Title: Top Guest Houses in Town of Highlands in 2025 | Expedia.ca [Town of Highlands Hotels](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Hotel-Destinations)[Vacation Rentals in Town of Highlands](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Vacation-Rental-Destinations)[Town of Highlands Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Car-Rental-Destinations)[Town of Highlands Vacations](https://expedia.ca/Town-Of-Highlands.d553248635976002149.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/61740e0ab5bcc439bc35d6aac5a94e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Town of Highlands ## 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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Highlands ![](https://mediaim.expedia.com/destination/1/d0cc470cce0c12eec31b3f6f28539bc4.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Point [](https://expedia.ca/West-Point-Guest-Houses.d9700-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/0dd0b78def315096bc47a57bca0e3daf.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Highland Falls [](https://expedia.ca/Highland-Falls-Guest-Houses.d9540-aaGuestHouses.Travel-Guide-Accommodation) ## Featured Guest Houses in Town of Highlands ![Apartment, Private Bathroom](https://images.trvl-media.com/lodging/109000000/108520000/108513700/108513666/7de4689a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom | Balcony view](https://images.trvl-media.com/lodging/109000000/108520000/108513700/108513666/2ec0ec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108520000/108513700/108513666/9b4b7fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom | Private kitchen](https://images.trvl-media.com/lodging/109000000/108520000/108513700/108513666/720cea79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heritage House New Hampton 10/10 Exceptional (1) "Was in a nice old house" [](https://www.expedia.ca/New-Hampton-Hotels-Heritage-House.h108513666.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/ffbf4c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w507h683x259y0-b083950f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w1018h683x3y0-f82b1196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w508h683x258y0-89799b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. Brewster 10/10 Exceptional (12) "My girlfriend and I had a lovely stay at this cottage, very cozy in the wintertime with great natural light and lakeside views. Breakfast was excellent, Orestes was very hospitable and kept a very clean place. Loved the fireplace and proximity to nearby Beacon. Would absolutely stay again! Perfect getaway from the city." [](https://www.expedia.ca/Brewster-Hotels-The-Cottage-By-The-Lake-Hudson-Valley-Indulgence.h100698173.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/27000000/26520000/26518400/26518341/4c3f3d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/27000000/26520000/26518400/26518341/1d7c213c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/27000000/26520000/26518400/26518341/c1ca9326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26520000/26518400/26518341/4ad10327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming house surrounded lakes and the fresh air of the mountains Monroe 9.6/10 Exceptional (19) "This property fit the Bill perfectly for what we needed. We really appreciate the available amenities, making our family feel at home and at ease." [](https://www.expedia.ca/Monroe-Hotels-Charming-House-Surrounded-Lakes-And-The-Fresh-Air-Of-The-Mountains.h26518341.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601500/6ac64716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601500/70141443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601500/d7ca0c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601500/66891db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mary Mills Room New Hampton [](https://www.expedia.ca/New-Hampton-Hotels-Mary-Mills-Room.h108601500.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601498/8b4a97a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601498/5ace0c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601498/51fafb50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108610000/108601500/108601498/aab42f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Susan Murray Room New Hampton [](https://www.expedia.ca/New-Hampton-Hotels-Susan-Murray-Room.h108601498.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=2025-10-27&endDate=2025-10-28®ionId=553248635976002149&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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-Highlands-Guest-Houses.d553248635976002149-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highlands-Guest-Houses.d553248635976002149-aaGuestHouses.Travel-Guide-Accommodation) ## Top Town of Highlands Hotel Reviews ![Hampton Inn & Suites Mahwah](//images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Close EV charging and parking. Staff was friendly and helpful." [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "The stay was great. Front desk was super friendly. " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Clean comfortable room. Bed was very comfortable. Hotel was quiet " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The staff were extraordinary. From the moment we arrived to the moment we departed they were friendly, attentive to our needs and helpful with suggestions for a local restaurant that we could walk to (excellent Peruvian food!), to pouting out the freshly baked cookies and refreshed coffee and tea in the afternoon (we would have walked right past and the "pick me up" was just what we needed after a long day of travel. Claire, who works the evening shift, was especially helpful. Our room was clean and quiet although the bathroom was a bit dated. All in all we were delighted." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "AC works✅ Heat works✅ Hot water✅ Clean room✅" [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](//images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "I stay here whenever I’m in town and love this hotel excellent customer service nice clean and very comfortable!" [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Sleepy Hollow Hotel](//images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a_y.jpg) ### Sleepy Hollow Hotel 10/10 Excellent "It was a convenient place to stay." [](https://expedia.ca/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information) ![Hampton Inn Nanuet](//images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Location " [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Marriott Park Ridge](//images.trvl-media.com/lodging/1000000/30000/26100/26056/80d2d244_y.jpg) ### Marriott Park Ridge 10/10 Excellent "The property is beautifully landscaped." [](https://expedia.ca/Park-Ridge-Hotels-Marriott-Park-Ridge.h26056.Hotel-Information) ## Find out more about Town of Highlands ## Town of Highlands Guest Houses information | Number of reviews | 12 | | --- | --- | | Accommodation | 5 Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in West Point](https://www.expedia.ca/5Star-West-Point-Hotels.s50-0-d9700.Travel-Guide-Filter-Hotels) - [Farmstay in Bear Mountain](https://www.expedia.ca/Bear-Mountain-Agritourism.d183639-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bear Mountain](https://www.expedia.ca/Bear-Mountain-Apart-Hotels.d183639-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bear Mountain](https://www.expedia.ca/Bear-Mountain-Bed-And-Breakfast.d183639-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bear Mountain](https://www.expedia.ca/Bear-Mountain-Chalets.d183639-aaChalets.Travel-Guide-Accommodation) - 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