Title: Howardsville Vacation Home Rentals from CA $343: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Howardsville](https://expedia.ca/Howardsville-Hotels.d3000355160.Travel-Guide-Hotels)[Vacation Rentals in Howardsville](https://expedia.ca/Howardsville-Vacation-Rentals.d3000355160.Travel-Guide-VacationRentals)[Howardsville Car Rentals](https://expedia.ca/Car-Rentals-In-Howardsville.d3000355160.Car-Rental-Guide)[Howardsville Vacation Packages](https://expedia.ca/Howardsville.d3000355160.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) # Howardsville 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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000355160&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 two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000355160&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000355160&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000355160&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Howardsville Vacation Homes ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103170000/103166000/103165960/59b2fe3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103170000/103166000/103165960/4cf77170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/104000000/103170000/103166000/103165960/b12bb723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103170000/103166000/103165960/1a04761a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews Nellysford 10/10 Exceptional (5) "We had a brief stay but it had all the amenities we needed and was very clean and welcoming. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grace E. CA $147 CA $416 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Nellysford-Hotels-NEWTucked-Inn-Upper-Unit-151-Getaway.h103165960.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112240000/112238900/112238856/1b643b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112240000/112238900/112238856/68f1d283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112240000/112238900/112238856/947861de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112240000/112238900/112238856/0427f634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin w/ Hot Tub | State Park | Near Lake Appomattox 10/10 Exceptional (11) "Nice quiet cabin, wish we could have booked it longer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. CA $166 CA $343 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Appomattox-Hotels-Cozy-Cabin-W-Hot-Tub-State-Park-Near-Lake.h112238856.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96470000/96464600/96464523/w714h480x0y0-618651dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96470000/96464600/96464523/7f79c359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96470000/96464600/96464523/7597a02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96470000/96464600/96464523/efe1f86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverview Cabin on the James Cumberland County 9.6/10 Exceptional (20) "Cabin was clean and well kept. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ricardo S. CA $201 CA $410 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Riverview-Cabin-Amazing-Views.h96464523.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/9f1542d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/4fecfa8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/7825e3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/2c0e912e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillside Haven: Modern Retreat, Mountain Views Faber 10/10 Exceptional (30) "Fantastic property with all the amenities near UVA, and lots of wineries." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) roberto c. CA $250 CA $588 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/881cb7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/6614261a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/76c7dd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/fd8f2ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Bungalow 30 minutes from Wintergreen Roseland 10/10 Exceptional (14) "Great stay! Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $133 CA $346 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Roseland-Hotels-Historic-Bungalow-30-Minutes-From-Wintergreen.h88369669.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/d2e674f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/4d8bd641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/63098aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/a82e2e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tucked Inn: Lower Unit - NEW Nelson Co Getaway Nellysford CA $140 CA $408 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Nellysford-Hotels-Tucked-Inn-Lower-Unit-NEW-Nelson-Co-Getaway.h107019915.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/fde6c4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/b7dbe651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/958e13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/dfb9c79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub | Fire Pit | River | State Park | King Bed Wingina 10/10 Exceptional (4) "Hygge House was very clean and a refreshing stay! Hot tub was relaxing. Overall, a beautiful and restful retreat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candy H. CA $150 CA $417 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Wingina-Hotels-Hot-Tub-Fire-Pit-River-State-Park-King-Bed.h112550097.Hotel-Information) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w505h683x260y0-05167a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w906h683x59y0-96d4c6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w906h683x59y0-b340732b.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/93000000/92890000/92883900/92883873/w505h683x260y0-19330ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country small two bedroom home. Roseland 9.8/10 Exceptional (17) "Lovely cozy place in the mountains, we had a total blast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prabir CA $189 CA $346 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Roseland-Hotels-Cozy-Country-Small-Two-Bedroom-Home.h92883873.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78770000/78766900/78766891/a365cd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78770000/78766900/78766891/29d9b395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, stereo](https://images.trvl-media.com/lodging/79000000/78770000/78766900/78766891/ec8d98b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78770000/78766900/78766891/fdf29ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views Afton 10/10 Exceptional (19) "Great little spot, close to main road, near many of the 151 breweries. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff K. CA $227 CA $639 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Afton-Hotels-New-Peaceful-Retreat-WMtn-Views.h78766891.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70430000/70420900/70420899/074dfa7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/71000000/70430000/70420900/70420899/bd5326d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/71000000/70430000/70420900/70420899/5fea8529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70430000/70420900/70420899/65bdb166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Farmhouse - Mountain Views off Route 151 Afton 9.8/10 Exceptional (26) "We enjoyed the Mountain View and the comfortable accommodations. The kitchen was well equipped and our stay was delivered delightful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz B. CA $223 CA $633 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Afton-Hotels-Afton-Farmhouse-Mountain-Views-Off-Route-151.h70420899.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/711d6b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/aabdc1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/c893d39d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/c8e58b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking. Wintergreen Resort 10/10 Exceptional (24) "A wonderful property to see mountain views and visit the surrounding area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peggy B. CA $147 CA $457 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/b49906d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/197da521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/750fbb35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/f29177b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Glass & Pine" Home close to Bold Rock & Vineyards Nellysford 10/10 Exceptional (2) CA $259 CA $562 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89660000/89654400/89654363/36806e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89654400/89654363/w901h683x61y0-df38e0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/90000000/89660000/89654400/89654363/f7661b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89660000/89654400/89654363/w903h683x60y0-698aef97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains Afton 10/10 Exceptional (9) "Boogie Nights was a unique home with us finding something new to talk and laugh about everyday. It gave us the space we needed for seven adults to spread out but also come together in the large living room. I highly recommend staying here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) melissa s. CA $251 CA $588 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Afton-Hotels-Boogie-Nights-Manor-On-VAs-Brew-Ridge-Trail-Nestled-In-The-Blue-Ridge-Mountains.h89654363.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/add548d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/f9b08921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/264d8a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/57b1d668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 BR cabin mins to trails & breweries pets welcome Chestnut Springs 9.6/10 Exceptional (28) "Perfect location and a great house " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan M. CA $301 CA $866 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/6703de10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/0197d413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/e2360eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/3eb2493c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Distinguished Squirrel Chalet walking distance Treeloft 9.8/10 Exceptional (7) "The house was beautiful and well stocked. The owner thought of everything and all the light switches were labeled which helped a lot. All of the appliances were top notch and the Keurig coffee maker had everything that was needed. Beds were very comfortable and each room had its own thermostat. Overall, excellent stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen d. CA $273 CA $622 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Nellysford-Hotels-The-Distinguished-Squirrel-Chalet-Walking-Distance.h112532111.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/14bdbcd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/3e6937f7_edited_3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/552c6adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/d5803f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven! Nellysford 10/10 Exceptional (4) "We really enjoyed our stay! The home was amazing and very well appointed. We enjoyed local breweries and hiking!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel F. CA $420 CA $1,101 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Nellysford-Hotels-Spacious-5-Bedroom-Modern-Home-With-Mountain-Views-Galore-Sauna-EV-Charger.h111999850.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/a15eafd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/7b798769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/9b156d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/b6178f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious + Serene Mtn Top Escape, 4 En Suites Wintergreen Resort 10/10 Exceptional (46) "Amazing stay for nelson 151 trip for Birthday. Owners are amazing communication was easy and quick. Property is beautiful and very well maintained. We will be staying here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DANIEL H. CA $253 CA $680 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Nellysford-Hotels-Spacious-Serene-Mtn-Top-Escape.h88074679.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113330000/113326000/113325942/03788673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113330000/113326000/113325942/bcfbf708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113330000/113326000/113325942/d8860413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113330000/113326000/113325942/f63f0912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pickleball | Sleeps 14 | 151 Brew Trail | Firepit Nellysford 10/10 Exceptional (1) "This property is beautiful and the house was better than it appears in photos. Plenty of space for the 7 of us that stayed there to have our own space as well as gather together. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin F. CA $299 CA $668 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Nellysford-Hotels-Sleeps-14-151-Brew-Trail-Game-RM-Firepit.h113325942.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111700000/111698700/111698699/ac703582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111700000/111698700/111698699/860ce0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111700000/111698700/111698699/ada6fd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111700000/111698700/111698699/fdcdae1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faber Farmhouse: Hot Tub Near & Wineries/Breweries Faber 10/10 Exceptional (3) "We enjoyed everything about this home!!Clean, new looking, beautifully decorated, comfortable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin J. CA $334 CA $820 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Faber-Hotels-Faber-Farmhouse-Hot-Tub-Near-WineriesBreweries.h111698699.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/d4b66a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/8ca22e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/dba9787a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/23743ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Ridge Retreat - Family Home Pedlars Edge CA $396 CA $785 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Ridge-Retreat-Family-Home.h120101948.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=2025-11-06&endDate=2025-11-07®ionId=3000355160&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%2FHowardsville-Private-Vacation-Homes.d3000355160-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHowardsville-Private-Vacation-Homes.d3000355160-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Howardsville Hotel Reviews ![Wintergreen. Sunset Vista Villa - Sea of Mountains](//images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/3c2ad4b6_y.jpg) ### Wintergreen. Sunset Vista Villa - Sea of Mountains 10/10 Excellent "Nice property. Smartly decorated. Clean. Well stocked. Fireplace works well, views are great. Spacious and comfortable. The host is a great communicator. Thanks for having us!" [](https://expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Sleep Inn & Suites Monticello](//images.trvl-media.com/lodging/1000000/910000/904300/904279/696b9a0f_y.jpg) ### Sleep Inn & Suites Monticello 10/10 Excellent "From the moment we checked in until we left was great. Front desk was so kind and very helpful, our room was clean and very spacious, the bed was very comfortable. Coffee and food was very good and well kept up " [](https://expedia.ca/Charlottesville-Hotels-Sleep-Inn-Suites-Monticello.h904279.Hotel-Information) ![Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! ](//images.trvl-media.com/lodging/31000000/30510000/30501600/30501528/922abceb_y.jpg) ### Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! 10/10 Excellent "This was my fourth stay in this Vistas condo and it is always clean and comfortable with incredible views and everything you need for a perfect stay. LOVE IT EVERY TIME and will be back!" [](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes](//images.trvl-media.com/lodging/91000000/90700000/90696000/90695995/725e9324_y.jpg) ### Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes 10/10 Excellent "Three best friends came for a weekend get away. We enjoyed the quiet and comfortable condo. It was a great time to relax, sit by the fire, play games and enjoy friendship. " [](https://expedia.ca/Nellysford-Hotels-Rosies-Retreat-Condo-In-Wintergreen-Resort-3BR3B.h90695995.Hotel-Information) ![Charming Historic Carriage House Studio Apartment](//images.trvl-media.com/lodging/119000000/118720000/118718900/118718805/2be41903_y.jpg) ### Charming Historic Carriage House Studio Apartment 10/10 Excellent "Great stay! The host was very nice and accommodating. Property is close to everything in the city and the wineries in the country. Would definitely stay there again! " [](https://expedia.ca/Charlottesville-Hotels-Charming-Historic-Carriage-House-Studio-Apartment.h118718805.Hotel-Information) ![The Crossroads Inn](//images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/88d796ff_y.jpg) ### The Crossroads Inn 10/10 Excellent "Beautiful suite (Roosevelt). Very comfortable bed and wonderful bedlinen. Great facilities such as fridge with waters, wine glasses, ice bucket. In dining room access to coffee, different teas. Matt, the manager was very friendly and informative. We arrived much earlier than scheduled check in but Matt was very accommodating and let us into our room & informed the staff at the neighbouring vineyard we were en route for our late lunch. All in all a wonderful stay and we would gladly stay again. " [](https://expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.Hotel-Information) ![Afton Mountain Inn](//images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/a8c9acaf_y.jpg) ### Afton Mountain Inn 10/10 Excellent "This property was quiet and had great outdoor spaces Nicely renovated interior. Thoughtful details to make stay pleasant. Nice break from traditional hotels. " [](https://expedia.ca/Afton-Hotels-Afton-Mountain-Inn.h26679424.Hotel-Information) ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](//images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/f4cdee3d_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "Was the perfect place for us! Loved that there was a fireplace, made it super cozy! " [](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort](//images.trvl-media.com/lodging/119000000/118930000/118927400/118927334/3fa11b26_y.jpg) ### NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort 10/10 Excellent "We had a fabulous stay at Warren’s Woods! The location of the house is perfectly situated within Wintergreen, a short walk or drive to hiking and the main resort facilities. We enjoyed the hot tub and wood burning fireplace. The kitchen was very well stocked and the layout of the house was great for 2 families. We’ll be back! 5 stars! " [](https://expedia.ca/Nellysford-Hotels-NEW-Warrens-Woods-Spacious-5-Bedroom-House-In-Fantastic-Wintergreen-Resort.h118927334.Hotel-Information) ## Find out more about Howardsville ## Howardsville Vacation Homes information | Number of reviews | 257 | | --- | --- | | Accommodation | 264 Vacation Homes | | Lowest Price | CA $343 | | Highest Price | CA $1,103 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [Arrington Hotels](https://www.expedia.ca/Arrington-Hotels.d6337982.Travel-Guide-Hotels) - [Guest Houses in Arvonia](https://www.expedia.ca/Arvonia-Guest-Houses.d3000355001-aaGuestHouses.Travel-Guide-Accommodation) - [Arvonia Hotels](https://www.expedia.ca/Arvonia-Hotels.d3000355001.Travel-Guide-Hotels) - [Hotels near Blenheim Vineyards](https://www.expedia.ca/Blenheim-Vineyards-Hotels.0-l6082905-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Browntown](https://www.expedia.ca/Browntown-Apart-Hotels.d553248635975847852-aaApartHotels.Travel-Guide-Accommodation) - 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