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Town of Highland Holiday Rentals

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Our top choices for Town of Highland holiday rentals

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

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Monticello
9.0 out of 10, Wonderful, (87)
"Ben was very responsive. The property was great, lots of space, and the beds were very comfortable. Any issues were dealt with promptly. Thanks for a great week!"
United States
Michal L.
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Ferncrest Campground

Ferncrest Campground
3.0 star property
Greentown
9.4 out of 10, Exceptional, (16)
"Attentive staff, very detailed information about the campground. Gorgeous, rustic yet fantastic facilities. Second year visiting and we’ll be back!"
United States
Penrhyn
The price is AU$341
includes taxes & fees
16 Dec - 17 Dec
Ferncrest Campground

Tanglwood Resort

Tanglwood Resort
3.5 star property
Hawley
8.6 out of 10, Excellent, (370)
"The condo was roomy, open kitchen and dining table along with a nice sitting area. The bedroom was large with a king size bed, two full closets. The place was clean. We enjoyed our stay."
United States
Sue
Tanglwood Resort

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (98)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
The price is AU$301
includes taxes & fees
14 Dec - 15 Dec
Trails Head Cabin

The Rex Hotel

The Rex Hotel
3.5 star property
Greentown
9.6 out of 10, Exceptional, (29)
"Place was very cozy, clean and relaxing"
United States
Racquel
The price is AU$316
includes taxes & fees
14 Dec - 15 Dec
The Rex Hotel

Pocono Chalet ~ Sauna ~ Firepits ~ Game Room ~ Fireplaces

Pocono Chalet ~ Sauna ~ Firepits ~ Game Room ~ Fireplaces
Tafton
10.0 out of 10, Exceptional, (115)
"House was large with good proximity to the lake and hikes. Host was extremely responsive throughout!"
United States
Matthew D.
Pocono Chalet ~ Sauna ~ Firepits ~ Game Room ~ Fireplaces

Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!

Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!
Lake Ariel
9.8 out of 10, Exceptional, (88)
"Wonderful space, excellent and communicative host, my kids and I had a great time vacationing at this property. Lakefront access was wonderful, and the house was perfect for us. "
United States
Jon P.
Cozy Lake View Cabin on Lake Wallenpaupack with beach area access!!!

The East Coast's #1 Mansion sleeps between 26-36 people

The East Coast's #1 Mansion sleeps between 26-36 people
Beach Lake
9.8 out of 10, Exceptional, (233)
"Great property "
United States
Vinny C.
The East Coast's #1 Mansion sleeps between 26-36 people

Lazy River Cottage on the Delaware River

Lazy River Cottage on the Delaware River
Matamoras
10.0 out of 10, Exceptional, (165)
"Amazing stay "
United States
M S.
Lazy River Cottage on the Delaware River

Large Modern Cabin with Hot Tub Tucked in Woods

Large Modern Cabin with Hot Tub Tucked in Woods
Swan Lake
9.8 out of 10, Exceptional, (70)
" % recommend beautiful place "
United States
Yulieth R.
Large Modern Cabin with Hot Tub Tucked in Woods

Lakefront on 31 acres, Kayaks, boat, Hiking, Fishing, Paradise for kids and pets

Lakefront on 31 acres, Kayaks, boat, Hiking, Fishing, Paradise for kids and pets
Paupack
9.8 out of 10, Exceptional, (146)
"Beautiful space to relax. "
United States
Julie S.
Lakefront on 31 acres, Kayaks, boat, Hiking, Fishing, Paradise for kids and pets

Heaven Lane! Rustic Log Cabin Sleeps 15

Heaven Lane! Rustic Log Cabin Sleeps 15
Honesdale
10.0 out of 10, Exceptional, (89)
"Beautiful place! Very comfortable and clean, I own a cleaning company and am VERY particular about cleanliness. We would go back for sure! "
United States
JD M.
Heaven Lane! Rustic Log Cabin Sleeps 15

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

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Beach Lake
9.6 out of 10, Exceptional, (230)
"Beautiful location and awesome house "
United States
Kevin M.
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

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

Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests
2.0 star property
Monticello
6.8 out of 10, (5)
"The property was very big and spacious. We had a large group, yet everyone had more than enough room.Looking forward to renting this place again. "
United States
Kristian M.
Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests

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

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Monticello
9.6 out of 10, Exceptional, (50)
"Amazing spot in the Catskills! Plenty of beds and rooms."
United States
Taurance R.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★

★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★
Wallenpaupauk Lake Estates
9.8 out of 10, Exceptional, (305)
"It was very quiet, nice view from the porch. The house was very clean. We also enjoyed the hot tub. "
United States
PATRICIA
The price is AU$676
includes taxes & fees
14 Dec - 15 Dec
★★ - Highly Rated Waterfront: Hot Tub, Fireplace, Pet Friendly! -★★

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21
Beach Lake
10.0 out of 10, Exceptional, (50)
"Beautiful location, clean and thoughtfully stocked, responsive host. We had a wonderful time!!"
United States
Anne M.
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

Lakeside Home Hot Tub + Heated Pool on Private 5 Acres

Lakeside Home Hot Tub + Heated Pool on Private 5 Acres
Lakeville
9.6 out of 10, Exceptional, (4)
"Very awesome and cozy place! Will definitely be back!!"
United States
Nick W.
Lakeside Home Hot Tub + Heated Pool on Private 5 Acres

Domes at Catskills

Domes at Catskills
3.5 star property
Swan Lake
10.0 out of 10, Exceptional, (6)
"Loved this tent house! Cozy, clean, and surrounded by nature. It had all the comforts I needed without losing the camping vibe. A peaceful escape — I’d definitely come back! "
United States
Diana
Domes at Catskills

Lake, Swimming pond on property, Hot tub, fire pit, grill and more, pet friendly

Lake, Swimming pond on property, Hot tub, fire pit, grill and more, pet friendly
Paupack
9.8 out of 10, Exceptional, (137)
"It was a great stay, Toni is a great communicator and ensured our stay was seamless as possible."
United States
Keneisha D.
Lake, Swimming pond on property, Hot tub, fire pit, grill and more, pet friendly
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

Find out more about Town of Highland

Everything you need to know about Town of Highland 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 Town of Highland 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 Town of Highland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Town of Highland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Town of Highland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Highland 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 Town of Highland holiday rentals we have chosen for you start as low as AU$301 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Town of Highland rentals

At Expedia, we put the best Town of Highland 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 Town of Highland 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 Town of Highland 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 Town of Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.