Claryville Vacation Rentals from $128: Search Short-Term Rentals

A clear river surrounded by dense forest and a hill in the background.

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Our top choices for Claryville vacation rentals

A wooden deck with a grill, chairs, and a potted plant.

1. Starlite Motel

Big Indian

Stephen

$145 nightly

Nov 16 - Nov 17

Total with taxes and fees

A cabin surrounded by a natural forest setting with a fire pit and picnic table.

2. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

I-shante

$167 nightly

Dec 15 - Dec 16

Total with taxes and fees

A wooden bridge with stone steps leading into a forested area.

3. Kitty Kabana Tiny House

Grahamsville

Maxine

$244 nightly

Nov 16 - Nov 17

Total with taxes and fees

A serene outdoor seating area with Adirondack chairs and a wooden table, surrounded by trees and a stream.

4. Waterfront property, perfect winter getaway, directly on the Willowemoc!

Livingston Manor

Daniel D.

$350 nightly

Nov 16 - Nov 17

Total with taxes and fees

5. Suites on Main

Margaretville

"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...

Jonathan

$144 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with a hammock, a grill, and a small shed in a lush garden setting.

6. Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian

Richard

$691 nightly

Nov 17 - Nov 18

Total with taxes and fees

A staircase with carpeted steps leading to a door at the top.

7. Anthony's Castle

Liberty

David

$369 nightly

Nov 24 - Nov 25

Total with taxes and fees

A compact kitchen with white cabinets, a microwave, a toaster, and a refrigerator.

8. Cozy two bedroom House

Liberty

Michael G.

$323 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor seating area with a cushioned sofa, a small table, and a hammock.

9. Entire Cabin - Modern A-Frame w/Hot Tub

Ellenville

Bruce C.

$495 nightly

Nov 16 - Nov 17

Total with taxes and fees

A kitchen with wooden cabinets, stainless steel appliances, a microwave, a stove, and a sink.

10. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Pine Hill

carolyn h.

$456 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden sauna with a bench, a window, and a sauna heater.

11. Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

Arkville

Tony L.

$369 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with a table and two chairs, overlooking a green landscape with hills and trees.

12. Mountain & Pond View tiny Home

Grahamsville

$289 nightly

Nov 17 - Nov 18

Total with taxes and fees

A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

13. Tiny Cat Tiny House

Grahamsville

Sophie N.

$226 nightly

Nov 20 - Nov 21

Total with taxes and fees

A window with a view of a forested area with autumn foliage.

14. Purple Victorian Vacation Home near Belleayre

Pine Hill

Keith V.

$579 nightly

Nov 16 - Nov 17

Total with taxes and fees

A multi-story house with a balcony and a staircase leading to the entrance.

15. Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks

Kerhonkson

Mindy E.

$326 nightly

Dec 9 - Dec 10

Total with taxes and fees

A modern kitchen with white brick backsplash, light blue cabinets, and a wooden countertop. There are shelves with dishes and plants, and a dishwasher is visible.

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

Swan Lake

Debra

$371 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with a bench, surrounded by a forested area.

17. West Wing - a unique private space w/patio

Shokan

Ronald

$186 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with Adirondack chairs and a glass door leading to a room with a sofa and a fireplace.

18. Hot Tub, Private Dock, Quiet Lake Home

Livingston Manor

Dave

$814 nightly

Nov 16 - Nov 17

Total with taxes and fees

Two Adirondack chairs facing a river with a bridge in the background.

19. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Anonymous traveler

$259 nightly

Nov 16 - Nov 17

Total with taxes and fees

A deer grazing in a lush garden with a house in the background.

20. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Stone Ridge

Catherine

$127 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Find vacation rentals that suit your style

Top Claryville Hotel Reviews

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

Blue Hill Lodge

Claryville

10/10 Excellent

I knew the moment I drove up that this was a great find. Perfect blend of country charm and convenience. Great little restaurant/deli/general store, with friendly and efficient staff. Restaurant had some great Russian specialty foods and beers. Liquor store on premises too. The room was simple and comfortable with a good tv and its own themostat, and really, really clean! I'm looking forward to coming back in spring 2015 when the microbrewery opens.

Curtis

A room with a large window, a bathtub, a chair, a lamp, and a heater.

Urban Cowboy Lodge

Big Indian

10/10 Excellent

Carolena

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

A large two-story house with a snow-covered roof and a front porch.

Meadowood Inn

Arkville

10/10 Excellent

John

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

10/10 Excellent

Karina

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

Emerson Resort & Spa

Mount Tremper

10/10 Excellent

Karla

A modern hotel with a stone facade, a well-lit entrance, and a clear view of the parking area.

Hampton Inn Monticello

Monticello

10/10 Excellent

Paul

A two-story house with a front entrance, a staircase, and a signboard.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

The Wheelhouse Inn

Pine Hill

10/10 Excellent

We stayed here for 3 nights with our 2 young children for a long ski weekend. The location exceeded our expectations: the hotel is located less than 5 minutes from Belleayre Mountain. For a family with young children, the convenience factor couldn't be beat. The inn is nestled in the quaint town of Pine Hill (there's really only one road). There are a few restaurants on the same road, all within easy strolling distance. While there isn't breakfast on premise, there is a new coffee shop right...

Anonymous traveler

A spacious living room with a stone fireplace, wooden beams, and large windows.

Phoenicia Lodge

Phoenicia

10/10 Excellent

Anonymous traveler

Howland House

Mount Tremper

10/10 Excellent

A very nice experience, the Howland House is a very charming guesthouse with cozy, rooms, an excellent restaurant, Oliver’s, right downstairs and a really welcoming atmosphere. Staff were helpful and friendly, really couldn’t have asked for a nicer stay. We had a standard room with a shared bathroom, but the way it was setup made it totally comfortable. Highly recommended place if you’re in the area and we’ll almost certainly return.

Ira

Find out more about Claryville

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

Claryville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Claryville. 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 Claryville 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 $128 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 Claryville rentals

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

Yes, we have vacation rentals in Claryville close to Straus Center - Frost Valley YMCA, or you can go with a more secluded option if you'd like a relaxing place to stay. Claryville is known for its cafes and forests.

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

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: Visitors like this Claryville vacation home rental. It 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 Claryville?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Claryville stay.

What’s there to see and do in Claryville?

Family-friendly attractions include Straus Center - Frost Valley YMCA, whereas Willowemoc Wild Forest is a spot to enjoy the outdoors. Other places in town to visit include Red Hill Observer's Cabin & Museum and Russian Mule Brewery.

What’s a vacation rental in Claryville like?

A vacation rental is a private property you can book for a couple of days or more in Claryville. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family gatherings.

Claryville Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Claryville vacation rentals

1. Starlite Motel

2. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

3. Kitty Kabana Tiny House

4. Waterfront property, perfect winter getaway, directly on the Willowemoc!

5. Suites on Main

6. Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

7. Anthony's Castle

8. Cozy two bedroom House

9. Entire Cabin - Modern A-Frame w/Hot Tub

10. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

11. Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

12. Mountain & Pond View tiny Home

13. Tiny Cat Tiny House

14. Purple Victorian Vacation Home near Belleayre

15. Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks

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

17. West Wing - a unique private space w/patio

18. Hot Tub, Private Dock, Quiet Lake Home

19. Streamside Cottage Half Mile to Town of Woodstock

20. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Find vacation rentals that suit your style

Top Claryville Hotel Reviews

Blue Hill Lodge

10/10 Excellent

Find out more about Claryville

Everything you need to know about Claryville vacation rentals

Claryville vacation rentals: An excellent choice for every season

How to find incredible deals on Claryville rentals

Frequently Asked Questions

Are there vacation rentals in Claryville?

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

How many vacation rentals will I find in Claryville?

What’s there to see and do in Claryville?

What’s a vacation rental in Claryville like?

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