Title: Town of Highland Vacation Rentals from CA $174: Short-Term Rentals for 2025 | Expedia.ca

  

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# Town of Highland Vacation Rentals

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## Top Vacation Rentals in in Town of Highland

![Property grounds](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/fc875783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/10f988b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/eea1892d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/3bfd13a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

Barryville

9.6/10

Exceptional

(39)

"Incredibly small house. Beautiful river view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven F.

[](https://www.expedia.ca/Monticello-Hotels-Tiny-House-On-Spectacular-Riverfront-Property-Private-Access-To-Delaware-River.h38228409.Hotel-Information)

![Condo, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/16000000/15280000/15277500/15277498/3e0b7046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/16000000/15280000/15277500/15277498/f00d2b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/16000000/15280000/15277500/15277498/6fea4a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/16000000/15280000/15277500/15277498/9792546f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tanglwood Resort

Hawley

8.6/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Venus

[](https://www.expedia.ca/Tafton-Hotels-Tanglwood-Resort.h15277498.Hotel-Information)

![Standard Tent, 2 Queen Beds](https://images.trvl-media.com/lodging/101000000/100310000/100305100/100305048/41957ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Tent, 1 King Bed, Hot Tub](https://images.trvl-media.com/lodging/101000000/100310000/100305100/100305048/4decb842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/101000000/100310000/100305100/100305048/e8bb4156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100310000/100305100/100305048/2130dac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ferncrest Campground

Greentown

9.4/10

Exceptional

(16)

"The whole entire area feels safe. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

angeli

CA $305

CA $333 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Greentown-Hotels-Ferncrest.h100305048.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96759500/96759442/2493a528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96760000/96759500/96759442/20b8a0fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96760000/96759500/96759442/33746b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96760000/96759500/96759442/6ec4578b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Beach Lake

10/10

Exceptional

(49)

"Traveled here for my bachelorette party and was beyond impressed with everything about this property! Check in was easy, the house was clean & one of the best parts was being able to all hang out in the living room/kitchen area to cook and have meals together! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey M.

[](https://www.expedia.ca/Beach-Lake-Hotels-This-House-Is-A-7-Bedrooms.h96759442.Hotel-Information)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30450000/30449100/30449039/dd0dbcd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30450000/30449100/30449039/722fa74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30450000/30449100/30449039/3431898d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30450000/30449100/30449039/0feb7d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Monticello

9.0/10

Wonderful

(85)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Denise D.

[](https://www.expedia.ca/Monticello-Hotels-Lakefront-Paradise-Views.h30449039.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/73000000/72380000/72374200/72374196/1a541606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Cabin | Private kitchen](https://images.trvl-media.com/lodging/73000000/72380000/72374200/72374196/d8d0f4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Cabin | Private kitchen](https://images.trvl-media.com/lodging/73000000/72380000/72374200/72374196/c627ab8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Living area](https://images.trvl-media.com/lodging/73000000/72380000/72374200/72374196/db5bd68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Rex Hotel

Greentown

9.6/10

Exceptional

(28)

"I would go back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon

CA $281

CA $306 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Greentown-Hotels-The-Rex.h72374196.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/78000000/77820000/77814300/77814216/a88d5d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/78000000/77820000/77814300/77814216/db01b2a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77820000/77814300/77814216/55ac6b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/78000000/77820000/77814300/77814216/7ea8ca49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Lake Ariel

9.8/10

Exceptional

(84)

"Great cabin and location! We had so much fun there. Great place to hangout and relax. Nice firepit, big deck, big windows inside that let in beautiful light that filters through the leaves on the trees. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shaun M. R.

[](https://www.expedia.ca/Lakeville-Hotels-Cozy-Lake-View-Cabin-On-Lake-Wallenpaupack-With-Beach-Area-Access.h77814216.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141202/524fb5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, foosball](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141202/w1018h683x6y0-b64fc739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141202/adf0c673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141202/2fa731de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pocono Chalet ~ Heated Pool ~ Sauna ~ Firepits ~ Game Room ~ Fireplaces

Tafton

10/10

Exceptional

(113)

"Great communication with owners clean property easy check in a lot of close activities for all ages perfect for our family vacation of 13 "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christine M.

[](https://www.expedia.ca/Tafton-Hotels-Pocono-Chalet-Heated-Pool-Sauna-Firepit-Game-Room.h34141202.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18765100/18765040/01875286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18765100/18765040/2b08d6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18765100/18765040/a58e4dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18765100/18765040/ce9105d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Paupack

9.8/10

Exceptional

(146)

"House is exactly as advertised. Very well kept and clean. The outside property is amazing. The owner is Awesome too! Will definitely be back for a future stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael d.

[](https://www.expedia.ca/Paupack-Hotels-Lakefront-On-31-Acres.h18765040.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/49000000/48390000/48388400/48388348/ba3236d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48390000/48388400/48388348/4230b933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48390000/48388400/48388348/1cd5f3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48390000/48388400/48388348/78d8b6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront on Wallenpaupak with private dock. Great for family gatherings

Greentown

9.8/10

Exceptional

(59)

"Absolute beautiful property me and my family enjoyed while we were there! Hope to stay again soon"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph P.

[](https://www.expedia.ca/Greentown-Hotels-Lakefront-On-Wallenpaupak-With-Private-Dock-Great-For-Family-Gatherings.h48388348.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32420000/32414700/32414680/270-4aa66c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32420000/32414700/32414680/08e37f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32420000/32414700/32414680/3dced6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32420000/32414700/32414680/fa922a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*HUGE 5000SF\* Lake Wallenpaupack 250FT Lakefront,Beach Sleeps 12 +Boats included

Greentown

9.0/10

Wonderful

(96)

"We chose the house on the availability of lake vehicles. The pedal boat was not there. When the host was questioned, he said it had sunk and he hadn’t been able to replace it. My son wanted to use the red kayak but it was filled with an ant colony (eggs and all) so he took the larger paddleboard. When he was in the middle of the lake, it took on water. Luckily he had his life jacket on and was able to get Mack to the dock and push the paddleboard back.The path to the lake was treacherous,...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert M.

[](https://www.expedia.ca/Greentown-Hotels-HUGE-5000SF-Lake-Wallenpaupack-250FT-Lakefront.h32414680.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293805/7de9af02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293805/b4caee23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293805/30a9dd58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293805/73a6cc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Lakefront: Hot Tub, Fireplace, Pet Friendly, Arcade, Watercraft, + more!

Wallenpaupauk Lake Estates

10/10

Exceptional

(148)

"Beautiful house right on the lake. There is no need to leave the community and everything is within walking distance- indoor and outdoor pool, gameroom, playground, beach. We had a ball! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janelle S.

CA $501

CA $959 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lakeville-Hotels-Three-Little-Birds-Lake-House-Luxury-Lake-Front-Retreat-Near-Lake-Wallenpaupack.h59293805.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113610000/113607400/113607333/1ceab396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113610000/113607400/113607333/3a838caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113610000/113607400/113607333/9a67dbb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113610000/113607400/113607333/7c7e9aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cabin with Fireplace, Firepit, Close to Lake

Hawley

10/10

Exceptional

(8)

"The owner was very kind and helped us with directions and recommendations for eateries around the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jody

CA $176

CA $426 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Hawley-Hotels-Cozy-Cabin-With-Fireplace.h113607333.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18766000/18765936/4bd2db82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18766000/18765936/5a8336ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18766000/18765936/e2fc394c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18766000/18765936/58523140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Beach Lake

9.6/10

Exceptional

(230)

"Amazing cabin trip with the family! We will definitely be back to this place! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler

[](https://www.expedia.ca/Beach-Lake-Hotels-Special-Winter-Rate-Delaware-River-Front-Cabin.h18765936.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/71000000/70040000/70035500/70035417/adf3e403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70040000/70035500/70035417/44c2e9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70040000/70035500/70035417/81836ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/71000000/70040000/70035500/70035417/4d503e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Boat Slip + LakeFront + Hot Tub +Skee Ball

Lakeville

10/10

Exceptional

(42)

"The house has plenty of space and there is a lot to keep you occupied even if you have a rainy week Our grandchildren and their parents really enjoyed the vacation ay this spot. we plan to return next year."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sam Y.

[](https://www.expedia.ca/Lakeville-Hotels-Edgewater-Escape-Private-Boat-Slip-LAKEFRONT.h70035417.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70540000/70535000/70534901/3e8c2510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/71000000/70540000/70535000/70534901/7b62c100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70540000/70535000/70534901/c9d028c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70540000/70535000/70534901/a4670bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Monticello

9.6/10

Exceptional

(48)

"House had everything you could ever need. Such a great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tyler b.

[](https://www.expedia.ca/Monticello-Hotels-Southwoods-Mountain-Vacation-Exclusive-Private-Estate-Hot-Tub.h70534901.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83680000/83675500/83675479/c7e7812e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83680000/83675500/83675479/356fc259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83680000/83675500/83675479/b45df0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83680000/83675500/83675479/2bed70f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Loft Cabin high above Bashakill Wildlife Refuge

Wurtsboro

9.4/10

Exceptional

(25)

"This charming little loft was the perfect escape. It was exactly as described — beautifully decorated and fully equipped with everything we needed. The location is incredibly peaceful yet still close to the highway and town. We loved making s’mores by the fire pit, and the hosts couldn’t have been nicer."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tanya M.

CA $151

CA $248 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Cozy-Cabin-High-Above-Bashakill-Wildlife-Refuge.h83675479.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/d477734e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/w1024h630x0y26-bff20eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/0839ceb1_edited_e7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/8e59195b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trails Head Tiny House

Rock Hill

9.0/10

Wonderful

(19)

"Host was very friendly and helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael R.

CA $99

CA $174 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Bouvet-Island-Hotels-Trails-Head-Tiny-House.h83518661.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/c1aee8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/4e2ce32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/480301a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/c42996dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland

Monticello

8.0/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy D.

[](https://www.expedia.ca/Monticello-Hotels-2-Houses-On-Your-Own-Comfy-6-Bedroom-Bungalow-Colony-In-Monticello-With-Pool.h106927512.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/e836b8a6_edited_d1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/w1080h803x0y799-0a6c2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/c229255f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116700000/116695900/116695811/w1080h784x0y808-dae4a556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Forestburgh

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin

CA $251

CA $452 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Forestburgh-Hotels-3-Bedroom-House-In-Charming-Forestburgh-With-WiFi.h116695811.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14&regionId=553248635976002184&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Town-Of-Highland.d553248635976002184.Vacation-Rental-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Town-Of-Highland.d553248635976002184.Vacation-Rental-Destinations)

## Top Town of Highland Hotel Reviews

![The Alder at Resorts World Catskills](//images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da_y.jpg)

### The Alder at Resorts World Catskills

10/10 Excellent

"The most wonderful 24hrs. The staff was outstanding, food was delicious and the slots so much fun. We got upgrades to a unforgettable room.. Clean big and roomy. So much fun"

[](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information)

![Four Seasons For Fun](//images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/84504c56_y.jpg)

### Four Seasons For Fun

10/10 Excellent

"This property was pristine inside and out! Lovely view from the rear of the house. Owners thought of everything to make our stay enjoyable. We will be returning to this lovely place in the spring."

[](https://expedia.ca/Lakeville-Hotels-Four-Seasons-For-Fun.h100655797.Hotel-Information)

![Hampton Inn Matamoras/Milford](//images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092_y.jpg)

### Hampton Inn Matamoras/Milford

10/10 Excellent

"Nice staff, tasty breakfast. Clean rooms."

[](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information)

![Callicoon Hills](//images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7_y.jpg)

### Callicoon Hills

10/10 Excellent

"Lovely staff, very knowledgeable, friendly and very welcoming. Comfortable and homely stay. "

[](https://expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.Hotel-Information)

![The Bradstan Boutique Hotel](//images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/a17bcc8b_y.jpg)

### The Bradstan Boutique Hotel

10/10 Excellent

"Perfect escape from nyc"

[](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information)

![Resorts World Catskills Casino](//images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg)

### Resorts World Catskills Casino

10/10 Excellent

"Great room upgrade. Great service "

[](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information)

![Kenoza Lake View Manor](//images.trvl-media.com/lodging/20000000/19670000/19660700/19660605/0a8b451f_y.jpg)

### Kenoza Lake View Manor

10/10 Excellent

"Our stay was awesome 👌 the place is clean. It was an overnight stay. And we are feel cozy and comfortable 😊 "

[](https://expedia.ca/Jeffersonville-Hotels-Kenoza-Lake-View-Manor.h19660605.Hotel-Information)

![The Kartrite Resort & Indoor Waterpark](//images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg)

### The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"I was really happy that both the room and the water in the waterpark were nice and warm. All of the staff were friendly and very helpful."

[](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information)

![Best Western Hunt's Landing Hotel Matamoras/Milford](//images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg)

### Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"Barbara does an excellent job with the breakfast! Plenty of hot food items and delirious options. She keeps it full and clean. She deserves a raise."

[](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information)

## Find out more about Town of Highland

**Everything you need to know about** **Town of Highland** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Town of Highland vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Town of Highland vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Town of Highland vacation rentals we have selected for you start as low as CA $174 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 vacation 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 vacation.

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. 

## Explore a world of travel with Expedia

-   All accommodation types in Town of Highland

-   [Vacation Homes in Town of Highland](https://expedia.ca/Town-Of-Highland-Private-Vacation-Homes.d553248635976002184-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Town of Highland](https://expedia.ca/Town-Of-Highland-Cottages.d553248635976002184-aaCottages.Travel-Guide-Accommodation)
-   [Cabin Rentals in Town of Highland](https://expedia.ca/Town-Of-Highland-Cabins.d553248635976002184-aaCabins.Travel-Guide-Accommodation)
-   [Chalets in Town of Highland](https://expedia.ca/Town-Of-Highland-Chalets.d553248635976002184-aaChalets.Travel-Guide-Accommodation)
-   [Apartments in Town of Highland](https://expedia.ca/Town-Of-Highland-Apartments.d553248635976002184-aaApartments.Travel-Guide-Accommodation)
-   [Farmstay in Town of Highland](https://expedia.ca/Town-Of-Highland-Agritourism.d553248635976002184-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Town of Highland](https://expedia.ca/Town-Of-Highland-RV-Parks.d553248635976002184-aaRVParks.Travel-Guide-Accommodation)
-   [Resorts in Town of Highland](https://expedia.ca/Town-Of-Highland-Resort-Hotels.d553248635976002184-aaResortHotels.Travel-Guide-Accommodation)
-   [Motels in Town of Highland](https://expedia.ca/Town-Of-Highland-Motels.d553248635976002184-aaMotels.Travel-Guide-Accommodation)
-   [Villas in Town of Highland](https://expedia.ca/Town-Of-Highland-Villas.d553248635976002184-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Town of Highland](https://expedia.ca/Town-Of-Highland-Bed-And-Breakfast.d553248635976002184-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Condo Rentals in Town of Highland](https://expedia.ca/Town-Of-Highland-Condos.d553248635976002184-aaCondos.Travel-Guide-Accommodation)
-   [Inns in Town of Highland](https://expedia.ca/Town-Of-Highland-Inns.d553248635976002184-aaInns.Travel-Guide-Accommodation)
-   [Aparthotels in Town of Highland](https://expedia.ca/Town-Of-Highland-Apart-Hotels.d553248635976002184-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Town of Highland](https://expedia.ca/Town-Of-Highland-Guest-Houses.d553248635976002184-aaGuestHouses.Travel-Guide-Accommodation)
-   [Lodges in Town of Highland](https://expedia.ca/Town-Of-Highland-Lodges.d553248635976002184-aaLodges.Travel-Guide-Accommodation)
-   [Country Houses in Town of Highland](https://expedia.ca/Town-Of-Highland-Country-House.d553248635976002184-aaCountryHouse.Travel-Guide-Accommodation)