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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare 105 Cottages in Greenwood with updated reviews, rates, and availability.

Ski at nearby Massanutten Just $99/night at Bear Escape Cottage
Dwight, our pigmy goat, lives across the street

Ski at nearby Massanutten Just $99/night at Bear Escape Cottage

9.8 out of 10, Exceptional, (88)
"Stayed here while skiing at Massanutten for the weekend! Great distance with scenic views on the drive to and from the mountain. We enjoyed the convenience of the full kitchen, TV, spa shower, and heating system to keep us relaxed after long days of skiing. The sleep number bed in the front bedroom is incredibly comfortable! All appliances worked perfectly and were very helpful in making our stay easy and enjoyable. Will definitely visit again!"
The price is SAR 371
SAR 492 total
includes taxes & fees
10 Feb - 11 Feb
Ski at nearby Massanutten Just $99/night at Bear Escape Cottage
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, (25)
"Really enjoyed our stay at this unique property, it is very pretty cottage in a nice area. Stayed here with my wife and parents to attend a wedding in Crozet. Very close to Monticello and some very cool walking trails. The host were very responsive and accommodating."
Unique Cypress cottage, close to Charlottesville with mountain views.
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, (44)
"This cottage was in a charming location with a creek out back, lovely grounds, and total privacy. We stayed in the late fall; it must be even better in the spring or summer. It is the best-equipped -i.e., amenities - of any place we’ve ever stayed. Comfortably furnished. Nice appliances. Would happily return. "
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (22)
"Three couples enjoyed this well appointed home….plenty of room and beautiful views. It was convenient to some great restaurants and wineries. We definitely will visit this area again!"
The price is SAR 488
SAR 1,480 total
includes taxes & fees
11 Feb - 12 Feb
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.6 out of 10, Good, (5)
"Close to Wintergreen ski resort in quiet spot out of chaos.Simplistic & cozy cabin. Sleeps 4 adults but lots of space for blow ups & have 3 more guests. Bring extra blankets if you sleep with more than one. Clean. No issues. Nice getaway to hike, read, paint, bird, ski or just reset. Loved it! "
The price is SAR 446
SAR 1,103 total
includes taxes & fees
10 Feb - 11 Feb
Bluebird Cottage: Near 151 + Appalachian Trail
The Firefly Cottage
Exterior

The Firefly Cottage

9.8 out of 10, Exceptional, (26)
"Had a wonderful getaway! So enjoyed our time together, exploring Staunton, and spending quiet time on the property watching the farm animals. "
The Firefly Cottage
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Property grounds

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

9.6 out of 10, Exceptional, (5)
"House was perfect for a quick getaway. Clean, had everything you’d need to unwind and get away. "
The price is SAR 547
SAR 1,233 total
includes taxes & fees
10 Feb - 11 Feb
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Outdoor dining

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

9.4 out of 10, Exceptional, (19)
"We booked this last min. to come see our new grand daughter. It was exactly what we needed and worked out perfect for our short stay!"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Charming Cottage < 10 Mi to Wineries & Skiing!
Nellysford Vacation Rental | 2BR | 1BA | 980 Sq Ft | Stairs Required for Entry

Charming Cottage < 10 Mi to Wineries & Skiing!

10.0 out of 10, Exceptional, (11)
"The cottage is so charming and has the best location! It’s very close to many wineries and breweries. Check in and check out we’re seamless. We had a great stay. "
Charming Cottage < 10 Mi to Wineries & Skiing!
Cute Getaway in the Heart of Nelson County Hosted by Heather
Open dining room and kitchen

Cute Getaway in the Heart of Nelson County Hosted by Heather

10.0 out of 10, Exceptional, (3)
"Great place"
Cute Getaway in the Heart of Nelson County Hosted by Heather
Serene Roseland Retreat Near Wintergreen Resort!
Terrace/patio

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!
Pet-Friendly Somerset Cottage at Ivy Cottages

Pet-Friendly Somerset Cottage at Ivy Cottages

Pet-Friendly Somerset Cottage at Ivy Cottages
Quiet Blue Ridge Mountain Cottage
Living Room 2

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (82)
"This is a delightful, quiet & clean little cabin. We enjoyed exploring the area then cooking dinner at home and spending time together. Thank you!"
Quiet Blue Ridge Mountain Cottage
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, (11)
"We absolutely LOVED everything about this property. The owners thought of EVERYTHING to accommodate you on your trip in the mountains that you may forget to bring! All the small gestures were appreciated. The location on the creek was so peaceful, the property was fun to explore with the kids when we were not at Wintergreen on the slopes! Definitely will be back!"
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Pine Cottage: Hot Tub and Central to Nelson 151
Exterior

Pine Cottage: Hot Tub and Central to Nelson 151

10.0 out of 10, Exceptional, (16)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is SAR 788
SAR 1,794 total
includes taxes & fees
4 Mar - 5 Mar
Pine Cottage: Hot Tub and Central to Nelson 151
1802 cottage once part of Monticello and owned by Thomas Jefferson
Golf

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (71)
"We absolutely loved our stay here! Absolutely beautiful property inside and out, perfect cozy spot, caught the snow which was beautiful! Only 15 minutes from town. We will definitely be back, and we loved the Alley Light suggestion from the owner which was incredible! All around it was a perfect stay, thank you!"
1802 cottage once part of Monticello and owned by Thomas Jefferson
High Street | Walk to Everything Crozet | Pet-Friendly
High Street Cottage

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (93)
"Great location for getting to restaurants and the park with kids. House was exactly as described and perfect for a quick getaway. Close to Charlottesville too. "
The price is SAR 750
SAR 1,163 total
includes taxes & fees
10 Feb - 11 Feb
High Street | Walk to Everything Crozet | Pet-Friendly
"The Sparrow" at Historic Downtown Staunton
Welcome to The Sparrow!

"The Sparrow" at Historic Downtown Staunton

10.0 out of 10, Exceptional, (12)
"Adorable house, lovely host, wonderful location."
"The Sparrow" at Historic Downtown Staunton
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, (21)
"This was perfect for our weekend trip to the 151 breweries/wineries. Very cute house and very clean. We would come back!"
Isolated cottage with good view close to many winery and Brewers.
Cottage on the Farm
Exterior

Cottage on the Farm

10.0 out of 10, Exceptional, (2)
"It was so cute."
Cottage on the Farm
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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Other property types in Greenwood

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
View from condo in winter

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (263)
"We really appreciate the cleanliness and location of this property! We had a great stay and look forward to returning! Ps love the art!! "
The price is SAR 394
SAR 914 total
includes taxes & fees
11 Feb - 12 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Love Ridge Mountain Lodging
Exterior

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (11)
"The cabin was very nicely set up, clean, and comfortable. The property manager was in constant contact with me to make sure I had everything I needed. I would highly recommend this place to anyone looking for a quiet relaxing escape. "
The price is SAR 688
SAR 998 total
includes taxes & fees
10 Feb - 11 Feb
Love Ridge Mountain Lodging
Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table
Pretty in autumn

Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (11)
"Wife and I were looking for a place away from the hustle that comes with NOVA normally, and especially the weekend of the inauguration. I must say we found the absolute best spot. Nelson county has always been a favorite spot for us to go to, but most of the time we have made day trips. I absolutely love being able to post up for a weekend in a quiet setting and being able to relax. Even the pup enjoys the quiet and are keen to relax next to the stoves. Most places just leave it up to you to...
Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table
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.

Frequently asked questions

How much do cottages in Greenwood cost?
Rates for cottages in Greenwood range between SAR 371 and SAR 788 per night. Whatever your budget, you’re sure to find the perfect place to get reacquainted with nature. 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?
Pack your suitcases and choose from 105 cottages in Greenwood. Hoping to find a place where you can get in touch with nature? Expedia can help you find the ideal escape in just a few clicks.
Why book your cottage in Greenwood with Expedia?
Booking a cottage in Greenwood is as easy as deciding on your travel dates and picking your ideal place for outdoor recreation and relaxation. From high-end retreats to inexpensive properties and cottages that include conveniences like a kitchen, Expedia has something for all styles and tastes. As for epic deals? We’ve got them too!
How can I find cheap cottages in Greenwood?
An excellent way to score cheap cottages in Greenwood is with Expedia’s useful filter tool. Narrow your search results by star rating, budget and amenities to access unbeatable prices in a couple of clicks.