Photo by Karyn Leary

Search Cottages in Greenwood

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Exterior

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

10.0 out of 10, Exceptional, (58)
"Wonderful getaway with beautiful outdoor space! "
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
1802 cottage once part of Monticello and owned by Thomas Jefferson
Exterior

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (81)
"This is a great place to stay. Close to town but out on a large very private farm. Highly recommend. "
1802 cottage once part of Monticello and owned by Thomas Jefferson
Hike in Shenandoah National Park this June!
Exterior

Hike in Shenandoah National Park this June!

9.8 out of 10, Exceptional, (103)
"Booked this property based on its proximity to Grand Caverns. It was perfectly situated netween the cavern, shopping and local wineries. Will definitely book if in the area again "
Hike in Shenandoah National Park this June!
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is HK$1,013
HK$2,198 total
includes taxes & fees
7 Aug - 8 Aug
Mechum Hill Cottage: Central to Crozet & Cville
Birds and Bees Cottage
Terrace/patio

Birds and Bees Cottage

10.0 out of 10, Exceptional, (44)
"Lovely little cottage in the country. Perfect porch for sipping coffee in the morning or watching to sunset. Close to wineries, breweries, hiking and not far from Charlottesville! We enjoyed sitting around the fire pit in the Adirondack chairs. "
Birds and Bees Cottage
High Street | Walk to Everything Crozet | Pet-Friendly
Terrace/patio

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (101)
"Very cute and very clean. Enjoyed our stay. I understand the abandoned area will be upgraded, looking forward to seeing the outcome"
The price is HK$1,570
HK$2,614 total
includes taxes & fees
10 Aug - 11 Aug
High Street | Walk to Everything Crozet | Pet-Friendly
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Terrace/patio

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

10.0 out of 10, Exceptional, (36)
"Such a great place for a wine weekend trip that isn’t right in the middle of UVA but just a 15 min drive to downtown. The chickens were for sure the stars, would def come back! "
The price is HK$830
HK$1,577 total
includes taxes & fees
10 Aug - 11 Aug
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Rosé All Day: Wine Country Getaway! Walk to Dining
Exterior

Rosé All Day: Wine Country Getaway! Walk to Dining

2.0 star property
10.0 out of 10, Exceptional, (14)
"Just what we needed for a few days away! Great location with plenty of food and activities nearby! "
The price is HK$1,017
HK$2,598 total
includes taxes & fees
12 Aug - 13 Aug
Rosé All Day: Wine Country Getaway! Walk to Dining
Isolated cottage with good view close to many winery and Brewers.
Exterior

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"It was great thank you"
The price is HK$1,413
HK$2,055 total
includes taxes & fees
7 Aug - 8 Aug
Isolated cottage with good view close to many winery and Brewers.
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (32)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
The price is HK$1,154
HK$2,225 total
includes taxes & fees
20 Aug - 21 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Property grounds

Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

10.0 out of 10, Exceptional, (19)
"We had a great time starting here on spring break."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Brand new serene luxury cottage just off the Brew Ridge Trail
Exterior

Brand new serene luxury cottage just off the Brew Ridge Trail

The price is HK$603
HK$1,250 total
includes taxes & fees
10 Aug - 11 Aug
Brand new serene luxury cottage just off the Brew Ridge Trail
Loveshack, a charming tiny house on a 5 acre farm
Property grounds

Loveshack, a charming tiny house on a 5 acre farm

9.4 out of 10, Exceptional, (6)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm
Quiet Blue Ridge Mountain Cottage
Terrace/patio

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (88)
"small, quaint little cottage that accommodated our lodging needs sufficiently"
Quiet Blue Ridge Mountain Cottage
"The Sparrow" at Historic Downtown Staunton
Outdoor dining

"The Sparrow" at Historic Downtown Staunton

9.8 out of 10, Exceptional, (16)
"Spent my 60th birthday here with my best friend! Awesome trip! "
"The Sparrow" at Historic Downtown Staunton
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
Exterior

Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors

10.0 out of 10, Exceptional, (48)
"Very peaceful and comfortable place to stay."
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
Beautiful, Remodeled Cottage in the Heart of Afton
Exterior

Beautiful, Remodeled Cottage in the Heart of Afton

10.0 out of 10, Exceptional, (65)
"My husband and I were just looking for a quick getaway for the weekend and this was perfect!"
Beautiful, Remodeled Cottage in the Heart of Afton
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Exterior

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (25)
"We had a great time!! The house was spotless, hot tub was great, and the fire pit was perfect! We had fun playing pool every night and seeing the animals next door during the day. Master bedroom and bathroom are amazing!!!"
The price is HK$1,397
HK$5,088 total
includes taxes & fees
10 Aug - 11 Aug
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Cozy Cottage at Frogmorton
Property grounds

Cozy Cottage at Frogmorton

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place to stay out in the countryside. All the details taken care of. "
The price is HK$989
HK$1,538 total
includes taxes & fees
7 Aug - 8 Aug
Cozy Cottage at Frogmorton
Charming Mountain Escape | Hot Tub & Scenic Views
Outdoor spa tub

Charming Mountain Escape | Hot Tub & Scenic Views

10.0 out of 10, Exceptional, (3)
"We had a wonderful stay! The house is conveniently located near many popular wineries. We absolutely loved the house amenities, including the hot tub and fire pits. Beds were comfortable and kitchen was well stocked with essentials."
Charming Mountain Escape | Hot Tub & Scenic Views
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenwood Hotel Reviews

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

10/10 Excellent
"I like the price"
Alberto 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between HK$603 and HK$1,570 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 118 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.