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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Greenwood cottages

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.

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

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (22 reviews)
"Beautiful little spot. We will definitely be back."
United States
Caitlin S.
The price is £130
includes taxes & fees
21 Oct - 22 Oct
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
A single-story house with a front porch, a pathway leading to the door, and a small garden with various plants and flowers.

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

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (37 reviews)
"A lovely place to stay and relax! Not far to get to wineries and to Charlottesville. Thank you for a lovely stay!"
United States
Mary R.
The price is £246
includes taxes & fees
21 Oct - 22 Oct
The Cottage @ Afton Mountain- Close to Wineries!
A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

3. 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, (67 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is £224
includes taxes & fees
12 Nov - 13 Nov
Unique Cypress cottage, close to Charlottesville with mountain views.
A single-story house with a green exterior and a white porch.

4. 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)
"perfect location to montfair resort where we attended wedding...coffee within walking distance, very clean house, kitchen well stocked, had a fantastic time ..highly recommend you visit here for your stay..."
United States
karen r.
The price is £257
includes taxes & fees
21 Oct - 22 Oct
High Street | Walk to Everything Crozet | Pet-Friendly
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 £257
includes taxes & fees
3 Nov - 4 Nov
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
A two-story house with a porch, a front door, and a mailbox.

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.2 out of 10, Wonderful, (12 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is £178
includes taxes & fees
26 Oct - 27 Oct
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
A bathroom with white subway tiles, a window with white curtains, a framed picture on the wall, and a showerhead.

7. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (59 reviews)
"It was a couple very cozy place for us to stay in the perfect location."
United States
Linda W.
The price is £192
includes taxes & fees
19 Oct - 20 Oct
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
A house surrounded by trees with a clear sky.

8. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is £219
includes taxes & fees
3 Nov - 4 Nov
Artisan's Cottage
A two-story white house with a front porch, a staircase, and a small front yard.

9. 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, (9 reviews)
The price is £297
includes taxes & fees
26 Oct - 27 Oct
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A deck with wooden chairs and tables, overlooking a grassy field and distant mountains.

10. Cottage on Working Turkey and Bee Farm in the Heart of Crozet

Cottage on Working Turkey and Bee Farm in the Heart of Crozet
Crozet
10.0 out of 10, Exceptional, (45 reviews)
"Lovely little space on a great working farm. Cozy, quiet, and proximity to plenty of amazing nature and activities. Highly recommended "
United States
Thomas G.
The price is £331
includes taxes & fees
30 Oct - 31 Oct
Cottage on Working Turkey and Bee Farm in the Heart of Crozet
A house with a covered porch, a door, and a garden area with plants and a hose.

11. 40 Acre - Mechum Hill Guest Cottage

40 Acre - Mechum Hill Guest Cottage
Charlottesville
The price is £355
includes taxes & fees
18 Oct - 19 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.

12. 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 £319
includes taxes & fees
18 Oct - 19 Oct
Petite Pink Cottage, Perfect for Solo Travelers
A wooden deck with a table and chairs, a railing, and a house with two windows.

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

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is £263
includes taxes & fees
3 Nov - 4 Nov
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.

14. Classic Virginia Cottage, 10 min to UVA and Vineyards

Classic Virginia Cottage, 10 min to UVA and Vineyards
Charlottesville
The price is £376
includes taxes & fees
25 Oct - 26 Oct
Classic Virginia Cottage, 10 min to UVA and Vineyards
A covered porch with two wooden chairs and a table, large windows, and a string of lights.

15. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is £490
includes taxes & fees
19 Oct - 20 Oct
Modern Nellysford Getaway on 40 Private Acres!
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

16. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
10.0 out of 10, Exceptional, (11 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
The price is £404
includes taxes & fees
30 Oct - 31 Oct
Charming Cottage Near Vineyards
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

17. 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.
Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
A two-story house with a wooden deck and a stone border.

18. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
8.0 out of 10, Very good, (1 review)
"Good location, very spacious for 4 guests. Excellent choice of LVP flooring instead of carpeting as there was significant rainfall both days of the visit that would have suffered wet shoes on departures and arrivals at the house."
United States
Elizabeth
The price is £314
includes taxes & fees
3 Nov - 4 Nov
Little Haven Cottage
A two-story house with a large lawn, surrounded by mature trees and a white picket fence.

19. 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 £192
includes taxes & fees
27 Oct - 28 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.

20. 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 £458
includes taxes & fees
12 Nov - 13 Nov
Little Haven Cottage: Walk to Meade Tasting
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

English Inn of Charlottesville

English Inn of Charlottesville

8/10 Good
"I had a really nice stay at the English Inn. The staff were super friendly and helpful. The room was clean, and the corridors were quiet. The hot breakfast was an added bonus after a late night. Everything looked well-maintained, and the touches of England were delightful, including the phone booth in the lobby! I struggled a little with the room temperature when I first arrived, and the refrigerator kept making a clicking noise that made me a little crazy when I was trying to sleep, but overall, it was a very pleasant experience. I hope to return with the rest of my family at some point in the future!"
Saralynn 1-night trip
Posted 2 hours ago
English Inn of Charlottesville

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
400
Accommodation
132 Cottages
Lowest Price
£130
Highest Price
£490

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between £130 and £490 per night. These retreats offer a chance to get in touch with nature — at a price you can afford. These prices were 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?
Enjoy nature's beauty in one of the 132 cottages available in Greenwood. To help you select an ideal place, use our filter tool to search for amenities or perks you prefer.
Why book your cottage in Greenwood with Expedia?
We think that holidays should be stress-free, so if you're searching for cottages in Greenwood at an affordable rate, Expedia has you covered. Save cash and go for a wallet-friendly option far away from the hustle and bustle, or splurge on a luxury cottage to spoil your loved ones.
How can I find cheap cottages in Greenwood?
With Expedia's filter tool, scoring cheap cottages in Greenwood is a cinch. To find properties that'll make your bank balance smile, narrow your search by amenities, budget and star rating.
What is there to do in Greenwood near my cottage?
If you'd like to discover the sights of Greenwood, pay a visit to Pollak Vineyards. It's a favourite with locals and visitors alike.