Title: Greenwood Vacation Rentals from $127: 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 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-06-19&endDate=2026-06-21&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 ![Interior detail](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/d94d7070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/c3f303a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/59e923f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cabin, Vineyard View | Laptop workspace, free WiFi](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/28b2e51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Mountain Vineyards [](https://www.expedia.com/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) Afton 10/10 Exceptional (2 reviews) "Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $350 nightly $393 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/54e5a5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/bc67e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/f215ea9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/d576d7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fishersville Oasis [](https://www.expedia.com/Fishersville-Hotels-Fishersville-Oasis.h123582328.Hotel-Information) Fishersville $180 nightly $200 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Fishersville-Hotels-Fishersville-Oasis.h123582328.Hotel-Information) ![Street view](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/5f37fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Living area | 43-inch flat-screen TV with satellite channels, TV, Netflix](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/dfd2f559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/97f7e8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/fa87026f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valley Extended Suites [](https://www.expedia.com/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) Fishersville 9.0/10 Wonderful (217 reviews) "Clean room great location quiet area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista $114 nightly $127 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/23e12055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/87684f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/af156f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/5aa319b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Nellysford Getaway on 40 Private Acres! [](https://www.expedia.com/Nellysford-Hotels-Modern-Nellysford-Getaway-On-40-Private-Acres.h93201848.Hotel-Information) Nellysford $542 nightly $608 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Modern-Nellysford-Getaway-On-40-Private-Acres.h93201848.Hotel-Information) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/8e8088ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w3000h1944x0y0-33e0054d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w2993h1995x7y0-6bd6c2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/8c834870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Creek Cottage Wintergreen w EV Charger [](https://www.expedia.com/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.Hotel-Information) Nellysford $397 nightly $446 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.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) ![Kennedy Ridge Cabin, 1 King Bed with Sofa bed, Jetted Tub, Mountain View | Premium bedding, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/9b71847a.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 $189 nightly $205 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) ![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/cbf52e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Private Bathroom (Blackwood Chalet) | Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/f99d2e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/d81fe300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/w1024h662x0y21-0ba6e6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackwood Chalet [](https://www.expedia.com/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) Nellysford 10/10 Exceptional (3 reviews) "Love the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni $355 nightly $374 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) ![Apartment, Private Bathroom (North Central Loft) | Bathroom](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/dfb1bf81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (North Central Loft) | Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/f69764f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (North Central Loft) | 3 bedrooms](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/88c3e30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (North Central Loft) | Shared kitchen](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/7675d7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Central Loft [](https://www.expedia.com/Staunton-Hotels-North-Central-Loft.h96086859.Hotel-Information) Staunton 10/10 Exceptional (4 reviews) "Clean, comfortable, fun, well appointed and thoughtful details. A great place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey $370 nightly $414 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-North-Central-Loft.h96086859.Hotel-Information) ![Luxury Room, Ensuite (The Storefront) | Lounge](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/3df00afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Ensuite (The Storefront) | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/8d6e06b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Ensuite (The Storefront) | Lounge](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/3bb22dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Ensuite (The Storefront) | Lounge](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/d9f286f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Storefront [](https://www.expedia.com/Staunton-Hotels-The-Storefront.h19124170.Hotel-Information) Staunton 8.8/10 Excellent (58 reviews) "Great location, fun place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol $209 nightly $227 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Storefront.h19124170.Hotel-Information) ![Apartment, Private Bathroom (Secret Garden Studio) | Interior](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/7c341b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (Secret Garden Studio) | Exterior](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/374f827e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/ae3a2661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (Secret Garden Studio) | Shared kitchen](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/60edcaff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secret Garden Studio [](https://www.expedia.com/Staunton-Hotels-Secret-Garden-Studio.h113638245.Hotel-Information) Staunton 9.4/10 Exceptional (3 reviews) "Great studio, more spacious than I expected. Great thought put into design and decor! Hosts were very responsive and I would definitely rent again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen $155 nightly $165 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-Secret-Garden-Studio.h113638245.Hotel-Information) ![Apartment, Private Bathroom (The Serendipity Suite) | Exterior](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/9cd13249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Serendipity Suite) | Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/a853c337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Serendipity Suite) | Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/fa41b89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/f083b2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Serendipity Suite [](https://www.expedia.com/Staunton-Hotels-The-Serendipity-Suite.h39678342.Hotel-Information) Staunton 10/10 Exceptional (6 reviews) "Everything from start to finish was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi $149 nightly $167 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Serendipity-Suite.h39678342.Hotel-Information) ![Apartment, Private Bathroom (The Urban Cowboy) | Exterior](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/fd426703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | Miscellaneous](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/8a92e122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | Lounge](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/3795a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | 1 bedroom](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/bbeb9988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Urban Cowboy [](https://www.expedia.com/Staunton-Hotels-The-Urban-Cowboy.h100988180.Hotel-Information) Staunton 8.6/10 Excellent (7 reviews) "The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy $149 nightly $167 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Urban-Cowboy.h100988180.Hotel-Information) ![Apartment, Private Bathroom (The Bohemian Suite) | Lobby](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/64eff535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bohemian Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/6a33b876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bohemian Suite) | 1 bedroom](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/e5d4fe25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bohemian Suite) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/2f89a857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bohemian Suite [](https://www.expedia.com/Staunton-Hotels-The-Bohemian-Suite.h101061403.Hotel-Information) Staunton 10/10 Exceptional (6 reviews) "It was really nice. A bit pricey. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonny $149 nightly $167 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Bohemian-Suite.h101061403.Hotel-Information) ![Apartment, Private Bathroom (The Shenandoah Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/1c757337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/838290bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | 1 bedroom](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/293e2399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | Shared kitchen](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/2a71cb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shenandoah Suite [](https://www.expedia.com/Staunton-Hotels-The-Shenandoah-Suite.h101061548.Hotel-Information) Staunton 10/10 Exceptional (6 reviews) "Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jani $149 nightly $167 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Shenandoah-Suite.h101061548.Hotel-Information) ![Apartment, Private Bathroom (The Bons Amis Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/52736472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bons Amis Suite) | Lobby](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/6ce916e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bons Amis Suite) | Point of interest](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/b1073a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bons Amis Suite) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/5cb0815e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bons Amis Suite [](https://www.expedia.com/Staunton-Hotels-The-Bons-Amis-Suite.h101061494.Hotel-Information) Staunton 9.4/10 Exceptional (3 reviews) "Quiet homey environment in a great location. Clean and cozy. Really appreciated the coffee and other amenities. Would definitely stay here again !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Areej $149 nightly $167 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Bons-Amis-Suite.h101061494.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=2026-03-09&endDate=2026-03-10®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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&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 ![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 "Room was clean and nice, everyone was kind, friendly and helpful " [](https://expedia.com/Charlottesville-Hotels-Home2-Suites-By-Hilton-Charlottesville-Downtown.h23251273.Hotel-Information) ![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 hotel is in a great location for accessing University of Virginia ground. The room was well organized, clean, efficient with comfortable beds. The staff members at the front desk were very cordial and accommodating. There are enough food options inside and outside (nearby) hotel. We booked the hotel via Expedia; and didn't expect that the hotel charge additional fee for parking in the garage daily. " [](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 "All the staff members were professional and courteous. I loved the Aviance of the Hotel foyer. The room was spotless. I enjoyed my stay and cannot wait to return." [](https://expedia.com/Charlottesville-Hotels-Omni-Charlottesville-Hotel.h21589.Hotel-Information) ![The Doyle Hotel](https://images.trvl-media.com/lodging/47000000/46230000/46221600/46221543/d28782d6_y.jpg) ### The Doyle Hotel 10/10 Excellent "The Doyle is beautiful and ideally located. Parking is down the street but other than that it was perfect. Near great restaurants and very walkable. " [](https://expedia.com/Charlottesville-Hotels-Quirk-Hotel-Charlottesville.h46221543.Hotel-Information) ![Comfort Inn & Suites Charlottesville Hollymead Town Center](https://images.trvl-media.com/lodging/79000000/78150000/78144400/78144365/860e4e31_y.jpg) ### Comfort Inn & Suites Charlottesville Hollymead Town Center 10/10 Excellent "New, clean, helpful, coffee & breakfast was all was appreciated...." [](https://expedia.com/Charlottesville-Hotels-Comfort-Inn-Suites.h78144365.Hotel-Information) ![Holiday Inn Charlottesville-Univ Area by IHG](https://images.trvl-media.com/lodging/1000000/20000/12300/12207/a427b24f_y.jpg) ### Holiday Inn Charlottesville-Univ Area by IHG 10/10 Excellent "Housekeepers were very sweet" [](https://expedia.com/Charlottesville-Hotels-Holiday-Inn-Charlottesville-Univ-Area.h12207.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 "Everything was great, would definitely return on a future visit" [](https://expedia.com/Charlottesville-Hotels-Country-Inn-Suites-By-Radisson.h16163254.Hotel-Information) ![English Inn of Charlottesville](https://images.trvl-media.com/lodging/13000000/12380000/12372000/12371944/a0bf784d_y.jpg) ### English Inn of Charlottesville 10/10 Excellent "5 star customer service" [](https://expedia.com/Charlottesville-Hotels-English-Inn-Of-Charlottesville.h12371944.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 "I stay in this hotel every 3 month because my specialist provider is just a few minutes from this hotel and always have a good experience , staff is really nice and if you need anything they will help you , the rooms is always clean, breakfast is good fresh and hot. is such a good experience that i will be there for my next appt." [](https://expedia.com/Charlottesville-Hotels-Holiday-Inn-Express-Suites-Charlottesville-Monticello.h71110236.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 $127 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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