Title: Glengary Vacation Home Rentals from CA $261: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Glengary](https://expedia.ca/Glengary-Hotels.d553248635975866919.Travel-Guide-Hotels)[Vacation Rentals in Glengary](https://expedia.ca/Glengary-Vacation-Rentals.d553248635975866919.Travel-Guide-VacationRentals)[Glengary Car Rentals](https://expedia.ca/Car-Rentals-In-Glengary.d553248635975866919.Car-Rental-Guide)[Glengary Vacation Packages](https://expedia.ca/Glengary.d553248635975866919.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Glengary Vacation Rentals ![](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=553248635975866919&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975866919&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975866919&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975866919&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Glengary Vacation Homes ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w907h683x58y0-b210240b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w904h683x60y0-d58dc19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w905h683x59y0-a003152e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w301h683x362y0-55da1602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Primitive Cozy off grid tiny home with Starlink Great Cacapon 9.8/10 Exceptional (9) "Awesome spot. Highly recommend. " CA $101 CA $261 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Great-Cacapon-Hotels-Primitive-Cozy-Off-Grid-Tiny-Home-With-Starlink.h100457711.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/257ce76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/5fb27894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/ca9e1c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/4a85b170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant 3-bedroom house with AC in Martinsburg Martinsburg CA $153 CA $329 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Martinsburg-Hotels-Pleasant-3-Bedroom-House-With-AC-In-Martinsburg.h121235959.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/122000000/121530000/121521400/121521341/14ab65d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121530000/121521400/121521341/51e088cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121530000/121521400/121521341/43e95e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121530000/121521400/121521341/e4a900b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Fire Pit, Grill, Sleeping Porch & More! Berkeley Springs CA $278 CA $533 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Hot-Tub.h121521341.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90800000/90791800/90791716/c3f31091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90800000/90791800/90791716/0270c5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90800000/90791800/90791716/05ffe1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90800000/90791800/90791716/2677f99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, family-friendly, nature packed getaway Berkeley Springs 9.2/10 Wonderful (19) "Clean, spacious, well equipped." CA $176 CA $381 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Modern.h90791716.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/a4ec224c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/396388c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/cbf483db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/1ca53946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cameron Charmer pristine downtown apt with double master suites Winchester 9.6/10 Exceptional (4) "The home was exactly as advertised! It was also located in a great spot whichbwas within walking distance to many of the Historic District of Downtown Winchester. We will definitely be staying here again!" CA $278 CA $493 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87130000/87127000/87126957/5c4c895c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87130000/87127000/87126957/2999bdae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87130000/87127000/87126957/1fb43274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/88000000/87130000/87127000/87126957/0362e247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Cabin w Hot Tub & Indoor Pool/Gym Access! The Woods 8.6/10 Excellent (10) "We had an amazing stay at your cabin! It was just what we were hoping for. The neighborhood is nicely spread out, giving the kids lots of space to roam and explore. The beds were super comfortable, and the kitchen had everything we needed to cook our meals. Communication with the host was excellent, and we really appreciated the guest passes to the sports center. We’d love to return again soon!" CA $228 CA $451 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hedgesville-Hotels-Modern-Cabin-W-LakeBeach-Access.h87126957.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114850000/114848300/114848224/8417c9ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114850000/114848300/114848224/f9dbad9f.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/115000000/114850000/114848300/114848224/077800ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114850000/114848300/114848224/692467eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Heated Saltwater Pool & Spa through End of October, Cozy Pool & Hot Tub Retreat by Casino Charles Town 9.0/10 Wonderful (2) "Quaint home for a weekend getaway! Exactly as advertised, great communication with host, and the pool & hot tub were clean and in stellar shape. Will definitely schedule another stay in the future!!" CA $183 CA $433 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Charles-Town-Hotels-Cozy-Pool-Hot-Tub-Retreat-By-Casino.h114848224.Hotel-Information) ![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/101000000/100390000/100387700/100387657/5e8a8c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/101000000/100390000/100387700/100387657/198af52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/101000000/100390000/100387700/100387657/668eab93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100390000/100387700/100387657/5aa88796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Beds with Hot Tub, Arcade & Golf Course View The Woods 9.4/10 Exceptional (12) "We had an amazing time celebrating my daughters 13th birthday!! House was very well equipped with everything we needed. The Woods resort amenities were perfect for the girls to have some fun!! The hot tub was a big hit and the host provided excellent communication throughout our stay!! " CA $378 CA $655 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hedgesville-Hotels-King-Beds-With-Hot-Tub.h100387657.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119680000/119672800/119672727/abd50833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119680000/119672800/119672727/69e04f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119680000/119672800/119672727/ff13635b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119680000/119672800/119672727/deb47ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking Berkeley Springs CA $205 CA $580 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Wooded-Retreat.h119672727.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113300000/113293200/113293198/234c6530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113300000/113293200/113293198/438a94fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113300000/113293200/113293198/fe66c550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113300000/113293200/113293198/febbd14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monte Vista-Golf~EV Charger~Pickle Ball Court! Berkeley Springs CA $562 CA $998 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Monte-VistaGolfViewsPS5Sport-CourtEV-ChargerHot-Tub.h113293198.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=2025-10-29&endDate=2025-10-30®ionId=553248635975866919&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%2FGlengary-Private-Vacation-Homes.d553248635975866919-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGlengary-Private-Vacation-Homes.d553248635975866919-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Glengary Hotel Reviews ![The Country Inn of Berkeley Springs](//images.trvl-media.com/lodging/15000000/14720000/14712200/14712158/802b33d4_y.jpg) ### The Country Inn of Berkeley Springs 10/10 Excellent "Helpful front desk, got me in early. Great location in town. " [](https://expedia.ca/Martinsburg-Hotels-The-Country-Inn-Of-Berkeley-Springs.h14712158.Hotel-Information) ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "The breakfast was good and a quiet place to stay " [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Days Inn by Wyndham Charles Town/Harpers Ferry](//images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg) ### Days Inn by Wyndham Charles Town/Harpers Ferry 10/10 Excellent "I" [](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "The entire hotel was exceptionally clean. The room was perfect, very comfortable. The breakfast was great, better than most hotels I have stayed in. Loved being able to make my own waffle and having topping options for the scrambled eggs was a great. The breakfast attendant was very nice. Front desk associate at check in was fantastic, gave us a list of places in Old Town to check out and we loved the restaurant we chose! Great service, clean hotel and we would definitely stay here again! " [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Was just one night with group of friends. Location was great, easy check in and out, good breakfast and comfy beds. Would highly recommend. " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Always a great stay at this hotel. I highly recommend! " [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](//images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "Great stay! Would definitely would stay again!" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "I love this place. Very clean. I've been to many motels in the area and they are horrible, filthy, unkempt properties. Here they have an elevator which is very easy on the legs and arms when getting one's luggage in. Very congenial owner. They don't discriminate against smokers. Other motels in the area put a smoker in rooms that weren't even cleaned. I would recommend this Travel Lodge to all types of guests. Business or leisure." [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Hilton Garden Inn Martinsburg](//images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/4c240ea0_y.jpg) ### Hilton Garden Inn Martinsburg 10/10 Excellent "Clean room, friendly staff" [](https://expedia.ca/Martinsburg-Hotels-Hilton-Garden-Inn-Martinsburg.h15569217.Hotel-Information) ## Find out more about Glengary ## Glengary Vacation Homes information | Number of reviews | 54 | | --- | --- | | Accommodation | 168 Vacation Homes | | Lowest Price | CA $261 | | Highest Price | CA $998 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Aparthotels in Bedington](https://www.expedia.ca/Bedington-Apart-Hotels.d553248635975875967-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Bedington](https://www.expedia.ca/Bedington-Cabins.d553248635975875967-aaCabins.Travel-Guide-Accommodation) - [Lodges in Bedington](https://www.expedia.ca/Bedington-Lodges.d553248635975875967-aaLodges.Travel-Guide-Accommodation) - 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