A misty forest landscape with a hill in the background.

Craryville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Craryville vacation 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, (193 reviews)
"Great stay"
United States
George
$113 nightly
The price is $127
Nov 1 - Nov 2
Total with taxes and fees
Micosta Leisure Inn
A wooden cabin with a porch, a grill, and a flower planter.

2. 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, (80 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.
$361 nightly
The price is $404
Oct 31 - Nov 1
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

3. 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
$200 nightly
The price is $224
Oct 30 - Oct 31
Total with taxes and fees
The Brooks Motel: Exceptional Suite
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

4. 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, (331 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
$201 nightly
The price is $217
Nov 29 - Nov 30
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

5. 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.
$337 nightly
The price is $377
Nov 1 - Nov 2
Total with taxes and fees
Hudson NY’S Country Serenity Guest Suite.
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

6. 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.
$200 nightly
The price is $224
Oct 30 - Oct 31
Total with taxes and fees
The Brooks Motel: Exceptional Suite
A wooden deck with a staircase leading to a covered porch area.

7. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (65 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
$118 nightly
The price is $132
Nov 1 - Nov 2
Total with taxes and fees
All comforts of home
A wooden deck with a staircase leading to a covered porch area.

8. 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.
$126 nightly
The price is $141
Nov 1 - Nov 2
Total with taxes and fees
All the comforts of home
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (10 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.
$112 nightly
The price is $125
Nov 5 - Nov 6
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
A wooden cabinet with multiple drawers, a tray with decorative items, and a variety of glassware and bottles.

10. Sky view retreat, a serene hillside hideaway

Sky view retreat, a serene hillside hideaway
Hudson
$349 nightly
The price is $391
Nov 2 - Nov 3
Total with taxes and fees
Sky view retreat, a serene hillside hideaway
A sandy beach with a lake and forest in the background.

11. 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, (7 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
$304 nightly
The price is $340
Nov 2 - Nov 3
Total with taxes and fees
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
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
$227 nightly
The price is $254
Nov 3 - Nov 4
Total with taxes and fees
Gatherwild Ranch
A modern kitchen with a central island, wooden beams, and a view to the outdoors.

13. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
$297 nightly
The price is $332
Nov 9 - Nov 10
Total with taxes and fees
Home in Great Barrington
A cabin with a triangular window, wooden walls, and a bed with pillows.

14. Gather Greene

Gather Greene
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (5 reviews)
"The room was spotless and very cozy! Everything was perfect, the scenery the smell, the atmosphere…EVRYTHING! The staff on the property were extremely friendly and generously helpful! Would 100% recommend for a couple’s getaway! Parking wasn’t a problem at all as well! Short walking distance to the cabins and back."
United States
Jabari
$259 nightly
The price is $279
Nov 28 - Nov 29
Total with taxes and fees
Gather Greene
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

15. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (45 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$382 nightly
The price is $427
Nov 2 - Nov 3
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
A restaurant with outdoor seating, a sign for 'The New York Restaurant', and a nearby antique shop.

16. Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (28 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
$307 nightly
The price is $344
Nov 1 - Nov 2
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
A camping setup with a metal chair and a table by a river in a forest.

17. 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.
$305 nightly
The price is $342
Nov 1 - Nov 2
Total with taxes and fees
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
A backyard with a fire pit, wooden deck, and string lights.

18. 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.
$324 nightly
The price is $363
Nov 1 - Nov 2
Total with taxes and fees
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.

19. 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.
$395 nightly
The price is $446
Nov 4 - Nov 5
Total with taxes and fees
Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
A dining area with a wooden table, chairs, and a ceiling fan.

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.
$284 nightly
The price is $317
Nov 2 - Nov 3
Total with taxes and fees
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"What a charming place to stay after visiting the Berkshires! Beds are super comfy. Wish they had a smart TV though to connect to!"
Lidia 1-night trip
Posted 5 hours ago
Quality Inn Great Barrington

Find out more about Craryville

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

Craryville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Craryville 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 $125 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 Craryville rentals

At Expedia, we put the best Craryville 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Craryville?

Yes, we have vacation rentals near the most popular sights in Craryville, or you can select a more secluded option if you're looking for relaxation. Craryville is known for its restaurants.

What's the top vacation rental in Craryville?

Modern Luxurious Cabin, Catskills - The Tiny Nook: You might want to consider this vacation rental near Craryville, which 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 vacation rentals are there in Craryville?

Expedia has 22 vacation 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 larger area.

What’s a vacation rental in Craryville like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Craryville. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.