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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Greenwood cottages

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Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (48 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is AED 422
AED 990 total
includes taxes & fees
23 Jun - 24 Jun
Bluebird Cottage
Exterior

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.4 out of 10, Exceptional, (13 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 AED 272
AED 655 total
includes taxes & fees
12 Jul - 13 Jul
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Exterior

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (30 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is AED 532
AED 1,163 total
includes taxes & fees
23 Jun - 24 Jun
The Cottage @ Afton Mountain- Close to Wineries!
Exterior

Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
10.0 out of 10, Exceptional, (26 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
The price is AED 475
AED 1,193 total
includes taxes & fees
23 Jun - 24 Jun
Rosé All Day: Wine Country Getaway! Walk to Dining
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)
"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 AED 735
AED 1,211 total
includes taxes & fees
23 Jun - 24 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 AED 588
AED 1,104 total
includes taxes & fees
14 Jul - 15 Jul
Unique Cypress cottage, close to Charlottesville with mountain views.
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 AED 430
AED 687 total
includes taxes & fees
24 Jun - 25 Jun
The Cottage at Frogmorton
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 AED 533
AED 806 total
includes taxes & fees
22 Jul - 23 Jul
Charming Eastham Guesthouse
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 AED 503
AED 1,163 total
includes taxes & fees
29 Jun - 30 Jun
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
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 AED 563
AED 931 total
includes taxes & fees
24 Jun - 25 Jun
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AED 437
AED 1,006 total
includes taxes & fees
24 Jun - 25 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, (118 reviews)
"Clean and cozy"
United States
Brittany
The price is AED 419
AED 543 total
includes taxes & fees
21 Jul - 22 Jul
Hike in Shenandoah National Park this June!
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 AED 676
AED 856 total
includes taxes & fees
6 Jul - 7 Jul
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
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 AED 1,111
AED 1,506 total
includes taxes & fees
23 Jun - 24 Jun
Petite Pink Cottage, Perfect for Solo Travelers
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)
"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 AED 739
AED 1,263 total
includes taxes & fees
25 Jun - 26 Jun
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
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 AED 605
AED 1,209 total
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 AED 900
AED 2,234 total
includes taxes & fees
23 Jun - 24 Jun
Modern Nellysford Getaway on 40 Private Acres!
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 AED 716
AED 1,511 total
includes taxes & fees
13 Jul - 14 Jul
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Property grounds

Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Nice cabin in a good location! "
United States
Caine C.
The price is AED 988
AED 2,916 total
includes taxes & fees
23 Jun - 24 Jun
Mountain Mindset: Pup Friendly + 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

Hotel 24 South

Hotel 24 South

8/10 Good
"This hotel, originally named the Stonewall Jackson, is over 100 years old, but has aged reasonably well. The rooms are small by modern standards (at least those with ony 1 bed), but adequate. The updated bath in our room was very nice, with a better-than-average shower. A nice breakfast buffet is available for purchase, currently at a price of $15 per person, and restaurants for lunch and dinner are within easy walking distance, The hotel is attached to a municipal parking garage with a daily fee mid-week, but it's free on weekends. We did find the cost of the room to be far more than expected in this small Shenandoah Valley town ($264 with tax), but the desk clerk advised us that it's a typical summer tourist-season rate for the area. Overall, the hotel is fine and I'm glad we stayed there, but I probably wouldn't choose it for a return visit in the high season."
Brenda 1-night trip
Posted 11 hours ago
Hotel 24 South

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between AED 543 and AED 2,916 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 138 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.
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