Title: Gainesboro Vacation Home Rentals from CA $331: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Gainesboro](https://expedia.ca/Gainesboro-Hotels.d553248635976006643.Travel-Guide-Hotels)[Vacation Rentals in Gainesboro](https://expedia.ca/Gainesboro-Vacation-Rentals.d553248635976006643.Travel-Guide-VacationRentals)[Gainesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Gainesboro.d553248635976006643.Car-Rental-Guide)[Gainesboro Vacation Packages](https://expedia.ca/Gainesboro.d553248635976006643.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Gainesboro 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 [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Gainesboro Vacation Homes ![Smart TV, foosball](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/8a0bbbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/58eee7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/w1049h1392x0y4-94176e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/32fe1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BDR, 3 Full-Bath house in City, 2 living rooms \[3,000 sq. ft.\] - Pet Friendly! Stephens City 9.2/10 Wonderful (7) "Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen W. CA $181 CA $443 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/434a02e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/w1080h1347x0y0-c898c8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/fd32f181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121240000/121236000/121235959/d6aa9b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant 3-bedroom house with AC in Martinsburg Martinsburg CA $154 CA $331 total includes taxes & fees Nov 7 - Nov 8 [](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/123000000/122210000/122209800/122209732/f7551405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122210000/122209800/122209732/3d51cc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122210000/122209800/122209732/bb6139f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122210000/122209800/122209732/938a3500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Cabin with Amazing Views, Hot Tub, Fire Pit and Game Room Perfect for Your Gerrardstown, WV Getaway Gerrardstown CA $325 CA $375 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Gerrardstown-Hotels-Stone-Cabin-With-Amazing-Views.h122209732.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) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/cbf483db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/6b5ccc9e.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) ### Cameron Charmer pristine downtown apt with double master suites Winchester 9.6/10 Exceptional (5) "Nice house in a good central location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitchell V. CA $279 CA $492 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122210000/122208800/122208793/ad979f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122210000/122208800/122208793/ef1e8922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122210000/122208800/122208793/752d44c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/123000000/122210000/122208800/122208793/4236636a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountaintop Cabin with Amazing Views, Hot Tub, Fire Pit and Deck - Surrounded by Nature in Capon Bridge, WV Capon Bridge CA $341 CA $393 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Augusta-Hotels-Mountaintop-Cabin-With-Amazing-Views.h122208793.Hotel-Information) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117780000/117776900/117776821/c424f4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117780000/117776900/117776821/ef0c5732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117780000/117776900/117776821/8fc8d7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/118000000/117780000/117776900/117776821/2d1e8875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Chalet & Luxe Domes Retreat w/Stunning Views Augusta CA $630 CA $1,366 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Augusta-Hotels-Cozy-Chalet-Luxe-Domes-Retreat-WStunning-Views.h117776821.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98350000/98348000/98347963/4035b047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98350000/98348000/98347963/a063966c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98350000/98348000/98347963/5221eb62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98350000/98348000/98347963/4b87767e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House & Cottage in Summit Point - Wild & Wonderful Jefferson County 10/10 Exceptional (3) "The house and cottage are amazing. Kitchen has about everything you need to cook a nice dinner.Bedrooms are spacious and very clean. The property is really nice and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) scott b. [](https://www.expedia.ca/Summit-Point-Hotels-House-Cottage-In-Summit-Point-Wild-Wonderful.h98347963.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=2025-11-20&endDate=2025-11-21®ionId=553248635976006643&adults=2&lodging=VACATION_HOME&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%2FGainesboro-Private-Vacation-Homes.d553248635976006643-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGainesboro-Private-Vacation-Homes.d553248635976006643-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Gainesboro Hotel Reviews ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "It was the cleanest and most friendly place I’ve ever stayed at.The breakfast was amazing the beds were very comfortable hardly any noise just a great place to stay." [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.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 "Great in all ways. Fresh, modern hotel. Big rooms." [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![TRU By Hilton Winchester](//images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg) ### TRU By Hilton Winchester 10/10 Excellent "Gentleman who checked us in was friendly and welcoming and put a smile on our faces. Breakfast is your typical Hotel breakfast." [](https://expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.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 "good breakfast and service. room felt a bit cramped and tv did not work " [](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 "Clean. Comfortable. Nice staff. Breakfast was good. " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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 "XXXX" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Very pleasant and right off the interstate " [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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 room was clean. The staff were courteous. Everything at this hotel was top notch. One of the best hotel stays I've had in a long time." [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Service was great!!" [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ## Find out more about Gainesboro ## Gainesboro Vacation Homes information | Number of reviews | 13 | | --- | --- | | Accommodation | 72 Vacation Homes | | Lowest Price | CA $331 | | Highest Price | CA $1,430 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Old Town Winchester](https://www.expedia.ca/3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Winchester](https://www.expedia.ca/4Star-Winchester-Hotels.s40-0-d6056879.Travel-Guide-Filter-Hotels) - [Hotels near Apple Blossom Mall](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels) - [Inns in Berryville](https://www.expedia.ca/Berryville-Inns.d184082-aaInns.Travel-Guide-Accommodation) - [Apartments in Boyce](https://www.expedia.ca/Boyce-Apartments.d184084-aaApartments.Travel-Guide-Accommodation) - 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