Olivebridge Holiday Rentals, New York: Private House Rentals

A large lake with a bridge, surrounded by mountains and greenery.

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Our top choices for Olivebridge hotels

A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.

A hotel entrance with a covered walkway, a sign indicating low clearance, and a flag.

A gym with a treadmill, weight bench, and various exercise machines.

A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

1. Americas Best Value Inn New Paltz

New Paltz

Debra

Rp2.092.324

Rp2.343.145 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

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

2. Residence Inn by Marriott Kingston

Kingston

Harold

Rp2.560.129

Rp2.867.344 total

includes taxes & fees

4 Oct - 5 Oct

A lobby with a stone fireplace, patterned armchairs, and a large rug.

A spacious hotel lobby with a central bar area, seating arrangements, and a television mounted on the wall.

A serene courtyard with a central statue, surrounded by brick walls and lush greenery.

A snack display area with various packaged snacks and a refrigerated section.

3. Hampton Inn by Hilton New Paltz

New Paltz

Hilda

Rp2.927.857

Rp3.279.202 total

includes taxes & fees

7 Oct - 8 Oct

A swimming pool with a glass ceiling, indoor seating, and a brick wall.

A bar area with a long counter, multiple bar stools, and a television mounted above the bar.

A hotel room with a sofa, ottoman, desk, chair, television, and a mirror.

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

4. Kingston Regency Inn

Kingston

Christopher

Rp2.595.935

Rp3.190.061 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

5. Courtyard by Marriott Kingston

Kingston

Ana

Rp2.267.415

Rp2.539.506 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a nightstand, a lamp, and two framed pictures on the wall.

A hotel lobby with a reception desk, two armchairs, a small table, and a lamp.

A multi-story hotel with a flat roof, large windows, and a brick facade.

A compact hotel room with a wooden dresser, a television, a microwave, a small refrigerator, a trash bin, and a chair.

6. Super 8 by Wyndham Kingston

Kingston

Simon

Rp1.567.408

Rp1.755.496 total

includes taxes & fees

4 Oct - 5 Oct

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

An outdoor patio with a round table and orange chairs, a black metal fence, and string lights.

A modern building with multiple windows and a landscaped area with decorative pumpkins and a tree.

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

Lake Katrine

Bailey

Rp2.327.390

Rp2.606.675 total

includes taxes & fees

25 Oct - 26 Oct

A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

A covered outdoor dining area with tables set for a meal, surrounded by columns and large windows.

A wooden interior with a barrel and a wine rack.

A bar area with a variety of liquor bottles, a menu board, and a rustic wooden backdrop.

8. Beekman Arms and Delamater Inn

Rhinebeck Village

Mariya

Rp2.403.477

Rp2.718.933 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

9. Hampton Inn Kingston

Kingston

stephen

Rp2.516.983

Rp2.819.020 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

10. Howard Johnson by Wyndham Saugerties

Saugerties

Richard

Rp2.488.517

Rp2.787.140 total

includes taxes & fees

30 Sept - 1 Oct

A blue door with a white frame, a small table with a chair, a rug, and potted plants on the porch.

A room with a dark wooden chair, a small round table with potted plants, and a framed picture on the wall.

A living room with a sofa, a round table, and a wooden bench. There is a door and a framed picture on the wall.

A red brick building with a blue door, white windows, and a small garden with a chair and plants.

11. The Wiltwyck

Kingston

Ronald

Rp1.917.411

Rp3.150.067 total

includes taxes & fees

28 Sept - 29 Sept

A restaurant interior with wooden floors, ceiling fans, and red cushioned chairs.

A mirror reflecting a bed, a bedside lamp, and a vase with red roses on a wooden dresser.

A covered outdoor seating area with tables and chairs, a wooden exterior, and a number '4' on the wall.

A living room with wooden flooring, a sofa, a chair, a coffee table, and a television.

12. Blue Hill Lodge

Claryville

Ruth

Rp1.611.091

Rp1.804.443 total

includes taxes & fees

28 Sept - 29 Sept

A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.

A modern kitchen with a wooden island, black cabinets, and a built-in refrigerator. There are hanging plants, a coffee machine, and shelves with dishes and utensils.

A modern bedroom with a bed, a small desk, and a kitchenette area.

A wooden sign with the text "Mitchell Manor" hanging from a building.

13. The Herwood Inn

Woodstock

John

Rp3.911.805

Rp4.381.221 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

14. Hotel Kinsley

Stockade District

Daile

Rp4.245.696

Rp5.528.590 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

15. Phoenicia Lodge

Phoenicia

Thomas

Rp3.097.577

Rp3.469.243 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern dining area with wooden tables and chairs, a kitchen area with appliances, and a large wall mural.

A room with a dark blue wall, a round wooden table with a plant, and four patterned chairs.

A hotel reception area with a wooden reception desk, a clock on the wall, and a coffee machine in the background.

16. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Jamie

Rp1.734.980

Rp1.943.177 total

includes taxes & fees

4 Oct - 5 Oct

A motel with a prominent blue sign, a covered parking area, and a building with red and blue exterior walls.

A hotel room with a large bed, a chair, a nightstand, and a window with blinds.

A reception desk with a sign offering free WiFi and internet access.

A hotel room with a wooden desk, a chair, a television, and a lamp.

17. Village Motel

Ellenville

James

Rp1.513.699

Rp1.695.235 total

includes taxes & fees

28 Sept - 29 Sept

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

A hallway with a wooden door leading to a bathroom, a blue couch with a cushion, and a kitchen area with cabinets and a sink.

A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.

A bathroom with three sinks, a trash can, and a chair.

18. SunView Motel

Tannersville

Victoria

Rp1.866.387

Rp2.015.699 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

19. Morning Glory B n B Woodstock NY

Woodstock

Lucian

Rp3.920.757

Rp4.391.248 total

includes taxes & fees

28 Sept - 29 Sept

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Stay near popular Olivebridge attractions

Brown's Station

Explore the great outdoors at Brown's Station, a lovely green space in Olivebridge. Amble around the area's forests or experience its entertainment choices.

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Learn more about Olivebridge

Tucked into the Catskill foothills, this hamlet offers peaceful hiking trails and access to the stunning Ashokan Reservoir. Visitors can explore local farm stands or take a short drive to nearby Woodstock for its vibrant arts scene and charming shops.

See all hotels in Olivebridge

Top Olivebridge Hotel Reviews

Hunter Lodge, a Bluebird by Lark

8/10 Good

"Just for starters, our room was very very clean and very nice. Lots of room comfortable, bed. I guess some of the problems were with the outside areas. We noticed outside our patio, a pile of cigarette butts and roaches, and some chipping paint that didn’t appear to have been cleaned up for a while. We arrived on a Tuesday afternoon, though the front desk staff were friendly, just didn’t seem to be overly motivated to accommodate new guests. One of the highlights is the outdoor fire pit, which has a really lovely setting. However, the fire pit was filled with trash that appeared to be pill packages and I’m taking a LOT of them! They weren’t cleaned out, just kind of shoved to the side, we had to ask them the next day if they could clean out the fire pit which they did fairly well. Definitely noticed somewhere and tear on the outside such as chipped and peeling paint on these patios and stairways. Overall, a nice day could just use a little facelift!"

Beekman Arms and Delamater Inn

10/10 Excellent

"The bartender she is excellent"

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"A clean, well maintained hotel in an excellent location in Hyde Park."

Americas Best Value Inn New Paltz

8/10 Good

"We arrived late but the parking lot was well lit and felt safe. Check in was fairly easy. Out room was clean and cozy. The bed was comfortable. There was a free breakfast with just a few choices. I have celiacs and had choices. My husband had a mocha from their beverage machine. Easy checkout."

Courtyard by Marriott Kingston

10/10 Excellent

"I enjoyed my stay very much. It was very clean and very convenient. I have no complaints whatsoever"

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"Arrival 9/18 Friday evening reception girl was bordeline hostile/in bad mood, shoved the paper work towards us and spoke so fast we had to ask again. Not a friendly welcome. Spacy clean room. Bed was not ok, higher in center sagging towards sides. Peaceful area."

New Paltz Way Hotel

10/10 Excellent

"This is a small, new hotel, nestled along the railtrain in New Paltz. It's "along" in the sense that the rooms are lined up, balconies facing the railtrail, and immediately beyond (through a treeline) the Wallkill. It's well sited on a beautiful site. Of course the railtrail is convenient, as is Water Street Market, which also follows the rail trail. It's also just a short walk into town, to the bridge across the Wallkill and a trial that leads to the ridge, and up the railtrail and to the left, Huegenot Street. It's a fine place to stay, drive to wherever you want to be, but to have wonderful walks from the hotel. The hotel itself is carefull and well designed, constructed and maintained."

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

Super 8 by Wyndham Kingston

8/10 Good

"Staff is very friendly, it looks like a lot of people actually live here, we checked in late, the desk is manned 24 hours, which is convenient. The room is nothing special, furniture is run down, rug is gross, but bed and pillows are comfy, sheets and towels clean. TV stuck on one channel...Room is spacious though, and even with all the dogs and seeming live-ins hanging about, it was very quiet, so we could get a good rest. Breakfast is oatmeal, packaged pastries, granola bars, OJ and coffee. Convenient location at the right price for a one-night stay. On the way out I saw rooms that had vinyl flooring, and the photo online shows newer furniture. I guess we got an unrenovated room..."