Title: Town of Highland Villas from CA $1,969 | 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 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2026-05-29&endDate=2026-05-31&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 ![Barryville, New York](https://images.trvl-media.com/place/6069726/5af18903-fe76-4a6e-b144-ff203490f6ee.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Barryville [](https://expedia.ca/Barryville-Villas.d6069726-aaVillas.Travel-Guide-Accommodation) ## Our top choices for Town of Highland villas ![Exterior](https://images.trvl-media.com/lodging/122000000/121960000/121957600/121957545/562cfabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121960000/121957600/121957545/c14b6449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121960000/121957600/121957545/c6395ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121960000/121957600/121957545/470e24b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks [](https://www.expedia.ca/Woodridge-Hotels-Lakefront-Paradise-WPool.h121957545.Hotel-Information) Woodridge [](https://www.expedia.ca/Woodridge-Hotels-Lakefront-Paradise-WPool.h121957545.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109330000/109322100/109322086/06e16e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109330000/109322100/109322086/21bc6122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109330000/109322100/109322086/w1200h797x0y7-179111e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/110000000/109330000/109322100/109322086/w1200h797x0y7-9e1b6c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 BR Luxury Escape with Hot Tub, Home Theater, Arcade, Min from Lake & Slopes [](https://www.expedia.ca/Tafton-Hotels-5-BR-Luxury-Escape-With-Hot-Tub.h109322086.Hotel-Information) Tafton 10/10 Exceptional (3 reviews) "The house is beautiful and has a lot of amenities for kids and adults. The host was incredibly responsive and helpful throughout our trip. We would definitely recommend this rental to anyone looking for a relaxing vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ashwini r. CA $972 CA $1,969 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Tafton-Hotels-5-BR-Luxury-Escape-With-Hot-Tub.h109322086.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87800000/87796500/87796499/b55b1976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/88000000/87800000/87796500/87796499/f1fad3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/88000000/87800000/87796500/87796499/9b721197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87800000/87796500/87796499/b034fa5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More! [](https://www.expedia.ca/Monticello-Hotels-Amazing-Villa-Indoor-Hotub.h87796499.Hotel-Information) Monticello 9.4/10 Exceptional (35 reviews) "We have gone back to this location three times because it's an excellent value with many bedrooms for our large group. The property manager was very responsive to any needs during our stay. The kitchen might use an upgrade, but the rest of the property is very good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph M. [](https://www.expedia.ca/Monticello-Hotels-Amazing-Villa-Indoor-Hotub.h87796499.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118210000/118202400/118202388/04aeacff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/119000000/118210000/118202400/118202388/22f355bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118210000/118202400/118202388/790ae44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118210000/118202400/118202388/de139855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 8BR Catskills Cabin w/ Game Room & Deck [](https://www.expedia.ca/Rock-Hill-Hotels-Spacious-8BR-Catskills-Cabin-W-Game-Room-Deck.h118202388.Hotel-Information) Rock Hill [](https://www.expedia.ca/Rock-Hill-Hotels-Spacious-8BR-Catskills-Cabin-W-Game-Room-Deck.h118202388.Hotel-Information) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546700/93546625/4cf8c735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546700/93546625/1d3b09b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546700/93546625/e7a1c85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546700/93546625/e67c6ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mi to Lake Wallenpaupack: Spacious Poconos Villa [](https://www.expedia.ca/Hawley-Hotels-Spacious-Hawley-Villa-Near-Lake-Wallenpaupack.h93546625.Hotel-Information) Hawley [](https://www.expedia.ca/Hawley-Hotels-Spacious-Hawley-Villa-Near-Lake-Wallenpaupack.h93546625.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103830000/103822400/103822375/586007df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103830000/103822400/103822375/2a44c09c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/104000000/103830000/103822400/103822375/31a2603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/104000000/103830000/103822400/103822375/1eeebfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Lakefront Hideaway with Hot Tub & Kayaks [](https://www.expedia.ca/Forestburgh-Hotels-A-Private-Luxury-Lakefront-Home.h103822375.Hotel-Information) Forestburgh 5.0/10 (2 reviews) [](https://www.expedia.ca/Forestburgh-Hotels-A-Private-Luxury-Lakefront-Home.h103822375.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92960000/92952600/92952561/04a22a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92960000/92952600/92952561/0bf9f9d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92960000/92952600/92952561/b95b21d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92960000/92952600/92952561/95b0a2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wally\`s Compound | Rent 3 Adjacent Properties! [](https://www.expedia.ca/Hawley-Hotels-Wallys-Compound-Family-ParadiseCentralUpdated.h92952561.Hotel-Information) Hawley [](https://www.expedia.ca/Hawley-Hotels-Wallys-Compound-Family-ParadiseCentralUpdated.h92952561.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75720000/75712500/75712488/1e261736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75720000/75712500/75712488/w903h683x60y0-42c6df85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, video library](https://images.trvl-media.com/lodging/76000000/75720000/75712500/75712488/5f7e07d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/76000000/75720000/75712500/75712488/5bb80a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountaintop home w/ 4 bedroom 6 beds 2 kitchen & 2 full bathroom [](https://www.expedia.ca/Honesdale-Hotels-Mountaintop-Home-W-4-Bedroom-6-Beds-2-Kitchen-2-Full-Bathroom.h75712488.Hotel-Information) Honesdale [](https://www.expedia.ca/Honesdale-Hotels-Mountaintop-Home-W-4-Bedroom-6-Beds-2-Kitchen-2-Full-Bathroom.h75712488.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122130000/122122800/122122766/aa52c219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/123000000/122130000/122122800/122122766/6b44f0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122122800/122122766/34fae494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122130000/122122800/122122766/54543f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake [](https://www.expedia.ca/Middletown-Hotels-Pinnacle-Pointe-By-Relaxtay-600-Acre-Private-Luxury-Estate-With-Spa.h122122766.Hotel-Information) Middletown [](https://www.expedia.ca/Middletown-Hotels-Pinnacle-Pointe-By-Relaxtay-600-Acre-Private-Luxury-Estate-With-Spa.h122122766.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=2026-02-18&endDate=2026-02-19®ionId=553248635976002184&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=APART_HOTEL) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=APARTMENT) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=VILLA) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=CABIN) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=CONDO) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=COTTAGE) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=VACATION_HOME) 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=2026-05-05&d1=2026-05-05&endDate=2026-05-08&d2=2026-05-08&lodging=CHALET) ![](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-Villas.d553248635976002184-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Villas.d553248635976002184-aaVillas.Travel-Guide-Accommodation) ## Top Town of Highland Hotel Reviews ![Cove Haven Resort](https://images.trvl-media.com/lodging/1000000/40000/34700/34685/efde6748_y.jpg) ### Cove Haven Resort 10/10 Excellent "It was the setting. While I’m not into Hallmark movies, my wife very much is and we both referenced that throughout our stay. The staff was amazing, the fact that the deer in the area are so calm and feed is readily available at the gift shop helped my wife feel like a Disney princess. The events and amenities work well to have a full day without leaving the campus. A favorite of mine was talking to an old gentleman in the Blizzard lounge while playing checkers with my wife and just sharing life stories. It was cozy and we are definitely coming back in the future. It was worth the cost (we had a pool in our room!). We are already talking with my brother and his wife about dueling couples next time. Amazing stay. Definitely recommend!" [](https://expedia.ca/Lakeville-Hotels-Cove-Haven-Resort.h34685.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 "Yes " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.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 "Staff was great " [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Ledges Hotel](https://images.trvl-media.com/lodging/6000000/5330000/5320100/5320032/7e678dea_y.jpg) ### Ledges Hotel 10/10 Excellent "Beautiful setting. The Lounge area and fireplace were perfect for a winter stay. The history of the building gave it an extra layer of interest. The rooms were unique, a nice mix of modern industrial and comfort. The bar and restaurant were fantastic, loved the view of the snowy waterfall. We’d love to return in the warmer weather to enjoy the outdoor decks. " [](https://expedia.ca/Hawley-Hotels-Ledges-Hotel.h5320032.Hotel-Information) ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "School trip. Got my own room " [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![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) ![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) ![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) ![Hampton Inn Matamoras/Milford](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092_y.jpg) ### Hampton Inn Matamoras/Milford 10/10 Excellent "Very good as usual 👌 " [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ## Find out more about Town of Highland ## Town of Highland Villas information | Number of reviews | 39 | | ----------------- | --------- | | Accommodation | 9 Villas | | Lowest Price | CA $1,969 | | Highest Price | CA $1,969 | ## Explore a world of travel with Expedia - 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