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Compare 103 Cottages in Greenwood with updated reviews, rates, and availability.

Ring in January with winter hiking or skiing!!! Stay at Bear Escape Cottage

10.0 out of 10, Exceptional, (83)
"We had great time at this house. My son loved the big yard. It was close enough to JMU. We did some exploring of the area. Very clean!"
The price is SAR 372
SAR 493 total
includes taxes & fees
9 Jan - 10 Jan
Ring in January with winter hiking or skiing!!! Stay at Bear Escape Cottage

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.

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

10.0 out of 10, Exceptional, (21)
"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 593
SAR 1,622 total
includes taxes & fees
6 Jan - 7 Jan
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

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 838
SAR 1,839 total
includes taxes & fees
14 Jan - 15 Jan
Pine Cottage: Hot Tub and Central to Nelson 151

The Firefly Cottage

9.8 out of 10, Exceptional, (25)
"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

Mountain Mindset: Hot Tub + 0.6 mile from Slopes

9.6 out of 10, Exceptional, (4)
"We enjoyed the impeccable details in the renovated space. Very comfortable and upscale. Highly recommend to others!"
The price is SAR 1,059
SAR 2,838 total
includes taxes & fees
5 Jan - 6 Jan
Mountain Mindset: Hot Tub + 0.6 mile from Slopes

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

10.0 out of 10, Exceptional, (3)
"Great place"
The price is SAR 492
SAR 1,673 total
includes taxes & fees
8 Jan - 9 Jan
Cute Getaway in the Heart of Nelson County Hosted by Heather

Pet-Friendly Somerset Cottage at Ivy Cottages

Pet-Friendly Somerset Cottage at Ivy Cottages

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

10.0 out of 10, Exceptional, (44)
"Very adequate and clean for small group. 2 bathroom's would be a plus. Nice and cozy. Was a great choice for our anniversary getaway. Highly reccomend this house."
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

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

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (70)
"Excellent location for our visit to Monticello and Charlottesville. The cottage was very clean and comfortable and the foothills scenery - plus wildlife - was beautiful. The weather was a bit cool for the hot tub but the farm and pastures were exactly the respite for which we were planning. Our host, Steve, called to check in and offer recommendations. Great visit to Monticello, Jefferson Vineyards, the Highlands, Boars Head and Charlottesville."
1802 cottage once part of Monticello and owned by Thomas Jefferson

Ridgeview Cottage: Mtn Views and Fall Foliage!

9.4 out of 10, Exceptional, (11)
"It’s perfect for a family of 4 or two couples. The pool is amazing, the ambiance, the lighting just perfect for pictures. Also, the cottage equipped with everything needed. We were able to get instacart & DoorDash to deliver. Good time in deed and plan on going back next year for sure. "
The price is SAR 747
SAR 1,392 total
includes taxes & fees
12 Jan - 13 Jan
Ridgeview Cottage: Mtn Views and Fall Foliage!

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

9.4 out of 10, Exceptional, (18)
"Very nice"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything

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

10.0 out of 10, Exceptional, (10)
"We absolutely loved our stay at this charming cottage in Tyro, VA! The property is a true retreat, with a tranquil stream running through the yard and a spacious, fenced-in area that was perfect for enjoying the outdoors in privacy. The cottage itself was cozy, clean, and thoughtfully equipped with everything we needed for a relaxing getaway. The highlight was definitely the serene surroundings. Waking up to the sound of the stream and spending evenings in the large yard made us feel completely...
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

"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

Loveshack, a charming tiny house on a 5 acre farm

9.4 out of 10, Exceptional, (6)
"This tiny house was great for some alone time with your partner. The only downsides were, there was a coffee pot you could make coffee on the stove, but no coffee maker. Your are set out in the country some, so some insects are to be expected, but they mostly stayed on the first floor, there was a decent amount of ants in the kitchen (windows were rustic, so they were coming in there) we just kept any food in the fridge. The handle on the tub is broken off, and we found it weird that already...
Loveshack, a charming tiny house on a 5 acre farm

NEW! Afton Cottage w/ Hot Tub, Firepit, Mountain Views

9.6 out of 10, Exceptional, (4)
"We so loved the Towler Cottage! The location was perfect, the Blue Ridge views and the perfect size cottage. Highly recommend!"
The price is SAR 568
SAR 1,266 total
includes taxes & fees
6 Jan - 7 Jan
NEW! Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Birds and Bees Cottage

10.0 out of 10, Exceptional, (39)
"Our hiking trip to Shenandoah Nat park was unexpectedly enhanced by our stay at Birds and Bees cottage! What a lovely, comfortable place with amazing view of the Blue Ridge Mountains and acres of pastures. The turkeys and llamas were so interesting to watch. I particularly liked when the turkeys gobbled in unison! The owners were very nice and informative. Would definitely stay again and recommend."
Birds and Bees Cottage
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.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is SAR 394
SAR 907 total
includes taxes & fees
5 Jan - 6 Jan
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (286)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is SAR 560
SAR 1,442 total
includes taxes & fees
15 Jan - 16 Jan
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging

10.0 out of 10, Exceptional, (194)
"Everything about the property was planned and built with top quality. It was easy to communicate with Terry who was very friendly. We have never stayed at a property with such access to privacy yet many on-site activities. We loved it. Well worth the drive!"
Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging
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 372 and SAR 1,059 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 103 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.