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Highland Lake Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Highland Lake holiday rentals

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

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

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
The price is HK$2,812
HK$10,714 total
includes taxes & fees
22 Oct - 23 Oct
2 Lake Cabins Pool+hottub Game Room 23acs
A covered porch with wicker furniture and a view of a blue house in the background.

2. 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.
The price is HK$1,434
HK$3,490 total
includes taxes & fees
15 Oct - 16 Oct
Sweet Old Farmhouse in a Tranquil Setting
A backyard with a fire pit, outdoor furniture, and a deck.

3. 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.
The price is HK$1,002
HK$3,633 total
includes taxes & fees
11 Oct - 12 Oct
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
A living room with a fireplace, sofa, TV, and a wooden table with baskets.

4. 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
The price is HK$1,022
HK$2,282 total
includes taxes & fees
6 Oct - 7 Oct
Bright, Spotless Cottage Near Bethel Woods
A two-story house with a covered porch, a front door, and a staircase leading to the entrance.

5. 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 HK$1,797
HK$3,776 total
includes taxes & fees
5 Oct - 6 Oct
Spacious 4 bedroom house with a private pool in a quiet area
A wooden staircase leading to a garden area with a pathway, rocks, and plants.

6. 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
9.6 out of 10, Exceptional, (16 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 HK$1,526
HK$2,933 total
includes taxes & fees
6 Oct - 7 Oct
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
An outdoor deck with a wooden table and chairs, a grill, and a hot tub.

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

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (6 reviews)
"This was an excellent property.It was clean, well stocked and beautiful. The host was attentive and available. It was really a wonderful stay."
United States
mary
The price is HK$2,393
HK$5,212 total
includes taxes & fees
8 Oct - 9 Oct
Luxury Retreat w/ Hot Tub - near Bethel Woods!
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

8. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (119 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is HK$953
HK$1,707 total
includes taxes & fees
12 Oct - 13 Oct
Trails Head Cabin
A modern kitchen with a central island, dark cabinetry, and a hanging pendant light.

9. Private Hot Tub * Forest Retreat * Near River

Private Hot Tub * Forest Retreat * Near River
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 HK$2,288
HK$7,674 total
includes taxes & fees
3 Nov - 4 Nov
Private Hot Tub * Forest Retreat * Near River
A large wooden log cabin with a prominent tower and multiple windows.

10. Peaceful retreat above the Delaware River

Peaceful retreat above the Delaware River
Pond Eddy
10.0 out of 10, Exceptional, (1 review)
"Top notch"
United States
Rich D.
The price is HK$1,714
HK$3,471 total
includes taxes & fees
7 Oct - 8 Oct
Peaceful retreat above the Delaware River
A grassy outdoor area with a stone fire pit, benches, and a house in the background.

11. Spacious Home on 5 Acres 2 Hrs to NYC

Spacious Home on 5 Acres 2 Hrs to NYC
Pond Eddy
The price is HK$1,805
HK$4,896 total
includes taxes & fees
4 Oct - 5 Oct
Spacious Home on 5 Acres 2 Hrs to NYC
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

12. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (76 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is HK$1,730
HK$2,976 total
includes taxes & fees
6 Oct - 7 Oct
5 minutes from original Woodstock site.
A deck with two chairs and a table, overlooking a grassy area with trees and a body of water.

13. Lake House Heated Pool Hot Tub Kayaks FirePit Screened Patio Foosball Fireplace

Lake House Heated Pool Hot Tub Kayaks FirePit Screened Patio Foosball Fireplace
Eldred
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful spot on the lake! Our family enjoyed the pool, hot tub, and kayaks. House was clean and comfortable. We would love to go back!"
United States
Carrie K.
The price is HK$3,924
HK$7,440 total
includes taxes & fees
5 Oct - 6 Oct
Lake House Heated Pool Hot Tub Kayaks FirePit Screened Patio Foosball Fireplace
A covered deck with outdoor seating and string lights.

14. Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck

Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Sparrow Bush
10.0 out of 10, Exceptional, (7 reviews)
"Great stay, host was very responsive, would definitely stay again! "
United States
Shriraj S.
The price is HK$1,709
HK$2,182 total
includes taxes & fees
7 Oct - 8 Oct
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
A sign with the year 1796 and the word 'MILFORD' along with a lantern icon.

15. Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (20 reviews)
"Our rooms were clean, comfortable and cozy. Everything we needed was there. We would definitely stay again!"
United States
Thomas
The price is HK$1,373
HK$2,165 total
includes taxes & fees
13 Oct - 14 Oct
Cozy Pocono Barn Loft Apartment
A log cabin with a deck, stone foundation, and a green umbrella.

16. Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Glen Spey
10.0 out of 10, Exceptional, (2 reviews)
"This place looks even better than what we have seen from the pictures. Everything within the property was very well maintained, organized and cozy. Paul and Chuck put a lot of hard work and love into this place. They included everything that was needed for a comfortable stay in an outdoors cabin, even things you wouldn't have considered in the first place. We were searching for a place to take a break from the city's atmosphere(the sound, the people,etc) and this place answered our needs for...
United States
Aleksandr D.
The price is HK$3,002
HK$5,622 total
includes taxes & fees
4 Oct - 5 Oct
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

17. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.2 out of 10, Wonderful, (12 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 HK$1,095
HK$3,128 total
includes taxes & fees
5 Oct - 6 Oct
Lakefront Home on Woodstock Way
A cabin surrounded by dense forest, with a deck and outdoor seating area.

18. 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 HK$3,343
HK$5,803 total
includes taxes & fees
3 Nov - 4 Nov
Enchanting River - Waterfront A Frame Cabin
Dining

19. Cozy Cottage w/ Hot Tub! — Family Friendly

Cozy Cottage w/ Hot Tub! — Family Friendly
Mongaup Valley
10.0 out of 10, Exceptional, (10 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
United States
yisroel k.
The price is HK$1,138
HK$3,066 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Cottage w/ Hot Tub! — Family Friendly
A modern outdoor seating area with a sofa and chairs, large glass doors, and a wooden deck.

20. Catskills: Eikonic Box

Catskills: Eikonic Box
Smallwood
10.0 out of 10, Exceptional, (7 reviews)
"Great place to go relax and forget about everything!!!! Definitely must go back "
United States
Jean
The price is HK$1,701
HK$4,767 total
includes taxes & fees
20 Oct - 21 Oct
Catskills: Eikonic Box
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 Highland Lake Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Swimming pool area was very attractive and pool was heated"
Jane 1-night trip
Posted less than an hour ago
Best Western Hunt's Landing Hotel Matamoras/Milford

Find out more about Highland Lake

Search for holiday rentals in Highland Lake on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland Lake using one of the methods below:

  • View our selection of featured holiday rentals in Highland Lake
  • Use the map to find apartments and other holiday homes in the Highland Lake neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland Lake while they last

Look no further and take a look at our great range of rental properties in Highland Lake!

Frequently asked questions

Can I find holiday rentals in Highland Lake?

Yes, there are holiday rentals close to the most popular sights in Highland Lake, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Highland Lake has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Highland Lake is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Highland Lake?

Choose from 6 Expedia holiday rentals in Highland Lake for a memorable holiday.

What can I see and do in Highland Lake?

While exploring the area, visit family-friendly sights like The Kartrite Resort & Indoor Waterpark, or get outside and enjoy nature at Sidwell Lake. In the wider area, you’ll find Mohican Lake and Brook House Gallery Incorporated.

What are holiday rentals like in Highland Lake?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Lake. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.