Highland Lake Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Highland Lake

Amazing All-Season, Private Lakefront Retreat!

Highland Lake
9.8 out of 10, Exceptional, (61)
"As advertised, this property is a well-appointed house with a great view of the lake. Communication with the host was effective, and she did everything to make our stay a memorable one, even suggesting local restaurants / attractions. Highly recommended property"
United States
Bruce B.
Amazing All-Season, Private Lakefront Retreat!

Tanglwood Resort

3.5 star property
Hawley
8.6 out of 10, Excellent, (367)
"We enjoyed our stay here! The room was comfortable and quiet! Walkable to Lake Wallenpaupack and lots of restaurants and ice cream place nearby. Would definitely stay again!"
United States
Venus
Tanglwood Resort

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello
9.0 out of 10, Wonderful, (86)
"Great property for a group trip. We enjoyed the house it was spacious and had everything we needed. The lake, kayaks and paddle boards were a lot of fun. I highly recommend and would stay again."
United States
Denise D.
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

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

Narrowsburg
10.0 out of 10, Exceptional, (134)
"Loved the cabin, location and ability to enjoy nature!"
United States
Dave H.
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Monticello
9.6 out of 10, Exceptional, (49)
"The view was beautiful and the house was spotless. They had extra amenities that we forgot so we were set for our trip! Amazing owner who is very sweet and thoughtful!"
United States
Kayla U.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Highland Group/Family Estate! 5 Private Units, Pool, Hotub, Gameroom; 40+ guests

2.0 star property
Monticello
8.0 out of 10, Very good, (4)
"We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since...
United States
Nancy D.
Highland Group/Family Estate! 5 Private Units, Pool, Hotub, Gameroom; 40+ guests

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

Hawley
9.4 out of 10, Exceptional, (8)
"My mom and I enjoyed our stay. The cabin is cute and well appointed. Justin responded quickly to our questions. Heating and internet worked well. We'd be happy to stay there again!"
United States
Jennifer O.
Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby

Cozy Cabin with Fireplace, Firepit, Close to Lake

Hawley
10.0 out of 10, Exceptional, (9)
"Enjoyed the fire pit"
United States
Patricia
The price is NZ$540
includes taxes & fees
13 Nov - 14 Nov
Cozy Cabin with Fireplace, Firepit, Close to Lake

Lake front on glacial lake, swimming, boating, fishing. Floating dock

Milford
8.4 out of 10, Very good, (12)
"Over the weekend, we spent some time at George’s lakehouse, and it was truly beautiful. The view of the lake from the kitchen was breathtaking, and it was so easy to feel comfortable and relaxed there. We’re already looking forward to returning in the summer."
United States
Kyla H.
The price is NZ$512
includes taxes & fees
13 Nov - 14 Nov
Lake front on glacial lake, swimming, boating, fishing. Floating dock

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

Beach Lake
9.6 out of 10, Exceptional, (230)
"Amazing cabin trip with the family! We will definitely be back to this place! "
United States
Tyler
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

Trails Head Tiny House

Rock Hill
9.0 out of 10, Wonderful, (19)
"A wonderful place out of everything and at the same time close to the city. Very calm place. Brittani, the host, was fantastic since the reserve day."
United States
Brenda A.
The price is NZ$236
includes taxes & fees
7 Dec - 8 Dec
Trails Head Tiny House

Domes at Catskills

3.5 star property
Swan Lake
10.0 out of 10, Exceptional, (6)
"The most amazing weekend we ever had! What a beautiful place and property! We were left speechless and cannot wait to come back! Everything was top notch, the space, the design, the furniture, the kitchen, the patio and outdoor space. Very friendly staff and prompt service. Highly recommend for an excellent couple getaway. "
United States
Anonymous traveller
Domes at Catskills

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

Forestburgh
10.0 out of 10, Exceptional, (9)
"Lovely property in a serene and interesting setting. The hosts were so kind and communicative. We stayed for a night and enjoyed local sights and a concert in Bethel! "
United States
Erin
The price is NZ$573
includes taxes & fees
16 Nov - 17 Nov
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres

Narrowsburg
9.4 out of 10, Exceptional, (30)
"Host was very responsive and the house was fun and served its purpose. Overall great experience. "
United States
Michael M.
Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Wurtsboro
9.4 out of 10, Exceptional, (26)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
United States
Meg I.
The price is NZ$338
includes taxes & fees
17 Nov - 18 Nov
Cozy Loft Cabin high above Bashakill Wildlife Refuge

Lazy River Cottage on the Delaware River

Matamoras
10.0 out of 10, Exceptional, (163)
"Revisit this location for the last 4 years just beautiful"
United States
debra P.
Lazy River Cottage on the Delaware River

Masthope modern log-cabin sided retreat!

Lackawaxen
9.8 out of 10, Exceptional, (115)
"Second time staying at this property. Great location and close proximity to all amenities. Very relaxing getaway. Will be back next year. "
United States
Jim L.
Masthope modern log-cabin sided retreat!

Trails Head Cabin

Rock Hill
9.8 out of 10, Exceptional, (95)
"This is the perfect getaway to reconnect with a partner or family. Very peaceful, cozy and beautiful scenery. Also great place to stay in and cook as well. Simple getaway you can’t beat!"
United States
Liza N.
The price is NZ$354
includes taxes & fees
17 Nov - 18 Nov
Trails Head Cabin

WELCOME TO NOBLE NEST!

White Lake
10.0 out of 10, Exceptional, (3)
"Clean, comfortable and relaxing"
United States
Lynne S.
The price is NZ$3,845
includes taxes & fees
16 Nov - 17 Nov
WELCOME TO NOBLE NEST!

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Monticello
8.2 out of 10, Very good, (24)
"This place was very nice and clean. It was the perfect size and we had a good time here. We definitely recommend! "
United States
Alexa W.
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Lake Hotel Reviews

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$236 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 fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Kadampa Meditation Center New York and World Peace Temple.

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.