Smallwood Holiday Rentals, New York: Private House Rentals

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Go beyond your typical stay in Smallwood

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Our top choices for Smallwood hotels

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

A modern bar area with a central island, bar stools, and overhead lighting.

1. Resorts World Catskills Casino

Monticello

David

Rp2.668.888

Rp3.462.894 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

A snack and sundries section with shelves stocked with chips, snacks, and beverages.

A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.

2. Hampton Inn Monticello

Monticello

Tamta

Rp2.184.823

Rp2.468.850 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

A large indoor swimming pool with a wooden deck and lounge chairs.

3. Best Western Monticello

Monticello

Sonia

Rp2.029.965

Rp2.293.860 total

includes taxes & fees

12 Oct - 13 Oct

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

A bar area with a central island, multiple bar stools, and a large screen displaying content.

A restaurant setting with a counter, a digital scale, and a person serving food.

A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

4. The Kartrite Resort & Indoor Waterpark

Monticello

Milagros

Rp2.894.201

Rp4.545.076 total

includes taxes & fees

4 Oct - 5 Oct

A spacious living room with a staircase, a dining area, and a decorative metal piece on the wall.

A bedroom with a bed, two bedside tables, a wall-mounted air conditioner, a framed picture, a door, and a patterned rug.

A single-story house with a front porch, a visible front door, and a small front yard with a concrete path leading to the door.

A dining room with a wooden table, six chairs, a chandelier, a grandfather clock, and a bookshelf.

5. Windsong Retreat 2

Bethel

Joseph

Rp4.989.078

Rp6.344.892 total

includes taxes & fees

4 Oct - 5 Oct

A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

A modern building with a wooden walkway leading to a covered entrance.

A modern interior with a piano, bar area, and seating.

A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

6. The Bradstan Boutique Hotel

Eldred

Susan

Rp5.968.117

Rp7.012.201 total

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a wooden accent wall, a seating area with sofas and ottomans, and a 'Museum Store' sign.

A person in a swimming pool with a tiled wall in the background.

A covered patio area with stone pillars, wooden benches, and a view of a lake.

A large hotel with multiple buildings, a well-maintained lawn, and a lake nearby.

7. YO1 Longevity & Health Resorts, Catskills

Monticello

Rajvi

Rp6.236.347

Rp7.047.070 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with a central column, tiled floor, and a skylight above.

A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.

A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".

8. The Alder at Resorts World Catskills

Monticello

John

Rp2.462.530

Rp3.229.847 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.

A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.

A banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.

A conference room with a long table, black chairs, and a wooden floor.

9. Days Inn by Wyndham Liberty/Monticello

Liberty

Eduardo

Rp1.550.369

Rp1.751.917 total

includes taxes & fees

1 Nov - 2 Nov

A large, two-story house with a prominent front entrance, multiple windows, and a balcony.

A bedroom with a bed, two bedside tables, a bench, a window, and a painting on the wall.

A living room with a stone fireplace, a sofa, a coffee table, and bookshelves.

A rectangular swimming pool with a wooden deck, surrounded by a fence and trees.

10. Inn at Lake Joseph

Forestburgh

Daniel

Rp6.517.989

Rp7.365.329 total

includes taxes & fees

7 Oct - 8 Oct

A compact kitchenette with a microwave, refrigerator, and a small table with a TV and remote controls.

A two-story house with a stone facade and a large window.

A pathway flanked by trimmed trees leading to a building with a stone facade and multiple windows.

11. Kenoza Lake View Manor

Jeffersonville

Joann

Rp2.549.973

Rp2.967.697 total

includes taxes & fees

4 Oct - 5 Oct

A hotel lobby with a reception desk, seating area, and a large window.

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

A motel with a central building and a covered parking area.

A bathroom with a sink, toilet, and bathtub.

12. The Sullivan Inn

Monticello

Edward

Rp1.271.410

Rp1.436.693 total

includes taxes & fees

8 Oct - 9 Oct

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.

An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

13. Best Western Hunt's Landing Hotel Matamoras/Milford

Matamoras

Lonzie

Rp2.131.356

Rp2.323.179 total

includes taxes & fees

4 Oct - 5 Oct

A sunroom with wooden beams, large windows, and a variety of potted plants.

A large white house with a green roof, surrounded by a well-maintained lawn and a view of a lake.

A bedroom with a large bed, a nightstand with books, a lamp, and a view of a lake and trees through large windows.

A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.

14. Kenoza Hall

Kenoza Lake

Christopher

Rp7.631.143

Rp9.249.062 total

includes taxes & fees

12 Oct - 13 Oct

A covered outdoor area with a wooden deck and a view of a green landscape.

A cozy room with a wooden desk, a cushioned sofa, a flat-screen TV, and a window with curtains.

A wooden staircase with a cushioned bench at the bottom.

A neatly made bed with white linens, a wooden headboard, and two bedside lamps. A window with curtains is visible, and a small table with a chair is in the corner.

15. Inn at Tyler Hill

Tyler Hill

Lynne Ruth

Rp2.226.309

Rp2.426.766 total

includes taxes & fees

2 Nov - 3 Nov

A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.

A bar area with wooden cabinets, a counter with various bottles, and green chairs.

A cozy room with a wood-burning stove, a rocking chair, and a fireplace.

A garden with a gazebo, various flowering plants, and a pathway.

16. The North Branch Inn

North Branch

Georgia

Rp5.455.798

Rp7.206.678 total

includes taxes & fees

18 Oct - 19 Oct

A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.

A hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.

A grand staircase with ornate railings and a chandelier at the top.

A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.

17. Villa Roma Resort and Conference Center

Callicoon

DIANE

Rp2.675.147

Rp3.380.556 total

includes taxes & fees

4 Oct - 5 Oct

A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.

A spacious bar area with a long counter, multiple seating options, and a stone fireplace.

18. Hampton Inn Matamoras/Milford

Matamoras

brian

Rp2.006.360

Rp2.186.933 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

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

A two-story house with a gabled roof, a chimney, and an American flag.

A hotel room with a desk, chair, television, and a minibar.

19. Super 8 by Wyndham Monticello NY

Monticello

John

Rp1.432.169

Rp1.618.351 total

includes taxes & fees

5 Oct - 6 Oct

An indoor venue with wooden beams, tables set for dining, and hanging greenery.

A triangular tent-style room with a bed, a small table, and a red lamp.

A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.

A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.

20. Callicoon Hills

Callicoon Center

Christopher

Rp2.485.759

Rp5.276.623 total

includes taxes & fees

8 Oct - 9 Oct

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Top Smallwood Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"Swimming pool area was very attractive and pool was heated"

Inn at Tyler Hill

10/10 Excellent

"Very nice place. Highly recommended"

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent

"Restaurant was amazing . Staff very informative about history of Woodstock"

Resorts World Catskills Casino

8/10 Good

"Big room with beautiful view on the Catskills. The staff were very nice but issues we had with the room safe weren't handled."

Kenoza Lake View Manor

10/10 Excellent

"Super friendly owner, great conversation, felt like a friend instead of a guest . Stayed for a concert at Bethel Woods, they had a shuttle available. I didn't use it, but nice to know it was available Comfortable inn with cozy rooms"

Days Inn by Wyndham Wurtsboro

10/10 Excellent

"I love the jaquzy it was beautiful. Tha staff very friendly and helpful I recommend this place any time !!!"

Hampton Inn Monticello

10/10 Excellent

"It was great"

Inn at Lake Joseph

10/10 Excellent

"This inn is a treasure. Gourmet breakfast buffet, woods paths, and comfy beds in well appointed rooms. Our room had an outside deck with Adirondack chairs where we sat and had coffee each morning. Rom and Maria have created a warm and elegant welcoming experience. Excellent in all ways."