A misty forest landscape with a hill in the background.

Craryville Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Craryville holiday rentals

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (192 reviews)
"Great stay"
United States
George
The price is AU$157
includes taxes & fees
1 Nov - 2 Nov
Micosta Leisure Inn
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

2. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is AU$273
includes taxes & fees
5 Nov - 6 Nov
The Brooks Motel: Exceptional Suite
A wooden cabin with a porch, a grill, and a flower planter.

3. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (79 reviews)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
The price is AU$563
includes taxes & fees
25 Oct - 26 Oct
Ideal location for summer and winter activities with plenty of outdoor space.
A wooden deck with a staircase leading to a covered porch area.

4. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (64 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
The price is AU$191
includes taxes & fees
27 Oct - 28 Oct
All comforts of home
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

5. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (8 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is AU$288
includes taxes & fees
5 Nov - 6 Nov
The Brooks Motel: Exceptional Suite
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

6. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.0 out of 10, Wonderful, (9 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
The price is AU$216
includes taxes & fees
31 Oct - 1 Nov
Cozy 1-bedroom studio in serene Great Barrington with AC
A wooden deck with a staircase leading to a covered porch area.

7. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"No frills, very clean and peaceful, beautiful setting"
United States
Lori M.
The price is AU$204
includes taxes & fees
2 Nov - 3 Nov
All the comforts of home
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

8. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.4 out of 10, Exceptional, (6 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is AU$531
includes taxes & fees
28 Oct - 29 Oct
Hudson NY’S Country Serenity Guest Suite.
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

9. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (326 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is AU$295
includes taxes & fees
23 Nov - 24 Nov
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A camping setup with a metal chair and a table by a river in a forest.

10. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (16 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
United States
Jess S.
The price is AU$480
includes taxes & fees
25 Oct - 26 Oct
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
A compact living space with a kitchenette, a dining area, and a seating area.

11. Sky view retreat, a serene hillside hideaway

Sky view retreat, a serene hillside hideaway
Hudson
The price is AU$563
includes taxes & fees
1 Nov - 2 Nov
Sky view retreat, a serene hillside hideaway
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

12. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is AU$386
includes taxes & fees
25 Oct - 26 Oct
Gatherwild Ranch
A wooden interior with a dining table, chairs, and a window with a view of greenery outside.

13. Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (4 reviews)
"This place was better than the photos. Everything was well planned out and extremely comfortable. The host was very attentive with great information about the area. Would definitely recommend."
United States
Lori S.
The price is AU$477
includes taxes & fees
2 Nov - 3 Nov
Sugar Shack - 300 square feet of pure sweetness.
A backyard with a fire pit, wooden deck, and string lights.

14. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (4 reviews)
"Enjoyed our 2 night stay, everything was clean and worked smoothly. The hot tub and couch were the favorites, also enjoyed the coffee maker very much. Would highly recommended staying here!"
United States
Ross O.
The price is AU$511
includes taxes & fees
26 Oct - 27 Oct
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
A wooden cabin with a door open to a sandy beach, a sign reading "Ditch House," and a view of a lake and forest in the background.

15. Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren

Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
Hudson
10.0 out of 10, Exceptional, (7 reviews)
"Nice house, decorations well done… communications with host were answered very quickly!"
United States
Brittaney O.
The price is AU$629
includes taxes & fees
27 Oct - 28 Oct
Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
A modern interior with a staircase, wooden flooring, a dining area, and a brick wall.

16. Catskill Cottage Walk to Downtown & River Views

Catskill Cottage Walk to Downtown & River Views
Catskill
10.0 out of 10, Exceptional, (33 reviews)
"Fantastic place way better than expected."
United States
Robert H.
Catskill Cottage Walk to Downtown & River Views
A sandy beach with a lake and forest in the background.

17. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is AU$476
includes taxes & fees
26 Oct - 27 Oct
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A modern kitchen with a central island, wooden beams, and a view to the outdoors.

18. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
The price is AU$427
includes taxes & fees
25 Oct - 26 Oct
Home in Great Barrington
A modern kitchen with a dining area, wooden flooring, and a ceiling light fixture.

19. Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
A dining area with a wooden table and chairs, a ceiling fan, and a view of the outdoors through windows.

20. Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires
Great Barrington
9.6 out of 10, Exceptional, (29 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is AU$395
includes taxes & fees
26 Oct - 27 Oct
Leaf-Peeper Paradise in the Berkshires
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 Craryville Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"I had a room that overlooked the water and the views never got old. Lounging on the balcony, or sitting at the small table in my room was perfect to relax. I also enjoyed the jetted tub in my room. The Indian restaurant at the Inn is fantastic. The Inn is older, but well maintained and staff was very pleasant and accommodating."
Valerie 2-night trip
Posted 9 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Craryville

Everything you need to know about Craryville 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 Craryville 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 Craryville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Craryville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Craryville. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Craryville 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 Craryville holiday rentals we have selected for you start as low as AU$157 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Craryville rentals

At Expedia, we put the best Craryville 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 Craryville 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 Craryville 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 Craryville. 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

Can I find holiday rentals in Craryville?

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

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

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Craryville is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Craryville?

Expedia has 22 holiday rentals for your stay in Craryville.

What’s there to see and do in Craryville?

Explore the area and family-friendly sights such as Harney and Sons Tea Tasting Room, or get out into nature at a spot like Copake Lake. Catamount Aerial Adventure Park and Catamount Ski Area are a couple of places you'll find in the wider area.

What’s a holiday rental in Craryville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Craryville. Holiday rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public 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 traditional hotel, which is another reason why a holiday rental is a great option for family trips.