Olivebridge Holiday Rentals, New York: Private House Rentals

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

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Go beyond your typical stay in Olivebridge

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Our top choices for Olivebridge hotels

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

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

A spa area with a large rock centerpiece, multiple seating areas, and a skylight ceiling.

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

1. Mirbeau Inn & Spa

Rhinebeck Village

Rp8.753.100

Rp9.901.922 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

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

2. Courtyard by Marriott Kingston

Kingston

Ana

Rp2.267.035

Rp2.539.078 total

includes taxes & fees

25 Oct - 26 Oct

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

3. Diamond Mills Resort

Saugerties

Rp4.757.462

Rp5.775.793 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

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

Lake Katrine

Timothy

Rp2.471.994

Rp2.768.634 total

includes taxes & fees

11 Nov - 12 Nov

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

A modern living room with a grey sofa, a small round table, and a hanging light fixture.

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

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.

5. Woodstock Way Hotel

Woodstock

Vannetta

Rp5.552.313

Rp6.917.284 total

includes taxes & fees

20 Oct - 21 Oct

Two wooden cabins with pitched roofs, each featuring a porch with a chair.

A spacious room with a wooden floor, a round table with a vase of green foliage, and a hanging light fixture.

A room with wooden walls and ceiling, a large window offering a view of a green landscape, a wicker chair, a small table with a book, and a lamp on a wooden stool.

A wooden barn with a sloped roof, surrounded by a grassy lawn with several white chairs.

6. Inness

Accord

Silvina

Rp14.302.100

Rp16.823.852 total

includes taxes & fees

4 Nov - 5 Nov

A modern hotel lobby with a large decorative vase, a hanging light fixture, and a view through a window with curtains.

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

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

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

7. Emerson Resort & Spa

Mount Tremper

Ashley

Rp3.204.100

Rp3.588.592 total

includes taxes & fees

2 Nov - 3 Nov

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.

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

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.

8. Residence Inn by Marriott Kingston

Kingston

Lamisa

Rp2.398.600

Rp2.686.432 total

includes taxes & fees

8 Nov - 9 Nov

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

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

9. Hotel Kinsley

Stockade District

Daile

Rp4.244.985

Rp5.527.665 total

includes taxes & fees

12 Nov - 13 Nov

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

A restaurant with booths, tables, and a bar area.

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

10. Kingston Regency Inn

Kingston

Stephen

Rp2.257.038

Rp2.773.554 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 house with a sloped roof, large windows, and a well-maintained lawn.

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.

11. AutoCamp Catskills

Saugerties

Raquel

Rp2.571.335

Rp3.581.577 total

includes taxes & fees

3 Nov - 4 Nov

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 covered outdoor dining area with tables set for two, featuring white tablecloths and black metal chairs.

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

12. Beekman Arms and Delamater Inn

Rhinebeck Village

Victoria and Scott

Rp2.724.567

Rp3.082.167 total

includes taxes & fees

9 Nov - 10 Nov

A wooden cabin with a circular window overlooking a lake and grassy area.

A row of modern cabins with large windows, surrounded by a grassy field and trees.

A restaurant with round tables, potted plants, and a glass of wine on a table.

An arched stone structure with windows, surrounded by trees and a clear sky.

13. Hutton Brickyards Riverfront Hotel + Venue

Kingston

Victoria

Rp4.913.550

Rp6.040.176 total

includes taxes & fees

21 Oct - 22 Oct

A lodge with a prominent front porch, a stone staircase leading up to the entrance, and a view of a rocky cliff in the background.

A large, modern building with a prominent entrance and multiple windows.

A spacious dining area with wooden floors, high ceilings, and large windows.

A room with two black leather chairs, a round marble table with a single orange object, and two wall-mounted light fixtures.

14. Minnewaska Lodge

Gardiner

Thomas

Rp3.952.320

Rp4.868.979 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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.

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

Saugerties

Linda

Rp2.274.951

Rp2.547.945 total

includes taxes & fees

11 Nov - 12 Nov

A traditional Japanese-style building with a wooden entrance, surrounded by lush greenery and stone pathways.

A bedroom with a large bed, a dresser, a mirror, a window with a view of trees, and a door.

A fire pit with logs, a wooden bench, and a table with a basket of sticks.

A red wooden house with a well-maintained lawn and a tall evergreen tree in front.

16. Elmrock Inn

Stone Ridge

Stephen

Rp2.899.800

Rp3.247.776 total

includes taxes & fees

1 Nov - 2 Nov

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 candy store with shelves of various treats and a sign that reads "TREATS".

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

17. Hampton Inn Kingston

Kingston

Jennifer

Rp2.363.158

Rp2.646.736 total

includes taxes & fees

12 Nov - 13 Nov

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

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.

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

18. Twin Gables of Woodstock

Woodstock

Coleen

Rp2.756.600

Rp3.087.392 total

includes taxes & fees

9 Nov - 10 Nov

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

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

A hotel room with two beds, a desk, a chair, a window with curtains, a wall-mounted lamp, and a framed picture.

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.

19. Americas Best Value Inn New Paltz

New Paltz

Rp1.878.963

Rp2.104.437 total

includes taxes & fees

1 Nov - 2 Nov

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

A rustic bar area with wooden stools, a wooden bar counter, and a backdrop of antlers and a welcome sign.

20. Urban Cowboy Lodge

Big Indian

Karcynn

Rp3.396.525

Rp3.804.108 total

includes taxes & fees

2 Nov - 3 Nov

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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

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"There is some wear and tear on the rooms, they could do with a refresh. But the room was clean. The breakfast was good - with waffles, eggs, sausage, yogurt fruit, juice and coffee. Close to nearby attractions like the FDR Library as well."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Everything we needed for our stay, clean room and friendly staff, easy to park was a plus!! Idk how hotels are ranked but this is definitely better than a 2star in my opinion. I have been all over the place staying in hotels and this was a great experience!! Especially if all you need is a place to clean up and lay your head, that’s all we usually use hotels for because we are always on the go doing activities when needing a hotel!"

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Beautiful fall colors in a cozy and charming lodge!"

Super 8 by Wyndham Kingston

8/10 Good

"Josh was super helpful at Check-in. Very accommodating and super polite. The property was heavily used by semi-permanent guests and needed a bit of cleaning. I was there to close out a storage unit, so the accommodation was very adequate with close proximity to good eateries and downtown Kingston. My room was quiet and had everything I needed. All good."

Beekman Arms and Delamater Inn

10/10 Excellent

"Amazing property!"

Kingston Regency Inn

8/10 Good

"Good property for one night stay"

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!"

Mirbeau Inn & Spa

10/10 Excellent

"We had an exceptional stay here! The room was huge, clean, and the amenities top notch! Staff were friendly, engaging, and they could not have been more welcoming! Our spa experiences were more than wonderful, and the spa itself is one to experience for sure! An evening at the bar for dinner was heightened by exceptional service provided by Bella! We undoubtedly look forward to returning soon!"