Highland Lake Holiday Rentals, New York: Private House Rentals

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Go beyond your typical stay in Highland Lake

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Pool

Condo

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Family friendly

Cottage

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Our top choices for Highland Lake hotels

An indoor water park with a large water slide, inflatable tubes, and lush greenery.

A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

A lakeside view with a dock, boats, and beach chairs.

A modern kitchen with granite countertops, a dining area with a large table and chairs, and a ceiling fan.

1. 2 Lake Cabins Pool+hottub Game Room 23acs

Highland Lake

7.557.714 ₫

31.221.354 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.

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

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

2. The Bradstan Boutique Hotel

Eldred

Deborah

8.654.805 ₫

10.168.911 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

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

3. Hampton Inn Monticello

Monticello

ANN

3.196.119 ₫

3.611.613 ₫ total

includes taxes & fees

8 Nov - 9 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 large indoor swimming pool with a wooden deck and lounge chairs.

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

4. Best Western Monticello

Monticello

Bernard

2.943.801 ₫

3.326.495 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

5. Resorts World Catskills Casino

Monticello

michael

4.615.832 ₫

5.864.189 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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

A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

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.

6. Hampton Inn Matamoras/Milford

Matamoras

brian

2.490.769 ₫

2.714.938 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A snow-covered outdoor area with picnic tables and brick structures, likely a campground or park.

A room with a wooden table, a potted plant, a television, and a small cabinet.

A bedroom with a wooden bed, a brown leather chair, a round woven ottoman, a white bedside table with a lamp, and a mirror on the wall.

A bedroom with a bed, bedside table, lamp, and a view of the outdoors.

7. The Drift House

Barryville

David

3.469.435 ₫

3.920.461 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

A hotel with a pool area, outdoor seating, and a view of the sunset.

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

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

8. The Kartrite Resort & Indoor Waterpark

Monticello

Danely

4.197.094 ₫

6.591.150 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A row of white cabins with red shutters, each featuring a porch and a small front yard.

A hotel room with a double bed, a chair, a desk, a bathroom with a double sink, and a large mirror.

A room with two blue patterned armchairs, a wooden coffee table with a flower vase, a lamp, and a window with white curtains.

A counter with brochures and a vending machine.

9. Myer Motel

Milford

theodore

2.457.840 ₫

2.679.046 ₫ total

includes taxes & fees

14 Oct - 15 Oct

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

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

An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.

10. The Alder at Resorts World Catskills

Monticello

John

3.571.096 ₫

4.683.838 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

A row of motel-style buildings with a central statue in a landscaped area.

A hotel room with a large bed, two wall-mounted lights, and a decorative wall hanging.

A living room with a stone fireplace, a brown leather sofa, a framed picture on the wall, and a small plant.

11. Scottish Inns Milford

Milford

Kellie

2.328.480 ₫

2.538.043 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A hotel room with two beds, a desk, a lamp, and a painting on the wall.

A reception area with patterned wallpaper, a wooden counter, a display of magazines, and a door with a view of the outside.

A motel entrance with a blue awning, a metal staircase, and hanging flower baskets.

12. Rodeway Inn Milford - I-84

Milford

Jacqueline

2.309.076 ₫

2.516.893 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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.

13. Windsong Retreat 2

Bethel

Joseph

7.218.288 ₫

9.179.905 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

A spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

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

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

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

Matamoras

Lonzie

3.130.252 ₫

3.411.975 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious indoor area with large windows and a high ceiling, suitable for group activities like yoga.

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

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

15. YO1 Longevity & Health Resorts, Catskills

Monticello

Suranie

9.022.860 ₫

10.195.896 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A dining area with tables set for a meal, large windows offering a view of greenery, and a grand piano in the background.

A hotel with a red and white striped awning, a sign reading "Hotel Fauchère Fine Lodging," and a balcony with flowers.

A porch with striped awnings, a black door, and a bench.

A brick-paved walkway leading to a white building with a white fence and a tree with autumn leaves.

16. Hotel Fauchere

Milford

John

6.682.936 ₫

7.336.163 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

A multi-story building with a flat roof, multiple balconies, and a covered front porch.

A hallway with a black door, a potted plant, and a refrigerator in the background.

17. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

2.543.929 ₫

2.874.562 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A bar area with a curved counter, multiple hanging pendant lights, and a variety of bottles and glasses on shelves.

A cozy hotel room with a wooden floor, a striped sofa, a wooden coffee table, a chair, a lamp, and a painting on the wall.

A two-story building with a red and white exterior, a central staircase, and a small garden area with benches.

A room with a wooden floor, a white armchair, a wooden cabinet, a television mounted on the wall, and a window with curtains.

18. Tom Quick Inn

Milford

GERALDINE

2.746.976 ₫

3.046.068 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A bathroom with a sink, toilet, and bathtub.

A lobby with a sofa, two armchairs, a coffee table, a fireplace, a television, and a clock on the wall.

19. The Sullivan Inn

Monticello

Christopher

2.538.043 ₫

2.867.989 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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

A bathroom with a white sink, two faucets, a mirror, and a toilet.

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

20. Super 8 by Wyndham Monticello NY

Monticello

Marlene

2.072.088 ₫

2.341.460 ₫ total

includes taxes & fees

15 Oct - 16 Oct

View all properties

Hotels recommended for families in Highland Lake

The Bradstan Boutique Hotel

Eldred

8.654.805 ₫

10.168.911 ₫ total

includes taxes & fees

2 Nov - 3 Nov

Hampton Inn Monticello

Monticello

3.196.119 ₫

3.611.613 ₫ total

includes taxes & fees

8 Nov - 9 Nov

Best Western Monticello

Monticello

2.943.801 ₫

3.326.495 ₫ total

includes taxes & fees

19 Oct - 20 Oct

Resorts World Catskills Casino

Monticello

4.615.832 ₫

5.864.189 ₫ total

includes taxes & fees

21 Oct - 22 Oct

Hampton Inn Matamoras/Milford

Matamoras

2.490.769 ₫

2.714.938 ₫ total

includes taxes & fees

8 Nov - 9 Nov

The Kartrite Resort & Indoor Waterpark

Monticello

4.197.094 ₫

6.591.150 ₫ total

includes taxes & fees

15 Oct - 16 Oct

Myer Motel

Milford

2.457.840 ₫

2.679.046 ₫ total

includes taxes & fees

14 Oct - 15 Oct

Scottish Inns Milford

Milford

2.328.480 ₫

2.538.043 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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Top Highland Lake Hotel Reviews

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"The most family friendly, staff friendly, convenient indoor waterpark in the USA! So many things to do, so many amenities, I just love it there!"

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent

"Clean rooms and bathrooms. Breakfast options are decent. Will definitely stay again when we visit the area next time."