Shady Holiday Rentals, Bearsville: Private House Rentals

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Our top choices for Shady hotels

A wooden cabin with large windows overlooking a forested area with a waterfall.

A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

A modern bedroom with a wooden bed, a desk, and large windows.

A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.

1. Woodstock Way Hotel

Woodstock

Vannetta

8.443.805 ₫

10.464.860 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A living room with a fireplace, green sofa, and a leopard print armchair.

A wooden deck with outdoor seating and a house in the background.

A white house with a green door, black trim, and a porch with a lantern.

A hallway with a patterned floor, a potted plant, a chandelier, and a door with a decorative mirror.

2. Twin Gables of Woodstock

Woodstock

Barbara

3.979.514 ₫

4.457.056 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.

A bedroom with a large bed, a fireplace, a TV, and a painting on the wall.

A picnic setup with a table, food, drinks, and binoculars by a stream.

A spacious living room with a fireplace, two sofas, a coffee table, and a TV mounted above the fireplace.

3. The Woodstock Inn on the Millstream

Woodstock

Carolyn

5.917.589 ₫

6.627.700 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

A modern lobby with a reception desk, seating area, and a dining section.

A Holiday Inn Express & Suites sign with a clear view of the hotel building in the background.

A modern breakfast area with a coffee machine, cereal, and bakery options.

4. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

Eleanor

3.178.443 ₫

3.559.857 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio with a fire pit, seating, and a building in the background.

A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

A modern hotel room with a grey sofa, an orange armchair, a small wooden table, and a large window with sheer curtains.

5. Courtyard by Marriott Kingston

Kingston

Yvette

3.053.114 ₫

3.419.489 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

A couple standing on a wooden deck overlooking a landscaped garden with a river view.

A well-maintained garden with a red bridge, a welcome sign, and a building with a gabled roof.

A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.

6. Emerson Resort & Spa

Mount Tremper

Jeremy

4.625.539 ₫

5.180.605 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.

A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

A modern house with a large garage and a vintage camper parked in the driveway.

7. AutoCamp Catskills

Saugerties

Raquel

3.712.060 ₫

5.170.476 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.

An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

8. Hampton Inn Kingston

Kingston

Jennifer

3.157.253 ₫

3.536.123 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

An outdoor patio with a fire pit, wicker furniture, and a red building in the background.

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

9. Residence Inn by Marriott Kingston

Kingston

Lamisa

3.462.694 ₫

3.878.215 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A bar with a patterned floor, bar stools, and a bar counter with taps.

A historic hotel with a prominent tower and a brick facade.

A dining area with a brick fireplace, wooden beams, and a chandelier.

10. Diamond Mills Resort

Saugerties

luping

6.868.021 ₫

8.338.115 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A serene garden with a stone pathway, a small bridge, and a bench.

A room with a large tapestry, two wicker chairs, a small table, and a globe lamp.

A rustic wooden pergola in a garden with a house in the background.

A hallway with a framed portrait on the wall, a door to the right, and a window on the left.

11. Morning Glory B n B Woodstock NY

Woodstock

Lucian

5.659.179 ₫

6.338.280 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

A swimming pool with a person in the water, surrounded by outdoor furniture and a building with a balcony.

A staircase with ornate black railings and a large chandelier.

A building with a central entrance, multiple windows, and outdoor seating.

12. Mirbeau Inn & Spa

Rhinebeck Village

Maria

12.636.249 ₫

14.294.724 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

13. Hotel Mountain Brook

Tannersville

Kim

6.305.204 ₫

6.809.620 ₫ total

includes taxes & fees

17 Nov - 18 Nov

A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

A hotel room with two beds, a desk, and a large window.

A row of refrigerators with shelves stocked with beverages and condiments.

A buffet with labeled trays of turkey sausage and cookies.

14. Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

Timothy

3.152.602 ₫

3.530.914 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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

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

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

A Howard Johnson Inn with a beige facade, red trim, and a clear blue sky with clouds.

15. Howard Johnson by Wyndham Saugerties

Saugerties

Shirley

2.790.828 ₫

3.125.727 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

A corridor with white walls, wooden slats, and a concrete floor.

A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

A pool area with a wooden deck, benches, and umbrellas.

16. The Graham & Co.

Phoenicia

Cindy

4.036.364 ₫

4.520.883 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A bedroom with a large window offering a view of a forested mountain.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

17. Hunter Lodge, a Bluebird by Lark

Hunter

Marina

3.053.114 ₫

3.855.528 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A multi-story building with outdoor seating and a stone-paved patio.

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

18. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Nabeel

4.395.554 ₫

5.234.095 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A restaurant with orange seating, white tablecloths, and potted plants.

A cozy living room with a wood-burning stove, wicker furniture, and a bookshelf.

A living room with a red patterned rug, a blue armchair, a yellow sofa, and a black coffee table.

A hotel room with a large window, two blue armchairs, a round table with a plant, and a bed with a white blanket.

19. Hotel Kinsley

Stockade District

David

6.128.193 ₫

7.979.908 ₫ total

includes taxes & fees

23 Nov - 24 Nov

A bedroom with a bed, a dresser, a mirror, and a window with blinds.

A room with a leather armchair, a floor lamp, and a radiator.

20. Howland House

Mount Tremper

Ben

4.489.744 ₫

5.028.514 ₫ total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare top hotels in Shady

Woodstock Way Hotel Woodstock View	Twin Gables of Woodstock Woodstock View	The Woodstock Inn on the Millstream Woodstock View	Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG Saugerties View	Courtyard by Marriott Kingston Kingston View
9.6 Exceptional 321 reviews	9.8 Exceptional 231 reviews	9.0 Wonderful 226 reviews	8.8 Excellent 816 reviews	8.8 Excellent 1,009 reviews
8.443.805 ₫ 10.464.860 ₫ total includes taxes & fees 2 Nov - 3 Nov	3.979.514 ₫ 4.457.056 ₫ total includes taxes & fees 9 Nov - 10 Nov	5.917.589 ₫ 6.627.700 ₫ total includes taxes & fees 26 Oct - 27 Oct	3.178.443 ₫ 3.559.857 ₫ total includes taxes & fees 22 Nov - 23 Nov	3.053.114 ₫ 3.419.489 ₫ total includes taxes & fees 1 Nov - 2 Nov

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Top Shady Hotel Reviews

Residence Inn by Marriott Kingston

8/10 Good

"clean room, good breakfast, helpful staff"

Hotel Vienna

10/10 Excellent

"Jacob is a pleasure! The rooms are incredibly clean, the breakfast croissants are fresh and flakey, the property is gorgeous! I can’t wait to stay here again :)"

Courtyard by Marriott Kingston

10/10 Excellent

"We had a very pleasant day. The staff was very friendly and gave us a sheet of places to go for dinner close to the hotel. The room was clean and the bed was very comfortable and also very quiet. It was nice to have an area where you could have breakfast, and snacks."

Howard Johnson by Wyndham Saugerties

8/10 Good

"The room was clean & the bed was comfortable. The area is very safe. They didn't have breakfast, just coffee. I will definitely stay here again."

Hotel Kinsley

8/10 Good

"The breakfast could have been better."

Hampton Inn Kingston

10/10 Excellent

"Location"

Emerson Resort & Spa

8/10 Good

"A beautiful place for rest"

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent

"Clean well maintained, beds were comfortable and the room was very clean."

Red Ranch Motel

8/10 Good

"They need longer curtains to keep the bright lights outside from entering the room, otherwise it was a great stay. Very nice, clean and friendly place."

More cheap stays in Shady

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY

2.174.520 ₫

2.435.463 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY

2.790.828 ₫

3.125.727 ₫ total

15 Nov - 16 Nov

includes taxes & fees

Red Ranch Motel

4555 Route 32 Catskill NY

3.042.003 ₫

3.285.425 ₫ total

1 Nov - 2 Nov

includes taxes & fees

7.4/10 Good! (549 reviews)

Hampton Inn Kingston

1307 Ulster Ave Kingston NY

3.157.253 ₫

3.536.123 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Kingston Regency Inn

503 Washington Avenue Kingston NY

3.230.125 ₫

3.969.435 ₫ total

12 Nov - 13 Nov

includes taxes & fees

SunView Motel

5844 Main St Tannersville NY

Get rates

8.6/10 Excellent! (641 reviews)

Find hotels in Shady, NY from 2.435.463 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shady

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Shady hotels

1. Woodstock Way Hotel

2. Twin Gables of Woodstock

3. The Woodstock Inn on the Millstream

4. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

5. Courtyard by Marriott Kingston

6. Emerson Resort & Spa

7. AutoCamp Catskills

8. Hampton Inn Kingston

9. Residence Inn by Marriott Kingston

10. Diamond Mills Resort

11. Morning Glory B n B Woodstock NY

12. Mirbeau Inn & Spa

13. Hotel Mountain Brook

14. Holiday Inn Express & Suites Kingston-Ulster by IHG

15. Howard Johnson by Wyndham Saugerties

16. The Graham & Co.

17. Hunter Lodge, a Bluebird by Lark

18. Kaatskill Mountain Club & Condos by Vail Resorts

19. Hotel Kinsley

20. Howland House

Compare top hotels in Shady

Woodstock Way Hotel

Twin Gables of Woodstock

The Woodstock Inn on the Millstream

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Courtyard by Marriott Kingston

Top Shady Hotel Reviews

Residence Inn by Marriott Kingston

Hotel Vienna

Courtyard by Marriott Kingston

Howard Johnson by Wyndham Saugerties

Hotel Kinsley

Hampton Inn Kingston

Emerson Resort & Spa

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Red Ranch Motel

More cheap stays in Shady

Super 8 by Wyndham Kingston

Howard Johnson by Wyndham Saugerties

Red Ranch Motel

Hampton Inn Kingston

Kingston Regency Inn

SunView Motel

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