Title: Town of Highland Vacation Home Rentals from CA $271: Search Top Private Vacation Homes for Rent | Expedia.ca [Town of Highland Hotels](https://expedia.ca/Destinations-In-Town-Of-Highland.d553248635976002184.Hotel-Destinations)[Vacation Rentals in Town of Highland](https://expedia.ca/Destinations-In-Town-Of-Highland.d553248635976002184.Vacation-Rental-Destinations)[Town of Highland Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Highland.d553248635976002184.Car-Rental-Destinations)[Town of Highland Vacations](https://expedia.ca/Town-Of-Highland.d553248635976002184.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/3146ab2e29e7af7aee4a5793bcc1fd64.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ginie Ying # Town of Highland Vacation Rentals ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Vacation Homes in Town of Highland ![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) ![Game room](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141202/2fa731de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141300/34141202/23042383.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) "We had a relaxing weekend at the Chalet , everything was as described , close to the lakes and activities . Owners Tina and Boris were great and got back to any questions we had immediately. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devin 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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18765100/18765040/611f8091.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) ### 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) ![Interior](https://images.trvl-media.com/lodging/41000000/40030000/40029800/40029729/0ec57bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/41000000/40030000/40029800/40029729/d22bcc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40030000/40029800/40029729/f1a659d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40030000/40029800/40029729/0d37e9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In the cloud ~your cozy lake house Swan Lake 9.6/10 Exceptional (102) "Clean, well equiped. Great place to relax." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael T. CA $250 CA $485 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Swan-Lake-Hotels-In-The-Cloud-Your-Cozy-Lake-House.h40029729.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/384723c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/3af368c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/9e4bd30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76167100/76167023/2dbd3625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Scenic Views & River Access, Cozy River Home ★ Montague 9.0/10 Wonderful (11) "We recently stayed here for a few nights while our floors at home were being done and we all felt very comfortable and relaxed. The home was very bright with big windows and welcoming. The beds were very comfortable to our liking. We only took a few walks down to the river due to the weather being cold but it was nice being able to do that and to see the river from the house window. We also liked the privacy with the location of the house. We highly recommend the stay here. We also appricate... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) thomas c. CA $125 CA $273 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Montague-Hotels-Scenic-Views-River-Access.h76167023.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112340000/112333900/112333850/527abef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112340000/112333900/112333850/9cac0904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112340000/112333900/112333850/188d75c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112340000/112333900/112333850/d04fb896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom home with AC and WiFi close to downtown historic Honesdale Honesdale 9.8/10 Exceptional (8) "Host was very communicative and the property was fantastic. Warm and cozy for my family with everything we could need for our stay, along with some additional welcome surprises. Will absolutely stay at this property again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista CA $238 CA $452 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Honesdale-Hotels-Charming-4-Bedroom-Home-With-AC-And-WiFi-Close-To-Downtown-Historic-Honesdale.h112333850.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106780000/106775700/106775611/b2e5761e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106780000/106775700/106775611/12ea3910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106780000/106775700/106775611/a062e90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/107000000/106780000/106775700/106775611/a25d19d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking River Front Cabin Damascus 9.4/10 Exceptional (8) "The property has a great view " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ross W. [](https://www.expedia.ca/Damascus-Hotels-Breathtaking-River-Front-Cabin.h106775611.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) ![Game room](https://images.trvl-media.com/lodging/97000000/96760000/96759500/96759442/ace2a258.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) ![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) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/31000000/30450000/30449100/30449039/4792aabf.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 (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](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise D. [](https://www.expedia.ca/Monticello-Hotels-Lakefront-Paradise-Views.h30449039.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821229/683fe483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821229/a5a78d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821229/8fdeba0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821229/4157111c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Forest and River Side Tranquil House★ Montague 8.6/10 Excellent (10) "No complaints for our one night stay. Cute house inside and very clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth T. CA $125 CA $271 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Montague-Hotels-Forest-And-River-Side-Tranquil-House.h82821229.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101230000/101222100/101222035/67448f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101230000/101222100/101222035/d1860215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101230000/101222100/101222035/31bd4c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101230000/101222100/101222035/2f55bffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Lake Wallenpaupack Lakefront w/Private Dock, Hottub, Kayaks & Paddleboards Lake Ariel 9.8/10 Exceptional (18) "Beautiful home and a great location on the lake! And we even caught a few fish as a bonus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William R. [](https://www.expedia.ca/Lake-Ariel-Hotels-Level-Lake-Wallenpaupack-Lakefront-W-Private-Dock.h101222035.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92420000/92416900/92416827/9b578e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92420000/92416900/92416827/84e6d5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92420000/92416900/92416827/e6caaf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92420000/92416900/92416827/a144e00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated home on the lake! Lakeville 9.8/10 Exceptional (20) "Clean, well layed out, responsive to questions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. [](https://www.expedia.ca/Lakeville-Hotels-Newly-Renovated-Home-On-The-Lake.h92416827.Hotel-Information) ![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254064/850af3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254064/4badd47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254064/27500238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254064/2af4db02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upper floor of charming 2 story house in central Hawley with WiFi Hawley CA $197 CA $375 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hawley-Hotels-Upper-Floor-Of-Charming-2-Story-House-In-Central-Hawley-With-WiFi.h118254064.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/21000000/20270000/20266600/20266576/d87b8ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20270000/20266600/20266576/w828h621x0y4-58a226a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20270000/20266600/20266576/4be68da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20270000/20266600/20266576/w824h621x4y4-fcc86a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE RIVER CABIN - Delaware River Frontage with Direct River Access Millrift 10/10 Exceptional (139) "A cozy place to stay to enjoy the Delaware River. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisette P. [](https://www.expedia.ca/Millrift-Hotels-Delaware-Riverfront-Cabin-Just-90-Miles-From-NYC.h20266576.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111370000/111368300/111368227/6d6f003f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111370000/111368300/111368227/0f133a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111370000/111368300/111368227/0e47f5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111370000/111368300/111368227/347183bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### IN-GROUND POOL & FIREPIT, SLEEPS 10, BY LAKE WALLENPAUPACK Paupack 10/10 Exceptional (2) "Beautiful property. Better than pictures. Host pleasant and communicative. Wish we could’ve stayed longer- but we will definitely return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime L. [](https://www.expedia.ca/Paupack-Hotels-IN-GROUND-POOL-FIREPIT.h111368227.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89140000/89139000/89138935/22137365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89139000/89138935/9423ec6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89139000/89138935/c985c5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89140000/89139000/89138935/2feccfbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 6-bdrm lake farmhouse with EV Charger Cochecton 10/10 Exceptional (3) "This place was absolutely amazing. We had the best time. It was perfect for our family. I can't even think of anything I would have improved. Right down to the spice rack (You will need to add some garlic. Thanks so much for having condiments. Great games to play both inside and out. My grand kids were delighted and so were the adults. Thanks so much for everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine S. [](https://www.expedia.ca/Lake-Huntington-Hotels-Gorgeous-6-Bedroom-Farmhouse-On-A-Lake.h89138935.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/5107f671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/5421ade7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/8a55ec10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376679/f5b9a2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Milford-Montague Riverway Cottage Montague 8.0/10 Very good (1) "This location was great for our purpose of visiting family in Port Jervis and was easy to find - even in the dark. Due to the lack of reviews, I'm guessing that this is a new listing and that there are kinks still being worked out. Without going into too much detail, there was no way the space had recently been cleaned and the description provided on the listing seems to be lifted from one of their other properties as there was no fire pit, no fireplace, no dishwasher and the house is definitely... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia T. CA $181 CA $345 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Montague-Hotels-Charming-Milford-Montague-Riverway-Cottage.h119376679.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117380000/117377900/117377886/f47dbf06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117380000/117377900/117377886/c4499e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117380000/117377900/117377886/75e4f793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/118000000/117380000/117377900/117377886/9e11b997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW 4-bedroom home, private, hot tub, fenced yard, pet friendly Hawley [](https://www.expedia.ca/Hawley-Hotels-NEW-4-Bedroom-Home.h117377886.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) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32420000/32414700/32414680/21be1be1.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) ![Interior](https://images.trvl-media.com/lodging/33000000/32420000/32414700/32414680/08e37f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*HUGE 5000SF\* Lake Wallenpaupack 250FT Lakefront,Beach Sleeps 12 +Boats included Greentown 9.2/10 Wonderful (97) "We had a great time at cabin. Best family holiday ever" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay W. [](https://www.expedia.ca/Greentown-Hotels-HUGE-5000SF-Lake-Wallenpaupack-250FT-Lakefront.h32414680.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76630000/76625100/76625016/a2bf279c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76630000/76625100/76625016/w1499h999x0y1-f707ee74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76630000/76625100/76625016/w1499h999x1y1-2c16d408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76630000/76625100/76625016/w1500h999x0y1-df7eb4a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nature's Retreat - Hot tub, Firepit, game room 5 mins to Honesdale Honesdale 10/10 Exceptional (2) "House was clean, spacious and very secluded. Great place to stay to spend some time with friends/family. Thanks for a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip M. [](https://www.expedia.ca/Honesdale-Hotels-Natures-Retreat-Hot-Tub.h76625016.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/f2755364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/e1509905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/69621952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/e97ad1c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Pocono Retreat w/ Hot Tub & Game Loft in Masthope Lackawaxen 10/10 Exceptional (13) "The house is amazing. It’s clean, comfortable and lots of space. Bedding is very nice. The patio by the lake is fantastic and the view from the hot tub is gorgeous. We had a very minor problem the cafe lights were blinking and we couldn’t get them to stop without turning then off. I reached out to them to let them know at 930pm more as an fyi , it really was minor. They had someone out to fix it that morning!!! For something so minor I felt they went above and beyond what they needed to. It’s a... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meg L. CA $832 CA $1,922 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Lackawaxen-Hotels-COMING-SOON-Pocono-Mountain-Waterfront-Escape.h105230706.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=2025-11-18&endDate=2025-11-19®ionId=553248635976002184&adults=2&lodging=VACATION_HOME&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%2FTown-Of-Highland-Private-Vacation-Homes.d553248635976002184-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Private-Vacation-Homes.d553248635976002184-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Town of Highland Hotel Reviews ![Resorts World Catskills Casino](//images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent " ..." [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Awesome place to stay" [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Cove Haven Resort](//images.trvl-media.com/lodging/1000000/40000/34700/34685/efde6748_y.jpg) ### Cove Haven Resort 10/10 Excellent "Very safe area " [](https://expedia.ca/Lakeville-Hotels-Cove-Haven-Resort.h34685.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 "Easy and close to food." [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.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 "Consistently excellent- Great food, great accommodations, and great owners!" [](https://expedia.ca/Lakeville-Hotels-Four-Seasons-For-Fun.h100655797.Hotel-Information) ![Days Inn by Wyndham Liberty](//images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "great service" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.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 "The hotel was quiet and elegant. The room was spacious and great balcony The view on the woods was so calming The sunrise lake was very beautiful and it has very nice walking path" [](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.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 "Very safe. Very nice stay " [](https://expedia.ca/Jeffersonville-Hotels-Kenoza-Lake-View-Manor.h19660605.Hotel-Information) ![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) ## Find out more about Town of Highland ## Town of Highland Vacation Homes information | Number of reviews | 764 | | --- | --- | | Accommodation | 516 Vacation Homes | | Lowest Price | CA $271 | | Highest Price | CA $1,922 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Aparthotels in Barryville](https://www.expedia.ca/Barryville-Apart-Hotels.d6069726-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Barryville](https://www.expedia.ca/Barryville-Bed-And-Breakfast.d6069726-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Barryville](https://www.expedia.ca/Barryville-Hotels-Beach-Hotel.0-0-d6069726-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Barryville](https://www.expedia.ca/Barryville-Hotels-Casino-Hotel.0-0-d6069726-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Car rentals near Bethel Woods](https://www.expedia.ca/Car-Rentals-In-Bethel-Woods.d6093739.Car-Rental-Guide) - [Rental cars Sullivan County Intl. airport](https://www.expedia.ca/Car-Rentals-In-Sullivan-County-Intl.d6030304.Car-Rental-Guide) - [Dollar Rental Cars in Lake Huntington](https://www.expedia.ca/Dollar-Car-Rentals-In-Lake-Huntington.d6054155-c1091.Car-Rental-Guide-Suppliers) - [Economy Rent a Car Rental Cars in Eldred](https://www.expedia.ca/Economy-Rent-A-Car-Car-Rentals-In-Eldred.d3000448564-c69.Car-Rental-Guide-Suppliers) - [Smallwood Vacation Rentals](https://www.expedia.ca/Smallwood-Vacation-Rentals.d3000449590.Travel-Guide-VacationRentals) - [Book Vacation Homes in Town of Highland on Expedia.com](https://www.expedia.com/Town-Of-Highland-Private-Vacation-Homes.d553248635976002184-aaPrivateVacationHomes.Travel-Guide-Accommodation)