Title: Top Chalets in Town of Highland in 2026 | 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) ![A nice place to camp (and of course roast marshmallows). #EndlessSummer ](https://images.trvl-media.com/place/6069726/450c7ffd-9139-4856-a757-1800dbb542f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ginie Ying # Chalets in Town of Highland ## 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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Highland ![](https://mediaim.expedia.com/destination/2/3146ab2e29e7af7aee4a5793bcc1fd64.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Barryville [](https://expedia.ca/Barryville-Chalets.d6069726-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Town of Highland chalets ![Exterior](https://images.trvl-media.com/lodging/83000000/82870000/82866700/82866672/713f261f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82870000/82866700/82866672/1a2a9d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82870000/82866700/82866672/130850f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/83000000/82870000/82866700/82866672/w1194h793x3y2-cde226a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lackawaxen [](https://www.expedia.ca/Lackawaxen-Hotels-The-Lookout-3-Bed-Chalet-Masthope-Firepit.h82866672.Hotel-Information) 10/10 Exceptional (15) "We had a great stay! CJ was very responsive. The house had everything we needed and more. We've been renting in Masthope for years and always choose a new house, but this one is a house we'd choose again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni W. [](https://www.expedia.ca/Lackawaxen-Hotels-The-Lookout-3-Bed-Chalet-Masthope-Firepit.h82866672.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59960000/59953500/59953433/9b72b4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59960000/59953500/59953433/e1f686ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59960000/59953500/59953433/9073ee86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59960000/59953500/59953433/994ada84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lake Ariel [](https://www.expedia.ca/Lake-Ariel-Hotels-Family-Fun-In-The-Poconos-At-The-Rosewood-Hideout.h59953433.Hotel-Information) 9.6/10 Exceptional (30) "Overall, our stay was good. It met our expectations and the owner was very nice and responsive during our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daiana L. [](https://www.expedia.ca/Lake-Ariel-Hotels-Family-Fun-In-The-Poconos-At-The-Rosewood-Hideout.h59953433.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337718/w799h599x1y1-8218f235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337718/c4626578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337718/8a1a7d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337718/03f09435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lackawaxen [](https://www.expedia.ca/Lackawaxen-Hotels-Luxury-4BR-Chalet-5-Mins-To-PoolLakeSki-Game-Room-In-Basement.h34337718.Hotel-Information) 10/10 Exceptional (77) "Community was beautiful Plenty to do Felt very safe Home. Was clean and comfortable for tHe 5 days we stayed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annemarie D. [](https://www.expedia.ca/Lackawaxen-Hotels-Luxury-4BR-Chalet-5-Mins-To-PoolLakeSki-Game-Room-In-Basement.h34337718.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239529/6a37ca12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239529/77a4eaeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239529/90976d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239529/55897a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Thompson [](https://www.expedia.ca/Monticello-Hotels-Modern-Chalet-With-Hot-Tub-And-Lake-Access.h73239529.Hotel-Information) 10/10 Exceptional (5) "The property is very cool and secluded. We had a nice, relaxing time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben N. [](https://www.expedia.ca/Monticello-Hotels-Modern-Chalet-With-Hot-Tub-And-Lake-Access.h73239529.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63870000/63865100/63865060/cc745ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/64000000/63870000/63865100/63865060/b171eddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/64000000/63870000/63865100/63865060/fe996c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63870000/63865100/63865060/9f9c66b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lake Ariel [](https://www.expedia.ca/Lake-Ariel-Hotels-Villa-MiaNova-A-Modern-Hideout-In-The-Woods.h63865060.Hotel-Information) 9.4/10 Exceptional (15) "Great stay, very convenient and cool house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arkady S. [](https://www.expedia.ca/Lake-Ariel-Hotels-Villa-MiaNova-A-Modern-Hideout-In-The-Woods.h63865060.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116654900/116654890/d6b947b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116660000/116654900/116654890/ad2d9639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116660000/116654900/116654890/2425daa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116660000/116654900/116654890/9563a6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Wallenpaupauk Lake Estates [](https://www.expedia.ca/Lake-Ariel-Hotels-Welcome-To-On-The-Rocks-A-Charming-Retreat-Located-Near-Lake-Wallenpaupack.h116654890.Hotel-Information) 10/10 Exceptional (2) "My experience at this house was fantastic. The cleanliness and layout were impressive, making it a comfortable stay. The location offered both convenience and privacy, which I truly appreciated. Additionally, it was well-stocked with toiletries. I would absolutely choose to stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Lake-Ariel-Hotels-Welcome-To-On-The-Rocks-A-Charming-Retreat-Located-Near-Lake-Wallenpaupack.h116654890.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65310000/65301700/65301642/6b143b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/66000000/65310000/65301700/65301642/0bde0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65310000/65301700/65301642/cfa86255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65310000/65301700/65301642/3f50b8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Thompson [](https://www.expedia.ca/Monticello-Hotels-Catskills-Lakefront-Escape-With-Hot-Tub.h65301642.Hotel-Information) 9.8/10 Exceptional (19) "Place was great and the pictures were very representative of the house. Host was super communicative, easy check in and check out." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew O. [](https://www.expedia.ca/Monticello-Hotels-Catskills-Lakefront-Escape-With-Hot-Tub.h65301642.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33570000/33563100/33563013/af264c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/34000000/33570000/33563100/33563013/3c88ead5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/34000000/33570000/33563100/33563013/6ae44ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33563100/33563013/270-19951729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lakeville [](https://www.expedia.ca/Lakeville-Hotels-Lakefront-On-Wallenpaupack-With-Hot-Tub-Pet-Friendly.h33563013.Hotel-Information) 9.4/10 Exceptional (76) "We created some new family trip memories at the lake. Very comfortable home for our family to enjoy. Would highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian Y. [](https://www.expedia.ca/Lakeville-Hotels-Lakefront-On-Wallenpaupack-With-Hot-Tub-Pet-Friendly.h33563013.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583344/b4140ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583344/9b4de0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583344/274fabf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583344/f67df807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lackawaxen [](https://www.expedia.ca/Hawley-Hotels-Masthope-Modern-Log-Cabin-Sided-Retreat.h32583344.Hotel-Information) 9.8/10 Exceptional (115) "Clean, family friendly and very convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Indar J. [](https://www.expedia.ca/Hawley-Hotels-Masthope-Modern-Log-Cabin-Sided-Retreat.h32583344.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118700/27118668/25d313b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118700/27118668/350651b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118700/27118668/eeea923a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/28000000/27120000/27118700/27118668/d6694cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Wallenpaupauk Lake Estates [](https://www.expedia.ca/Lake-Ariel-Hotels-Luxury-Waterfront-Hot-Tub.h27118668.Hotel-Information) 9.8/10 Exceptional (306) "Great relaxing vacation! Wonderful place! Took our dog and was such a great fit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana R. CA $411 CA $803 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lake-Ariel-Hotels-Luxury-Waterfront-Hot-Tub.h27118668.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95310000/95305800/95305776/w1044h701x8y0-99d1395b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95310000/95305800/95305776/f163db73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95310000/95305800/95305776/w1242h826x0y320-077a08f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95310000/95305800/95305776/w1051h701x1y0-28a4e6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lackawaxen [](https://www.expedia.ca/Lackawaxen-Hotels-The-Perfect-Four-Season-Getaway-Masthope-Chalet.h95305776.Hotel-Information) 9.6/10 Exceptional (12) "Great community and the property had a good amount of privacy from neighbors. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan Carlo [](https://www.expedia.ca/Lackawaxen-Hotels-The-Perfect-Four-Season-Getaway-Masthope-Chalet.h95305776.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91440000/91431900/91431835/87cd5f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91440000/91431900/91431835/63bc97a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91440000/91431900/91431835/094e87dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91440000/91431900/91431835/f73b9588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Wallenpaupauk Lake Estates [](https://www.expedia.ca/Pocono-Lake-Hotels-Skiing-Tubing-In-Lake-Ariel.h91431835.Hotel-Information) 10/10 Exceptional (2) "The house was perfect. It was very clean & fully stocked. Tamara was so easy to get a hold of if I had any questions. She returned messages immediately. I would definitely rent this house again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) concetta c. [](https://www.expedia.ca/Pocono-Lake-Hotels-Skiing-Tubing-In-Lake-Ariel.h91431835.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78390000/78386200/78386128/025a1043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78390000/78386200/78386128/9f9cb305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78390000/78386200/78386128/35f190d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78390000/78386200/78386128/68c81e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lake Ariel [](https://www.expedia.ca/Lake-Ariel-Hotels-Relax-At-Sunset-View-Entire-Chalet-The-Hideout-Resort.h78386128.Hotel-Information) 9.6/10 Exceptional (9) "Property met our needs nicely; it's in and excellent location. Very quiet and serene setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. [](https://www.expedia.ca/Lake-Ariel-Hotels-Relax-At-Sunset-View-Entire-Chalet-The-Hideout-Resort.h78386128.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/2c811e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/914d0fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/a1881881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/51e47465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Montague [](https://www.expedia.ca/Montague-Hotels-Chic-Chalet-River-Views-Access.h90985150.Hotel-Information) 7.4/10 Good (3) "Dirty. Ants. Not well stocked." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) odette w. CA $110 CA $176 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Montague-Hotels-Chic-Chalet-River-Views-Access.h90985150.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/8f902f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/20177081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/35d861af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/96dc2194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Narrowsburg [](https://www.expedia.ca/Narrowsburg-Hotels-The-Chalet-Rustic-Retreat.h104503719.Hotel-Information) 9.0/10 Wonderful (11) "Fantastic stay. Quiet area, close to Narrowsburg, friendly neighbors. Super clean, fire pit area is very nice and we love the hot tub after a day on the river!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff H. CA $220 CA $503 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Narrowsburg-Hotels-The-Chalet-Rustic-Retreat.h104503719.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33568200/33568105/6ac91c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33568200/33568105/2b33dfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33568200/33568105/1024ab3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33570000/33568200/33568105/6a592f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lakeville [](https://www.expedia.ca/Lakeville-Hotels-Briar-Hill-North-Lakefront-Contemporary-With-Private-Dock.h33568105.Hotel-Information) 9.4/10 Exceptional (53) "Nice property and great view of the water." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl Y. [](https://www.expedia.ca/Lakeville-Hotels-Briar-Hill-North-Lakefront-Contemporary-With-Private-Dock.h33568105.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91560000/91559700/91559660/w1204h748x0y0-9fd116e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/92000000/91560000/91559700/91559660/8c12d923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/92000000/91560000/91559700/91559660/7a22ed71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/92000000/91560000/91559700/91559660/3299daf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Wallenpaupauk Lake Estates [](https://www.expedia.ca/Lakeville-Hotels-Cozy-Chalet-In-WLE-2-BedroomsLoft2-Full-Baths-BBQFirepit.h91559660.Hotel-Information) 10/10 Exceptional (21) "The cottage was lovely and very clean. The owners were super responsive and attentive to our needs. I would definitely stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindee C. [](https://www.expedia.ca/Lakeville-Hotels-Cozy-Chalet-In-WLE-2-BedroomsLoft2-Full-Baths-BBQFirepit.h91559660.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63080000/63077000/63076997/5f04cae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/64000000/63080000/63077000/63076997/df3a4468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/64000000/63080000/63077000/63076997/fab8112d_edited_40df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63080000/63077000/63076997/c91e5827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lackawaxen [](https://www.expedia.ca/Lackawaxen-Hotels-Masthope-Retreat-Huge-Family-Friendly-Spl-Rates-Bookings-May-June.h63076997.Hotel-Information) 10/10 Exceptional (12) "Our family had a wonderful time in this home. It was very clean and comfortable. All ages were happy. Host was very informative and thoughtful. Thanks for a great time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian O. [](https://www.expedia.ca/Lackawaxen-Hotels-Masthope-Retreat-Huge-Family-Friendly-Spl-Rates-Bookings-May-June.h63076997.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74800000/74798400/74798337/aeff59bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/75000000/74800000/74798400/74798337/21fa170f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74800000/74798400/74798337/w1200h887x0y1-e0894c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74800000/74798400/74798337/2e8dfbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lackawaxen [](https://www.expedia.ca/Lackawaxen-Hotels-4BDRM-Games-Skiing-Fire-Pit-Masthope.h74798337.Hotel-Information) 10/10 Exceptional (24) "Family friendly, good location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James L. [](https://www.expedia.ca/Lackawaxen-Hotels-4BDRM-Games-Skiing-Fire-Pit-Masthope.h74798337.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83830000/83822300/83822249/adf19750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83830000/83822300/83822249/f5fbc841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83830000/83822300/83822249/e15970a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/84000000/83830000/83822300/83822249/w536h338x0y0-3b533fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Lake Ariel [](https://www.expedia.ca/Lake-Ariel-Hotels-The-Fawn-Chateau-W-Game-Room-Sauna.h83822249.Hotel-Information) 10/10 Exceptional (24) "The property was exactly as described in the listing. The owner was available as needed and she had excellent communication skills. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlie D. [](https://www.expedia.ca/Lake-Ariel-Hotels-The-Fawn-Chateau-W-Game-Room-Sauna.h83822249.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=2026-01-01&endDate=2026-01-02®ionId=553248635976002184&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Chalets.d553248635976002184-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Chalets.d553248635976002184-aaChalets.Travel-Guide-Accommodation) ## Top Town of Highland Hotel Reviews ![Hampton Inn Monticello](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0_y.jpg) ### Hampton Inn Monticello 10/10 Excellent "Perfect as usual!" [](https://expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Days Inn by Wyndham Wurtsboro](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0_y.jpg) ### Days Inn by Wyndham Wurtsboro 10/10 Excellent "Very clean and quiet " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Hampton Inn Matamoras/Milford](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092_y.jpg) ### Hampton Inn Matamoras/Milford 10/10 Excellent "Yes" [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "very clean rooms and black out curtains" [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![The Alder at Resorts World Catskills](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da_y.jpg) ### The Alder at Resorts World Catskills 10/10 Excellent "I love this hotel and the staff" [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Days Inn by Wyndham Liberty](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "Been staying here for 30 years and it’s nice to see they are remodeling rooms. " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "Friendly staff , clean , beautiful design in the hotel and decor . " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Best Western Hunt's Landing Hotel Matamoras/Milford](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg) ### Best Western Hunt's Landing Hotel Matamoras/Milford 10/10 Excellent "Awesome" [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Hotel Wayne](https://images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "Great staff, very clean, would come back again and pets stay free that's very accommodating" [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.Hotel-Information) ## Find out more about Town of Highland ## Town of Highland Chalets information | Number of reviews | 741 | | ----------------- | ---------- | | Accommodation | 54 Chalets | | Lowest Price | CA $202 | | Highest Price | CA $803 | ## Explore a world of travel with Expedia - 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