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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Greenwood cottages

Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is €233
includes taxes & fees
15 Jun - 16 Jun
Bluebird Cottage
Exterior

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
10.0 out of 10, Exceptional, (11 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 €158
includes taxes & fees
21 Jun - 22 Jun
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Exterior

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (109 reviews)
"The house was very centrally located in Crozet, an easy walk to restaurants and the brewery. It was very cosy and had lots of little extras like coffee and dog treats! We were there for one night for the walk through for our daughters wedding at one of the local vineyards and it was perfect for our needs. "
United States
Helen S.
The price is €290
includes taxes & fees
15 Jun - 16 Jun
High Street | Walk to Everything Crozet | Pet-Friendly
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, (56 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is €262
includes taxes & fees
30 Jun - 1 Jul
Unique Cypress cottage, close to Charlottesville with mountain views.
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 €192
includes taxes & fees
15 Jun - 16 Jun
Charming Eastham Guesthouse
Exterior

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (29 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is €275
includes taxes & fees
21 Jun - 22 Jun
The Cottage @ Afton Mountain- Close to Wineries!
Property grounds

The Cottage at Frogmorton

The Cottage at Frogmorton
Waynesboro
10.0 out of 10, Exceptional, (7 reviews)
"Everything was just as stated in the write up. Beautiful, quaint little cottage, very clean and easy check-in, check out process. We thoroughly enjoyed our stay."
United States
Tim W.
The price is €165
includes taxes & fees
16 Jun - 17 Jun
The Cottage at Frogmorton
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.
Petite Pink Cottage, Perfect for Solo Travelers
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 €228
includes taxes & fees
17 Jun - 18 Jun
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Exterior

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
8.6 out of 10, Excellent, (4 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 €192
includes taxes & fees
22 Jun - 23 Jun
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is €237
includes taxes & fees
15 Jun - 16 Jun
Artisan's Cottage
Exterior

Hike in Shenandoah National Park this June!

Hike in Shenandoah National Park this June!
Port Republic
9.8 out of 10, Exceptional, (117 reviews)
"Clean and cozy"
United States
Brittany
The price is €137
includes taxes & fees
7 Jul - 8 Jul
Hike in Shenandoah National Park this June!
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 €323
includes taxes & fees
15 Jun - 16 Jun
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
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, (28 reviews)
"Amazing haven in a quaint setting. Can’t wait to escape here again ! "
United States
Nicole B.
The price is €297
includes taxes & fees
25 Jun - 26 Jun
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
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)
"This house was lovely for our small family. The hot tub, the proximity to ski resort. Highly recommend!"
United States
Megan B.
The price is €304
includes taxes & fees
30 Jun - 1 Jul
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
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 €285
includes taxes & fees
25 Jun - 26 Jun
Locust Garden, A North Downtown C'ville Guesthouse
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 €526
includes taxes & fees
16 Jun - 17 Jun
Modern Nellysford Getaway on 40 Private Acres!
Property grounds

Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Gorgeous setting and incredibly cozy. Perfect for our holiday family gathering!"
United States
Calli S.
The price is €677
includes taxes & fees
15 Jun - 16 Jun
Mountain Mindset: Pup Friendly + Trail
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 €267
includes taxes & fees
21 Jun - 22 Jun
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

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 €388
includes taxes & fees
13 Jul - 14 Jul
Little Haven Cottage: Walk to Meade Tasting
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

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"room was clean, staff very friendly and willing to help, breakfast was very good with many choices as well of different choices each day, check in and out was seemless. will stay again!"
Melvin 2-night trip
Posted 8 hours ago
Sleep Inn Staunton

Find out more about Greenwood

Greenwood Cottages information

Number of reviews
355
Accommodation
126 Cottages
Lowest Price
€137
Highest Price
€677

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between €137 and €677 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 126 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.