Greenwood Holiday Rentals from €108: Search Short-Term Rentals

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Holiday Rentals in Greenwood

Enjoy the serene atmosphere of this backyard with a well-maintained lawn and garden beds, perfect for relaxation.

"Super accommodating host and very nice property— clean and comfortable. "

includes taxes & fees

13 Jul - 14 Jul

Enjoy meals in this well-equipped kitchen with a dining area, featuring a stove, oven, and window with an outdoor view.

includes taxes & fees

13 Jul - 14 Jul

Relax with a meal or a drink in this outdoor seating area, surrounded by lush plants and flowers.

"We really enjoyed our stay here. The house was wonderful, very nicely decorated and clean. We really liked how close it was to all the unique restaurants and downtown.Nightlife"

includes taxes & fees

20 Jul - 21 Jul

Situated in a charming brick building, The Loco 824 offers a unique storefront with a large glass window and a cozy outdoor seating area.

"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "

includes taxes & fees

20 Jul - 21 Jul

Enjoy cooking and dining in this well-equipped kitchen with a central island, sink, and flat-screen TV.

includes taxes & fees

13 Jul - 14 Jul

Relax in comfort with a large bed, desk, and bookshelf in this stylish room.

"Travelling for work, sick of hotel beds, very private, quiet, and comfortable."

includes taxes & fees

13 Jul - 14 Jul

Enjoy a peaceful retreat on your balcony with a round table and comfortable seating for two.

"Property is in a convenient location at the pedestrian mall in Charlottesville. Great walkable location, room is spacious, clean, and a comfortable bed. Since it is located downtown it is loud in the evening outside the balcony. "

includes taxes & fees

13 Jul - 14 Jul

Welcome to The Townsman, a Charlotte hotel with a prominent entrance marked by a glass door.

"The building location is everything and the rooms were beautiful, my husband and I had a great time together."

includes taxes & fees

13 Jul - 14 Jul

Relax in this serene bedroom featuring a four-poster bed with white bedding and patterned pillows.

"Terrific microtel stay- lovely room, close to everything on the Downtown Mall."

Enjoy outdoor dining on the patio with a dining table and chairs, surrounded by a lush garden.

"Clean and comfortable and great location very close to Downtown mall."

Enjoy al fresco dining on the patio surrounded by a lush garden and city views.

"clean, modest room, perfect location"

Relax in the serene outdoor patio surrounded by lush greenery and a beautiful garden.

"We had a lovely visit and found some wonderful places to eat!"

Enjoy cooking in this well-equipped kitchen with a double sink, dishwasher, and ample utensils.

includes taxes & fees

13 Jul - 14 Jul

"The property accurately matches the online description. The rooms were spacious and cozy and the location was perfect for getting downtown and around to different wineries. The living room is a bit sparse for comfortable seating and there is no communal TV. This was fine for us though as we didn’t spend much time at the house except to sleep (though some of the guys in our group would’ve appreciated it to catch some of the football games!). We had some initial bumps with the check in process and...

includes taxes & fees

12 Jul - 13 Jul

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and dishwasher.

"We had a great stay. The owners are kind and responsive, and the property was just as depicted in the photos. We would absolutely stay here again."

includes taxes & fees

13 Jul - 14 Jul

Relax in this stylish living room with a comfortable sofa, armchair, and coffee table.

"We often do winery weekends and this was our first time staying here. The location was great! Close to town but still quiet neighborhood for the evenings!"

includes taxes & fees

10 Aug - 11 Aug

Enjoy cooking and meal preparation in this well-equipped kitchen with a sink, microwave, stove, and refrigerator.

"Overall we were pleased with this quiet, restful spot! Great host communication. We’ll be back!"

Compact kitchen with washer and dryer, stainless steel refrigerator, and gas stove.

"Was a great place. "

includes taxes & fees

15 Jul - 16 Jul

Guests can enjoy a peaceful evening by the fire pit in the serene outdoor setting.

"Cozy spot close to Charlottesville with a hot tub! Thank you!"

includes taxes & fees

15 Jul - 16 Jul

Enjoy al fresco dining and relaxation in this patio area, featuring a barbecue grill, seating and a shaded table.

includes taxes & fees

15 Jul - 16 Jul

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Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwood holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as €108 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday 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 holiday.

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.

Recent reviews of Greenwood properties

5/5 Excellent

good experience

"Room was clean and comfortable ( we had the king deluxe), the pool was good size and refreshing, the breakfast area was in a private large area . "

A verified traveller stayed at English Inn of Charlottesville

Posted 13 hours ago

5/5 Excellent

Welcome rest stop on the way to the Outer Banks.

"We stay here overnight on our way to North Carolina Beaches. The staff is always accomodating and friendly.The rooms are well cleaned, and the beds are comfy. Breakfast is so-so, but there are other nearby options if that is important to you. There is a trolley ride around town, which the kids love. Historic downtown is within walking distance, with lots of restaurants and activities to do. "

A verified traveller stayed at Howard Johnson by Wyndham Staunton

Posted 4 days ago

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its wineries.

What are some of the best holiday rentals that Greenwood has to offer?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This holiday home rental outside of Greenwood is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Greenwood?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenwood stay.

What’s there to see and do in Greenwood?

Explore the area and family-friendly sights such as War Fields, or get out into nature at a spot like Shenandoah National Park. In the wider area, you’ll find Pollak Vineyards and King Family Vineyards.

What’s a holiday rental in Greenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.

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Holiday Rentals in Greenwood

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Holiday Rentals in Greenwood

Charming Updated 3 Bedroom Home Near Downtown

Charming Downtown 2 BR Apartment Steps from Downtown Mall

Historic Beauty and Walkable to Everywhere

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Montrose Manor- In the heart of Belmont!

The Townsman: Faulkner Room

The Townsman: Meriwether Room

The Townsman: Secretariat Room

Boutique MicroHotel Room on Downtown Mall: The Townsman: Poe Room

Boutique Room steps from Downtown Mall | Rose Jean - Room #1

Boutique Room steps from Downtown Mall | Rose Jean - Room #2

Boutique Room steps from Downtown Mall | Rose Jean - Room #3

Walk to Everything! Downtown, UVA, The Corner & Hospital are just steps away!

Your Centrally Located C-Ville Home Away From Home Vacation Rental

Rugby Road Residential -RRR- near UVa and downtown

Beautiful New Townhome with Mountain Views. Close to downtown!

BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA

Westerly Haven B: Walk to Scott Stadium!

Barndominium with Mountain Views & Hot tub! Pets Welcome!

Barn Suite, Mountain Views & Hot tub, Pets OK!

Find out more about Greenwood

Recent reviews of Greenwood properties

English Inn of Charlottesville

Sleep Inn Staunton

Hampton Inn & Suites Charlottesville-At the University

Omni Charlottesville Hotel

Extended Stay America Premier Suites - Charlottesville

Boar's Head Resort

Days Inn by Wyndham Waynesboro

Holiday Inn Charlottesville-Univ Area by IHG

Howard Johnson by Wyndham Staunton

Frequently asked questions