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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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, (23 reviews)
"This is a super cute cabin in a very peaceful setting."
United States
Rebecca B.
The price is AU$258
includes taxes & fees
15 Nov - 16 Nov
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
A compact kitchen with white cabinetry, a blue door, and a white refrigerator.

2. 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 AU$335
includes taxes & fees
17 Nov - 18 Nov
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
A two-story white house with a front porch, a staircase, and a small front yard.

3. 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, (11 reviews)
The price is AU$569
includes taxes & fees
17 Nov - 18 Nov
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

4. 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, (71 reviews)
"Beautiful place and easy access to wineries and breweries in the area! The cottage was very clean, cozy and accommodating. Will come again!"
United States
Allison H.
The price is AU$399
includes taxes & fees
6 Dec - 7 Dec
Unique Cypress cottage, close to Charlottesville with mountain views.
A two-story house with a porch, a front door, and a mailbox.

5. 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, (16 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is AU$284
includes taxes & fees
17 Nov - 18 Nov
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
A single-story house with a front porch, a pathway leading to the door, and a small garden with various plants and flowers.

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

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (43 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 AU$441
includes taxes & fees
16 Nov - 17 Nov
The Cottage @ Afton Mountain- Close to Wineries!
A wooden deck with a round table and chairs, a grill, and a trash can.

7. 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.
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
A house surrounded by trees with a clear sky.

8. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AU$439
includes taxes & fees
16 Nov - 17 Nov
Artisan's Cottage
A single-story house with a green exterior and a white porch.

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

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (116 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 AU$519
includes taxes & fees
16 Nov - 17 Nov
High Street | Walk to Everything Crozet | Pet-Friendly
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

10. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"We and our dog stayed for a weekend at the cottage. The cottage was very clean, nicely decorated and welcoming, the kitchen had all the needed appliances and cookware, only sugar and coffee were provided. The back porch was rather dusty though which made the outdoor area less pleasant to use. Communication with the host was clear and easy. Overall we had a great experience at the cottage and plan on returning."
United States
Mihaela B.
The price is AU$882
includes taxes & fees
24 Nov - 25 Nov
Charming Cottage Near Vineyards
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

11. Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (10 reviews)
"A very special, unique property. We enjoyed our stay in the cozy, cute, clean cottage. Great location. We will return again."
United States
Tracy
The price is AU$669
includes taxes & fees
15 Nov - 16 Nov
Petite Pink Cottage, Perfect for Solo Travelers
A house surrounded by trees with a clear sky.

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

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is AU$467
includes taxes & fees
16 Nov - 17 Nov
Artisan's Cottage: Woodsy+Private, Central to 151
A covered porch with two wooden chairs and a table, large windows, and a string of lights.

13. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is AU$955
includes taxes & fees
16 Nov - 17 Nov
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.

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

Classic Virginia Cottage, 10 min to UVA and Vineyards
Charlottesville
8.0 out of 10, Very good, (2 reviews)
"Very cute place!"
United States
McKenna B.
Classic Virginia Cottage, 10 min to UVA and Vineyards
A two-story house with a large lawn, surrounded by mature trees and a white picket fence.

15. 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$350
includes taxes & fees
8 Dec - 9 Dec
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.

16. 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$701
includes taxes & fees
15 Nov - 16 Nov
Little Haven Cottage: Walk to Meade Tasting
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$480
includes taxes & fees
22 Nov - 23 Nov
Locust Garden, A North Downtown C'ville Guesthouse
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 AU$660
includes taxes & fees
15 Nov - 16 Nov
Little Haven Cottage
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

19. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (13 reviews)
"Great place we loved it! "
United States
Al B.
The price is AU$313
includes taxes & fees
14 Dec - 15 Dec
Charming Eastham Guesthouse
A rustic wooden cabin with a sloped roof, surrounded by trees and a fenced area.

20. Hike in Shenandoah National Park!

Hike in Shenandoah National Park!
Port Republic
9.8 out of 10, Exceptional, (135 reviews)
"We loved our stay, the host checked on us and we have very good communication. We'll definitely be back!!"
United States
jessica S.
The price is AU$221
includes taxes & fees
17 Nov - 18 Nov
Hike in Shenandoah National Park!
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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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.
Photo by Karyn Leary
Open Photo by Karyn Leary

Frequently Asked Questions

How much do cottages in Greenwood cost?

Expect to pay between AU$221 and AU$955 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 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.