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) ![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 # Search Condos Rentals 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 In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-03-27&endDate=2026-03-29&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-Condos.d6069726-aaCondos.Travel-Guide-Accommodation) ## Featured Condo Rentals in Town of Highland ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593968/21c35244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593968/eb5be3bd.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) ![TV](https://images.trvl-media.com/lodging/117000000/116600000/116594000/116593968/eac812fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in 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/117000000/116600000/116594000/116593971/176b1f14.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) ### Condo in Hawley [](https://www.expedia.ca/Hawley-Hotels-2-Bedroom-Condo-Near-Lake-Wallenpaupack.h116593971.Hotel-Information) ![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/38000000/37130000/37127300/37127236/6d054e51.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 in 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69910000/69905200/69905158/w1235h682x0y2-21f7efb8.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/w1492h834x0y2-5174c0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hawley 10/10 Exceptional (1) "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/c29f8c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573169/9f3865cf.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573169/96453b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in 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=2025-12-20&endDate=2025-12-21®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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APART_HOTEL) 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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VILLA) 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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CHALET) 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=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&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 "Friendly staff, and room is big" [](https://expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.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 "The man at check in was just lovely!! Room was clean and quiet. Nice breakfast " [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.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 "I stayed in a clean and spacious corner room with a king bed. Located near a grocery store & shopping plaza off near the highway. Location was useful but not super scenic but close to beautiful areas. Breakfast was good and the dining area was large and had a cozy area to sit with a fireplace. Coffee and tea were available all the time near check in which was nice. " [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![The Bradstan Boutique Hotel](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/a17bcc8b_y.jpg) ### The Bradstan Boutique Hotel 10/10 Excellent "Execellent place people food the only thing was thst we can hear the next door room people talking and their dog barking " [](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.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 "Perfect " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.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 "Excellent " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Hotel Wayne](https://images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "This was the first time returning to my home town and stayed in a hotel as well as my first visit to the Hotel Wayne. The hotel is a historic building and as such does not have an elevator; however, it does have a beautiful wide staircase. I found all of the staff to be extremely friendly and helpful. The Hotel Wayne has has its own restaurant and bar for your relaxation. The bartender, Maggie, was wonderful as were Shelby and Mel. Thank you ladies for allowing me to spend time with you! I miss you already... My room was large, well appointed and clean. It over looked Main Street and the star on Irving Cliff. This was a welcome perspective. If you are looking for a historic place and don't mind not having all of the frills, I highly recommend a stay at the Hotel Wayne." [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.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 "The entire Hotel is super clean, the staff was incredibly friendly. Access to the casino is a very short walk. It was my first time there, I will be back to stay there again. 5 stars ⭐️ ⭐️ ⭐️ ⭐️⭐️ " [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.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 " clean room" [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.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) - 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