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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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 NZ$297
includes taxes & fees
1 Nov - 2 Nov
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
A bathroom with white subway tiles, a window with white curtains, a framed picture on the wall, and a showerhead.

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 NZ$427
includes taxes & fees
29 Oct - 30 Oct
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
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, (68 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is NZ$491
includes taxes & fees
17 Nov - 18 Nov
Unique Cypress cottage, close to Charlottesville with mountain views.
A single-story house with a front porch, a pathway leading to the door, and a small garden with various plants and flowers.

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

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (41 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 NZ$553
includes taxes & fees
29 Oct - 30 Oct
The Cottage @ Afton Mountain- Close to Wineries!
A single-story house with a green exterior and a white porch.

5. 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 NZ$574
includes taxes & fees
16 Nov - 17 Nov
High Street | Walk to Everything Crozet | Pet-Friendly
A wooden deck with a round table and chairs, a grill, and a trash can.

6. 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 NZ$574
includes taxes & fees
9 Nov - 10 Nov
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
A house surrounded by trees with a clear sky.

7. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is NZ$533
includes taxes & fees
16 Nov - 17 Nov
Artisan's Cottage
A two-story house with a porch, a front door, and a mailbox.

8. 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, (13 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is NZ$400
includes taxes & fees
3 Nov - 4 Nov
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
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, (10 reviews)
The price is NZ$730
includes taxes & fees
16 Nov - 17 Nov
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

10. 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 NZ$750
includes taxes & fees
2 Nov - 3 Nov
Petite Pink Cottage, Perfect for Solo Travelers
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

11. 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 NZ$914
includes taxes & fees
3 Nov - 4 Nov
Charming Cottage Near Vineyards
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
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 NZ$1,144
includes taxes & fees
9 Nov - 10 Nov
Modern Nellysford Getaway on 40 Private Acres!
A rustic wooden cabin with a sloped roof, surrounded by trees and a fenced area.

14. Hike in Shenandoah National Park!

Hike in Shenandoah National Park!
Port Republic
9.8 out of 10, Exceptional, (132 reviews)
"Very sweet cozy cottage. The village area is quaint with lots of pretty historic homes and gardens. Definitely recommend!"
United States
Jennifer B.
The price is NZ$276
includes taxes & fees
3 Nov - 4 Nov
Hike in Shenandoah National Park!
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 NZ$426
includes taxes & fees
16 Nov - 17 Nov
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 NZ$876
includes taxes & fees
2 Nov - 3 Nov
Little Haven Cottage: Walk to Meade Tasting
A two-story house with a wooden deck and a stone border.

17. 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 NZ$791
includes taxes & fees
17 Nov - 18 Nov
Little Haven Cottage
A blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

18. 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 NZ$606
includes taxes & fees
2 Nov - 3 Nov
Locust Garden, A North Downtown C'ville Guesthouse
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, (12 reviews)
"Perfect space and location!"
United States
Samantha H.
The price is NZ$382
includes taxes & fees
2 Nov - 3 Nov
Charming Eastham Guesthouse
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

20. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"Cute cottage close to the slopes, Recommend 4WD if visiting in the winter snow."
United States
Art B.
The price is NZ$579
includes taxes & fees
29 Oct - 30 Oct
Bluebird Cottage: Near 151 + Appalachian 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

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Been coming here for years always excellent"
Steven 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
462
Accommodation
132 Cottages
Lowest Price
NZ$276
Highest Price
NZ$1,144

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between NZ$276 and NZ$1,144 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.
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.

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