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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Greenwood cottages

A single-story house with a front porch, a pathway leading to the door, and a small garden with various plants and flowers.

1. The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (36 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is AU$452
includes taxes & fees
4 Oct - 5 Oct
The Cottage @ Afton Mountain- Close to Wineries!
A two-story white house with a front porch, a staircase, and a small front yard.

2. Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Charlottesville
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$524
includes taxes & fees
30 Sept - 1 Oct
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A single-story house with a green exterior and a white porch.

3. High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (115 reviews)
"This cute home was perfect for our stay in Crozet! It was close to lovely coffee shops. The home was very clean and communication with the host was fantastic! We would stay here again if in the area."
United States
Jody L.
The price is AU$463
includes taxes & fees
8 Oct - 9 Oct
High Street | Walk to Everything Crozet | Pet-Friendly
A two-story house with a porch, a front door, and a mailbox.

4. Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.4 out of 10, Exceptional, (9 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is AU$344
includes taxes & fees
26 Oct - 27 Oct
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
A wooden deck with a round table and chairs, a grill, and a trash can.

5. Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (17 reviews)
"Our stay was fantastic! Great location for wineries and hiking. Perfect for a couples getaway for privacy and quaintness. Will definitely consider booking again if we ever come back to the area!! "
United States
Liz D.
The price is AU$564
includes taxes & fees
29 Oct - 30 Oct
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
A house surrounded by trees with a clear sky.

6. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AU$408
includes taxes & fees
30 Sept - 1 Oct
Artisan's Cottage
A rustic wooden cabin with a sign reading "Rusty's Retreat." It features large windows, a door, and is surrounded by a garden with plants and a large tree.

7. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (21 reviews)
"Beautiful little spot. We will definitely be back."
United States
Caitlin S.
The price is AU$243
includes taxes & fees
6 Oct - 7 Oct
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

8. Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (66 reviews)
"Lovely, charming home."
United States
Deborah R.
The price is AU$488
includes taxes & fees
5 Oct - 6 Oct
Unique Cypress cottage, close to Charlottesville with mountain views.
A house with a covered porch, a door, and a garden area with plants and a hose.

9. 40 Acre - Mechum Hill Guest Cottage

40 Acre - Mechum Hill Guest Cottage
Charlottesville
The price is AU$659
includes taxes & fees
4 Oct - 5 Oct
40 Acre - Mechum Hill Guest Cottage
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

10. Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (9 reviews)
"Such a cute little cabin!!!! Loved it! "
United States
Beth V.
The price is AU$568
includes taxes & fees
30 Sept - 1 Oct
Petite Pink Cottage, Perfect for Solo Travelers
A wooden deck with a table and chairs, a railing, and a house with two windows.

11. Artisan's Cottage: Woodsy+Private, Central to 151

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is AU$760
includes taxes & fees
11 Oct - 12 Oct
Artisan's Cottage: Woodsy+Private, Central to 151
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

12. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
9.8 out of 10, Exceptional, (9 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
The price is AU$697
includes taxes & fees
4 Oct - 5 Oct
Charming Cottage Near Vineyards
A rustic wooden cabin with a sloped roof, surrounded by trees and a fenced area.

13. Hike in Shenandoah National Park!

Hike in Shenandoah National Park!
Port Republic
9.8 out of 10, Exceptional, (126 reviews)
"Great location in a wonderful little town. The house is nice and well maintained. We had a wonderful little getaway."
United States
Samantha N.
The price is AU$224
includes taxes & fees
6 Oct - 7 Oct
Hike in Shenandoah National Park!
A covered porch with two wooden chairs and a table, large windows, and a string of lights.

14. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is AU$926
includes taxes & fees
6 Oct - 7 Oct
Modern Nellysford Getaway on 40 Private Acres!
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

15. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Great place we loved it! "
United States
Al B.
The price is AU$318
includes taxes & fees
30 Sept - 1 Oct
Charming Eastham Guesthouse
A two-story house with a wooden deck and a stone border.

16. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
The price is AU$591
includes taxes & fees
30 Sept - 1 Oct
Little Haven Cottage
A blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

17. Locust Garden, A North Downtown C'ville Guesthouse

Locust Garden, A North Downtown C'ville Guesthouse
Locust Grove
8.0 out of 10, Very good, (1 review)
"Very clean and sweet property. Attractively furnished. Check in was easy. Good communication.Kitchen was very easy to use. Did lots of our own cooking. Would have appreciated some quality stainless steel pots and tops as we can’t use anodized cookware for specific health reasons."
United States
Susan K.
The price is AU$473
includes taxes & fees
30 Sept - 1 Oct
Locust Garden, A North Downtown C'ville Guesthouse
A two-story house with a large lawn, surrounded by mature trees and a white picket fence.

18. The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful visit. Beautifully landscaped and, clean property. Peaceful- hope to visit again."
United States
Pam W.
The price is AU$360
includes taxes & fees
26 Oct - 27 Oct
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
A two-story house with a wooden deck and a stone border.

19. Little Haven Cottage: Walk to Meade Tasting

Little Haven Cottage: Walk to Meade Tasting
Afton
6.0 out of 10, (1 review)
"House was clean except for the two dirty hand towels lying on the bed when we arrived. Washer and dryer were behind a locked door so I had to message the host to get a code to open it. She first insisted it wouldn’t be inside a locked door, so I had to wait for her to find out about it and she replied quickly enough with the access code. I’m guessing nobody ever needed to use the washer before us? Strange. Rooms could have used dressers or something to put clothes in. Vanities in master...
United States
Anonymous traveller
The price is AU$745
includes taxes & fees
5 Oct - 6 Oct
Little Haven Cottage: Walk to Meade Tasting
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

20. Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville

Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
Charlottesville
8.0 out of 10, Very good, (2 reviews)
"Very clean and roomy for 2 people."
United States
Glenn C.
The price is AU$791
includes taxes & fees
5 Oct - 6 Oct
Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
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

Omni Charlottesville Hotel

Omni Charlottesville Hotel

10/10 Excellent
"Sit and enjoy the atrium - the American cocktail experience… get an incredibly good Waygu burger … and don’t skip dessert! Go on your diets cheat day ~ you’ll appreciate it !"
James 2-night trip
Posted less than an hour ago
Omni Charlottesville Hotel

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
287
Accommodation
135 Cottages
Lowest Price
AU$224
Highest Price
AU$926

Frequently asked questions

How much do cottages in Greenwood cost?
Expect to pay between AU$224 and AU$926 per night for cottages in Greenwood. Whatever your budget, the perfect stay is just clicks away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Greenwood?
Get in touch with nature in one of the 135 cottages available in Greenwood. To help you find your ideal place, make use of our filters to search for must-have perks or amenities.
What is there to do in Greenwood near my cottage?
Whatever your interests, Greenwood has a whole lot to keep you occupied. Veritas Vineyard and Winery, Pippin Hill Farm & Vineyards and Afton Mountain Vineyards are on most visitors' agendas. Don't forget to check out King Family Vineyards, Starr Hill Brewery and Silverback Distillery either. With Expedia's hotel deals in Greenwood, you'll be able to discover even more terrific attractions like these with the cash you save.