Greenwood Holiday Rentals, Virginia: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Greenwood

Pet friendly

Apartment

Pool

Condo

Family friendly

Cottage

Waterpark

Cabin

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Greenwood hotels

A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.

An indoor swimming pool with clear blue water, a blue and white color scheme, and a roof structure.

A modern living room with a flat-screen TV, two armchairs, a sofa, and a dining area with a kitchen in the background.

A modern hotel room with a flat-screen TV, a desk with a lamp, a seating area with two armchairs and a ottoman, a kitchenette, and a large window with a view of greenery.

1. English Inn of Charlottesville

The Meadows

Delshad

Rp1.824.495

Rp2.146.749 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding landscape.

A reception area with a counter, a television mounted on the wall, and a window providing a view of the outside.

A dining area with multiple tables and chairs, a potted plant, and a wall-mounted air conditioner.

2. Days Inn by Wyndham Waynesboro

Waynesboro

Preston

Rp1.197.335

Rp1.332.709 total

includes taxes & fees

30 Sept - 1 Oct

A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

A hotel dining area with tables and chairs, a kitchen area with appliances, and pendant lighting.

A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a carpet with a blue pattern.

A reception desk with a modern design, a digital screen, and framed certificates on the wall.

3. Best Western Plus Waynesboro Inn & Suites Conference Center

Waynesboro

Robert

Rp2.115.239

Rp2.354.260 total

includes taxes & fees

30 Sept - 1 Oct

A reception desk with a 'Sleep Inn' sign, a 'Welcome!' sign, a 'Manager On Duty' sign, a 'Check Out' sign, and a 'Check In' sign.

A Sleep Inn by Choice Hotels with a parking lot, a building with a sign, and two flagpoles with flags.

A hotel room with a bed, bedside tables, a chair, a mirror, and framed pictures on the wall.

A modern kitchen with a coffee station, a refrigerator, and a buffet area.

4. Sleep Inn Staunton

Staunton

Janet

Rp1.818.475

Rp2.023.963 total

includes taxes & fees

25 Oct - 26 Oct

A multi-story hotel with a covered entrance, parking lot, and a clear sky.

A coffee station with two coffee machines and a display of coffee products.

A buffet with labeled food items including turkey sausage and bacon.

A hotel room with a green sofa, a bed, a desk with a chair, and a TV on the wall.

5. Holiday Inn Express & Suites Staunton by IHG

Staunton

John

Rp2.094.651

Rp2.331.329 total

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with four lounge chairs and a view of trees through large windows.

A modern dining area with a long table, chairs, and a coffee station.

A breakfast buffet area with labeled containers of cereals and a sign indicating fresh, fast, and filling options.

A modern cafe with a central red table displaying fruits and snacks, a seating area with blue and orange chairs, and a coffee machine.

6. avid hotel Staunton by IHG

Staunton

Sumanjit

Rp1.977.580

Rp2.201.047 total

includes taxes & fees

5 Oct - 6 Oct

A wooden bench with metal legs in an outdoor area with gravel ground.

A two-story building with a covered porch and a wooden fence.

A hotel room with a bed, a nightstand, a TV, a ceiling fan, and a red patterned rug.

A conference room with a long table, chairs, a painting on the wall, and a window with curtains.

7. Grey Pine Lodge

Waynesboro

Dennis

Rp2.476.343

Rp2.756.170 total

includes taxes & fees

30 Sept - 1 Oct

A spacious lobby with a high ceiling, wooden wall panels, and a seating area with sofas and a coffee table.

A beverage station with three coffee dispensers, a stack of orange cups, and a sign indicating maximum occupancy and proper attire.

A hotel room with a wooden desk, a black office chair, a laptop, a telephone, and a black suitcase.

A living room with a brick wall, a flat-screen TV, a sofa, ottomans, and a coffee table.

8. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Meadows

alysse

Rp2.115.239

Rp2.417.718 total

includes taxes & fees

26 Oct - 27 Oct

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, multiple flagpoles, and a well-maintained landscaped garden.

A fitness room with a treadmill, exercise bench, and a TV on the wall.

A hotel reception desk with a digital kiosk, a 'spark' sign, and a framed artwork on the wall.

A self-service breakfast station with a variety of food options, a coffee machine, and a refrigerator.

9. Spark by Hilton Waynesboro

Waynesboro

John

Rp1.779.822

Rp1.980.942 total

includes taxes & fees

30 Sept - 1 Oct

A two-story building with a porch and a yellow door.

A modern indoor space with a green wall, a 'Cheers' sign, and several tables and chairs.

A bedroom with a bed, a desk, a chair, a ceiling fan, and an exit sign.

10. Basecamp151

Afton

Matthew

Rp2.481.356

Rp2.786.602 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel reception area with a curved wooden counter, a digital screen, and a view of the outdoors through large windows.

A modern indoor space with tables, chairs, a foosball table, and a mural on the wall.

A modern lounge area with a blue sofa, colorful chairs, and a red hanging chair.

An outdoor seating area with a blue sofa, colorful cushions, and a checkered table.

11. Tru By Hilton Staunton

Staunton

George

Rp2.187.389

Rp2.449.876 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a desk, a chair, and a TV.

A Comfort Inn & Suites hotel with a parking lot, flag, and a clear sky.

A modern living room with a fireplace, blue sofas, a flat-screen TV, and framed artwork on the walls.

A hotel dining area with multiple tables and booths, a kitchen counter with food items, and a television on the wall.

12. Comfort Inn & Suites Staunton

Staunton

Matthew

Rp1.567.682

Rp1.755.804 total

includes taxes & fees

25 Oct - 26 Oct

A clean, modern reception area with a wooden reception desk, a refrigerated display case, and shelves stocked with snacks.

A swimming pool with lounge chairs and a view of the parking lot.

A restaurant with booths, tables, and a bar area.

A corner market with refrigerated beverage dispensers and shelves stocked with snacks and beverages.

13. Fairfield Inn & Suites by Marriott Staunton

Staunton

Willim

Rp2.454.143

Rp2.748.640 total

includes taxes & fees

6 Oct - 7 Oct

A spacious dining area with a long table, multiple chairs, a fireplace, and a television mounted on the wall.

A spacious hotel lobby with high ceilings, recessed lighting, and a reception desk with a wine display.

An indoor swimming pool with clear water, surrounded by lounge chairs and a covered seating area.

A reception area with two wooden desks, a modern light fixture, and a wall-mounted sign.

14. Holiday Inn Staunton Conference Center by IHG

Staunton

Corey Randall

Rp2.049.492

Rp2.281.085 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with clear pool rules posted, a changing room, and a view of the pool area.

A modern dining area with tables and chairs, a large window, and an exit sign.

A modern lobby with seating areas, large windows, and a blue accent wall.

A modern hotel lobby with a carpeted floor, multiple seating areas, and a large wall mural.

15. Holiday Inn Express & Suites Charlottesville by IHG

Pantops

William

Rp2.067.470

Rp2.363.117 total

includes taxes & fees

28 Oct - 29 Oct

A modern lobby with a stone accent wall, a flat-screen TV, and comfortable seating including a yellow armchair and a grey sofa.

A hotel room with a sofa, a small desk with a chair, a flat-screen TV, a microwave, and a mini-fridge.

A modern gym with treadmills, elliptical machines, and a weight rack.

A hotel room with two beds, a desk with a chair, a TV mounted on the wall, and a sofa.

16. Clarion Pointe Staunton East

Staunton

Andrea

Rp1.547.714

Rp1.733.440 total

includes taxes & fees

6 Oct - 7 Oct

A spacious lobby with multiple seating areas, a grand piano, and a reception desk.

A cozy room with a fireplace, blue and patterned chairs, and a round table with a candle.

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, and a piano in the background.

An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

17. Hotel 24 South

Staunton

James

Rp2.041.269

Rp2.286.222 total

includes taxes & fees

13 Oct - 14 Oct

A laundry facility with a central table, multiple washing machines, and a vending machine with snacks.

A modern bedroom with a large bed, a bedside table with a lamp, a small sofa, and a wooden floor.

A modern living room with a grey sofa, a small table, and a red patterned rug. There are two windows with blinds, a ceiling light, and a bar area with stools.

18. Valley Extended Suites

Fishersville

Jessica

Rp2.040.942

Rp2.271.569 total

includes taxes & fees

30 Sept - 1 Oct

A hotel room with two beds, a desk with a television, and a chair.

A coffee station with two coffee makers, a water dispenser, and a coffee grinder.

A room with a teal-colored kitchenette, two yellow chairs, a small table with a lamp, and a wall-mounted abstract art piece.

A parking area with electric vehicle charging stations, a clear road, and a building with a modern design.

19. Spark by Hilton Staunton

Staunton

Wes

Rp1.606.874

Rp1.788.449 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a sofa, a coffee table, and framed pictures on the wall.

A Comfort Inn with a clear sky, a one-way sign, and a brick facade.

A hotel lobby with seating areas, a reception desk, and framed artwork on the walls.

A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a carpeted floor.

20. Comfort Inn & Suites Charlottesville Hollymead Town Center

Hollymead

Joseph

Rp1.626.846

Rp1.859.485 total

includes taxes & fees

27 Oct - 28 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Greenwood attractions

Pollak Vineyards

You can enjoy a tasting or tour at Pollak Vineyards during your travels to Greenwood. Discover the mountain views in this vibrant area.

See properties

Learn more about Greenwood

Escape to Greenwood! Enjoy its wineries.

See all hotels in Greenwood

A body of water reflecting sunlight with clouds in the sky.

Top Greenwood Hotel Reviews

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent

"Nice staff clean room safe area self parking perfectly nice stay."

Super 8 by Wyndham Charlottesville

8/10 Good

"Hard.to find at.first. Elevator was out. Not an issue for ke.personally, but would be a problem for some. Coffee, yogurt, apples were ok for breakfast. Parking was limited."

Motel 6 Staunton, VA

10/10 Excellent

"Had a very comfortable stay! Thank you, staff!"

Virginia Guesthouse Hotel

8/10 Good

"Very comfortable rooms. Convenient and easy to park. The restaurants are closed for a period in the afternoon and there isn’t anything that close by at off hours. There is a cafe with limited items. Restaurant menu lacks some basic offerings. But hotel was great. Very no frills."

Sleep Inn Staunton

10/10 Excellent

"Clean quiet property that was perfect for a one night stay. The staff were all lovely and we had no issues whatsoever. The breakfast had a good variety which was a nice plus."

Omni Charlottesville Hotel

8/10 Good

"Staff could have been more"

Holiday Inn Charlottesville-Univ Area by IHG

10/10 Excellent

"Clean room, great breakfast, very helpful staff. Excellent value."

Sonesta ES Suites Charlottesville University

10/10 Excellent

"This place was very guest friendly. The staff were very nice. It has sports equipment and a small court. The breakfast was good. Well done, Sonesta."

Days Inn by Wyndham Charlottesville/University Area

10/10 Excellent

"Everything was great"

More cheap stays in Greenwood

Motel 6 Staunton, VA

96 Baker Lane Staunton VA

Rp1.132.254

Rp1.260.258 total

13 Oct - 14 Oct

includes taxes & fees

8.2/10 Very good! (1,017 reviews)

Comfort Inn Monticello

2097 Inn Dr Charlottesville VA

Rp1.360.036

Rp1.554.521 total

19 Oct - 20 Oct

includes taxes & fees

Quality Inn Waynesboro - Skyline Drive

640 W Broad St Waynesboro VA

Rp1.443.274

Rp1.606.363 total

26 Oct - 27 Oct

includes taxes & fees

7/10 Good! (889 reviews)

Days Inn by Wyndham Charlottesville/University Area

1610 Emmet St N Charlottesville VA

Rp1.520.939

Rp1.738.473 total

18 Oct - 19 Oct

includes taxes & fees

8/10 Very good! (1,013 reviews)

Comfort Inn & Suites Charlottesville Hollymead Town Center

1615 Timberwood Blvd Charlottesville VA

Rp1.626.846

Rp1.859.485 total

27 Oct - 28 Oct

includes taxes & fees

9/10 Wonderful! (953 reviews)

Sleep Inn Staunton

222 Jefferson Hwy Staunton VA

Rp1.818.475

Rp2.023.963 total

25 Oct - 26 Oct

includes taxes & fees

9.2/10 Wonderful! (1,401 reviews)

Frequently asked questions

What's the best place to stay in Greenwood?

Located 15 mi (24.1 km) from the heart of Greenwood, English Inn of Charlottesville is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Omni Charlottesville Hotel and Hotel 24 South. See all available top hotels, or vacation rentals in Greenwood.

If I need to cancel my hotel reservation in Greenwood, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Greenwood.

What are some accommodation options with pools in Greenwood?

English Inn of Charlottesville: Hotel, 10-minute walk from University of Virginia. Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Omni Charlottesville Hotel and Hotel 24 South are two additional hotels with an on-site pool. View all hotels with pools in Greenwood.

How is it to stay in Greenwood?

Visitors can enjoy all that Greenwood has to offer, including its wineries. In Greenwood, there are 5 hotels and other accommodation options to choose from. Find out more about Greenwood.

What should I see while I'm in Greenwood?

A favourite place to visit is Pollak Vineyards. You'll also find King Family Vineyards and Veritas Vineyard and Winery in the area. Take a look at what more there is to see and do in Expedia's Greenwood guide.

What's the seasonal weather in Greenwood?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Greenwood is 1259 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Greenwood on Expedia.com

Find hotels in Greenwood, VA from Rp1.260.258

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Greenwood

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Greenwood hotels

1. English Inn of Charlottesville

2. Days Inn by Wyndham Waynesboro

3. Best Western Plus Waynesboro Inn & Suites Conference Center

4. Sleep Inn Staunton

5. Holiday Inn Express & Suites Staunton by IHG

6. avid hotel Staunton by IHG

7. Grey Pine Lodge

8. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

9. Spark by Hilton Waynesboro

10. Basecamp151

11. Tru By Hilton Staunton

12. Comfort Inn & Suites Staunton

13. Fairfield Inn & Suites by Marriott Staunton

14. Holiday Inn Staunton Conference Center by IHG

15. Holiday Inn Express & Suites Charlottesville by IHG

16. Clarion Pointe Staunton East

17. Hotel 24 South

18. Valley Extended Suites

19. Spark by Hilton Staunton

20. Comfort Inn & Suites Charlottesville Hollymead Town Center

Stay near popular Greenwood attractions

Pollak Vineyards

Learn more about Greenwood

Top Greenwood Hotel Reviews

Comfort Inn & Suites Charlottesville Hollymead Town Center

Super 8 by Wyndham Charlottesville

Motel 6 Staunton, VA

Virginia Guesthouse Hotel

Sleep Inn Staunton

Omni Charlottesville Hotel

Holiday Inn Charlottesville-Univ Area by IHG

Sonesta ES Suites Charlottesville University

Days Inn by Wyndham Charlottesville/University Area

More cheap stays in Greenwood

Motel 6 Staunton, VA

Comfort Inn Monticello

Quality Inn Waynesboro - Skyline Drive

Days Inn by Wyndham Charlottesville/University Area

Comfort Inn & Suites Charlottesville Hollymead Town Center

Sleep Inn Staunton

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app