A misty forest landscape with a hill in the background.

Holiday Homes in Craryville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Craryville holiday homes

A wooden deck with a staircase leading to a covered porch area.

1. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is NZ$235
includes taxes & fees
19 Nov - 20 Nov
All the comforts of home
A modern interior with a loft-style ceiling, a grey sofa, a wooden coffee table, and a kitchen area with a large TV.

2. Fantastic 2-bedroom house with AC in quaint Hillsdale.

Fantastic 2-bedroom house with AC in quaint Hillsdale.
Hillsdale
The price is NZ$1,117
includes taxes & fees
21 Nov - 22 Nov
Fantastic 2-bedroom house with AC in quaint Hillsdale.
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.

3. 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 NZ$747
includes taxes & fees
8 Nov - 9 Nov
Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
A modern kitchen with a central island, wooden beams, and a view to the outdoors.

4. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
The price is NZ$573
includes taxes & fees
9 Nov - 10 Nov
Home in Great Barrington
A camping setup with a metal chair and a table by a river in a forest.

5. 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 NZ$574
includes taxes & fees
7 Dec - 8 Dec
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

6. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (46 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is NZ$731
includes taxes & fees
18 Nov - 19 Nov
Cheerful 3-bedroom cottage with woodstove
A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

7. Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (12 reviews)
"This was an easy house to stay in—simply decorated, but comfortable and with clear consideration of all the things guests might need to feel at home. Very clean and tidy. Communication and check-in/-out were seamless. I would happily stay here again."
United States
Eric H.
The price is NZ$521
includes taxes & fees
8 Nov - 9 Nov
Sweet Cozy Victorian in Housatonic. Close to everything.
A dining area with a wooden table, chairs, and a ceiling fan.

8. 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 NZ$530
includes taxes & fees
8 Nov - 9 Nov
Leaf-Peeper Paradise in the Berkshires
A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

9. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (10 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is NZ$2,171
includes taxes & fees
20 Nov - 21 Nov
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
A modern living space with a kitchen area, a dining table, and a sofa.

10. Cabin Oasis near Town

Cabin Oasis near Town
Catskill
The price is NZ$467
includes taxes & fees
30 Nov - 1 Dec
Cabin Oasis near Town
A wooden deck leading to a cabin with a window and a door, surrounded by trees.

11. Modern cabin retreat

Modern cabin retreat
Catskill
The price is NZ$443
includes taxes & fees
7 Dec - 8 Dec
Modern cabin retreat
A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

12. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (5 reviews)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is NZ$1,172
includes taxes & fees
16 Nov - 17 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.
A kitchen with a central island, bar stools, and pendant lighting.

13. Cozy Catskill Escape

Cozy Catskill Escape
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"Very accommodating host. Great with last minute visits."
United States
Kevin P.
The price is NZ$443
includes taxes & fees
30 Nov - 1 Dec
Cozy Catskill Escape
A couple in a hot tub with a natural landscape in the background.

14. Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Hudson
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful house and wonderful host. I very much hope we get to stay again in the future. "
United States
Jeffrey D.
The price is NZ$980
includes taxes & fees
22 Nov - 23 Nov
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
A wooden deck with a wicker sofa, a hammock, and a grill.

15. Modern Family Home · Walk to Lake · Firepit

Modern Family Home · Walk to Lake · Firepit
Athens
10.0 out of 10, Exceptional, (2 reviews)
"Lovely home with reasonable accessibility. Host was very responsive. Clean and quiet. Beautiful scenery."
United States
Kellie H.
The price is NZ$984
includes taxes & fees
8 Nov - 9 Nov
Modern Family Home · Walk to Lake · Firepit
A modern kitchen with a central island, built-in appliances, and a dining area with a round table.

16. 2 FUN homes w/ 2 Hot Tubs | 4BR, 2BA | PET Friend

2 FUN homes w/ 2 Hot Tubs | 4BR, 2BA | PET Friend
Stottville
The price is NZ$1,253
includes taxes & fees
10 Nov - 11 Nov
2 FUN homes w/ 2 Hot Tubs | 4BR, 2BA | PET Friend
A rustic interior with wooden beams, multiple windows, and a kitchen area with dishes and a coffee maker.

17. rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is NZ$689
includes taxes & fees
7 Dec - 8 Dec
rural, serene + sophisticated space
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

18. NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is NZ$1,235
includes taxes & fees
9 Nov - 10 Nov
NEW: Chic Modern Barn Style Home in Fun Area
Cook, gather, and connect with a central island

19. Catskill, Screened Porch, Chef’s Kitchen

Catskill, Screened Porch, Chef’s Kitchen
Catskill
10.0 out of 10, Exceptional, (1 review)
"As described."
United States
kimberly j.
The price is NZ$1,308
includes taxes & fees
7 Dec - 8 Dec
Catskill, Screened Porch, Chef’s Kitchen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Craryville Hotel Reviews

AutoCamp Catskills

AutoCamp Catskills

8/10 Good
"We had only stayed in an Airstream before, so this was our first time trying a tent. There was a heater, but it was still pretty cold. When we asked for another heater, they brought us one, which was nice. One thing we didn’t experience in the Airstream was the constant noise of fire trucks. We could hear them throughout the night, so it wasn’t very peaceful. I really like AutoCamp, but I don’t think the tent is a great option. The Airstream is definitely much better. Also, the tent doesn’t have its own bathroom or shower, so you have to walk to the clubhouse to use them."
Heather 1-night trip
Posted 1 hour ago
AutoCamp Catskills

Find out more about Craryville

Craryville Holiday Homes information

Number of reviews
189
Accommodation
622 Holiday Homes
Lowest Price
NZ$235
Highest Price
NZ$2,171