Chichester Holiday Rentals, New York: Private House Rentals

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Our top choices for Chichester hotels

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

A stone building with a chimney, a pool, and a sign for Shandaken Inn.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

1. Shandaken Inn

Shandaken

Karina

3.678.998 ₫

4.120.633 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

A hallway with intricate carvings on the walls and a large vase in the center.

2. Emerson Resort & Spa

Mount Tremper

Ashley

4.631.088 ₫

5.186.819 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

A reception desk with a mirror, potted plants, a welcome sign, and a bench with patterned cushions.

A person walking towards a yellow door with stone walls and a bench to the left.

A modern kitchen with dark cabinets, a brick backsplash, and a central island.

3. Starlite Motel

Big Indian

Danielle

3.751.440 ₫

4.201.613 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A rustic interior with a stone fireplace, wooden beams, and a chandelier.

A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.

A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.

A table set for two with a view of a lush green landscape and hills in the background.

4. Urban Cowboy Lodge

Big Indian

Karcynn

4.909.212 ₫

5.498.319 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A dining area with a stone fireplace, wooden beams, and large windows.

A row of red buildings with a gravel driveway and a bench outside.

A hammock between trees, a red cabin, and a blue chair in a wooded area.

A spacious living room with a stone fireplace, wooden beams, and large windows.

5. Phoenicia Lodge

Phoenicia

Thomas

4.476.373 ₫

5.013.476 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

6. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ryan

4.613.388 ₫

5.493.691 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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

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

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

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

7. The Graham & Co.

Phoenicia

Daniel

4.041.206 ₫

4.526.306 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.

A bar area with wooden bar stools, a counter with bottles, and a wall with framed pictures.

A wooden deck with two lounge chairs and a small table, overlooking a forested area.

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

8. Eastwind Oliverea Valley

Big Indian

Benedict

6.730.083 ₫

8.787.430 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

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

9. Hunter Lodge, a Bluebird by Lark

Hunter

Marina

3.276.689 ₫

4.097.658 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A building facade with a dark exterior, a window with blinds, a small porch with a railing, and flower planters on the porch.

A grassy area with several spherical objects, a building in the background, and a clear sky.

A bed with a white headboard, a dark blue throw blanket, and a white pillow.

A swimming pool with lounge chairs and a building in the background.

10. Catskill Seasons Inn

Shandaken

Ramon

4.398.240 ₫

4.926.029 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

A cozy living room with a sofa, a dining table, and a fireplace.

A wooden deck with two Adirondack chairs and a red-framed window.

A cabin with a red roof, surrounded by a gravel path and rocks, with dense forest in the background.

11. The Leeway

Mount Tremper

Shih-Chun

5.920.807 ₫

6.631.303 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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 bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

12. Hotel Mountain Brook

Tannersville

Kristen

6.312.768 ₫

6.817.789 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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

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

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.

13. Woodstock Way Hotel

Woodstock

Vannetta

8.453.935 ₫

10.477.414 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

A modern bathroom with a glass sink, wooden vanity, and a large mirror.

A hotel room with a bed, white curtains, and wall-mounted light fixtures.

A room with a curved wooden ceiling, large windows with wooden frames, two upholstered armchairs, a round table, and a potted plant.

14. Shadowcrest

Fleischmanns

David

3.415.104 ₫

3.756.614 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

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

A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

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

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

Saugerties

Cindy

3.285.744 ₫

3.680.031 ₫ total

includes taxes & fees

8 Nov - 9 Nov

16. The Wheelhouse Inn

Pine Hill

Allen

2.328.480 ₫

2.607.898 ₫ total

includes taxes & fees

16 Oct - 17 Oct

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

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

17. Courtyard by Marriott Kingston

Kingston

George

3.276.689 ₫

3.669.890 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A log cabin with a deck, outdoor seating, and a view of a forest.

A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.

A wooden covered bridge in a forested area with a paved path leading to it.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

18. Hotel Vienna

Windham

Toni-Diane

2.569.348 ₫

3.221.840 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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 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.

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

19. AutoCamp Catskills

Saugerties

Raquel

3.386.645 ₫

4.807.225 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

A cozy living room with a fireplace, comfortable seating, and a dining area with a table set for four.

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

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

20. The Woodstock Inn on the Millstream

Woodstock

Carolyn

5.924.688 ₫

6.635.651 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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Top Chichester Hotel Reviews

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent

"Convenient to the locations we wanted to visit. It was clean and staff was courteous. Liked the view of the mountains from our room located on the back of the building."

Emerson Resort & Spa

8/10 Good

"This is a wonderful place to stay. I love the rustic lodge. We stayed in the Bear. The beds were fabulous and the room is spacious. The bathroom needs to be redone. The toilet is low and the vanity is dated. There should be a lighted mirror and extra lighting in the bathroom. Otherwise, the Emerson meets my expectations!"

Hotel Vienna

10/10 Excellent

"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."

AutoCamp Catskills

8/10 Good

"Our stay was great , we really enjoyed the clubhouse the boardgames, a small hike on the property and the airstream was nicely equipped with outside grill, smart tv, and very nice outdoor space. Cleaning wise it was okay, we found hair in the shower drain, futon cover felt unwashed and I wish they had coffee in the clubhouse throughout the day. Would definitely recommend it!"

Kingston Regency Inn

10/10 Excellent

"Good"

SunView Motel

10/10 Excellent

"We were happy with our stay. The room was clean, parking was easy, and the staff were friendly."

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent

"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"

Hotel Kinsley

8/10 Good

"Check in staff only provided information on parking and the address our room was located. It would have been extremely helpful to inform us of the free breakfast, restaurant coupon and the use of the outdoor patio as we bought breakfast out and paid for dessert at the Hotel Kinsey restaurant. The room was very clean."

Urban Cowboy Lodge

8/10 Good

"Awesome to visit , relax, and enjoy the surroundings. The vibes were sooooo chill, the staff were so cool. But they had 1 big flaw, watch out for the hidden fees, check your bill and invoices before check. They add additional fees if you charge anything to your room for purchases which is crazy. Any charge to your room will be given a servicing fee. If you order breakfast, and pick it up yourself but charge it to your room, you get a fee. If you have dinner or drinks or lunch, and charge it to your room, there’s an extra fee.!!!! So bring cash or pay your bill up front… they use a system called Toast for their credit transactions, and they charge you the convenience / service fee for this system which can be as much as $40 per transaction."

More cheap stays in Chichester

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY

2.177.129 ₫

2.438.384 ₫ total

1 Nov - 2 Nov

includes taxes & fees

6.2/10 (1,002 reviews)

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY

2.840.746 ₫

3.181.636 ₫ total

2 Nov - 3 Nov

includes taxes & fees

Hampton Inn Kingston

1307 Ulster Ave Kingston NY

3.224.686 ₫

3.611.650 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2777 ROUTE 32 Saugerties NY

3.285.744 ₫

3.680.031 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.8/10 Excellent! (808 reviews)

Kingston Regency Inn

503 Washington Avenue Kingston NY

3.234.000 ₫

3.974.197 ₫ total

12 Oct - 13 Oct

includes taxes & fees

6/10 (75 reviews)

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

4.165.392 ₫

5.616.294 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Hotels in Chichester with star rating

Frequently asked questions

What's the seasonal weather like in Chichester?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Chichester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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Book Hotels in Chichester on Expedia.com

Find hotels in Chichester, NY from 2.438.384 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chichester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chichester hotels

1. Shandaken Inn

2. Emerson Resort & Spa

3. Starlite Motel

4. Urban Cowboy Lodge

5. Phoenicia Lodge

6. Kaatskill Mountain Club & Condos by Vail Resorts

7. The Graham & Co.

8. Eastwind Oliverea Valley

9. Hunter Lodge, a Bluebird by Lark

10. Catskill Seasons Inn

11. The Leeway

12. Hotel Mountain Brook

13. Woodstock Way Hotel

14. Shadowcrest

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

16. The Wheelhouse Inn

17. Courtyard by Marriott Kingston

18. Hotel Vienna

19. AutoCamp Catskills

20. The Woodstock Inn on the Millstream

Top Chichester Hotel Reviews

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Emerson Resort & Spa

Hotel Vienna

AutoCamp Catskills

Kingston Regency Inn

SunView Motel

Holiday Inn Express & Suites Kingston-Ulster by IHG

Hotel Kinsley

Urban Cowboy Lodge

More cheap stays in Chichester

Super 8 by Wyndham Kingston

Howard Johnson by Wyndham Saugerties

Hampton Inn Kingston

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Kingston Regency Inn

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Hotels in Chichester with star rating

Frequently asked questions

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