New Square Vacation Rentals

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Dec 19 - Dec 21
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In four months
Mar 27 - Mar 29

Vacation Rentals in New Square

Fridge, oven, stovetop, cookware/dishes/utensils
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$175 nightly
The price is $191
Dec 15 - Dec 16
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (5)
$315 nightly
The price is $330
Dec 15 - Dec 16
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Game room
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Apartment in CROTON HDSN

9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
$243 nightly
The price is $271
Dec 8 - Dec 9
Total with taxes and fees
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$396 nightly
The price is $402
Dec 8 - Dec 9
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Warwick

9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
$131 nightly
The price is $148
Dec 8 - Dec 9
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
$266 nightly
The price is $269
Dec 8 - Dec 9
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Vacation Home in Southeast Yonkers

8.2 out of 10, Very Good, (18)
"Great place great location"
United States
Daquan H.
$115 nightly
The price is $135
Dec 8 - Dec 9
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Highland Falls

9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
$406 nightly
The price is $412
Dec 10 - Dec 11
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
$272 nightly
The price is $308
Dec 8 - Dec 9
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Apartment in Croton-on-Hudson

10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Ann S.
$207 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Apartment in Warwick

10.0 out of 10, Exceptional, (40)
"This was the best place to stay. Host was so nice to us. If we are in the area again we would definitely stay here again. "
United States
Eileen H.
$220 nightly
The price is $249
Dec 8 - Dec 9
Total with taxes and fees
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Apartment in Highland Falls

10.0 out of 10, Exceptional, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
$242 nightly
The price is $267
Dec 8 - Dec 9
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Fridge, microwave, oven, stovetop
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Apartment in Croton-on-Hudson

10.0 out of 10, Exceptional, (5)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
United States
Suzanne A.
$264 nightly
The price is $302
Dec 8 - Dec 9
Total with taxes and fees
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Luxury Villa, Garden View | Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

4.0 star property
$611 nightly
The price is $680
Dec 8 - Dec 9
Total with taxes and fees
Luxury NYC Home with Free Parking for 12
Exterior
Villa Verde B&B, Greenwood Lake NY, 1

Apartment in Monroe

10.0 out of 10, Exceptional, (31)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
$233 nightly
The price is $264
Jan 4 - Jan 5, 2026
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1
Exterior
Walk to WP Gate + Free Parking!

Apartment in Highland Falls

9.8 out of 10, Exceptional, (20)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
$281 nightly
The price is $312
Jan 5 - Jan 6, 2026
Total with taxes and fees
Walk to WP Gate + Free Parking!
Terrace/patio
Cozy Apartment to Relax - Apartment "B"

Apartment in Getty Square

2.0 star property
$268 nightly
The price is $316
Dec 14 - Dec 15
Total with taxes and fees
Cozy Apartment to Relax - Apartment "B"
Microwave, oven, stovetop
Serene apartment with AC in vibrant Paterson

Apartment in Paterson

10.0 out of 10, Exceptional, (1)
"Out experience with this listing was as stated we were very pleased with the entire apartment and the Host was very accommodating I would highly recommend this apartment and the neighbors were extremely helpful and friendly! "
United States
Pam Y.
$177 nightly
The price is $194
Dec 8 - Dec 9
Total with taxes and fees
Serene apartment with AC in vibrant Paterson
Interior
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Vacation Home in Warwick

2.0 star property
10.0 out of 10, Exceptional, (5)
$328 nightly
The price is $371
Dec 17 - Dec 18
Total with taxes and fees
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Interior
Contemporary Cozy Cottage

Vacation Home in Lake Peekskill

10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
$367 nightly
The price is $420
Dec 8 - Dec 9
Total with taxes and fees
Contemporary Cozy Cottage
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 Square Hotel Reviews

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Breakfast was OK and the staff friendly."
Panayiotis 2-night trip
Posted 11 hours ago
Royal Regency Hotel

Find out more about New Square

Everything you need to know about New Square vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Square vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Square vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Square vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Square. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit New Square in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on New Square rentals

At Expedia, we put the best New Square vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top New Square rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Square vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Square. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in New Square?

Yes, we give you a choice of vacation rentals close to the most popular attractions in New Square, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that New Square has to offer?

3BR Prime Luxury near NYC w Arcade Room: This vacation home rental outside of New Square is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in New Square?

While exploring the area, visit family-friendly sights like Legoland Discovery Center Westchester, or get outside and enjoy nature at Rockland Lake State Park. In the larger area, you’ll find Rockland Community College and Palisades Center.

What are vacation rentals like in New Square?

Vacation rentals are private properties you can book for a couple days or more in New Square. Vacation rentals offer extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.