Craryville Holiday Rentals, New York: Private House Rentals

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Our top choices for Craryville hotels

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

A room with a white door, a window, and a wall with various framed pictures.

A two-story house with a porch, a front door, and a mailbox.

A traditional living room with a fireplace, floral patterned sofa, and a patterned rug.

1. Changing Times Boutique Country Lodging

Craryville

Thomas

5.204.000 ₫

5.828.480 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

5.064.793 ₫

5.657.374 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

3. Little Cat Lodge

Copake Falls

Kees

4.660.182 ₫

5.219.403 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A motel with a parking lot and several cars parked.

4. Monument Mountain Motel

Great Barrington

Victor

2.002.239 ₫

2.236.679 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A modern hotel lobby with seating areas, tables, and a reception desk.

A kitchenette with a microwave, coffee maker, and coffee cups.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

3.460.660 ₫

3.865.531 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

6. Quality Inn Great Barrington

Great Barrington

Kimberly

2.631.923 ₫

2.939.859 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

7. the Alander

Copake

Phil

3.759.890 ₫

4.211.075 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A room with a fireplace, two blue armchairs, a round table, and a large window with curtains.

A dining area with a round table, four grey chairs, a potted plant, and a wall with a map mural.

A grand staircase with ornate woodwork and blue patterned steps, leading to a dark wall with a chalkboard displaying event information.

A historic building with a white facade and blue shutters, featuring a prominent arched entrance and a sign above the door.

8. Hudson Whaler

Hudson

Jill

5.048.531 ₫

5.875.986 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

9. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

1.951.500 ₫

2.179.826 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A wooden deck with white railings and hanging flower baskets.

A bathroom with a bathtub, toilet, and sink. There is a shower curtain, a towel rack, and a hairdryer.

A two-story building with a balcony, a red door, and a staircase leading to the second floor.

A building with a balcony covered in pink flowers, a paved driveway, and a car parked in the background.

10. Chatham Travel Lodge

Old Chatham

Andrew

2.910.337 ₫

3.259.265 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.

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

A wooden deck with a staircase leading to a porch, a white door, and hanging flower baskets.

11. Micosta Leisure Inn

Hudson

Kim

2.765.926 ₫

3.097.681 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A bedroom with a bed, bedside table, and a wall-mounted mirror.

A room with a desk, chair, and a brown leather chair. There is a white door leading to a bathroom with a sink and a mirror.

An outdoor patio with a wooden table and four black wire chairs, surrounded by stone tiles and greenery.

A staircase with white steps and black non-slip treads, leading to a landing with a dark wall and a window with colorful stained glass.

12. Nautical Nest

Hudson

Karolina

3.715.656 ₫

4.310.161 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

A living room with a sofa, a coffee table, a fireplace, and a ceiling fan.

A dining area with a wooden table, chairs, and a colorful striped rug.

A snow-covered landscape with a house and a sign that reads "the brooks".

13. The Brooks Motel

Hillsdale

Nelson

3.793.716 ₫

4.248.963 ₫ total

includes taxes & fees

23 Sept - 24 Sept

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

A restaurant with a bar area, wooden booths, and a coffee machine.

A hotel room with two beds, a TV, a dresser, and a door leading to another room.

A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.

14. Howard Johnson by Wyndham Saugerties

Saugerties

Richard

3.616.780 ₫

4.050.796 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

15. Quality Inn Lee - Lenox South

Lee

Wendy

2.853.093 ₫

3.186.904 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lakeside dock with kayaks and a covered boat ramp.

A dining area with large windows, wooden furniture, and a view of a lake.

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Ann M

3.320.152 ₫

3.708.610 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A modern dining area with wooden tables and benches, green chairs, and pendant lighting.

A vending area with snacks, drinks, and microwaves.

A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.

A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.

17. Spark by Hilton West Coxsackie

West Coxsackie

Andrew

2.325.668 ₫

2.511.722 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A spacious lobby with a fireplace, comfortable seating, and large windows.

A multi-story hotel with a well-lit entrance, a flag, and a sign indicating it is a Marriott Residence Inn.

A breakfast buffet setup with a variety of food items, including bread, cereal, and fruits, in a modern hotel dining area with striped chairs and a large window.

An indoor swimming pool with lounge chairs and a view of the outside.

18. Residence Inn by Marriott Kingston

Kingston

Lamisa

3.720.860 ₫

4.167.365 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

A hotel room with two beds, a wooden dresser, a television, and a stone wall.

A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

19. Red Ranch Motel

Catskill

Dhan

3.344.090 ₫

3.611.576 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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Top Craryville Hotel Reviews

Residence Inn by Marriott Kingston

8/10 Good

"There are no in room safes"

Beekman Arms and Delamater Inn

10/10 Excellent

"everything was great"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The facilities and property made for a wonderful family visit to the Bershires."

Quality Inn Great Barrington

10/10 Excellent

"Great room and security. Like the breakfast setup . Staff is very good!"

Quality Inn Lee - Lenox South

8/10 Good

"Great location for our trip into NE."

Hampton Inn Kingston

10/10 Excellent

"The hotel was very clean, up to date, and the staff was friendly."

The Red Lion Inn

10/10 Excellent

"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."

Mirbeau Inn & Spa

10/10 Excellent

"Beautiful property, relaxing spa, clean, great food. Would stay again!"

Howard Johnson by Wyndham Saugerties

8/10 Good

"Clean but the bed is ROCK hard..."