Title: Town of Highland Cottages from CA $618 | 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-Cottages.d6069726-aaCottages.Travel-Guide-Accommodation) ## Our top choices for Town of Highland cottages ![Exterior](https://images.trvl-media.com/lodging/121000000/120430000/120423100/120423006/492d0e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120430000/120423100/120423006/8b2663d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, paper towels](https://images.trvl-media.com/lodging/121000000/120430000/120423100/120423006/cff2f6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120430000/120423100/120423006/1a220142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 2-bedroom cottage in Wurtsboro [](https://www.expedia.ca/Wurtsboro-Hotels-Fabulous-2-Bedroom-Cottage-In-Wurtsboro.h120423006.Hotel-Information) Wurtsboro 7.0/10 Good (2 reviews) "Except for the Mouse Poison Block my Dog found!Was very upset, first night we were there, and she knew we had a pet coming with us?!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara A. [](https://www.expedia.ca/Wurtsboro-Hotels-Fabulous-2-Bedroom-Cottage-In-Wurtsboro.h120423006.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113250000/113246700/113246700/8f46a9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113250000/113246700/113246700/abc218b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113250000/113246700/113246700/ec3e9f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113250000/113246700/113246700/80d6c2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom cottage near Bethel Woods with WiFi [](https://www.expedia.ca/Highland-Lake-Hotels-Charming-2-Bedroom-Cottage-In-Delightful-Eldred-With-WiFi.h113246700.Hotel-Information) Eldred 9.0/10 Wonderful (2 reviews) "The cottage was cute, but the pool was the selling point. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica D. [](https://www.expedia.ca/Highland-Lake-Hotels-Charming-2-Bedroom-Cottage-In-Delightful-Eldred-With-WiFi.h113246700.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68220000/68216900/68216815/2f547f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/69000000/68220000/68216900/68216815/2a1ec7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/69000000/68220000/68216900/68216815/ffa6fdd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68220000/68216900/68216815/d816bcd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Jacuzzi, Fire Pit and Reading Nook! [](https://www.expedia.ca/Monticello-Hotels-Dahlia-Cottage.h68216815.Hotel-Information) Livingston Manor 9.8/10 Exceptional (27 reviews) "Clean. Find items that make think owner did think thoughtfully what people may forgot and need on their stay. Thank you for that." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvatore M. [](https://www.expedia.ca/Monticello-Hotels-Dahlia-Cottage.h68216815.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60180000/60179500/60179473/3875a64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, music library, stereo](https://images.trvl-media.com/lodging/61000000/60180000/60179500/60179473/23cdd81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, music library, stereo](https://images.trvl-media.com/lodging/61000000/60180000/60179500/60179473/70a5e553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, music library, stereo](https://images.trvl-media.com/lodging/61000000/60180000/60179500/60179473/92cf98ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lazy River Cottage on the Delaware River [](https://www.expedia.ca/Matamoras-Hotels-Lazy-River-Cottage-On-The-Delaware-River.h60179473.Hotel-Information) Matamoras 10/10 Exceptional (167 reviews) "Amazing stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) M S. [](https://www.expedia.ca/Matamoras-Hotels-Lazy-River-Cottage-On-The-Delaware-River.h60179473.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72550000/72544300/72544284/95981efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72550000/72544300/72544284/ac78c09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/73000000/72550000/72544300/72544284/5e1c86f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/73000000/72550000/72544300/72544284/da7e3870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Seasonal Wooded Nature Cottage close to everything [](https://www.expedia.ca/Tafton-Hotels-Warm-Private-Cottage-Comfortable-And-Convenient.h72544284.Hotel-Information) Tafton 10/10 Exceptional (52 reviews) "Host was a great communicator. Loved the fall decor and warm, cozy feel of the cottage." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. [](https://www.expedia.ca/Tafton-Hotels-Warm-Private-Cottage-Comfortable-And-Convenient.h72544284.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/d5ed89f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/1d322732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Living area](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/780cac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/a309408b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hike & Fish: Outdoor Retreat Near Trails [](https://www.expedia.ca/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information) Westbrookville [](https://www.expedia.ca/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22710000/22703400/22703308/c40e582f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/23000000/22710000/22703400/22703308/06e40920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22710000/22703400/22703308/d9d12282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22710000/22703400/22703308/a8290cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perfect Lakeview Retreat [](https://www.expedia.ca/Lakeville-Hotels-The-Perfect-Lakeview-Retreat.h22703308.Hotel-Information) Lakeville 10/10 Exceptional (71 reviews) "Wonderful place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen E. [](https://www.expedia.ca/Lakeville-Hotels-The-Perfect-Lakeview-Retreat.h22703308.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/81000000/80970000/80961000/80960943/e3c43da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/81000000/80970000/80961000/80960943/w3991h2664x5y6-93202a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/81000000/80970000/80961000/80960943/9ff06511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/81000000/80970000/80961000/80960943/62a8b60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Lake Front Cottage [](https://www.expedia.ca/Swan-Lake-Hotels-Charming-Lake-Front-Cottage.h80960943.Hotel-Information) Swan Lake 9.4/10 Exceptional (19 reviews) "We keep coming back - it’s a great place for us to stay for when we are in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Constance G. [](https://www.expedia.ca/Swan-Lake-Hotels-Charming-Lake-Front-Cottage.h80960943.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/fc875783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/10f988b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/eea1892d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/39000000/38230000/38228500/38228409/3bfd13a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House on Spectacular Riverfront Property - Private Access to Delaware River [](https://www.expedia.ca/Monticello-Hotels-Tiny-House-On-Spectacular-Riverfront-Property-Private-Access-To-Delaware-River.h38228409.Hotel-Information) Barryville 9.6/10 Exceptional (39 reviews) "Incredibly small house. Beautiful river view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven F. [](https://www.expedia.ca/Monticello-Hotels-Tiny-House-On-Spectacular-Riverfront-Property-Private-Access-To-Delaware-River.h38228409.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83090000/83087800/83087746/da8eba61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83090000/83087800/83087746/5ccf7c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/84000000/83090000/83087800/83087746/96576ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/84000000/83090000/83087800/83087746/aa7dce5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Wallenpaupack Lake Front Cabin [](https://www.expedia.ca/Lake-Ariel-Hotels-Lake-Wallenpaupack-Lake-Front-Cabin.h83087746.Hotel-Information) Lake Ariel 8.6/10 Excellent (21 reviews) "Great stay. Exactly as described. Very convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ernest K. [](https://www.expedia.ca/Lake-Ariel-Hotels-Lake-Wallenpaupack-Lake-Front-Cabin.h83087746.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93580000/93575500/93575449/5e6af4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/94000000/93580000/93575500/93575449/2324865e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93580000/93575500/93575449/75048714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/94000000/93580000/93575500/93575449/d2947613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy White Lake Home w/ Patio, Deck & Grill! [](https://www.expedia.ca/White-Lake-Hotels-Cozy-White-Lake-Home-W-Patio.h93575449.Hotel-Information) White Lake [](https://www.expedia.ca/White-Lake-Hotels-Cozy-White-Lake-Home-W-Patio.h93575449.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/0776c52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/34455b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/f9b8157b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/3c5591f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15 Mi to Ski Big Bear: Gem w/ Deck & Game Room [](https://www.expedia.ca/Hawley-Hotels-Game-Room-Deck-Group-Getaway-In-The-Poconos.h112600896.Hotel-Information) Hawley 10/10 Exceptional (1 review) "Excellent Vacaciones Places Instagram and Facebook recommended your Property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronny CA $304 CA $740 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Hawley-Hotels-Game-Room-Deck-Group-Getaway-In-The-Poconos.h112600896.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/fe559e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/dad1fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/9612495a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/79030e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Woodstock Scavenger Hunt [](https://www.expedia.ca/Mongaup-Valley-Hotels-Cozy-Cottage-With-Woodstock-Scavenger-Hunt.h117010154.Hotel-Information) Mongaup Valley 10/10 Exceptional (6 reviews) "Great little cottage close to Bethel Woods." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin [](https://www.expedia.ca/Mongaup-Valley-Hotels-Cozy-Cottage-With-Woodstock-Scavenger-Hunt.h117010154.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92270000/92261000/92260939/0a513bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/93000000/92270000/92261000/92260939/w1280h961x0y1-b062fce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92270000/92261000/92260939/52481471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92270000/92261000/92260939/a6eb02fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wally’s Cottage |Hot Tub|Kayaks|Firepit|Fireplace [](https://www.expedia.ca/Hawley-Hotels-Wallys-Cottage-Close-To-Lake-Kayaks-Fire-Pit.h92260939.Hotel-Information) Hawley 9.8/10 Exceptional (48 reviews) "Very fun and beautiful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ally P. CA $327 CA $618 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Hawley-Hotels-Wallys-Cottage-Close-To-Lake-Kayaks-Fire-Pit.h92260939.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w919h683x47y0-1b7c08f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w906h683x59y0-c6be118f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w506h683x259y0-81ebd497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261544/w506h683x259y0-6b740411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hello Small Stone [](https://www.expedia.ca/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information) Middletown 9.6/10 Exceptional (5 reviews) "The house was great. It was nice to sit and relax by the small pond in the back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John H. [](https://www.expedia.ca/Middletown-Hotels-Hello-Small-Stone.h99261544.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33560200/33560170/3ef6032a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33560200/33560170/a6c52502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/34000000/33570000/33560200/33560170/cbbd08a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33560200/33560170/270-e5b7612a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside barn wood cottage just remodeled with all the modern Conveniences! [](https://www.expedia.ca/Greentown-Hotels-Lakeside-Barn-Wood-Cottage-Just-Remodeled-With-All-The-Modern-Conveniences.h33560170.Hotel-Information) Greentown, PA 9.6/10 Exceptional (90 reviews) "It was nice for a weekend get-away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vicki s. [](https://www.expedia.ca/Greentown-Hotels-Lakeside-Barn-Wood-Cottage-Just-Remodeled-With-All-The-Modern-Conveniences.h33560170.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117970000/117962100/117962028/5d5a7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117970000/117962100/117962028/69388627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117970000/117962100/117962028/47fe62cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117970000/117962100/117962028/c6793daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home Theater & Game Room: Home in Glen Wild! [](https://www.expedia.ca/Glen-Wild-Hotels-Play.h117962028.Hotel-Information) Glen Wild 8.0/10 Very good (1 review) "LOVED our stay here, the house was perfect for our family weekend. We hand a few hiccups - no hot water on our first night, but fixed by our second night. And the large drive was full of ice when leaving - no salt or help to get us out - it took us over an hour to get out. It was a small portion of the large drive way was cleared - but it truly wasn't enough & I wish a bag of salt was left at the home for us to use (knowing its the winter). But overall, enjoyed our stay - just wouldn't go back... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ciera [](https://www.expedia.ca/Glen-Wild-Hotels-Play.h117962028.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78330000/78323100/78323049/774d2f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78330000/78323100/78323049/e2a4b5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78330000/78323100/78323049/629164c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, memory foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/79000000/78330000/78323100/78323049/21c5ba52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes! [](https://www.expedia.ca/Smallwood-Hotels-Charming-Cottage-W-A-Jacuzzi.h78323049.Hotel-Information) Monticello 10/10 Exceptional (36 reviews) "Very quiet and peaceful location. It feels like you're right in the middle of nature. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean H. [](https://www.expedia.ca/Smallwood-Hotels-Charming-Cottage-W-A-Jacuzzi.h78323049.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907950/ab0a1c48.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/110000000/109910000/109908000/109907950/w1053h790x0y6-132b21d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907950/4845f284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907950/2191bfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Modern Cabin in the Woods [](https://www.expedia.ca/Lakeville-Hotels-Cozy-Modern-Cabin-In-The-Woods.h109907950.Hotel-Information) Hawley 10/10 Exceptional (6 reviews) "Great property amd location. The kids enjoyed hanging out at the firepit and hammock. Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie G. [](https://www.expedia.ca/Lakeville-Hotels-Cozy-Modern-Cabin-In-The-Woods.h109907950.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98557200/98557172/20f5f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98557200/98557172/c61b29eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98557200/98557172/0e24b051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98557200/98557172/7488a9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World! [](https://www.expedia.ca/Kiamesha-Lake-Hotels-Kiamesha-Lake-Home-W-Deck.h98557172.Hotel-Information) Kiamesha Lake 8.0/10 Very good (1 review) "The home interior was well cared for and updated. There wasn’t any curb appeal as far as landscaping or updating for the yard. The interior was comfortable and home-like with lots of kitchen items supplied. That was nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelley [](https://www.expedia.ca/Kiamesha-Lake-Hotels-Kiamesha-Lake-Home-W-Deck.h98557172.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-Cottages.d553248635976002184-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Cottages.d553248635976002184-aaCottages.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 Cottages information | Number of reviews | 572 | | ----------------- | ------------ | | Accommodation | 155 Cottages | | Lowest Price | CA $618 | | Highest Price | CA $740 | ## 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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