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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Greenwood cottages

Exterior

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

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (112 reviews)
"Great little spot, very close to “downtown” Crozet. Great host, great communication…."
United States
Anonymous traveller
The price is €299
includes taxes & fees
2 Aug - 3 Aug
High Street | Walk to Everything Crozet | Pet-Friendly
Exterior

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

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (32 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is €306
includes taxes & fees
4 Aug - 5 Aug
The Cottage @ Afton Mountain- Close to Wineries!
Outdoor dining

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

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (15 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 €300
includes taxes & fees
2 Aug - 3 Aug
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior

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, (60 reviews)
"We have stayed here once before and we absolutely love the place. Mary is an excellent host and she did everything to accommodate us. "
United States
Kurt K.
The price is €255
includes taxes & fees
2 Aug - 3 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.
Hair dryer, towels, soap, shampoo

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

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (50 reviews)
"House was quiet and peaceful. We enjoyed our stay. "
United States
Chris R.
The price is €198
includes taxes & fees
2 Aug - 3 Aug
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Exterior

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.0 out of 10, Wonderful, (6 reviews)
"Such a cozy, secluded cottage! Great place to hang with my besties. We really enjoyed our time at Wandering Bear. "
United States
Carol F.
The price is €194
includes taxes & fees
11 Aug - 12 Aug
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Exterior

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

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Charlottesville
The price is €315
includes taxes & fees
2 Aug - 3 Aug
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Exterior

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

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.4 out of 10, Exceptional, (16 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
The price is €151
includes taxes & fees
5 Aug - 6 Aug
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

9. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is €241
includes taxes & fees
4 Aug - 5 Aug
Artisan's Cottage
Exterior

10. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
10.0 out of 10, Exceptional, (7 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
The price is €471
includes taxes & fees
31 Jul - 1 Aug
Charming Cottage Near Vineyards
House (3 Bedrooms) | Interior

11. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is €531
includes taxes & fees
4 Aug - 5 Aug
Modern Nellysford Getaway on 40 Private Acres!
Exterior

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

Classic Virginia Cottage, 10 min to UVA and Vineyards
Charlottesville
The price is €533
includes taxes & fees
28 Aug - 29 Aug
Classic Virginia Cottage, 10 min to UVA and Vineyards
Exterior

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

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is €280
includes taxes & fees
30 Aug - 31 Aug
Artisan's Cottage: Woodsy+Private, Central to 151
Exterior

14. 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 €225
includes taxes & fees
25 Aug - 26 Aug
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Exterior

15. 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 €373
includes taxes & fees
30 Aug - 31 Aug
Little Haven Cottage: Walk to Meade Tasting
Exterior

16. Hike in Shenandoah National Park this June!

Hike in Shenandoah National Park this June!
Port Republic
9.8 out of 10, Exceptional, (121 reviews)
"We enjoyed our girls weekend in this quaint cottage. The host’s description of the cabin was very accurate. The beds were comfortable and the kitchen was well equipped. "
United States
Maureen S.
The price is €127
includes taxes & fees
10 Aug - 11 Aug
Hike in Shenandoah National Park this June!
Exterior

17. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
9.8 out of 10, Exceptional, (9 reviews)
"Great place we loved it! "
United States
Al B.
The price is €193
includes taxes & fees
27 Aug - 28 Aug
Charming Eastham Guesthouse
Terrace/patio

18. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
8.8 out of 10, Excellent, (12 reviews)
"This house is perfect for a girls weekend. We did a couple places further out but enjoyed Bold Rock and Devils Backbone. It had everything we needed to enjoy some much needed time to relax at the house also. "
United States
Katherine N.
The price is €274
includes taxes & fees
2 Aug - 3 Aug
Bluebird Cottage: Near 151 + Appalachian Trail
Cottage, Private Bathroom (Basecamp Cottage) | Exterior

19. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
The price is €340
includes taxes & fees
5 Aug - 6 Aug
Little Haven Cottage
Exterior

20. 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 €306
includes taxes & fees
11 Aug - 12 Aug
Locust Garden, A North Downtown C'ville Guesthouse
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

8/10 Good
"Good hotel. I enjoyed my stay"
Jack 1-night trip
Posted 12 hours ago
Omni Charlottesville Hotel

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
428
Accommodation
134 Cottages
Lowest Price
€127
Highest Price
€533

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between €127 and €533 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 134 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.