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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Craryville holiday rentals

Exterior

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (167 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
The price is HK$1,064
HK$1,191 total
includes taxes & fees
17 Aug - 18 Aug
Micosta Leisure Inn
Interior

2. Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is HK$2,025
HK$5,977 total
includes taxes & fees
21 Aug - 22 Aug
Mtn-view Retreat in Huson Valley: Great for Groups
TV, fireplace, DVD player, books

3. Mtn-View Retreat in Huson Valley: Great for Groups

Mtn-View Retreat in Huson Valley: Great for Groups
Claverack
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful rental - spacious, beautiful views, and gorgeous home!"
United States
Samantha A.
The price is HK$1,616
HK$6,117 total
includes taxes & fees
21 Aug - 22 Aug
Mtn-View Retreat in Huson Valley: Great for Groups
Desk, iron/ironing board, WiFi, bed sheets

4. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
The price is HK$1,177
HK$1,512 total
includes taxes & fees
17 Aug - 18 Aug
The Brooks Motel: Exceptional Suite
Smart TV, books

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

Fantastic 2-bedroom house with AC in quaint Hillsdale.
Hillsdale
The price is HK$4,473
HK$6,978 total
includes taxes & fees
17 Aug - 18 Aug
Fantastic 2-bedroom house with AC in quaint Hillsdale.
Exterior

6. 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, (274 reviews)
The price is HK$1,263
HK$1,703 total
includes taxes & fees
15 Sept - 16 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
TV, fireplace, printers

7. 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, (7 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 HK$4,463
HK$10,324 total
includes taxes & fees
19 Aug - 20 Aug
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Interior

8. Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.6 out of 10, Exceptional, (23 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
United States
Colin E.
The price is HK$1,501
HK$2,360 total
includes taxes & fees
15 Sept - 16 Sept
Cozy Riverside Berkshires Retreat
Coffee/tea maker, fridge, microwave, oven

9. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (38 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
The price is HK$2,119
HK$3,191 total
includes taxes & fees
24 Aug - 25 Aug
Home in Great Barrington
Property grounds

10. Beautiful Yacht on Catskill Creek

Beautiful Yacht on Catskill Creek
Catskill
10.0 out of 10, Exceptional, (22 reviews)
"So much fun for me and my boys to stay. AJ and Melissa are great hosts!"
United States
Amy G.
The price is HK$1,236
HK$2,588 total
includes taxes & fees
19 Aug - 20 Aug
Beautiful Yacht on Catskill Creek
Pool

11. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.0 out of 10, Wonderful, (4 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is HK$1,609
HK$3,050 total
includes taxes & fees
9 Sept - 10 Sept
Hudson NY’S Country Serenity Guest Suite.
Front of property

12. Sleepy Hollow Lake Home w/ Deck, Pool Access!

Sleepy Hollow Lake Home w/ Deck, Pool Access!
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (2 reviews)
"The house was convenient to our friend’s wedding venue. It was spacious, clean and comfortable! There were many great amenities that we didn’t have time use due to our schedule and rainy weather."
United States
audrey
The price is HK$2,378
HK$4,641 total
includes taxes & fees
19 Aug - 20 Aug
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Property grounds

13. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is HK$1,938
HK$4,076 total
includes taxes & fees
7 Sept - 8 Sept
Cheerful 3-bedroom cottage with woodstove
Property grounds

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

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.8 out of 10, Exceptional, (10 reviews)
"Mark was very accommodating and always available immediately if I had a question. The place was very clean and comfortable. Perfect location. We would love to come back in the summer when we can use the fire pit and the creek in the back. "
United States
Jessica V.
The price is HK$1,962
HK$3,217 total
includes taxes & fees
23 Aug - 24 Aug
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Desk, iron/ironing board, WiFi, bed sheets

15. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (6 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 HK$1,240
HK$1,591 total
includes taxes & fees
23 Aug - 24 Aug
The Brooks Motel: Exceptional Suite
Pool

16. 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, (8 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 HK$2,746
HK$5,370 total
includes taxes & fees
19 Aug - 20 Aug
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
3 bedrooms, iron/ironing board, WiFi, bed sheets

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

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (2 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 HK$3,170
HK$5,250 total
includes taxes & fees
14 Sept - 15 Sept
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Outdoor dining

18. 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, (24 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.
The price is HK$1,412
HK$2,812 total
includes taxes & fees
21 Aug - 22 Aug
Charming Cottage in the Heart of Catskill & Pet Friendly
Coffee/tea maker, fridge, microwave, oven

19. 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, (2 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is HK$812
HK$1,214 total
includes taxes & fees
24 Aug - 25 Aug
Cozy 1-bedroom studio in serene Great Barrington with AC
Property grounds

20. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (56 reviews)
"👍"
United States
Mike
The price is HK$770
HK$1,038 total
includes taxes & fees
24 Aug - 25 Aug
All comforts of home
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 Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"We had a lovely time!"
Stephen 1-night trip
Posted 2 hours ago
Quality Inn Lee - Lenox South

Find out more about Craryville

Search for holiday rentals in Craryville on Expedia! You can easily find your home rentals, villas, holiday apartments in Craryville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Craryville!

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?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Craryville is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Craryville?

Expedia has 21 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 Ebenezer II Gifts and Antiques, 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.