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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Greenwood and around

Our top choices for Greenwood cottages

Isolated cottage with good view close to many winery and Brewers.
Exterior

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"It was great thank you"
The price is €230
includes taxes & fees
21 Aug - 22 Aug
Isolated cottage with good view close to many winery and Brewers.
Bluebird Cottage: Near 151 + Appalachian Trail
Terrace/patio

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.8 out of 10, Good, (7)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
The price is €254
includes taxes & fees
21 Aug - 22 Aug
Bluebird Cottage: Near 151 + Appalachian Trail
Charming Eastham Guesthouse
Terrace/patio

Charming Eastham Guesthouse

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cute place! Exactly as pictured. We loved our stay! Beautiful location! Take a picture of the key code to get in the door as cell service is spotty. "
Charming Eastham Guesthouse
Cozy Cottage at Frogmorton
Property grounds

Cozy Cottage at Frogmorton

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place to stay out in the countryside. All the details taken care of. "
The price is €183
includes taxes & fees
21 Aug - 22 Aug
Cozy Cottage at Frogmorton
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is €245
includes taxes & fees
21 Aug - 22 Aug
Mechum Hill Cottage: Central to Crozet & Cville
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Outdoor dining

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

9.8 out of 10, Exceptional, (8)
"Very quiet and peaceful. Perfect for a couples getaway :) "
The price is €280
includes taxes & fees
21 Aug - 22 Aug
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Terrace/patio

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

10.0 out of 10, Exceptional, (36)
"Such a great place for a wine weekend trip that isn’t right in the middle of UVA but just a 15 min drive to downtown. The chickens were for sure the stars, would def come back! "
The price is €165
includes taxes & fees
26 Aug - 27 Aug
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
High Street | Walk to Everything Crozet | Pet-Friendly
Terrace/patio

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (101)
"Very cute and very clean. Enjoyed our stay. I understand the abandoned area will be upgraded, looking forward to seeing the outcome"
The price is €296
includes taxes & fees
21 Aug - 22 Aug
High Street | Walk to Everything Crozet | Pet-Friendly
Brand new serene luxury cottage just off the Brew Ridge Trail
Exterior

Brand new serene luxury cottage just off the Brew Ridge Trail

The price is €159
includes taxes & fees
26 Aug - 27 Aug
Brand new serene luxury cottage just off the Brew Ridge Trail
The Cottage @ Afton Mountain- Close to Wineries!
Outdoor dining

The Cottage @ Afton Mountain- Close to Wineries!

10.0 out of 10, Exceptional, (14)
"Great place"
The price is €296
includes taxes & fees
25 Aug - 26 Aug
The Cottage @ Afton Mountain- Close to Wineries!
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Exterior

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (25)
"This house was absolutely perfect for a quiet weekend getaway. "
The price is €535
includes taxes & fees
25 Aug - 26 Aug
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Locust Garden, A North Downtown C'ville Guesthouse
Exterior

Locust Garden, A North Downtown C'ville Guesthouse

2.0 star property
8.0 out of 10, Very good, (1)
"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."
Locust Garden, A North Downtown C'ville Guesthouse
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Property grounds

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

10.0 out of 10, Exceptional, (1)
"Beautiful grounds and views. Pet friendly in some suites the cottage"
The price is €226
includes taxes & fees
1 Sept - 2 Sept
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (35)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
The price is €264
includes taxes & fees
25 Aug - 26 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Terrace/patio

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

10.0 out of 10, Exceptional, (19)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is €373
includes taxes & fees
2 Sept - 3 Sept
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Mountain Mindset: Pup Friendly + Trail
Property grounds

Mountain Mindset: Pup Friendly + Trail

9.8 out of 10, Exceptional, (7)
"This home had everything we could have asked for!"
Mountain Mindset: Pup Friendly + Trail
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

10/10 Excellent
"Spacious, clean room. Charming hotel. Great breakfast "
Anonymous traveller 1-night trip
Posted 1 day ago
English Inn of Charlottesville

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between €159 and €373 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 118 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.