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New Windsor Holiday Rentals

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Check prices for these dates

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in New Windsor

We don't have any properties that match your exact search

Recommended hotels in New Windsor

Sleep Inn & Suites Monroe - Woodbury
Relax in comfort with a large bed, flat-screen TV, and ample natural light.

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1013)
"Staff was friendly, room was very nice and clean, beds were very comfortable "
The price is S$162
includes taxes & fees
27 Jul - 28 Jul
Sleep Inn & Suites Monroe - Woodbury
Fairfield Inn & Suites by Marriott Goshen Middletown
Welcome to the Fairfield Inn & Suites, featuring a covered entrance and ample parking.

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (974)
"Great breakfast, great room. "
The price is S$173
includes taxes & fees
30 Jul - 31 Jul
Fairfield Inn & Suites by Marriott Goshen Middletown
Holiday Inn Express Hotel & Suites Chester by IHG
Experience the sleek design of this hotel, featuring a flat roof and a mix of brick and stucco exterior.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.6 out of 10, Excellent, (1012)
"The room was huge; the staff was nice. Breakfast could have a little more options. I would recommend this hotel "
The price is S$184
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Chester by IHG
Homewood Suites Stewart Airport
Relax in a stylishly designed room with a comfortable bed, flat-screen TV, and sofa.

Homewood Suites Stewart Airport

3.0 star property
9.2 out of 10, Wonderful, (1006)
"Clean, convenient and breakfast was good."
The price is S$257
includes taxes & fees
3 Aug - 4 Aug
Homewood Suites Stewart Airport
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Relax by the pool with a clear view of the surrounding area from the high ceilinged space.

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very good, (1005)
"Beautiful view and comfy bed and pillows "
The price is S$172
includes taxes & fees
27 Jul - 28 Jul
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Hampton Inn Harriman Woodbury
Relax in the spacious lobby with a fireplace, sofas, and chairs, and enjoy the view through the glass door to the outdoor area.

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1011)
"Great stay great staff great accommodations "
The price is S$199
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Harriman Woodbury
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Enjoy a wide selection of dishes at our buffet, featuring omelets, cheese, and more.

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Would stay again"
The price is S$209
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Relax in this stylish space with a central bar, comfortable seating, and beautiful views of the outdoors.

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.6 out of 10, Exceptional, (366)
"We had an excellent stay. Location was perfect. "
The price is S$232
includes taxes & fees
17 Aug - 18 Aug
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Sleep Inn & Suites Middletown - Goshen
Relax in a serene outdoor space with a round table, benches, and a decorative lamp.

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1019)
"Very nice hotel ! "
The price is S$146
includes taxes & fees
24 Aug - 25 Aug
Sleep Inn & Suites Middletown - Goshen
Windrose On Hudson
Terrace/patio

Windrose On Hudson

2.0 star property
7.2 out of 10, Good, (5)
"I regret I didn’t take pictures, but the scenery was beautiful"
The price is S$326
includes taxes & fees
3 Aug - 4 Aug
Windrose On Hudson
Hyatt Place Poughkeepsie / Hudson Valley
Welcome to Hyatt Place, where guests can enter through a covered walkway to access the interior spaces.

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1006)
"Great stay"
The price is S$185
includes taxes & fees
27 Jul - 28 Jul
Hyatt Place Poughkeepsie / Hudson Valley
Holiday Inn Express West Point by IHG
Indulge in a variety of sweet treats at our buffet, featuring a selection of freshly baked goods.

Holiday Inn Express West Point by IHG

2.5 star property
9.0 out of 10, Wonderful, (133)
"Front desk was efficient and polite Room very clean and breakfast was terrific!"
The price is S$219
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn Express West Point by IHG
Homewood Suites by Hilton Poughkeepsie
Relax and socialize in this inviting patio area with a stone fire pit and comfortable seating.

Homewood Suites by Hilton Poughkeepsie

3.0 star property
9.6 out of 10, Exceptional, (936)
"Nice place to stay at with the family"
The price is S$195
includes taxes & fees
18 Aug - 19 Aug
Homewood Suites by Hilton Poughkeepsie
Le Chambord at Curry Estate
Stately colonial-style building with a central entrance and manicured lawns.

Le Chambord at Curry Estate

3.0 star property
9.2 out of 10, Wonderful, (237)
"Very friendly staff "
The price is S$258
includes taxes & fees
28 Jul - 29 Jul
Le Chambord at Curry Estate
HYATT house Fishkill/Poughkeepsie
Enjoy cooking in this well-equipped kitchen with a large island, refrigerator, microwave, and coffee maker.

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1011)
"Excellent...would stay again"
The price is S$181
includes taxes & fees
27 Jul - 28 Jul
HYATT house Fishkill/Poughkeepsie
Residence Inn by Marriott Fishkill
Relax and socialize in this serene patio area with a fire pit, wicker furniture, and large windows.

Residence Inn by Marriott Fishkill

3.0 star property
9.4 out of 10, Exceptional, (386)
"Wonderful stay! Great breakfast and front desk:)"
The price is S$239
includes taxes & fees
10 Aug - 11 Aug
Residence Inn by Marriott Fishkill
Borland House Inn
Welcome to this charming two-story house with a welcoming front porch and beautifully manicured surroundings.

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (122)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
Borland House Inn
Quality Inn & Suites Fishkill South near I-84
Relax in comfort with two single beds and a large bed, a flat-screen TV, and a desk for work.

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1014)
"It is good to stay couple days !!"
The price is S$143
includes taxes & fees
3 Aug - 4 Aug
Quality Inn & Suites Fishkill South near I-84
Holiday Inn Express Poughkeepsie by IHG
Experience the sleek, modern design of this hotel, featuring a flat roof and symmetrical facade.

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
8.6 out of 10, Excellent, (1013)
"I would stay here again. It's a good hotel, easy in and out access to highway, close to attractions, clean. "
The price is S$156
includes taxes & fees
11 Aug - 12 Aug
Holiday Inn Express Poughkeepsie by IHG
Americas Best Value Inn New Paltz
Two single beds with brown headboards and white bedding, a wall-mounted lamp, and framed artworks adorn this inviting space.

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1009)
"Great place would stay again"
The price is S$135
includes taxes & fees
3 Aug - 4 Aug
Americas Best Value Inn New Paltz
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Windsor Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Nicer than I expected. Well stocked breakfast included."
Tracy 1-night trip
Posted 22 hours ago
Hampton Inn by Hilton New Paltz

Frequently asked questions

Can I find a holiday rental in New Windsor?

Yes, there are holiday rentals close to the most popular sights in New Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in New Windsor. Allow lots of time to check out the lakeside and coffee shops during your visit.

How many holiday rentals are there in New Windsor?

Choose from 6 Expedia holiday rentals in New Windsor for a memorable holiday.

What can I see and do in New Windsor?

Cultural attractions to visit include Knox's Headquarters State Historic Site and National Purple Heart Hall of Honor. Woodbury Common Premium Outlets and LEGOLAND® New York are other popular places to visit in the area.

What are holiday rentals like in New Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Windsor. Holiday rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.