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Greenwood Holiday Rentals

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Check prices for these dates

Tonight
18 Jul - 19 Jul
Tomorrow
19 Jul - 20 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Greenwood

Charming Updated 3 Bedroom Home Near Downtown
Exterior

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (55)
"Super accommodating host and very nice property— clean and comfortable. "
The price is NZ$792
includes taxes & fees
29 July - 30 July
Charming Updated 3 Bedroom Home Near Downtown
Charming Downtown 2 BR Apartment Steps from Downtown Mall
Fridge, microwave, oven, stovetop

Charming Downtown 2 BR Apartment Steps from Downtown Mall

10.0 out of 10, Exceptional, (1)
The price is NZ$523
includes taxes & fees
22 July - 23 July
Charming Downtown 2 BR Apartment Steps from Downtown Mall
Historic Beauty and Walkable to Everywhere
Outdoor dining

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (48)
"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"
Historic Beauty and Walkable to Everywhere
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Exterior detail

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

9.8 out of 10, Exceptional, (47)
"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. "
The price is NZ$397
includes taxes & fees
29 July - 30 July
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Montrose Manor- In the heart of Belmont!
Fridge, microwave, oven, stovetop

Montrose Manor- In the heart of Belmont!

2.0 star property
The price is NZ$759
includes taxes & fees
27 July - 28 July
Montrose Manor- In the heart of Belmont!
The Townsman: Faulkner Room
1 bedroom, iron/ironing board, free WiFi

The Townsman: Faulkner Room

10.0 out of 10, Exceptional, (4)
The price is NZ$306
includes taxes & fees
31 July - 1 Aug
The Townsman: Faulkner Room
Boutique MicroHotel Room on Downtown Mall: The Townsman: Poe Room
1 bedroom, desk, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (5)
"Terrific microtel stay- lovely room, close to everything on the Downtown Mall."
The price is NZ$294
includes taxes & fees
20 July - 21 July
Boutique MicroHotel Room on Downtown Mall: The Townsman: Poe Room
The Townsman: Secretariat Room
Exterior detail

The Townsman: Secretariat Room

9.4 out of 10, Exceptional, (3)
"The building location is everything and the rooms were beautiful, my husband and I had a great time together."
The price is NZ$293
includes taxes & fees
27 July - 28 July
The Townsman: Secretariat Room
The Townsman: Meriwether Room
Outdoor dining

The Townsman: Meriwether Room

10.0 out of 10, Exceptional, (3)
"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. "
The price is NZ$306
includes taxes & fees
31 July - 1 Aug
The Townsman: Meriwether Room
Boutique Room steps from Downtown Mall | Rose Jean - Room #4
Outdoor dining

Boutique Room steps from Downtown Mall | Rose Jean - Room #4

10.0 out of 10, Exceptional, (5)
"Property was as advertised, clean, and comfortable. Parking wasn’t a problem at all. There is a city parking lot across the street with reasonable rates. Great location and access to downtown. We also enjoyed the Asian restaurant next door."
The price is NZ$386
includes taxes & fees
20 July - 21 July
Boutique Room steps from Downtown Mall | Rose Jean - Room #4
Boutique Room steps from Downtown Mall | Rose Jean - Room #1
Outdoor dining

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

9.2 out of 10, Wonderful, (10)
The price is NZ$386
includes taxes & fees
20 July - 21 July
Boutique Room steps from Downtown Mall | Rose Jean - Room #1
Boutique Room steps from Downtown Mall | Rose Jean - Room #5
Outdoor dining

Boutique Room steps from Downtown Mall | Rose Jean - Room #5

9.4 out of 10, Exceptional, (14)
"Loved the location, WiFi was a bit spotty."
Boutique Room steps from Downtown Mall | Rose Jean - Room #5
Boutique Room steps from Downtown Mall | Rose Jean - Room #3
Outdoor dining

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

10.0 out of 10, Exceptional, (13)
"We had a lovely visit and found some wonderful places to eat!"
Boutique Room steps from Downtown Mall | Rose Jean - Room #3
Boutique Room steps from Downtown Mall | Rose Jean - Room #2
Outdoor dining

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

9.8 out of 10, Exceptional, (10)
"Spent two nights at the property. Perfect location for a brief getaway. Conveniently located near the downtown mall with shops and restaurants. Would stay there again."
The price is NZ$388
includes taxes & fees
21 July - 22 July
Boutique Room steps from Downtown Mall | Rose Jean - Room #2
Your Centrally Located C-Ville Home Away From Home Vacation Rental
Terrace/patio

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

9.0 out of 10, Wonderful, (2)
"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...
The price is NZ$1,412
includes taxes & fees
19 July - 20 July
Your Centrally Located C-Ville Home Away From Home Vacation Rental
The Navel Nalle: Downtown Bungalow, Patio, Parking
Fridge, microwave, oven, stovetop

The Navel Nalle: Downtown Bungalow, Patio, Parking

9.8 out of 10, Exceptional, (8)
"Was nice and close to downtown "
The Navel Nalle: Downtown Bungalow, Patio, Parking
Rugby Road Residential -RRR- near UVa and downtown
Fridge, microwave, oven, stovetop

Rugby Road Residential -RRR- near UVa and downtown

10.0 out of 10, Exceptional, (31)
"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."
The price is NZ$421
includes taxes & fees
21 July - 22 July
Rugby Road Residential -RRR- near UVa and downtown
Beautiful New Townhome with Mountain Views. Close to downtown!
Smart TV, fireplace, music library

Beautiful New Townhome with Mountain Views. Close to downtown!

9.2 out of 10, Wonderful, (11)
"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!"
The price is NZ$891
includes taxes & fees
12 Aug - 13 Aug
Beautiful New Townhome with Mountain Views. Close to downtown!
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (7)
"Overall we were pleased with this quiet, restful spot! Great host communication. We’ll be back!"
The price is NZ$583
includes taxes & fees
30 July - 31 July
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA
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.
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Top Greenwood Hotel Reviews

Boar's Head Resort

Boar's Head Resort

10/10 Excellent
"Boar’s Head is an iconic Charlottesville property. Is accommodations are quaint, although sone are quite dates. The food is fine but I think there are other restaurants that are better. Overall, worth the price. "
Margaret 2-night trip
Posted 23 hours ago
Boar's Head Resort

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 Charlottesville Ice Park, 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.