Title: Greenwood Vacation Rentals from $121: Search Short-Term Rentals | Expedia.com [Greenwood Travel Guide](https://expedia.com/Greenwood.dx6353665)[Hotels in Greenwood](https://expedia.com/Greenwood-Hotels.d6353665.Travel-Guide-Hotels)[Flights to Greenwood](https://expedia.com/Cheap-Flights-To-Greenwood.d6353665.Travel-Guide-Flights)[Car Rentals in Greenwood](https://expedia.com/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide)[Greenwood Vacation Packages](https://expedia.com/Greenwood.d6353665.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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6353665&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 three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6353665&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) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Greenwood vacation rentals ![Exterior](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w932h683x47y0-3ea90b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w907h683x59y0-1a2ef02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w529h683x258y0-e88807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w527h683x257y0-4a166936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique Cypress cottage, close to Charlottesville with mountain views. [](https://www.expedia.com/Charlottesville-Hotels-Unique-Cypress-Cottage.h91327666.Hotel-Information) Charlottesville 10/10 Exceptional (48 reviews) "Great cottage. Very comfortable and good location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul W. $248 nightly $283 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Unique-Cypress-Cottage.h91327666.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d8aad760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d2977944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d2545c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d6fddf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in Crozet Train Suite in Downtown Crozet [](https://www.expedia.com/Charlottesville-Hotels-Stay-In-Crozet-Train-Suite-In-Downtown-Crozet.h53665040.Hotel-Information) Crozet 10/10 Exceptional (68 reviews) "Perfect location for multiple restaurants & some shopping.Very clean...enjoyable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta F. $226 nightly $243 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Stay-In-Crozet-Train-Suite-In-Downtown-Crozet.h53665040.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/d520e803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/5dfa608b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/b5bfe8ec.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/34000000/33570000/33562200/33562200/a2718e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Street | Walk to Everything Crozet | Pet-Friendly [](https://www.expedia.com/Crozet-Hotels-High-Street-Walk-To-Everything-Crozet-Pet-Friendly.h33562200.Hotel-Information) Crozet 9.8/10 Exceptional (105 reviews) "Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Polly H. $304 nightly $326 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Crozet-Hotels-High-Street-Walk-To-Everything-Crozet-Pet-Friendly.h33562200.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315250/58864fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315250/c9e2f0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315250/71a8d346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315250/84a78633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 5 - Cozy Lower Level Studio Suite [](https://www.expedia.com/Charlottesville-Hotels-Unit-5-Cozy-Lower-Level-Studio-Suite.h96315250.Hotel-Information) Charlottesville 10/10 Exceptional (30 reviews) "I highly recommend this property. It was in a nice location, clean, and had everything I needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorie Y. $111 nightly $127 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Unit-5-Cozy-Lower-Level-Studio-Suite.h96315250.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91629200/91629188/5fc6ccd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91630000/91629200/91629188/w916h683x47y0-1248de6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91629200/91629188/w906h683x59y0-885f77b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91630000/91629200/91629188/a2445058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi [](https://www.expedia.com/Mount-Sidney-Hotels-Charming-4-Bedroom-Cabin-Peaceful-Streams.h91629188.Hotel-Information) Verona 10/10 Exceptional (60 reviews) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly H $199 nightly $222 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Mount-Sidney-Hotels-Charming-4-Bedroom-Cabin-Peaceful-Streams.h91629188.Hotel-Information) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/4e2cb4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/cfcd72d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/6a8e0096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/1ad54912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery [](https://www.expedia.com/Roseland-Hotels-Cozy-Mountain-Cabin-Nelson-151-Near-Bold-Rock-Cidery-And-DB-Brewery.h78465857.Hotel-Information) Roseland 10/10 Exceptional (92 reviews) "Great spot for a stay, hostess was amazing, highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles R. $176 nightly $198 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Roseland-Hotels-Cozy-Mountain-Cabin-Nelson-151-Near-Bold-Rock-Cidery-And-DB-Brewery.h78465857.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110740000/110733500/110733408/3ed223c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110740000/110733500/110733408/ecc94198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110740000/110733500/110733408/3328e48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110740000/110733500/110733408/4e74f601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shenandoah Mansion [](https://www.expedia.com/Elkton-Hotels-Shenandoah-Mansion-Su.h110733408.Hotel-Information) Elkton 9.0/10 Wonderful (7 reviews) "The house was amazing and very cozy. My family enjoyed the amenities that come with the property. I would visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jansenia Diane $900 nightly $959 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Elkton-Hotels-Shenandoah-Mansion-Su.h110733408.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/66c9e85e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/dfedc5d1.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) ![Interior](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/c2e9d716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Cheerful 2 bd bungalow with hot tub. Must see! [](https://www.expedia.com/Waynesboro-Hotels-NEW-Cheerful-2-Bd-Bungalow-With-Hot-Tub-Must-See.h78647228.Hotel-Information) Waynesboro 9.8/10 Exceptional (46 reviews) "loved the quiet location, sunny private back yard, and well-stocked kitchen" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George D. $182 nightly $203 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Waynesboro-Hotels-NEW-Cheerful-2-Bd-Bungalow-With-Hot-Tub-Must-See.h78647228.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/2ccc0b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/65a537f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/2e996d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/f777b5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Cottage w/ Hot Tub, Firepit, Mountain Views [](https://www.expedia.com/NEW-Afton-Cottage-W-Hot-Tub.h97551498.Hotel-Information) Afton 10/10 Exceptional (12 reviews) "Very tranquil place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas K. $284 nightly $319 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/NEW-Afton-Cottage-W-Hot-Tub.h97551498.Hotel-Information) ![Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/f06ddae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area | 30-inch LED TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/e6f2efcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/7dba8e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area | 30-inch LED TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/c12597cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Ridge Mountain Lodging [](https://www.expedia.com/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) Lyndhurst 10/10 Exceptional (16 reviews) "Amazing stay I had, very peaceful and very quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby $184 nightly $199 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315238/079e3a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315238/ff04bbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315238/fde5ac63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315238/3dc20f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 3 - Luxury King Suite with Private Balcony [](https://www.expedia.com/Charlottesville-Hotels-Unit-3-Luxury-King-Suite-With-Private-Balcony.h96315238.Hotel-Information) Charlottesville 10/10 Exceptional (22 reviews) "Great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris J. $163 nightly $186 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Unit-3-Luxury-King-Suite-With-Private-Balcony.h96315238.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w452h683x286y0-a13597ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w1017h683x3y0-e0943c81.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](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w905h683x59y0-f89420b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Firefly Springhouse [](https://www.expedia.com/Staunton-Hotels-The-Firefly-Springhouse.h88365665.Hotel-Information) Staunton 9.8/10 Exceptional (48 reviews) "The space was great for a getaway, highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt E. $103 nightly $114 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Firefly-Springhouse.h88365665.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/2158c348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/d3e274ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/2fdc4e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/8fc1badf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage @ Afton Mountain- Close to Wineries! [](https://www.expedia.com/Afton-Hotels-The-Cottage-Afton-Mountain-Close-To-Wineries.h100286967.Hotel-Information) Afton 9.8/10 Exceptional (20 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beverly $280 nightly $315 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Afton-Hotels-The-Cottage-Afton-Mountain-Close-To-Wineries.h100286967.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/3abac49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/2012780d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/f7273496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/8101e728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin for 2 w/ great mt views & walking trails! [](https://www.expedia.com/Schuyler-Hotels-Cozy-Cabin-For-2-W-Great-Mt-Views-Walking-Trails.h60831442.Hotel-Information) Schuyler 10/10 Exceptional (175 reviews) "Amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvester $171 nightly $192 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Schuyler-Hotels-Cozy-Cabin-For-2-W-Great-Mt-Views-Walking-Trails.h60831442.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315245/77613917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315245/95a4ab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315245/2386bbe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315245/324f3cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 4 - Luxury King Suite with Private Balcony [](https://www.expedia.com/Charlottesville-Hotels-Unit-4-Luxury-King-Suite-With-Private-Balcony.h96315245.Hotel-Information) Charlottesville 10/10 Exceptional (14 reviews) "Owner is excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Atchuthan $163 nightly $186 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Unit-4-Luxury-King-Suite-With-Private-Balcony.h96315245.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/84bbbc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/911f6106.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) ![3 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/ce44437f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillside Haven: Modern Retreat, Mountain Views [](https://www.expedia.com/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information) Faber 10/10 Exceptional (33 reviews) "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. $371 nightly $417 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315221/3183f927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315221/7e00afd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315221/4cd87bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315221/cfbb6a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 1\_Expansive Luxury Suite for up to 4 Persons [](https://www.expedia.com/Charlottesville-Hotels-Unit-1Expansive-Luxury-Suite-For-Up-To-4-Persons.h96315221.Hotel-Information) Charlottesville 10/10 Exceptional (18 reviews) "Always great and peaceful stay here. Extremely clean and the owner is super nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas J. $191 nightly $218 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Unit-1Expansive-Luxury-Suite-For-Up-To-4-Persons.h96315221.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45830000/45828600/45828557/1a1d661c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45830000/45828600/45828557/7d6feb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45830000/45828600/45828557/7a3313fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45830000/45828600/45828557/2c96e567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to the daughter of the stars [](https://www.expedia.com/Mount-Crawford-Hotels-Vrbo-Property.h45828557.Hotel-Information) Mt Crawford 9.8/10 Exceptional (50 reviews) "The place was absolutely perfect, inside and out. Location has amazing video.Look forward to the next stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ed S. $195 nightly $215 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Mount-Crawford-Hotels-Vrbo-Property.h45828557.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/3e389859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/4b84df83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/e998a393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/24d4c974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy [](https://www.expedia.com/Charlottesville-Hotels-Hometract-Cottage.h96665843.Hotel-Information) Ivy 10/10 Exceptional (42 reviews) "It was a lovely place to stay and the hosts were so kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cooper C. $164 nightly $187 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Charlottesville-Hotels-Hometract-Cottage.h96665843.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83220000/83215700/83215603/c885f8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83220000/83215700/83215603/c803a0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83220000/83215700/83215603/3b0a3f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83220000/83215700/83215603/ffd40420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bee Mountain Cabin fireplace, kitchen, jacuzzi [](https://www.expedia.com/Montebello-Hotels-Bee-Mountain-Cabin-Fireplace.h83215603.Hotel-Information) Lyndhurst 10/10 Exceptional (11 reviews) "The cabin is lovely and the scenery is beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimmy M. $205 nightly $230 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Montebello-Hotels-Bee-Mountain-Cabin-Fireplace.h83215603.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.com/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03®ionId=6353665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6353665) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CABIN) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CONDO) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Greenwood%2C+Virginia%2C+United+States+of+America®ionId=6353665&latLong=38.054765%2C-78.771038&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CHALET) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals) ## Top Greenwood Hotel Reviews ![Graduate by Hilton Charlottesville](https://images.trvl-media.com/lodging/1000000/20000/18600/18522/5dba0fe7_y.jpg) ### Graduate by Hilton Charlottesville 10/10 Excellent "The room was spotless! The staff is so friendly and attentive. Love the location and vibe. " [](https://expedia.com/Charlottesville-Hotels-Graduate-Charlottesville.h18522.Hotel-Information) ![Omni Charlottesville Hotel](https://images.trvl-media.com/lodging/1000000/30000/21600/21589/39d36ee6_y.jpg) ### Omni Charlottesville Hotel 10/10 Excellent "Clean room and helpful staff" [](https://expedia.com/Charlottesville-Hotels-Omni-Charlottesville-Hotel.h21589.Hotel-Information) ![Holiday Inn Express & Suites Charlottesville by IHG](https://images.trvl-media.com/lodging/72000000/71120000/71110300/71110236/37ad197a_y.jpg) ### Holiday Inn Express & Suites Charlottesville by IHG 10/10 Excellent "Great sized room, awesome breakfast, large comfortable lobby!" [](https://expedia.com/Charlottesville-Hotels-Holiday-Inn-Express-Suites-Charlottesville-Monticello.h71110236.Hotel-Information) ![Country Inn & Suites by Radisson, Charlottesville-UVA, VA](https://images.trvl-media.com/lodging/17000000/16170000/16163300/16163254/eeef487e_y.jpg) ### Country Inn & Suites by Radisson, Charlottesville-UVA, VA 10/10 Excellent "Overall -a great stay for the cost! " [](https://expedia.com/Charlottesville-Hotels-Country-Inn-Suites-By-Radisson.h16163254.Hotel-Information) ![Home2 Suites by Hilton Charlottesville Downtown](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251273/96bb059c_y.jpg) ### Home2 Suites by Hilton Charlottesville Downtown 10/10 Excellent "Everything was super clean! And the staff was very courteous and professional. " [](https://expedia.com/Charlottesville-Hotels-Home2-Suites-By-Hilton-Charlottesville-Downtown.h23251273.Hotel-Information) ![Motel 6 Staunton, VA](https://images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg) ### Motel 6 Staunton, VA 10/10 Excellent "Clean Room and Wonderful Staff." [](https://expedia.com/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![Sonesta ES Suites Charlottesville University](https://images.trvl-media.com/lodging/1000000/50000/43100/43077/26a0aa58_y.jpg) ### Sonesta ES Suites Charlottesville University 10/10 Excellent "Great stay! Nothing to complain about. Enjoyed the larger room. Breakfast was good- staff very friendly. Would stay there again. " [](https://expedia.com/Charlottesville-Hotels-Sonesta-ES-Suites-Charlottesville.h43077.Hotel-Information) ![The Doyle Hotel](https://images.trvl-media.com/lodging/47000000/46230000/46221600/46221543/d28782d6_y.jpg) ### The Doyle Hotel 10/10 Excellent "Clean, easy check in and access" [](https://expedia.com/Charlottesville-Hotels-Quirk-Hotel-Charlottesville.h46221543.Hotel-Information) ![Kimpton The Forum Hotel by IHG](https://images.trvl-media.com/lodging/91000000/90010000/90001500/90001426/9e3e0bf0_y.jpg) ### Kimpton The Forum Hotel by IHG 10/10 Excellent "The rooms were very clean and nice. The staff was friendly. Perfect location too. I highly recommend Kimpton The Forum!" [](https://expedia.com/Charlottesville-Hotels-Kimpton-The-Forum-Hotel.h90001426.Hotel-Information) ## Find out more about Greenwood **Everything you need to know about Greenwood vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Greenwood vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenwood in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Greenwood rentals** At Expedia, we put the best Greenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Greenwood ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Vacation Homes in Greenwood ](https://expedia.com/Greenwood-Private-Vacation-Homes.d6353665-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Greenwood ](https://expedia.com/Greenwood-Condos.d6353665-aaCondos.Travel-Guide-Accommodation) - [Apartments in Greenwood ](https://expedia.com/Greenwood-Apartments.d6353665-aaApartments.Travel-Guide-Accommodation) - [Cottages in Greenwood ](https://expedia.com/Greenwood-Cottages.d6353665-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Greenwood ](https://expedia.com/Greenwood-Cabins.d6353665-aaCabins.Travel-Guide-Accommodation) - [B&B in Greenwood ](https://expedia.com/Greenwood-Bed-And-Breakfast.d6353665-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Greenwood ](https://expedia.com/Greenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation) - [Aparthotels in Greenwood ](https://expedia.com/Greenwood-Apart-Hotels.d6353665-aaApartHotels.Travel-Guide-Accommodation) - [Motels in Greenwood ](https://expedia.com/Greenwood-Motels.d6353665-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Greenwood ](https://expedia.com/Greenwood-Agritourism.d6353665-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Greenwood ](https://expedia.com/Greenwood-Guest-Houses.d6353665-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Greenwood ](https://expedia.com/Greenwood-Resorts.d6353665-aaResorts.Travel-Guide-Accommodation) - [Town Houses in Greenwood ](https://expedia.com/Greenwood-Town-Houses.d6353665-aaTownHouses.Travel-Guide-Accommodation) - [Inns in Greenwood ](https://expedia.com/Greenwood-Inns.d6353665-aaInns.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Greenwood? ### What are some of the best vacation rentals that Greenwood has to offer? ### How many vacation rentals will I find in Greenwood? ### What’s there to see and do in Greenwood? ### What’s a vacation rental in Greenwood like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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