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Vacation Rentals in Town of Highland

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Our top choices for Town of Highland vacation rentals

A living room with a fireplace, sofa, TV, and a wooden table with baskets.

1. Bright, Spotless Cottage Near Bethel Woods

Bright, Spotless Cottage Near Bethel Woods
Highland
10.0 out of 10, Exceptional, (6 reviews)
"This was the perfect place for a long weekend where we wanted to be disconnected yet still have modern amenities. Everything was great from the check in process to the place itself and the location. Looking forward to staying here again in the future!"
United States
Chloe
The price is ￥35,883
￥64,335 total
includes taxes & fees
Aug 28 - Aug 29
Bright, Spotless Cottage Near Bethel Woods
A cabin surrounded by dense forest, with a deck and outdoor seating area.

2. Enchanting River - Waterfront A Frame Cabin

Enchanting River - Waterfront A Frame Cabin
Yulan
10.0 out of 10, Exceptional, (4 reviews)
"I can’t put into words the feel of Enchanting River front. The location is BEAUTIFUL. Being able to fall asleep to the sound of the flowing water was just heaven. John is an incredible host, and I can’t wait for my next visit! "
United States
Britney P.
The price is ￥68,031
￥118,065 total
includes taxes & fees
Sep 22 - Sep 23
Enchanting River - Waterfront A Frame Cabin
A covered porch with wicker furniture and a view of a blue house in the background.

3. Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting
Highland Lake
10.0 out of 10, Exceptional, (3 reviews)
"The property was very easy to access and easy to navigate the area with the location. Also right across from the local yoga studio was a bonus!"
United States
Anne H.
The price is ￥31,631
￥74,306 total
includes taxes & fees
Sep 1 - Sep 2
Sweet Old Farmhouse in a Tranquil Setting
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

4. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (116 reviews)
"Was very pet friendly. "
United States
Kevin
The price is ￥21,458
￥37,692 total
includes taxes & fees
Aug 27 - Aug 28
Trails Head Cabin
A wooden interior with a staircase, a cozy seating area, and a kitchen.

5. Cozy Cabin with Fireplace, Firepit, Close to Lake

Cozy Cabin with Fireplace, Firepit, Close to Lake
Hawley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was amazing. The house is so cozy and welcoming!"
United States
Kenzie F.
The price is ￥21,458
￥50,414 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Cabin with Fireplace, Firepit, Close to Lake
An above-ground swimming pool with a built-in ladder, surrounded by a gravel border and grass.

6. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (72 reviews)
"Bruce's place was exactly as advertised, very clean and perfect for our stay. I would definitely stay there again. "
United States
Leslie M. K.
The price is ￥32,187
￥56,710 total
includes taxes & fees
Sep 22 - Sep 23
5 minutes from original Woodstock site.
A hot tub with a wooden deck and a view of a grassy field and trees.

7. Entire Home on Delaware River! Hot Tub & Game Room!

Entire Home on Delaware River! Hot Tub & Game Room!
Narrowsburg
10.0 out of 10, Exceptional, (1 review)
"Wonderful place. Plenty of space for 2 families. Amenities top notch---easy to use gas fire place, awesome game room--ping pong, mini air hockey, 2 full size arcade games, loved the sauna and hot tub. Also beautiful location, right on the river! We had a winter stay, easy to drive over to ski big bear in PA, looking forward to a return in the summer!!"
United States
Alissa R.
The price is ￥57,421
￥153,303 total
includes taxes & fees
Aug 25 - Aug 26
Entire Home on Delaware River! Hot Tub & Game Room!
A wooden cabin with a circular structure, a wooden bench outside, and a wooden deck.

8. Ferncrest Campground

Ferncrest Campground
3.0 star property
Greentown
9.6 out of 10, Exceptional, (24 reviews)
"Loved this campground!! Being in nature, cooking on the grill, showering outside. A great experience was had, would definitely book again."
United States
Jerelle
The price is ￥24,441
￥26,641 total
includes taxes & fees
Sep 2 - Sep 3
Ferncrest Campground
A two-story house with a covered porch, a front door, and a staircase leading to the entrance.

9. Spacious 4 bedroom house with a private pool in a quiet area

Spacious 4 bedroom house with a private pool in a quiet area
Glen Spey
10.0 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Johnny A.
The price is ￥31,631
￥71,268 total
includes taxes & fees
Sep 14 - Sep 15
Spacious 4 bedroom house with a private pool in a quiet area
A fire pit surrounded by stone seating, a sofa, and a dining table in a lush garden setting.

10. Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15

Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15
Monticello
7.6 out of 10, Good, (5 reviews)
The price is ￥75,501
￥147,901 total
includes taxes & fees
Aug 25 - Aug 26
Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15

11. Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!

Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Monticello
10.0 out of 10, Exceptional, (11 reviews)
"Loved the cottage, it was quaint in an idyllic setting and right next to easy hikes. Lovely and would come back for a longer retreat asap!"
United States
Angeline
The price is ￥35,764
￥45,907 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
An outdoor deck with a wooden table and chairs, a grill, and a hot tub.

12. Luxury Retreat w/ Hot Tub - near Bethel Woods!

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (4 reviews)
"Amazing magical stay! We actually officiated a wedding next to the brook today and wow! What a perfect day, and space was so gorgeous. A complete enhancement, everything about including Josh and the owner Bill make this space more than a winner. Thank you!"
United States
Todd P.
The price is ￥48,480
￥106,454 total
includes taxes & fees
Aug 27 - Aug 28
Luxury Retreat w/ Hot Tub - near Bethel Woods!
A dining area with a wooden table and chairs, a sofa, and a view of the outdoors.

13. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.4 out of 10, Exceptional, (11 reviews)
"We had a great time staying at the property. The lake front house and lake access was very nice. Owner/Property manager was great to work with. A great overall experience and would recommend this highly!"
United States
Nolan B.
The price is ￥48,639
￥98,239 total
includes taxes & fees
Aug 27 - Aug 28
Lakefront Home on Woodstock Way
A wooden staircase leading to a garden area with a pathway, rocks, and plants.

14. 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Forestburgh
10.0 out of 10, Exceptional, (14 reviews)
"5 stars across the board! Super communicative host, even offered to change cleaning crew schedule to accommodate our needs. There is a beautiful creek going through the back yard. It’s lovely. I feel like pictures dont do it justice. Definitely a wonderful experience."
United States
Dea
The price is ￥32,108
￥61,625 total
includes taxes & fees
Sep 13 - Sep 14
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A cabin with a wooden deck and a staircase leading to a second-story balcony.

15. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Narrowsburg
10.0 out of 10, Exceptional, (158 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
The price is ￥24,176
￥59,331 total
includes taxes & fees
Sep 1 - Sep 2
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
A house with a dock by a lake, surrounded by trees and a clear sky.

16. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.8 out of 10, Exceptional, (21 reviews)
"Great property that fit our needs for the night perfectly. The massage chair was a great added bonus! "
United States
Chris T.
The price is ￥20,346
￥37,333 total
includes taxes & fees
Aug 25 - Aug 26
Lakeview Cabin Duplex
An outdoor deck with wicker furniture, a fire pit, and a railing.

17. Lakefront Catskills Lodge

Lakefront Catskills Lodge
Monticello
10.0 out of 10, Exceptional, (13 reviews)
"The house is gorgeous, we had a great time!"
United States
Ayden S.
Lakefront Catskills Lodge

18. Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby

Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby
Hawley
9.6 out of 10, Exceptional, (14 reviews)
"Place was spotless and well appointed, had so much fun sitting by the fire pit at night. Definitely would stay again. Host was awesome!"
United States
John H.
The price is ￥32,267
￥69,752 total
includes taxes & fees
Aug 27 - Aug 28
Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby
A stone building with multiple windows, a waterfall in the background, and a wooden deck with railings.

19. Wally’s Cottage |Kayaks|Hot Tub|Fire Pit|Central!

Wally’s Cottage |Kayaks|Hot Tub|Fire Pit|Central!
Hawley
9.8 out of 10, Exceptional, (48 reviews)
"Very fun and beautiful stay."
United States
Ally P.
The price is ￥37,552
￥75,036 total
includes taxes & fees
Aug 28 - Aug 29
Wally’s Cottage |Kayaks|Hot Tub|Fire Pit|Central!
A modern kitchen with a central island, dark cabinetry, and a hanging pendant light.

20. Stylish Family Retreat w/ Hot Tub

Stylish Family Retreat w/ Hot Tub
Glen Spey
10.0 out of 10, Exceptional, (3 reviews)
"Rented this house for a family get away weekend. The house was immaculate. The kitchen anything you could possibly need to cook for your group. Nice place. Good value "
United States
Sarah G.
The price is ￥52,454
￥156,948 total
includes taxes & fees
Aug 26 - Aug 27
Stylish Family Retreat w/ Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Highland Hotel Reviews

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"Clean. Many amenities"
Chany 1-night trip
Posted 7 hours ago
The Kartrite Resort & Indoor Waterpark

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