Washingtonville Holiday Rentals

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Our top choices for Washingtonville holiday rentals

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.
The price is NZ$325
includes taxes & fees
26 Jan - 27 Jan 2026
Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is NZ$382
includes taxes & fees
4 Jan - 5 Jan 2026
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
The price is NZ$456
includes taxes & fees
20 Jan - 21 Jan 2026
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
10.0 out of 10, Exceptional, (5)
"Good stay, awesome place"
United States
Scott G.
The price is NZ$602
includes taxes & fees
5 Jan - 6 Jan 2026
House on the Babbling Brook- Quiet 2BR + King Bed!
9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is NZ$284
includes taxes & fees
4 Jan - 5 Jan 2026
Dream getaway apartment in the foot of Gunks Ridge
9.4 out of 10, Exceptional, (8)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is NZ$264
includes taxes & fees
5 Jan - 6 Jan 2026
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Nature Escape - studio in the forest
9.8 out of 10, Exceptional, (12)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is NZ$500
includes taxes & fees
4 Jan - 5 Jan 2026
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
10.0 out of 10, Exceptional, (3)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is NZ$770
includes taxes & fees
12 Jan - 13 Jan 2026
Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
United States
S S.
The price is NZ$412
includes taxes & fees
4 Jan - 5 Jan 2026
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
The price is NZ$496
includes taxes & fees
1 Jan - 2 Jan 2026
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (3)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is NZ$911
includes taxes & fees
28 Jan - 29 Jan 2026
Bright Contemporary Near The Best Hiking Trails
9.6 out of 10, Exceptional, (41)
"Wonderful place! Beautifully decorated, high ceilings, yard, and easy access to the river and cafes. Perfect getaway from the city. Will stay again!"
United States
Emily G.
The price is NZ$444
includes taxes & fees
30 Dec - 31 Dec
Grant - A Tranquil One Bedroom Steps from River
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.
The price is NZ$687
includes taxes & fees
26 Jan - 27 Jan 2026
Local Artist Inspired | Walk to WestPoint + King Bed
10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is NZ$374
includes taxes & fees
30 Dec - 31 Dec
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
9.2 out of 10, Wonderful, (25)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is NZ$342
includes taxes & fees
30 Dec - 31 Dec
Cabin in the heart of the Hudson Valley, Cabin 4
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is NZ$404
includes taxes & fees
7 Jan - 8 Jan 2026
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
10.0 out of 10, Exceptional, (72)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
2.0 star property
The price is NZ$634
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy Modern Stay - Walk to West Point & Main St!
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.
The price is NZ$481
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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 Washingtonville Hotel Reviews

Find out more about Washingtonville

Everything you need to know about Washingtonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Washingtonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Washingtonville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Washingtonville holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Washingtonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Washingtonville holiday rentals we have selected for you start as low as NZ$264 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Washingtonville rentals

At Expedia, we put the best Washingtonville holiday 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 Washingtonville 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 Washingtonville holiday.

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

Frequently asked questions

Are there holiday rentals in Washingtonville?

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

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Washingtonville offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Washingtonville?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Washingtonville stay.

What can I see and do in Washingtonville?

Explore the area and family-friendly sights such as Ice Time Sports Complex, or get out into nature at a spot like Storm King Art Center. In the wider area, you’ll find Brotherhood Winery and National Purple Heart Hall of Honor.

What are holiday rentals like in Washingtonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Washingtonville. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.