Woodridge Vacation Rentals from CA $99: Short-Term Rentals for 2026

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Our top choices for Woodridge vacation rentals

A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

1. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

Woodridge

Chris D.

CA $397 total

includes taxes & fees

Nov 8 - Nov 9

A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

2. Black Marsh Mellow Tiny Home

Woodridge

Edward G.

CA $439 total

includes taxes & fees

Nov 9 - Nov 10

A covered outdoor seating area with wicker furniture, a table with food and drinks, and a view of a grassy yard.

3. Lakefront Hot Tub Retreat • Gig WiFi • 75” TV • Sleeps 16

Woodridge

"We had a great time here with our group! There was a trampoline, a huge yard, a beautiful lake view from the deck hot tub. The house was recently redone inside, and the rooms were nice, with a relaxing atmosphere. The outdoor firepit and fireplace were both wonderful. The only thing preventing 5 stars was that the outside of the house could use a facelift, and the deck could use being redone in some places. But our experience was very nice, and we would come back again!"

Michael K.

CA $817 total

includes taxes & fees

Nov 10 - Nov 11

4. Peaceful Lake House Sauna,Hot tub,& Pool getaway in the Catskills

Woodridge

Esther T.

CA $913 total

includes taxes & fees

Nov 13 - Nov 14

A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

5. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville

Holly L.

CA $324 total

includes taxes & fees

Nov 8 - Nov 9

A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

6. Trails Head Cabin

Rock Hill

Tonne

CA $282 total

includes taxes & fees

Nov 10 - Nov 11

A window with a view of a green, leafy outdoor area, possibly a garden or park.

7. Trails Head Tiny House

Rock Hill

Michael R.

CA $150 total

includes taxes & fees

Nov 10 - Nov 11

A lakeside scene with a boat and a chair on the shore.

8. Beaver Lake Escape

Rock Hill

GinaMarie C.

CA $340 total

includes taxes & fees

Nov 8 - Nov 9

A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

9. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Hurleyville

Kami E. Q.

CA $560 total

includes taxes & fees

Nov 9 - Nov 10

A wooden deck with string lights, a covered area, and a staircase leading to a door.

10. Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Glen Wild

Biju P.

CA $590 total

includes taxes & fees

Nov 11 - Nov 12

A forested area with a table and chairs on a wooden platform.

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

Bloomingburg

Brandi A.

CA $306 total

includes taxes & fees

Nov 8 - Nov 9

A tent set up in a forest with a campfire in front.

12. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

Harris

"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...

Lissette

CA $135 total

includes taxes & fees

Nov 29 - Nov 30

A bedroom with a bed, a desk, a chair, a potted plant, and a window.

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

Wurtsboro

Sheena C.

CA $369 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a sofa, coffee table, and a fireplace.

14. Charming Swan Lake Retreat w/ Hot Tub & Deck

Swan Lake

Debra

CA $587 total

includes taxes & fees

Nov 8 - Nov 9

A lodge with a hot tub, deck, and a view of a forested area.

15. Cove - King Bed Escape w/Hot Tub

Ellenville

Abby

CA $462 total

includes taxes & fees

Dec 2 - Dec 3

A building with a large arched window, a covered outdoor seating area, and a vineyard in the foreground.

16. Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Ellenville

CA $500 total

includes taxes & fees

Dec 1 - Dec 2

A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

17. Kitty Kabana Tiny House

Grahamsville

Maxine

CA $386 total

includes taxes & fees

Nov 8 - Nov 9

A lakeside cabin with a large deck, a boat dock, and a reflection in the water.

18. Private Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV

Woodbourne

Xavier F.

CA $1,834 total

includes taxes & fees

Dec 2 - Dec 3

A cozy living room with a stone fireplace, a sofa, and a coffee table.

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

Kerhonkson

Victor M M.

CA $244 total

includes taxes & fees

Nov 12 - Nov 13

A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

20. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Kerhonkson

Sueane

CA $293 total

includes taxes & fees

Dec 1 - Dec 2

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Find vacation rentals that suit your style

Top Woodridge Hotel Reviews

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

Best Western Monticello

Monticello

10/10 Excellent

Robin

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Excellent

Sumaya

A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

Candlewood Suites Middletown Goshen by IHG

Middletown

8/10 Good

Stamatia

A restaurant interior with wooden walls, a bar area, and a ceiling with intricate patterns.

Blue Hill Lodge

Claryville

10/10 Excellent

Richard

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

Residence Inn by Marriott Middletown Goshen

Middletown

10/10 Excellent

arlene

A two-story house with a stone facade and a large window.

Kenoza Lake View Manor

Jeffersonville

10/10 Excellent

Kenoza Lake View Manor is a truly exceptional property, lovingly maintained and adorned with beautiful period furnishings that reflect the charm and elegance of a bygone era. Every room showcases the care, attention, and pride that have gone into preserving this remarkable home, making it much more than just a place to stay. It is an experience in itself. Important to mention that Bethel Woods Museum is close by. For anyone who appreciates historic homes, timeless décor, and antique...

Romana

A lodge with a prominent front porch, a stone staircase leading up to the entrance, and a view of a rocky cliff in the background.

Minnewaska Lodge

Gardiner

8/10 Good

Anonymous traveller

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, 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 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 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 Woodridge vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodridge vacation rentals we have selected for you start as low as CA $99 per night. Entering your travel dates in the search wizard 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.

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 balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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 will I find in Woodridge?

Choose from 20 Expedia vacation rentals in Woodridge for a memorable vacation.

What’s there to see and do in Woodridge?

Neversink River and East Pond are a couple of lovely local spots to get outside and enjoy nature. Sullivan County Dramatic Workshop - Rivoli Theatre and The Kartrite Resort & Indoor Waterpark 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.

Woodridge Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodridge vacation rentals

1. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

2. Black Marsh Mellow Tiny Home

3. Lakefront Hot Tub Retreat • Gig WiFi • 75” TV • Sleeps 16

4. Peaceful Lake House Sauna,Hot tub,& Pool getaway in the Catskills

5. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

6. Trails Head Cabin

7. Trails Head Tiny House

8. Beaver Lake Escape

9. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

10. Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

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

12. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

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

14. Charming Swan Lake Retreat w/ Hot Tub & Deck

15. Cove - King Bed Escape w/Hot Tub

16. Country Tiny Home w/ King Bed & Hot Tub 18 Acres

17. Kitty Kabana Tiny House

18. Private Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV

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

20. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Find vacation rentals that suit your style

Top Woodridge Hotel Reviews

Best Western Monticello

10/10 Excellent

Find out more about Woodridge

Woodridge vacation rentals: An excellent choice for every season

How to find incredible deals on Woodridge rentals

Frequently Asked Questions

Are there vacation rentals in Woodridge?

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

How many vacation rentals will I find in Woodridge?

What’s there to see and do in Woodridge?

What’s a vacation rental in Woodridge like?