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

Spa

Family friendly

Cottage

Waterpark

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

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

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

Rp5.220.628

Rp21.566.718 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 restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

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

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

2. The Bradstan Boutique Hotel

Eldred

Deborah

Rp5.978.463

Rp7.024.359 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 Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

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

3. Hampton Inn Monticello

Monticello

ANN

Rp2.192.551

Rp2.477.582 total

includes taxes & fees

8 Nov - 9 Nov

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.

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

4. Resorts World Catskills Casino

Monticello

michael

Rp3.188.470

Rp4.050.796 total

includes taxes & fees

21 Oct - 22 Oct

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

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.

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

5. Best Western Monticello

Monticello

Bernard

Rp2.033.484

Rp2.297.836 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

6. Hampton Inn Matamoras/Milford

Matamoras

brian

Rp1.720.544

Rp1.875.393 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 bedroom with a bed, bedside table, lamp, and a view of the outdoors.

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

7. The Drift House

Barryville

David

Rp2.400.256

Rp2.712.235 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

Rp2.899.219

Rp4.552.955 total

includes taxes & fees

15 Oct - 16 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".

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

9. The Alder at Resorts World Catskills

Monticello

John

Rp2.466.799

Rp3.235.446 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A counter with brochures and a vending machine.

10. Myer Motel

Milford

theodore

Rp1.700.405

Rp1.853.441 total

includes taxes & fees

26 Oct - 27 Oct

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

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

11. Scottish Inns Milford

Milford

Rp1.612.170

Rp1.757.265 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern kitchen with dark cabinetry, a stainless steel microwave, and an oven.

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.

12. Windsong Retreat 2

Bethel

Joseph

Rp4.993.821

Rp6.350.924 total

includes taxes & fees

23 Oct - 24 Oct

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

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

13. YO1 Longevity & Health Resorts, Catskills

Monticello

Suranie

Rp6.247.159

Rp7.059.334 total

includes taxes & fees

15 Oct - 16 Oct

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 two-story building with a 'Vacancy' sign and an 'Office' sign, featuring a front porch with steps and potted plants.

14. Rodeway Inn Milford - I-84

Milford

Jacqueline

Rp1.598.735

Rp1.742.621 total

includes taxes & fees

11 Nov - 12 Nov

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

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

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.

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

Matamoras

Lonzie

Rp2.162.278

Rp2.356.882 total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious lounge with a sofa, chairs, and a coffee table, surrounded by large windows and various plants.

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

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

16. Hotel Fauchere

Milford

John

Rp4.616.359

Rp5.067.588 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 multi-story building with a flat roof, multiple balconies, and a covered front porch.

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

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

17. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

Rp1.757.265

Rp1.985.709 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 room with a wooden floor, a white armchair, a wooden cabinet, a television mounted on the wall, and a window with curtains.

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

18. Tom Quick Inn

Milford

GERALDINE

Rp1.897.524

Rp2.104.127 total

includes taxes & fees

1 Nov - 2 Nov

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

19. Super 8 by Wyndham Monticello NY

Monticello

Marlene

Rp1.433.531

Rp1.619.889 total

includes taxes & fees

18 Oct - 19 Oct

A garden with a rock fountain surrounded by various plants and flowers.

A white building with green trim and windows, a flag, and a picket fence with red bows.

A dining table set with ornate plates, silverware, and glassware, surrounded by vintage-style chairs.

A snowy landscape with a river, trees, and a metal railing.

20. John H Wallace House

Milford

Donna

Rp4.113.362

Rp4.483.624 total

includes taxes & fees

8 Nov - 9 Nov

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Top Highland Lake Hotel Reviews

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"It’s always a wonderful experience whenever my family stays here! The rooms are always clean, and the staff is polite, helpful, and incredibly friendly. One of the things I love most is that the water park never feels overcrowded, making the experience even more enjoyable. We always have such a great time, and I honestly can’t imagine choosing another indoor water park over this one. It’s definitely our family’s favorite!"

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."

Resorts World Catskills Casino

10/10 Excellent

"Great everything!"

Best Western Monticello

10/10 Excellent

"Excellent property"

High Point Motel

8/10 Good

"Melanie was awesome! She was very helpful with our requests"

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Renovations and improvements, along with staff members are exeptional"

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent

"Definitely a place to unwind and relax"

Hampton Inn Matamoras/Milford

10/10 Excellent

"Place was overall a good place. I would definitely stay again good good food choices for breakfast."

The Alder at Resorts World Catskills

8/10 Good

"Considering this was a resort hotel, I would’ve expected spa Jacuzzi or a hot tub or a pool and at least continental breakfast and they didn’t seem to have any of that plus the staff wasn’t overly friendly either"

More cheap stays in Highland Lake

High Point Motel

1328 New Jersey 23 Sussex NJ

Rp1.647.996

Rp1.839.575 total

15 Oct - 16 Oct

includes taxes & fees

9.2/10 Wonderful! (215 reviews)