Find Vacation Homes in Town of Orangetown, NY from $195

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Top Cities in Town of Orangetown

Our top choices for Town of Orangetown vacation homes

Quaint & charming century-old brownstone near NYC

Quaint & charming century-old brownstone near NYC
Guttenberg
9.6 out of 10, Exceptional, (27)
"The bus to the city is close to the property, the owners were very good at communicating and even gave us a walk through of the property even though we landed late. Greatly recommend!"
United States
Michael R.
$328 nightly
The price is $361
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quaint & charming century-old brownstone near NYC

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (23)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
$217 nightly
The price is $245
Jan 12 - Jan 13, 2026
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Wonderful House in Long Island City, comforting and spacious near to Manhattan

Wonderful House in Long Island City, comforting and spacious near to Manhattan
Queens
9.2 out of 10, Wonderful, (15)
"Everything was as described in the listing. A very comfortable place to stay with a group!"
United States
Amir A.
$742 nightly
The price is $810
Jan 12 - Jan 13, 2026
Total with taxes and fees
Wonderful House in Long Island City, comforting and spacious near to Manhattan

Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!

Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!
Belleville
9.0 out of 10, Wonderful, (16)
"This rental was quiet, comfortable and very easy from start to finish. I would recommend to anyone, and for sure visit again. "
United States
Brandi T.
$177 nightly
The price is $195
Dec 23 - Dec 24
Total with taxes and fees
Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!

Contemporary Cozy Cottage

Contemporary Cozy Cottage
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 29 - Dec 30
Total with taxes and fees
Contemporary Cozy Cottage

Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
Manhattan
8.8 out of 10, Excellent, (68)
" Great place, lots of space for NYC. Easy check in and out. Located close to the metro and grocery stores. My family and i had such a great time."
United States
Mary Margaret C.
$323 nightly
The price is $353
Jan 7 - Jan 8, 2026
Total with taxes and fees
Spacious Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
2.0 star property
New Rochelle
9.8 out of 10, Exceptional, (6)
"Perfect host - Shelton was an excellent communicator, very responsive and helpful. The location, property and host made a stressful travel period pleasant for us. Highly recommend this place to anyone needing a spot in New Rochelle or surrounding areas. "
United States
NANCY H.
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Spacious 4-bedroom house in charming Rye with AC

Spacious 4-bedroom house in charming Rye with AC
Rye
$2,508 nightly
The price is $2,508
Dec 23 - Dec 24
Total with taxes and fees
Spacious 4-bedroom house in charming Rye with AC

Modern 3BR Townhouse with Private Rooftop & Parking Minutes to NYC

Modern 3BR Townhouse with Private Rooftop & Parking Minutes to NYC
2.0 star property
Hoboken
10.0 out of 10, Exceptional, (1)
"The house is very nice and clean. The host is very friendly and responsive. "
United States
Madison
$663 nightly
The price is $731
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern 3BR Townhouse with Private Rooftop & Parking Minutes to NYC

Marvelous 5-bedroom house with AC in Yonkers

Marvelous 5-bedroom house with AC in Yonkers
2.0 star property
Bryn Mawr
2.0 out of 10, (2)
"Cancelled my stay at check out time while I was at the NY airport— said there was a “power outage”. “Upgraded” me to a luxury property that turned out to be a dirty 3rd floor walk up. When I asked for a refund, they lied to VRBO and said I never showed up. I had to prove to VRBO with texts and phone records that they cancelled me. I suspected a bait and switch. Also, VRBO had to start an investigation because the phone number from the owner was an unknown number—my information had been...
United States
Amy L.
Marvelous 5-bedroom house with AC in Yonkers

Private Gramercy TownHouse with Terrace

Private Gramercy TownHouse with Terrace
Manhattan
8.4 out of 10, Very Good, (9)
"Great place, we stayed as a family of six. Great location, very responsive host. "
United States
Gert H.
Private Gramercy TownHouse with Terrace

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Nyack
9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
United States
Dr. Andrea W.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

Ultra-Modern Luxe Sleek & Stunning Stay

Ultra-Modern Luxe Sleek & Stunning Stay
2.0 star property
White Plains
4.0 out of 10, (1)
"SCAM ALERT!!! I’ve used VRBO for years and usually give 4–5 star reviews. This was a total bait and switch. We clearly stated we were renting their *house* to host Thanksgiving. Over a month before arrival I asked for dining room photos and house size; they claimed it was “quite large,” fit 16, and perfect for family dinners but did not have photos of the dining room but they said I can move the kitchen chairs into the dining room to increase guest seating. They never disclosed it was actually...
United States
Michael P.
$675 nightly
The price is $772
Dec 23 - Dec 24
Total with taxes and fees
Ultra-Modern Luxe Sleek & Stunning Stay

3 Bedroom apartment close to ny city, parking, tv in bed rooms and living

3 Bedroom apartment close to ny city, parking, tv in bed rooms and living
2.0 star property
North Bergen
8.8 out of 10, Excellent, (12)
"Nice layout of this three bedroom. Plenty of space for our family of five. "
United States
D T.
3 Bedroom apartment close to ny city, parking, tv in bed rooms and living

Cozy 2 Bedroom, Near NYC, Easy Parking

Cozy 2 Bedroom, Near NYC, Easy Parking
Bryn Mawr
10.0 out of 10, Exceptional, (4)
"Have stayed here twice and "
United States
Jennifer S.
Cozy 2 Bedroom, Near NYC, Easy Parking

La Casita Bonita near NYC

La Casita Bonita near NYC
Bryn Mawr
5.0 out of 10, (2)
"Convenient location to upstate snd downtown NYC. All the rooms were good size. Appreciate the welcoming outside space both out front and in the back area. Plan to come back later this year."
United States
Gilbert B.
La Casita Bonita near NYC

New Jersey home, close to NY City Fun!

New Jersey home, close to NY City Fun!
Englewood
8.8 out of 10, Excellent, (6)
"My family and I stayed at Gloria's place for a few days to attend the funeral of our grandmother. The house was perfect for all of our needs and Gloria made us feel at home. "
United States
Ernest S.
New Jersey home, close to NY City Fun!

Charming One Bedroom at Mansfield in New York

Charming One Bedroom at Mansfield in New York
2.0 star property
Manhattan
Charming One Bedroom at Mansfield in New York

Easy NYC Commute: Guttenberg Getaway Near Parks

Easy NYC Commute: Guttenberg Getaway Near Parks
2.0 star property
Guttenberg
Easy NYC Commute: Guttenberg Getaway Near Parks

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very Good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveler
$337 nightly
The price is $378
Jan 12 - Jan 13, 2026
Total with taxes and fees
3BR Prime Luxury near NYC w Arcade Room
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 Town of Orangetown Hotel Reviews

Find out more about Town of Orangetown

Booking Tips to Find the Best Town of Orangetown Vacation Homes


How much does it cost to rent a vacation home in Town of Orangetown?

You can find incredible Town of Orangetown vacation homes for all types of budgets: between $195 and $2,508 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Town of Orangetown?

If you are looking for a great deal on your vacation home in Town of Orangetown, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Town of Orangetown?

There are 509 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Town of Orangetown?

Begin by entering your trip dates to see what type of Town of Orangetown rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Town of Orangetown?

Booking Town of Orangetown vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Town of Orangetown rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Town of Orangetown along with your vacation property, into a Town of Orangetown vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Town of Orangetown Vacation Homes information

Number of reviews
218
Accommodation
509 Vacation Homes
Lowest Price
$195
Highest Price
$2,508

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