A town with a main road, residential houses, and a baseball field.

Washingtonville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Washingtonville vacation rentals

A wooden cabin with a covered deck, outdoor seating, and a fire pit.

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$191 nightly
The price is $216
Sep 9 - Sep 10
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
A deck with Adirondack chairs, a fire pit, and a grill.

2. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (13 reviews)
"Everything you could ask for!!"
United States
Elisabeth
$343 nightly
The price is $405
Sep 9 - Sep 10
Total with taxes and fees
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

3. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.2 out of 10, Wonderful, (14 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
$284 nightly
The price is $296
Sep 4 - Sep 5
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

4. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
$280 nightly
The price is $320
Sep 2 - Sep 3
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
A living room with a fireplace, a painting, shelves with decorative items, and a television.

5. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
$257 nightly
The price is $291
Sep 7 - Sep 8
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
A house with a view of a bridge and mountains.

6. 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, (142 reviews)
"We had a great stay!!"
United States
Jasmine
$284 nightly
The price is $335
Sep 2 - Sep 3
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

7. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.0 out of 10, (11 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
$147 nightly
The price is $166
Sep 8 - Sep 9
Total with taxes and fees
Cottage Suites
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

8. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (99 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
$214 nightly
The price is $240
Sep 14 - Sep 15
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A deck with wicker furniture, a bench, and a table.

9. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
$361 nightly
The price is $424
Sep 2 - Sep 3
Total with taxes and fees
River Views & Deck | River Suite on Washington
A modern kitchen with grey cabinets, a central island, bar stools, and a stainless steel range hood.

10. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very Good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
$697 nightly
The price is $823
Sep 7 - Sep 8
Total with taxes and fees
Perfect and Spacious Hudson Valley Escape!
A modern kitchen with grey cabinets, stainless steel appliances, a granite countertop, and a wooden floor.

11. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
$216 nightly
The price is $244
Sep 8 - Sep 9
Total with taxes and fees
2-bedroom apartment in excellent Newburgh with AC and charm
A hot tub in a lush garden with a stone wall and outdoor furniture.

12. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (65 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
$570 nightly
The price is $595
Sep 8 - Sep 9
Total with taxes and fees
Country House w/Hot Tub, Deck, Grill & Fire Pit
A person ascending a stone staircase with a wooden railing, leading to a cabin with a dark exterior and a wooden deck.

13. Lux Cabin on Farm, River, Animals, Projector

Lux Cabin on Farm, River, Animals, Projector
Montgomery
$414 nightly
The price is $469
Sep 23 - Sep 24
Total with taxes and fees
Lux Cabin on Farm, River, Animals, Projector
A room with a wooden floor, a white door with a number, and a window with blinds.

14. 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.
$289 nightly
The price is $325
Sep 2 - Sep 3
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

15. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
$193 nightly
The price is $228
Sep 2 - Sep 3
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

16. 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.
$435 nightly
The price is $485
Sep 29 - Sep 30
Total with taxes and fees
Fabulous 3bdrm Home w/parking!

17. 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)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$165 nightly
The price is $181
Sep 2 - Sep 3
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
A brick building with a sign reading 'Lobby' in front.

18. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Nice place to stay"
United States
Anonymous traveler
$74 nightly
The price is $85
Sep 30 - Oct 1
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

19. 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
$133 nightly
The price is $150
Sep 2 - Sep 3
Total with taxes and fees
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

20. Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
$514 nightly
The price is $523
Sep 2 - Sep 3
Total with taxes and fees
Luxury 3BR with King Beds in Montgomery Village
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Everything was very clean, the breakfast was great. Front desk was great at check in, definitely would stay here again."
Jelinson 1-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Washingtonville

Everything you need to know about Washingtonville 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 Washingtonville 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 Washingtonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Washingtonville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Washingtonville 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 $85 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 Washingtonville rentals

At Expedia, we put the best Washingtonville 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Washingtonville?

Yes, we have vacation rentals near the most popular sights in Washingtonville, or you can choose a more remote option if you're looking for a relaxing stay. Washingtonville is known for its wineries.

What's the top vacation rental in Washingtonville?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Washingtonville vacation home rental. It 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 an electric kettle, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Washingtonville?

With 3 Expedia vacation rentals, you're sure 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 The Rock Sports Complex. In the larger area, you’ll find Brotherhood Winery and Woodbury Common Premium Outlets.

What are vacation rentals like in Washingtonville?

Vacation rentals are private accommodations you can stay in for several days or more in Washingtonville. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.