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Vacation Rentals in Town of Highland

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Top Cities in Town of Highland

A calm lake surrounded by dense green forest under a partly cloudy sky.
Vacation RentalsVacation Rentals

Barryville

Barryville

Our top choices for Town of Highland vacation rentals

A backyard with a fire pit, outdoor furniture, and a deck.

1. Retro Countryside Cabin | Cozy Upstate NY Private Retreat!

Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
Eldred
9.6 out of 10, Exceptional, (5 reviews)
"The place is exactly as described. Very comfortable and had everything we needed to enjoy our stay. Private and quiet. Bed was very comfortable. Pecks market close by. Will stay again."
United States
Robert R.
$432 nightly
The price is $485
Oct 12 - Oct 13
Total with taxes and fees
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
A living room with a fireplace, sofa, TV, and a wooden table with baskets.

2. Bright, Spotless Cottage Near Bethel Woods

Bright, Spotless Cottage Near Bethel Woods
Highland
10.0 out of 10, Exceptional, (7 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
$292 nightly
The price is $295
Oct 15 - Oct 16
Total with taxes and fees
Bright, Spotless Cottage Near Bethel Woods
An indoor water park with a large water slide, inflatable tubes, and lush greenery.

3. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
$1,234 nightly
The price is $1,394
Oct 22 - Oct 23
Total with taxes and fees
2 Lake Cabins Pool+hottub Game Room 23acs
A covered porch with wicker furniture and a view of a blue house in the background.

4. Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting
Highland Lake
10.0 out of 10, Exceptional, (4 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.
$391 nightly
The price is $440
Oct 13 - Oct 14
Total with taxes and fees
Sweet Old Farmhouse in a Tranquil Setting
An indoor water park with a large water slide, inflatable tubes, and tropical plants.

5. Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"We had a wonderful time and definitely would recommend!"
United States
Phillip C.
$972 nightly
The price is $1,084
Oct 22 - Oct 23
Total with taxes and fees
Lakefront | Sport Courts | HotTub | GameRoom
A cabin surrounded by dense forest, with a deck and outdoor seating area.

6. 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.
$615 nightly
The price is $691
Oct 27 - Oct 28
Total with taxes and fees
Enchanting River - Waterfront A Frame Cabin
A wooden cabin with a circular structure, a wooden bench outside, and a wooden deck.

7. Ferncrest Campground

Ferncrest Campground
3.0 star property
Greentown
9.6 out of 10, Exceptional, (27 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
$158 nightly
The price is $172
Oct 12 - Oct 13
Total with taxes and fees
Ferncrest Campground
A bedroom with a large window overlooking a forest, a bed, a plant, and a hanging coat rack.

8. The Rex Hotel

The Rex Hotel
3.5 star property
Greentown
9.4 out of 10, Exceptional, (33 reviews)
"Would recommend and certainly stay again!"
United States
Jessica
$206 nightly
The price is $225
Oct 28 - Oct 29
Total with taxes and fees
The Rex Hotel
A window with a view of a green, leafy outdoor area, possibly a garden or park.

9. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
$119 nightly
The price is $133
Nov 1 - Nov 2
Total with taxes and fees
Trails Head Tiny House
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

10. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (120 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
$192 nightly
The price is $215
Oct 12 - Oct 13
Total with taxes and fees
Trails Head Cabin
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

11. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
$215 nightly
The price is $242
Oct 22 - Oct 23
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A cabin with a wooden deck and a staircase leading to a second-story balcony.

12. 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, (165 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
$271 nightly
The price is $305
Oct 15 - Oct 16
Total with taxes and fees
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
A cozy living room with a fireplace, a sofa, and a green accent wall.

13. Bear Haven Cozy Poconos Cabin

Bear Haven Cozy Poconos Cabin
Greentown
10.0 out of 10, Exceptional, (88 reviews)
"Host had great communications, the area is very nice but remote with activities spread around. Property was exceptionally clean, but keep in mind that the rental is on the second floor and the stairs are very steep to access it."
United States
Colin
$239 nightly
The price is $260
Oct 12 - Oct 13
Total with taxes and fees
Bear Haven Cozy Poconos Cabin
A wooden cabin with a porch, a door, and a window.

14. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
Close to Trails: Studio w/ Water Views
A river with rocky banks and dense forest in the background.

15. Mountaintop Property on 8 acres

Mountaintop Property on 8 acres
Honesdale
8.2 out of 10, Very good, (99 reviews)
"Beautiful property and surrounding area, host is very friendly"
United States
Liam N.
$155 nightly
The price is $168
Nov 1 - Nov 2
Total with taxes and fees
Mountaintop Property on 8 acres
A house with a dock by a lake, surrounded by trees and a clear sky.

16. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.6 out of 10, Exceptional, (25 reviews)
"Great stay!"
United States
melissa m.
$208 nightly
The price is $234
Oct 13 - Oct 14
Total with taxes and fees
Lakeview Cabin Duplex
A wooden interior with a staircase, a cozy seating area, and a kitchen.

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

Cozy Cabin with Fireplace, Firepit, Close to Lake
Hawley
10.0 out of 10, Exceptional, (25 reviews)
"Our stay was amazing. The house is so cozy and welcoming!"
United States
Kenzie F.
$292 nightly
The price is $317
Oct 14 - Oct 15
Total with taxes and fees
Cozy Cabin with Fireplace, Firepit, Close to Lake
A restaurant interior with a dining table set for two, featuring a plate of food, a glass of water, and a martini glass.

18. Mountaintop Hideaway ~ Piece of Paradise - Apt

Mountaintop Hideaway ~ Piece of Paradise - Apt
Honesdale
9.0 out of 10, Wonderful, (30 reviews)
"It was a nice"
United States
Olympia B.
$197 nightly
The price is $214
Oct 15 - Oct 16
Total with taxes and fees
Mountaintop Hideaway ~ Piece of Paradise - Apt
A dining area with a table set for two, a pizza, a bottle, and glasses, overlooking a body of water with a bridge in the distance.

19. Honesdale Escape ~ A Place to Remember.

Honesdale Escape ~ A Place to Remember.
Honesdale
8.6 out of 10, Excellent, (53 reviews)
"Great time, host was super helpful! Awesome weekend with a great comfortable place to have for homebase."
United States
Charles
$171 nightly
The price is $186
Oct 15 - Oct 16
Total with taxes and fees
Honesdale Escape ~ A Place to Remember.
A wooden cabin with a porch, a door, and a window.

20. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
10.0 out of 10, Exceptional, (12 reviews)
"Very kind and nice owner, brand new building have everything you needed"
United States
Ayur
Close to Trails: Studio w/ Water Views
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

Best Western Monticello

Best Western Monticello

8/10 Good
"Everything was good."
Sherry 1-night trip
Posted less than an hour ago
Best Western Monticello

Find out more about Town of Highland

Discover your perfect Town of Highland vacation rental with Expedia

How many vacation rentals are available in Town of Highland?


Expedia has plenty of vacation rentals to choose from in and around  Town of Highland, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Town of Highland?


The selection of Town of Highland vacation rentals we have selected for you start as low as $168 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Town of Highland?


Vacation rentals in Town of Highland come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Town of Highland vacation rentals to suit everyone. 


Why should I choose a vacation rental in Town of Highland?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Highland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Town of Highland?


Find vacation rentals in Town of Highland by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Highland.  


What amenities are available in a vacation rental in Town of Highland?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Town of Highland vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Town of Highland?   


Everytime is a great time to head to Town of Highland! Staying in a Town of Highland vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Town of Highland. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Town of Highland vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Town of Highland, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Town of Highland vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.