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New Square Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for New Square holiday rentals

A wooden cabin with large windows, a wooden bench, and a view of the forest.

1. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
Harriman Outdoor Center - Mountain Laurel Cabin
A garden with a stone wall, a wooden fence, and a gravel path.

2. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Megan D.
The price is HK$942
HK$1,652 total
includes taxes & fees
3 Nov - 4 Nov
Piermont Oasis
A wooden cabin with large windows, a wooden bench, and a view of the forest.

3. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
Harriman Outdoor Center - Cranberry Cabin
A stone staircase leading to a house with a stone wall and a metal gate.

4. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (25 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is HK$1,962
HK$3,339 total
includes taxes & fees
25 Oct - 26 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

5. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
Ann S.
The price is HK$1,215
HK$2,422 total
includes taxes & fees
1 Nov - 2 Nov
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

6. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is HK$903
HK$2,437 total
includes taxes & fees
18 Oct - 19 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

7. 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)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is HK$1,394
HK$2,815 total
includes taxes & fees
3 Nov - 4 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

8. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveller
The price is HK$970
HK$1,109 total
includes taxes & fees
21 Oct - 22 Oct
1 King Bed | Non-Smoking
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

9. '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, (9 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$1,780
HK$3,337 total
includes taxes & fees
3 Nov - 4 Nov
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Living area

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is HK$808
HK$1,609 total
includes taxes & fees
18 Oct - 19 Oct
Cozy 1-bedroom retreat minutes from West Point!
Interior

11. 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, (53 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$824
HK$1,865 total
includes taxes & fees
1 Nov - 2 Nov
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

12. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (13 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is HK$1,162
HK$3,407 total
includes taxes & fees
21 Oct - 22 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

13. 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$1,727
HK$2,228 total
includes taxes & fees
7 Nov - 8 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
A house with a view of a bridge and mountains.

14. 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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
The price is HK$1,554
HK$2,586 total
includes taxes & fees
20 Oct - 21 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A stone pathway leading to a stone wall with a potted plant.

15. 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$1,570
HK$2,504 total
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

16. 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$742
HK$1,058 total
includes taxes & fees
21 Oct - 22 Oct
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A room with a chandelier, a sofa, a table, and a cabinet.

17. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is HK$735
HK$1,293 total
includes taxes & fees
27 Oct - 28 Oct
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

18. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is HK$2,143
HK$6,396 total
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

19. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
Ossining
8.2 out of 10, Very good, (19 reviews)
"A family trip with teens and tweens- a perfect space! Clean, hist was friendly, the house was stocked with all we'd need! A great getaway for any family NYC trip!"
United States
Justeen P.
The price is HK$1,719
HK$6,197 total
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
A covered area with exercise equipment, chairs, and a view through large windows.

20. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is HK$1,771
HK$2,226 total
includes taxes & fees
8 Nov - 9 Nov
1BR Queen near NYC | Trails, Biking & Sauna Bliss
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

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"Nice hotel easy access from highway."
Liana 1-night trip
Posted 6 hours ago
Hotel Nyack, a JdV by Hyatt Hotel

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:

  • View our selection of featured holiday rentals in New Square
  • Use the map to find apartments and other holiday homes in the New Square neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Square while they last

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?

Modern Luxury Home w GameRoom & Parking: This holiday home rental outside of New Square is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

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.