Title: Highland Cottages from CA $307 | Expedia.ca [Hotels in Highland](https://expedia.ca/Highland-Hotels.d115050.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.ca/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.ca/Highland.d115050.Destination-Travel-Guides) ![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Allison Alano Flores ![](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=115050&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 two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highland cottages ![Exterior](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/w1287h838x1y0-d9ab4558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/446f5ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/966dbd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109790000/109781600/109781517/c3a6ab07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston [](https://www.expedia.ca/Kingston-Hotels-Private-In-Nature-Upstate-Rustic-Kapitans-Cottage-Pet-Friendly.h109781517.Hotel-Information) Kingston 9.6/10 Exceptional (9 reviews) "We had a great time. Place is convenient located in proximity of Rosendale and Kingston " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol N. CA $165 CA $454 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Kingston-Hotels-Private-In-Nature-Upstate-Rustic-Kapitans-Cottage-Pet-Friendly.h109781517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/dabdeda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/7cf93160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4fbee988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cd189b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks [](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information) Kerhonkson 9.4/10 Exceptional (12 reviews) "Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick S. CA $150 CA $307 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/82fe8688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/5d0b5fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/98243311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) woodstock 9.0/10 Wonderful (46 reviews) "This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. CA $250 CA $412 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/7aab2f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/d69fffd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/1ff68e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/675c08d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Couples Spa Sanctuary with HotTub! [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Cottage-W-Hot-Tub.h76560497.Hotel-Information) Kerhonkson 9.2/10 Wonderful (9 reviews) "The Host was very communicative & showed great hospitality. The cottage was cozy & had all we needed. Great secluded quiet area to relax & close to restaurant/coffee shop. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth G. CA $265 CA $758 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Cottage-W-Hot-Tub.h76560497.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=2026-01-27&endDate=2026-01-28®ionId=115050&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%2FHighland-Cottages.d115050-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighland-Cottages.d115050-aaCottages.Travel-Guide-Accommodation) ## Top Highland Hotel Reviews ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Great front desk assistant. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "Easy parking, check-in. Nice rooms" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Homewood Suites by Hilton Poughkeepsie](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg) ### Homewood Suites by Hilton Poughkeepsie 10/10 Excellent "We had a well appointed king room with great amenities. All the comforts you would expect from a suite." [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Excellent " [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Our stay was wonderful, and its always our go-to hotel when we are in the area and need a place to stay. The only comment was that the tub was super slippery without some type of bathmat in the bottom, as we almost had serious falls because of it. But that was the only thing, everything else was great. " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott 10/10 Excellent "." [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 10/10 Excellent "Nothing to complain about " [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The staff was extremely friendly!" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "love the breakfast and the room" [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ## Find out more about Highland ## Highland Cottages information | Number of reviews | 68 | | ----------------- | ------------ | | Accommodation | 118 Cottages | | Lowest Price | CA $307 | | Highest Price | CA $758 | ## Frequently asked questions ### Why book your cottage in Highland with Expedia? ### How can I find cheap cottages in Highland? ### What is there to do in Highland near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Poughkeepsie ](https://www.expedia.ca/5Star-Poughkeepsie-Hotels.s50-0-d6056317.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Arlington ](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Hotels-With-Free-Parking.0-n553248634999048383-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arlington ](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Luxury-Hotel.0-n553248634999048383-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Arlington ](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Wedding-Hotels.0-n553248634999048383-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Bardavon 1869 Opera House ](https://www.expedia.ca/Bardavon-1869-Opera-House-Hotels.0-l6093749-0.Travel-Guide-Filter-Hotels) - [Hotels near Culinary Institute of America ](https://www.expedia.ca/Culinary-Institute-Of-America-Hotels.0-l6093745-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Town of Lloyd ](https://www.expedia.ca/Destinations-In-Town-Of-Lloyd-Cheap-Hotels.0-0-d553248635976002137-tCheapHotels.Hotel-Filter-Destinations) - [Town of Lloyd Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-Lloyd.d553248635976002137.Hotel-Destinations) - [B&B in Fairview ](https://www.expedia.ca/Fairview-Bed-And-Breakfast.d553248634999149958-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Fairview ](https://www.expedia.ca/Fairview-Chalets.d553248634999149958-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Fairview ](https://www.expedia.ca/Fairview-Guest-Houses.d553248634999149958-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fairview ](https://www.expedia.ca/Fairview-Holiday-Parks.d553248634999149958-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Fairview ](https://www.expedia.ca/Fairview-Hotels-Cheap-Hotels.0-0-d553248634999149958-tCheapHotels.Travel-Guide-Filter-Hotels) - [Fairview Hotels ](https://www.expedia.ca/Fairview-Hotels.d553248634999149958.Travel-Guide-Hotels) - [Inns in Fairview ](https://www.expedia.ca/Fairview-Inns.d553248634999149958-aaInns.Travel-Guide-Accommodation) - [Lodges in Fairview ](https://www.expedia.ca/Fairview-Lodges.d553248634999149958-aaLodges.Travel-Guide-Accommodation) - [Resorts in Fairview ](https://www.expedia.ca/Fairview-Resort-Hotels.d553248634999149958-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Franklin D. 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