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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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, (114 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 €288
includes taxes & fees
14 Sept - 15 Sept
High Street | Walk to Everything Crozet | Pet-Friendly
Exterior

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

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (19 reviews)
"Beautiful little spot. We will definitely be back."
United States
Caitlin S.
The price is €149
includes taxes & fees
20 Sept - 21 Sept
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
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, (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 €289
includes taxes & fees
21 Sept - 22 Sept
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior

4. 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, (4 reviews)
"This is a phenomenal property and space. The beds were so comfortable. The space is private, and well appointed with everything you need! Enjoyed the fire ring and the back porch immensely. As a work traveler, you don’t get many chances to sit and relax in such a refined and great space, this is a gem. Oh and Harris Teeter is just down the road for all the groceries and supplies!"
United States
Dan H.
The price is €355
includes taxes & fees
16 Sept - 17 Sept
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Bathroom

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

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (54 reviews)
"House was quiet and peaceful. We enjoyed our stay. "
United States
Chris R.
The price is €211
includes taxes & fees
21 Sept - 22 Sept
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

6. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is €250
includes taxes & fees
28 Sept - 29 Sept
Artisan's Cottage
Exterior

7. 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, (7 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is €201
includes taxes & fees
22 Sept - 23 Sept
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Exterior

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, (65 reviews)
"Lovely, charming home."
United States
Deborah R.
The price is €299
includes taxes & fees
5 Oct - 6 Oct
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

9. Dog Friendly Cottage Close to UVA

Dog Friendly Cottage Close to UVA
Charlottesville
10.0 out of 10, Exceptional, (5 reviews)
"Property was very clean and exactly what we needed. Location is perfect to explore wineries and breweries in both directions. Entrance does sneak up on you at night but no biggie! "
United States
Eric W.
The price is €440
includes taxes & fees
14 Sept - 15 Sept
Dog Friendly Cottage Close to UVA
Exterior

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 €361
includes taxes & fees
14 Sept - 15 Sept
Petite Pink Cottage, Perfect for Solo Travelers
Exterior

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

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is €286
includes taxes & fees
28 Sept - 29 Sept
Artisan's Cottage: Woodsy+Private, Central to 151
Exterior

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 €439
includes taxes & fees
4 Oct - 5 Oct
Charming Cottage Near Vineyards
Exterior

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

Classic Virginia Cottage, 10 min to UVA and Vineyards
Charlottesville
The price is €425
includes taxes & fees
23 Sept - 24 Sept
Classic Virginia Cottage, 10 min to UVA and Vineyards
Exterior

14. 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 €148
includes taxes & fees
15 Sept - 16 Sept
Hike in Shenandoah National Park!
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 €416
includes taxes & fees
14 Sept - 15 Sept
Little Haven Cottage: Walk to Meade Tasting
Cottage, Private Bathroom (Basecamp Cottage) | Exterior

16. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
The price is €357
includes taxes & fees
14 Sept - 15 Sept
Little Haven Cottage
House (3 Bedrooms) | Interior

17. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is €560
includes taxes & fees
14 Sept - 15 Sept
Modern Nellysford Getaway on 40 Private Acres!
Exterior

18. 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 €196
includes taxes & fees
14 Sept - 15 Sept
Charming Eastham Guesthouse
Exterior

19. 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 €477
includes taxes & fees
5 Oct - 6 Oct
Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
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 €298
includes taxes & fees
14 Sept - 15 Sept
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

Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent
"Everything was great"
Silvia 1-night trip
Posted less than an hour ago
Comfort Inn & Suites Charlottesville Hollymead Town Center

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
Accommodation
134 Cottages
Lowest Price
€232
Highest Price
€560

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between €232 and €560 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.