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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Greenwood cottages

Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is CA $142
CA $358 total
includes taxes & fees
Jul 16 - Jul 17
Bluebird Cottage
Exterior

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (31 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is CA $205
CA $453 total
includes taxes & fees
Jul 19 - Jul 20
The Cottage @ Afton Mountain- Close to Wineries!
Hair dryer, towels, soap, shampoo

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (49 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is CA $155
CA $294 total
includes taxes & fees
Jul 20 - Jul 21
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Exterior

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 CA $219
CA $416 total
includes taxes & fees
Aug 11 - Aug 12
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (110 reviews)
"Great little spot, very close to “downtown” Crozet. Great host, great communication…."
United States
Anonymous traveller
The price is CA $283
CA $476 total
includes taxes & fees
Jul 27 - Jul 28
High Street | Walk to Everything Crozet | Pet-Friendly
Exterior

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.4 out of 10, Exceptional, (15 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 CA $104
CA $251 total
includes taxes & fees
Aug 9 - Aug 10
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Exterior

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 CA $204
CA $309 total
includes taxes & fees
Jul 16 - Jul 17
Charming Eastham Guesthouse
Exterior

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 CA $218
CA $503 total
includes taxes & fees
Jul 16 - Jul 17
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Outdoor dining

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 CA $222
CA $481 total
includes taxes & fees
Jul 19 - Jul 20
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior

Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (9 reviews)
"We loved staying here, it was super cozy and comfortable, the perfect place to stay for a visit to Charlottesville. We'll definitely be back!"
United States
Peter S.
The price is CA $425
CA $575 total
includes taxes & fees
Jul 16 - Jul 17
Petite Pink Cottage, Perfect for Solo Travelers
Cottage, Private Bathroom (Basecamp Cottage) | Exterior

Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
The price is CA $198
CA $506 total
includes taxes & fees
Jul 16 - Jul 17
Little Haven Cottage
Exterior

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
8.8 out of 10, Excellent, (5 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 CA $232
CA $301 total
includes taxes & fees
Aug 11 - Aug 12
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Exterior

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 CA $222
CA $364 total
includes taxes & fees
Aug 9 - Aug 10
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Exterior

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 CA $520
CA $707 total
includes taxes & fees
Jul 16 - Jul 17
Dog Friendly Cottage Close to UVA
Exterior

Hike in Shenandoah National Park this June!

Hike in Shenandoah National Park this June!
Port Republic
9.8 out of 10, Exceptional, (118 reviews)
"Clean and cozy"
United States
Brittany
The price is CA $204
CA $258 total
includes taxes & fees
Jul 20 - Jul 21
Hike in Shenandoah National Park this June!
Exterior

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 CA $210
CA $432 total
includes taxes & fees
Jul 16 - Jul 17
Locust Garden, A North Downtown C'ville Guesthouse
Property grounds

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
Tyro
10.0 out of 10, Exceptional, (30 reviews)
"Everything was great! The house is well appointed and the fenced in yard was perfect for our dogs. Highly recommend."
United States
Michael W.
The price is CA $291
CA $502 total
includes taxes & fees
Jul 26 - Jul 27
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is CA $384
CA $856 total
includes taxes & fees
Jul 22 - Jul 23
Modern Nellysford Getaway on 40 Private Acres!
Terrace/patio

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 CA $142
CA $407 total
includes taxes & fees
Jul 16 - Jul 17
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

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

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is CA $188
CA $459 total
includes taxes & fees
Jul 28 - Jul 29
Artisan's Cottage: Woodsy+Private, Central to 151
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
"Everything was ok. The only thing I was a bit disappointed with is that the pool was closed for repairs. I was looking forward to having a good time in the pool. Otherwise Everything else was great."
Abel 4-night trip
Posted 2 hours ago
English Inn of Charlottesville

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
457
Accommodation
136 Cottages
Lowest Price
CA $251
Highest Price
CA $856

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between CA $251 and CA $856 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 136 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 vacations 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 favorite with locals and visitors alike.

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