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New Square Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for New Square holiday rentals

Property grounds

1. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
The price is HK$980
HK$1,694 total
includes taxes & fees
28 Sept - 29 Sept
Piermont Oasis
Interior

2. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is HK$1,537
HK$1,781 total
includes taxes & fees
31 Aug - 1 Sept
Harriman Outdoor Center - Mountain Laurel Cabin
Dining

3. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is HK$1,261
HK$2,670 total
includes taxes & fees
2 Sept - 3 Sept
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Interior

4. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is HK$1,913
HK$2,219 total
includes taxes & fees
31 Aug - 1 Sept
Harriman Outdoor Center - Cranberry Cabin
Property grounds

5. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is HK$1,552
HK$2,630 total
includes taxes & fees
1 Sept - 2 Sept
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Living area

6. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (7 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is HK$1,872
HK$3,504 total
includes taxes & fees
15 Sept - 16 Sept
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Room

7. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is HK$741
HK$1,057 total
includes taxes & fees
31 Aug - 1 Sept
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A foyer with a chandelier, a welcome mat, and a small table with magazines.

8. Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Greenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Interior

9. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.4 out of 10, Very good, (17 reviews)
"I absolutely loved my stay. A beautiful place with Victorian inspired, a big comfy bed, a really nice cozy reading nook with stone glass windows, and had an enjoyable stay!! Very easy check-in and check-out process. Great air conditioning during a heat wave!!"
United States
Daisy
The price is HK$663
HK$1,176 total
includes taxes & fees
31 Aug - 1 Sept
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Living area

10. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
The price is HK$1,097
HK$1,992 total
includes taxes & fees
2 Sept - 3 Sept
Cozy 1-bedroom retreat minutes from West Point!
Interior

11. Harriman Outdoor Center - White Oak Cabin

Harriman Outdoor Center - White Oak Cabin
Haverstraw
The price is HK$1,748
HK$2,019 total
includes taxes & fees
14 Sept - 15 Sept
Harriman Outdoor Center - White Oak Cabin
Living area

12. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is HK$2,231
HK$3,542 total
includes taxes & fees
29 Sept - 30 Sept
Walk to WP Gate + Free Parking!
Interior

13. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (50 reviews)
"One of the cleanest VRBOs I ever stayed in - it smelled so good. Very cozy and had everything we needed. The location is great!"
United States
Tara K.
The price is HK$831
HK$1,933 total
includes taxes & fees
14 Sept - 15 Sept
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Property grounds

14. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is HK$1,803
HK$2,838 total
includes taxes & fees
1 Sept - 2 Sept
Villa Verde B&B, Greenwood Lake NY, 1
Interior

15. Harriman Outdoor Center - Storm King Lodge

Harriman Outdoor Center - Storm King Lodge
Haverstraw
The price is HK$4,477
HK$5,193 total
includes taxes & fees
31 Aug - 1 Sept
Harriman Outdoor Center - Storm King Lodge
Interior

16. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is HK$1,274
HK$2,550 total
includes taxes & fees
31 Aug - 1 Sept
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior detail

17. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is HK$1,334
HK$2,563 total
includes taxes & fees
31 Aug - 1 Sept
Fabulous 3bdrm Home w/parking!
Private kitchen

18. Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and really cute place. "
United States
Katie C.
The price is HK$1,584
HK$3,672 total
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Interior

19. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is HK$1,795
HK$2,288 total
includes taxes & fees
31 Aug - 1 Sept
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Interior

20. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
The price is HK$1,960
HK$2,537 total
includes taxes & fees
31 Aug - 1 Sept
Villa Verde B&B, bsm, Greenwood Lake NY
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

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Good location near the highway. Clean and great amenities. Fast elevator and helpful staff if they had their pool repaired that would have been the perfect place to stay. But overall good quality stay. Will come again."
Hesham 6-night trip
Posted less than an hour ago
Hampton Inn White Plains/Tarrytown

Find out more about New Square

Search for holiday rentals in New Square on Expedia! You can easily find your home rentals, villas, holiday apartments in New Square using one of the methods below:

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Look no further and take a look at our great range of rental properties in New Square!

Frequently asked questions

Are there holiday rentals in New Square?

Yes, there are holiday rentals close to the most popular sights in New Square, or you can select a more secluded option if you're looking for a relaxing stay.

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

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This holiday home rental outside of New Square is located next to a golf course, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

What can I see and do in New Square?

While exploring the area, visit family-friendly sights like Rockland Bakery, or get outside and enjoy nature at Rockland Lake State Park. In the wider area, you’ll find Woodbury Common Premium Outlets and Rockland Community College.

What are holiday rentals like in New Square?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Square. Holiday rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.