Title: Town of Highland Condo Rentals | 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) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-05-15&endDate=2026-05-17&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 ![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=384&h=216&q=medium) #### Barryville [](https://expedia.ca/Barryville-Condos.d6069726-aaCondos.Travel-Guide-Accommodation) ## Our top choices for Town of Highland condo rentals ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593968/21c35244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593968/68f416e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593968/3f9cc579.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/117000000/116600000/116594000/116593968/94a1ebfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-Bedroom Condo near Lake Wallenpaupack [](https://www.expedia.ca/Hawley-Hotels-1-Bedroom-Condo-Near-Lake-Wallenpaupack.h116593968.Hotel-Information) Hawley [](https://www.expedia.ca/Hawley-Hotels-1-Bedroom-Condo-Near-Lake-Wallenpaupack.h116593968.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593971/70f2f522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593971/0a2576e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593971/7a08ad52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593971/1cdb3006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Bedroom Condo Near Lake Wallenpaupack [](https://www.expedia.ca/Hawley-Hotels-2-Bedroom-Condo-Near-Lake-Wallenpaupack.h116593971.Hotel-Information) Hawley [](https://www.expedia.ca/Hawley-Hotels-2-Bedroom-Condo-Near-Lake-Wallenpaupack.h116593971.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37130000/37127300/37127236/1a35dab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37130000/37127300/37127236/1db69ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/38000000/37130000/37127300/37127236/69f035dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/38000000/37130000/37127300/37127236/e8495e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo at Villa Roma Resort, near Resort World Casino, Bethel Woods [](https://www.expedia.ca/Monticello-Hotels-Condo-At-Villa-Roma-Resort.h37127236.Hotel-Information) Callicoon [](https://www.expedia.ca/Monticello-Hotels-Condo-At-Villa-Roma-Resort.h37127236.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69910000/69905200/69905158/17321c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/70000000/69910000/69905200/69905158/cbf6547b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/70000000/69910000/69905200/69905158/w1329h883x0y1-d333a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/70000000/69910000/69905200/69905158/84336316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tanglwood Resort - 1BR/1BA - Right Next to Beautiful Lake Wallenpaupack [](https://www.expedia.ca/Tafton-Hotels-Tanglwood-Resort-1br1ba-Right-Next-To-Beautiful-Lake-Wallenpaupack.h69905158.Hotel-Information) Hawley 10/10 Exceptional (1 review) "Great place to stay. Best bed we’ve ever slept in!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LEONARD B. [](https://www.expedia.ca/Tafton-Hotels-Tanglwood-Resort-1br1ba-Right-Next-To-Beautiful-Lake-Wallenpaupack.h69905158.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573169/96453b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573169/c29f8c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573169/0363afab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, jetted tub, hair dryer, towels](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573169/043f168a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large condo in the Poconos. [](https://www.expedia.ca/Tafton-Hotels-Large-Condo-In-The-Poconos.h78573169.Hotel-Information) Hawley [](https://www.expedia.ca/Tafton-Hotels-Large-Condo-In-The-Poconos.h78573169.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=2026-02-05&endDate=2026-02-06®ionId=553248635976002184&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APART_HOTEL) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highland%2C+New+York%2C+United+States+of+America®ionId=553248635976002184&latLong=41.529846%2C-74.897491&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CONDO) ![](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-Condos.d553248635976002184-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Condos.d553248635976002184-aaCondos.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 "Our stay was great. Clean room and comfortable. Breakfast was a cherry on top. Will stay again. " [](https://expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.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 "Yessss the hotel was great" [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Four Seasons For Fun](https://images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/84504c56_y.jpg) ### Four Seasons For Fun 10/10 Excellent "Great spot" [](https://expedia.ca/Lakeville-Hotels-Four-Seasons-For-Fun.h100655797.Hotel-Information) ![High Point Motel](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a_y.jpg) ### High Point Motel 10/10 Excellent "Impeccable - this is exactly what a motel should be, and what I imagine they felt like in their golden age. Clean, comfortable, convenient and while updated where it makes sense, not cookie cutter but rather a place with its own nod to the regional charm. I'd recommend this place to anyone who appreciates getting what they pay for and more. When friends and family come to visit us in the region, I'll be recommending the motel over hotels in the larger towns." [](https://expedia.ca/Sussex-Hotels-High-Point-Motel.h107253932.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 "Rooms were clean and ready for occupancy " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Cove Haven Resort](https://images.trvl-media.com/lodging/1000000/40000/34700/34685/efde6748_y.jpg) ### Cove Haven Resort 10/10 Excellent "We stayed at the Garden of Eden and we were very happy with the entire setup. We had a nice relaxing stay. It was nice to reconnect with my husband. Will do it again soon. " [](https://expedia.ca/Lakeville-Hotels-Cove-Haven-Resort.h34685.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 everything was great" [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.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 "My wife has issues with febreeze & air fresheners, we have an alert on our reservation for that. Given a room but it still had odor issues. Moved to another room that was great! Kudos to the staff for fixing this issue so quickly" [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.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 "Well the place is clean the most good the staff are awesome. The room perfect, the amenities perfect, breakfast was delicious. The staff are awesome, made me feel right at home away from home. They have a couple of games fitness center too. Highly recommend" [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ## Find out more about Town of Highland ## Town of Highland Condo Rentals information | Number of reviews | | | ----------------- | --------------- | | Accommodation | 5 Condo Rentals | | Lowest Price | | | Highest Price | | ## 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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