rating
Exceptional
(54 reviews)
FANTASTIC DEAL!! 35% DISCOUNT FOR 1 WEEK STAY - 50% DISCOUNT FOR A 30 DAY STAY
Dover Plains, NY
28% off
Price is NZ$12,279
NZ$12,279
NZ$1,754 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake

1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is NZ$8,349
NZ$8,349
NZ$1,193 per night
includes taxes & fees
Image gallery for Newly renovated charming home , Brand new chefs kitchen very comfortable home .

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Newly renovated charming home , Brand new chefs kitchen very comfortable home .
Lakeville, CT
12% off
Price is NZ$4,963
NZ$4,963
NZ$709 per night
includes taxes & fees
Image gallery for Be in Nature at this Gorgeous Riverfront Cabin

1010 out of 10 rating
Exceptional
(18 reviews)
Be in Nature at this Gorgeous Riverfront Cabin
Poughkeepsie, NY
8% off
Price is NZ$5,869
NZ$5,869
NZ$838 per night
includes taxes & fees
Image gallery for Lovely cottage on quiet country road in Millerton, New York, on 23 acres.

1010 out of 10 rating
Exceptional
(12 reviews)
Lovely cottage on quiet country road in Millerton, New York, on 23 acres.
Millerton, NY
8% off
Price is NZ$3,155
NZ$3,155
NZ$451 per night
includes taxes & fees
Image gallery for Firebrook - a peaceful retreat near Rhinebeck

1010 out of 10 rating
Exceptional
(6 reviews)
Firebrook - a peaceful retreat near Rhinebeck
Red Hook, NY
7% off
Price is NZ$5,313
NZ$5,313
NZ$759 per night
includes taxes & fees
Image gallery for Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

1010 out of 10 rating
Exceptional
(88 reviews)
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Ulster Park, NY
6% off
Price is NZ$3,440
NZ$3,440
NZ$491 per night
includes taxes & fees
Image gallery for The Calf Pen

1010 out of 10 rating
Exceptional
(33 reviews)
The Calf Pen
Staatsburg, NY
6% off
Price is NZ$3,638
NZ$3,638
NZ$520 per night
includes taxes & fees
Image gallery for Country Studio in private setting

9.69.6 out of 10 rating
Exceptional
(16 reviews)
Country Studio in private setting
Millbrook, NY
6% off
Price is NZ$2,095
NZ$2,095
NZ$299 per night
includes taxes & fees
Image gallery for Private Kent Getaway With Views, Pond & Pool

1010 out of 10 rating
Exceptional
(15 reviews)
Private Kent Getaway With Views, Pond & Pool
Kent, CT
8% off
Price is NZ$3,481
NZ$3,481
NZ$497 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Wing's Castle
The Farm at Hyde Park
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Sleeps 2 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
84 reviews(84 reviews)
Lakefront 4-Season Stunning Home and Guest House W/Tennis Court & Full Gym
Sleeps 14 · 6 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Private room on secluded 7 acres , access to entire house including patio, porch
Sleeps 2 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
25 reviews(25 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value