Woodridge Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Woodridge vacation rentals

Property grounds
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Sparrow Bush
9.4 out of 10, Exceptional, (11)
"This is the most beautiful place... this is our second time staying here and we will come again. If you want peace, nature and simplicity this is worth it. The cottage is well maintained and has just about everything you need. Enjoyed or dtay here very much."
United States
Blanche R.
$244 nightly
The price is $277
Dec 10 - Dec 11
Total with taxes and fees
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Terrace/patio
Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge

Wallkill
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
$185 nightly
The price is $187
Jan 7 - Jan 8, 2026
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
Interior
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Kerhonkson
10.0 out of 10, Exceptional, (14)
"Can’t emphasize how nice the surrounding area and property itself are. Very relaxing while still being close to several small towns with great restaurants. Communication was excellent, overall a great experience! "
United States
jose f.
$202 nightly
The price is $205
Dec 18 - Dec 19
Total with taxes and fees
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Exterior
NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail

NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail

Hurleyville
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay. A nice quiet location. We had breakfast, lunch, and drinks and dinner on the little front patio. We will be coming back!! "
United States
June D.
$254 nightly
The price is $279
Jan 4 - Jan 5, 2026
Total with taxes and fees
NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail
Property grounds
Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt

Mongaup Valley
10.0 out of 10, Exceptional, (6)
"Great little cottage close to Bethel Woods."
United States
Erin
$247 nightly
The price is $278
Dec 11 - Dec 12
Total with taxes and fees
Cozy Cottage with Woodstock Scavenger Hunt
Exterior
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville
10.0 out of 10, Exceptional, (7)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
$213 nightly
The price is $235
Dec 10 - Dec 11
Total with taxes and fees
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Property grounds
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Harris
10.0 out of 10, Exceptional, (1)
"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...
United States
Lissette
$77 nightly
The price is $86
Dec 31 - Jan 1, 2026
Total with taxes and fees
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Exterior
Trails Head Cabin

Trails Head Cabin

Rock Hill
9.8 out of 10, Exceptional, (97)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
$165 nightly
The price is $185
Dec 10 - Dec 11
Total with taxes and fees
Trails Head Cabin
Fridge, microwave, oven, stovetop
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Kerhonkson
9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
$197 nightly
The price is $200
Dec 17 - Dec 18
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior
TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE

Pine Bush
10.0 out of 10, Exceptional, (4)
"Such a quaint & cozy little hideaway! Hosts could not be more hospitable. Thank you for a great stay!"
United States
Michelle H.
$197 nightly
The price is $221
Dec 20 - Dec 21
Total with taxes and fees
TRANQUIL MOUNTAIN SOLITUDE
Terrace/patio
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

2.0 star property
Gardiner
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
$256 nightly
The price is $259
Dec 15 - Dec 16
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Outdoor dining
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Bloomingburg
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.
$192 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior
Hello Small Stone

Hello Small Stone

Middletown
9.6 out of 10, Exceptional, (5)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$369 nightly
The price is $417
Dec 10 - Dec 11
Total with taxes and fees
Hello Small Stone
Property grounds
Charming house with brook in the picturesque Village of Wurtsboro min from shops

Charming house with brook in the picturesque Village of Wurtsboro min from shops

Wurtsboro
Charming house with brook in the picturesque Village of Wurtsboro min from shops
Property grounds
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville
10.0 out of 10, Exceptional, (2)
"Clean, neat, well stocked cabin in a peaceful village. We enjoyed a walk on the nearby rail trail and is not far from other interesting sites. We would definitely recommend."
United States
Holly L.
$215 nightly
The price is $237
Dec 16 - Dec 17
Total with taxes and fees
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
Fridge, microwave, oven, stovetop
8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled

8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled

Kenoza Lake
10.0 out of 10, Exceptional, (22)
"Everything was perfect with this stay. It was close to Bethel woods and Callicoon. "
United States
Lorraine G.
$220 nightly
The price is $248
Dec 11 - Dec 12
Total with taxes and fees
8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled
Smart TV, fireplace, books, stereo
Secluded Couples Spa Sanctuary with HotTub!

Secluded Couples Spa Sanctuary with HotTub!

Kerhonkson
9.0 out of 10, Wonderful, (8)
"We had a great stay at Fern Pond. The property offers a relaxing, quiet detox from the city. It is about 20-30 minutes from a grocery store but there’s also a bunch of Farm stands in between. The yard was great for our pup as well. Excellent stay, we will be back! "
United States
Ashley J.
$524 nightly
The price is $587
Dec 10 - Dec 11
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
House (1 Bedroom) | Interior
Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
Westbrookville
$272 nightly
The price is $308
Dec 30 - Dec 31
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
Exterior
Trails Head Tiny House

Trails Head Tiny House

Rock Hill
9.0 out of 10, Wonderful, (19)
"Host was very friendly and helpful. "
United States
Michael R.
$111 nightly
The price is $125
Dec 10 - Dec 11
Total with taxes and fees
Trails Head Tiny House
Exterior
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Wurtsboro
9.0 out of 10, Wonderful, (2)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
$243 nightly
The price is $273
Dec 14 - Dec 15
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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 Woodridge Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Clean staff was friendly "
Lillian 2-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Find out more about Woodridge

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

Woodridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodridge. 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 Woodridge 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 $185 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 Woodridge rentals

At Expedia, we put the best Woodridge 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 Woodridge 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 Woodridge 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 Woodridge. 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 Woodridge?

Yes, there are vacation rentals close to top sights in Woodridge, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Woodridge?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental outside of Woodridge is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Woodridge?

Choose from 22 Expedia vacation rentals in Woodridge for a memorable vacation.

What’s there to see and do in Woodridge?

Explore the area and family-friendly sights such as The Kartrite Resort & Indoor Waterpark, or get out into nature at a spot like Neversink River. Concord Monster Golf Course and Resorts World Catskills are a couple of places you'll find in the larger area.

What’s a vacation rental in Woodridge like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Woodridge. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.