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Highland Lake Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 NZ$1,975
includes taxes & fees
5 Oct - 6 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 NZ$772
includes taxes & fees
27 Sept - 28 Sept
Sweet Old Farmhouse in a Tranquil Setting
An indoor water park with a large water slide, inflatable tubes, and tropical plants.

3. 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.
The price is NZ$1,629
includes taxes & fees
5 Oct - 6 Oct
Lakefront | Sport Courts | HotTub | GameRoom
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 NZ$515
includes taxes & fees
1 Oct - 2 Oct
Bright, Spotless Cottage Near Bethel Woods
A backyard with a fire pit, outdoor furniture, and a deck.

5. 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 NZ$816
includes taxes & fees
2 Oct - 3 Oct
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
A two-story house with a covered porch, a front door, and a staircase leading to the entrance.

6. 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 NZ$782
includes taxes & fees
28 Sept - 29 Sept
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.

7. 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 NZ$641
includes taxes & fees
29 Sept - 30 Sept
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A modern kitchen with a central island, dark cabinetry, and a hanging pendant light.

8. 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 NZ$1,622
includes taxes & fees
27 Sept - 28 Sept
Private Hot Tub * Forest Retreat * Near River
An outdoor deck with a wooden table and chairs, a grill, and a hot tub.

9. 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 NZ$1,156
includes taxes & fees
27 Sept - 28 Sept
Luxury Retreat w/ Hot Tub - near Bethel Woods!

10. 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 NZ$568
includes taxes & fees
28 Sept - 29 Sept
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
A large wooden log cabin with a prominent tower and multiple windows.

11. 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 NZ$789
includes taxes & fees
28 Sept - 29 Sept
Peaceful retreat above the Delaware River
A wooden deck with a glass table and chairs, surrounded by lush greenery and trees.

12. Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt
Mongaup Valley
10.0 out of 10, Exceptional, (6 reviews)
"Great little cottage close to Bethel Woods."
United States
Erin
The price is NZ$492
includes taxes & fees
30 Sept - 1 Oct
Cozy Cottage with Woodstock Scavenger Hunt
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

13. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (118 reviews)
"Was very pet friendly. "
United States
Kevin
The price is NZ$411
includes taxes & fees
30 Sept - 1 Oct
Trails Head Cabin
A grassy outdoor area with a stone fire pit, benches, and a house in the background.

14. Spacious Home on 5 Acres 2 Hrs to NYC

Spacious Home on 5 Acres 2 Hrs to NYC
Pond Eddy
The price is NZ$1,049
includes taxes & fees
28 Sept - 29 Sept
Spacious Home on 5 Acres 2 Hrs to NYC
A covered deck with outdoor seating and string lights.

15. 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 NZ$486
includes taxes & fees
29 Sept - 30 Sept
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

16. 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 NZ$746
includes taxes & fees
27 Sept - 28 Sept
Lakefront Home on Woodstock Way
A cabin surrounded by dense forest, with a deck and outdoor seating area.

17. 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 NZ$1,217
includes taxes & fees
5 Oct - 6 Oct
Enchanting River - Waterfront A Frame Cabin
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

18. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (75 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is NZ$695
includes taxes & fees
29 Sept - 30 Sept
5 minutes from original Woodstock site.
A log cabin with a deck, stone foundation, and a green umbrella.

19. 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 NZ$1,325
includes taxes & fees
29 Sept - 30 Sept
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
A sign with the year 1796 and the word 'MILFORD' along with a lantern icon.

20. 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 NZ$434
includes taxes & fees
27 Sept - 28 Sept
Cozy Pocono Barn Loft Apartment
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

Hampton Inn Monticello

Hampton Inn Monticello

10/10 Excellent
"It was great"
Tamta 1-night trip
Posted 2 hours ago
Hampton Inn Monticello

Find out more about Highland Lake

Everything you need to know about Highland Lake holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Lake holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Lake holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland Lake holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Lake. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland Lake holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland Lake holiday rentals we have selected for you start as low as NZ$238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland Lake rentals

At Expedia, we put the best Highland Lake holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland Lake rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Lake holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Lake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.