Title: Greenwood Vacation Home Rentals from CA $160: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Greenwood](https://expedia.ca/Greenwood-Hotels.d6353665.Travel-Guide-Hotels)[Vacation Rentals in Greenwood](https://expedia.ca/Greenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals)[Things to do in Greenwood](https://expedia.ca/Things-To-Do-In-Greenwood.d6353665.Travel-Guide-Activities)[Greenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide)[Greenwood Vacation Packages](https://expedia.ca/Greenwood.d6353665.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e96cb12bad892ab800a0c062fde27a98.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karyn Leary # Greenwood 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=6353665&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Greenwood Vacation Homes ![Interior](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/e98a6b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/f8c788a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/7c2e5c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/921c0c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed! Waynesboro 10/10 Exceptional (19) "Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $138 CA $239 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Waynesboro-Hotels-The-Loriann.h71112269.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109020000/109010600/109010575/4892727b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109020000/109010600/109010575/3cf641e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109020000/109010600/109010575/97c5d025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109020000/109010600/109010575/bcb09297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westerly Haven B: Walk to Scott Stadium! Jefferson Park Avenue 10/10 Exceptional (4) "Was a great place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tripp C. CA $223 CA $538 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Charlottesville-Hotels-Westerly-Haven-B-Walk-To-Scott-Stadium.h109010575.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74770000/74764700/74764617/0a85f0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74770000/74764700/74764617/4bc3d60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/75000000/74770000/74764700/74764617/fde7600a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74770000/74764700/74764617/825762d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rugby Road Residential -RRR- near UVa and downtown Barracks Rugby 10/10 Exceptional (35) "Nice property, friendly host, and good location. We enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler S. CA $189 CA $357 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Charlottesville-Hotels-Rugby-Road-Residential-Near-UVa-And-Downtown.h74764617.Hotel-Information) ![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 (4) "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 $422 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Nellysford-Hotels-NEWTucked-Inn-Upper-Unit-151-Getaway.h103165960.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w905h683x59y0-f89420b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/3502be39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w1017h683x4y0-17be165b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/a46e7709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Firefly Springhouse Staunton 9.8/10 Exceptional (39) "What a great place to stay! It is such a cute space, and the owners were wonderful! If you love a farm there are plenty of chickens, goats and even a couple of peacocks! We will definitely be back! It was a perfect for our last minute quick getaway! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $116 CA $160 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Staunton-Hotels-The-Firefly-Springhouse.h88365665.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/45a45c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/7534c2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/620df162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/2f52c4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Cheerful 2 bd bungalow with hot tub. Must see! Waynesboro 9.8/10 Exceptional (43) "We enjoyed this cozy home during our annual trip to the area. Loved the charming, private backyard. Nearby vineyards and Blue Ridge Parkway were an added bonus. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia W. CA $182 CA $309 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Waynesboro-Hotels-NEW-Cheerful-2-Bd-Bungalow-With-Hot-Tub-Must-See.h78647228.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/75a06d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/763f563a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/07a8c718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/f7c74f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub! Waynesboro 10/10 Exceptional (7) "We really enjoyed our stay at the property! With so many rooms, there was space for everyone, and everything was very clean upon our arrival. The hot tub was perfect for a cold night! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen S. CA $216 CA $704 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Waynesboro-Hotels-Charming-5-Bedroom-Historic-Brick-Home-With-Sprawling-River-Views-And-A-POOL.h76423959.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/f284b725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/744b6a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/6e857d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/32047678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hawksbill Haus (w/ hot tub) Waynesboro 9.6/10 Exceptional (8) "Home was as described. Location was close enough to stores and attractions. Hot tub was nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine D. CA $167 CA $474 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Waynesboro-Hotels-The-Hawksbill-Haus.h87135309.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83410000/83406800/83406701/d638e2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83410000/83406800/83406701/0ade6c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83410000/83406800/83406701/19e1a0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83410000/83406800/83406701/w1007h683x17y0-4ad1e40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere! Belmont 9.8/10 Exceptional (50) "We had a wonderful short stay here. Very nice apartment and only a short walk to many shops and restaurants in downtown. Candace was very responsive to any questions we had. We would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth B. CA $209 CA $365 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Charlottesville-Hotels-Best-Of-Downtown-And-Belmont-In-Cozy-Unique-2BD-Walk-Everywhere.h83406701.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/1bbf7f5a.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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/4fecfa8e.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 $251 CA $589 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/89000000/88270000/88270000/88269912/9922fbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88270000/88270000/88269912/070f19c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88270000/88270000/88269912/0a5fc0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/89000000/88270000/88270000/88269912/78d13a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hill Street House walk to UVA Stadium/Fry's Spring Fry's Spring 10/10 Exceptional (34) "We really enjoyed the space. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle R. CA $252 CA $585 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Charlottesville-Hotels-Hill-Street-House-Walk-To-UVA-StadiumFrys-Spring.h88269912.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/84000000/83420000/83413000/83412938/18bfa8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83420000/83413000/83412938/3e72e3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/84000000/83420000/83413000/83412938/d2a8c836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83420000/83413000/83412938/8379ffce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded cabin on a horse farm, bordered by the North River GROTTOES 10/10 Exceptional (65) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William H. CA $189 CA $404 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Grottoes-Hotels-Secluded-Cabin-On-A-Horse-Farm.h83412938.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106210000/106201300/106201278/daf9d100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106210000/106201300/106201278/adcd714c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106210000/106201300/106201278/e50348ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/107000000/106210000/106201300/106201278/32baa0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded 20+ Acre Retreat Near Brew & Wine Trails Afton 9.8/10 Exceptional (8) "Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harold R. CA $233 CA $646 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Afton-Hotels-Secluded-20-Acre-Retreat-Near-Brew-Wine-Trails.h106201278.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/w1500h999x0y1-af80a03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/8f7529ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/ac85deba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/ce1ba570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Yellow House: Walk to Downtown Staunton Staunton 10/10 Exceptional (6) "I loved the location and the extra amenities !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miriam CA $139 CA $391 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Staunton-Hotels-Little-Yellow-House-Walk-To-Downtown-Staunton.h103700145.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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/a82e2e03.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) ![TV](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/3abf3933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tucked Inn: Lower Unit - NEW Nelson Co Getaway Nellysford CA $140 CA $413 total includes taxes & fees Oct 21 - Oct 22 [](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/109000000/108010000/108009500/108009474/a18f3722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108010000/108009500/108009474/8fc2cea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108010000/108009500/108009474/1a3cd9b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108010000/108009500/108009474/w1438h960x0y0-5750b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montrose Manor- In the heart of Belmont! Belmont 9.6/10 Exceptional (4) "Nice stay. Well appointed finishes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie F. CA $279 CA $664 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Charlottesville-Hotels-Montrose-Manor-In-The-Heart-Of-Belmont.h108009474.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/15dbdf18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/bc6d36f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/a2bbda31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/ba298821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green on New - Central Location and Staunton Charm Staunton 9.4/10 Exceptional (12) "Really enjoyed our stay! Very clean and quaint little place. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JANIE M. CA $154 CA $360 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Staunton-Hotels-Green-On-New-Central-Location-And-Staunton-Charm.h90232991.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/w2881h1923x0y0-c1a362b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/1fae8fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/389f26ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/5abbc56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fox Hill: 151 Cottage w/Hot Tub + Mountain Views Afton 10/10 Exceptional (13) "We had a wonderful stay! The long driveway made us feel tucked away in a forest. The home has an open floor plan on the first floor giving it a great feel. Beds were comfortable. We enjoyed the visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marisa R. CA $321 CA $710 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Afton-Hotels-NEW-Fox-Hill-151-Cottage-Hot-Tub.h90232989.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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/cc117128.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 (23) "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 $160 CA $475 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.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) ![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) ![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) ![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) ### 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 $232 CA $645 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Afton-Hotels-New-Peaceful-Retreat-WMtn-Views.h78766891.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=2025-11-03&endDate=2025-11-04®ionId=6353665&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%2FGreenwood-Private-Vacation-Homes.d6353665-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Private-Vacation-Homes.d6353665-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Greenwood Hotel Reviews ![DoubleTree by Hilton Hotel Charlottesville](//images.trvl-media.com/lodging/1000000/20000/11200/11153/fbee36d3_y.jpg) ### DoubleTree by Hilton Hotel Charlottesville 10/10 Excellent "Room nicely appointed, we had all we needed . We would stay there again" [](https://expedia.ca/Charlottesville-Hotels-DoubleTree-By-Hilton-Hotel-Charlottesville.h11153.Hotel-Information) ![Extended Stay America Premier Suites - Charlottesville](//images.trvl-media.com/lodging/112000000/112000000/111997000/111996955/54cca5e7_y.jpg) ### Extended Stay America Premier Suites - Charlottesville 10/10 Excellent "New and clean" [](https://expedia.ca/Charlottesville-Hotels-Extended-Stay-America-Premier-Suites-Charlottesville.h111996955.Hotel-Information) ![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg) ### Sleep Inn Staunton 10/10 Excellent "Very comfortable. Bed was a little to firm." [](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information) ![Holiday Inn Express & Suites Charlottesville by IHG](//images.trvl-media.com/lodging/72000000/71120000/71110300/71110236/37ad197a_y.jpg) ### Holiday Inn Express & Suites Charlottesville by IHG 10/10 Excellent "Property was very clean, breakfast was excellent and great coffee and service" [](https://expedia.ca/Charlottesville-Hotels-Holiday-Inn-Express-Suites-Charlottesville-Monticello.h71110236.Hotel-Information) ![Quality Inn Verona - Staunton North](//images.trvl-media.com/lodging/1000000/180000/172800/172798/a429ddd5_y.jpg) ### Quality Inn Verona - Staunton North 10/10 Excellent "A perfect midway point when we're traveling to and from PA /TN. The location is convenient, and the hotel is clean and well priced. We've stayed there many times. " [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Verona-Staunton-North.h172798.Hotel-Information) ![Motel 6 Staunton, VA](//images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg) ### Motel 6 Staunton, VA 10/10 Excellent "Room was clean and clutter free." [](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Loved it" [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Country Inn & Suites by Radisson, Charlottesville-UVA, VA](//images.trvl-media.com/lodging/17000000/16170000/16163300/16163254/eeef487e_y.jpg) ### Country Inn & Suites by Radisson, Charlottesville-UVA, VA 10/10 Excellent "Perfect place to stay for a trip to Charlottesville and the surrounding area! It was centrally located and close to the interstate to get to further out wineries and towns. It was clean and very quiet and the bed was very comfortable. Staff was also kind and helpful, would definitely stay again during my next trip to Charlottesville!" [](https://expedia.ca/Charlottesville-Hotels-Country-Inn-Suites-By-Radisson.h16163254.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/79000000/78150000/78144400/78144365/860e4e31_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Clean room great breakfast Comfortable bed " [](https://expedia.ca/Charlottesville-Hotels-Comfort-Inn-Suites.h78144365.Hotel-Information) ## Find out more about Greenwood ## Greenwood Vacation Homes information | Number of reviews | 406 | | --- | --- | | Accommodation | 521 Vacation Homes | | Lowest Price | CA $160 | | Highest Price | CA $723 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Harriston](https://www.expedia.ca/4Star-Harriston-Hotels.s40-0-d553248635975847674.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Wayland Park](https://www.expedia.ca/5Star-Wayland-Park-Crozet-Hotels.s50-n553248635976469832-0.Travel-Guide-Filter-Hotels) - [Apartments in Afton](https://www.expedia.ca/Afton-Apartments.d6056907-aaApartments.Travel-Guide-Accommodation) - 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