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Compare 104 Cottages in Greenwood with updated reviews, rates, and availability.

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, (68)
"My lifelong friend and I came for a girls weekend in October and this property did not disappoint!! It is an absolutely beautiful place; peaceful and quiet. There were two other groups of guests staying in the other two rentals, but they were all awesome. My only regret is that we weren't able to stay longer. I would absolutely recommend this property to anyone looking to escape the hustle and bustle and just unwind for a bit. The fall foliage was absolutely stunning, there were deer roaming...
1802 cottage once part of Monticello and owned by Thomas Jefferson
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, (23)
"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."
The price is SAR 552
SAR 1,064 total
includes taxes & fees
1 Dec - 2 Dec
Unique Cypress cottage, close to Charlottesville with mountain views.
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors

Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors

10.0 out of 10, Exceptional, (41)
"Very peaceful and comfortable place to stay."
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
October peak leaf peeping in Shenandoah Park mid week special $99/night!
Dwight, our pigmy goat, lives across the street

October peak leaf peeping in Shenandoah Park mid week special $99/night!

10.0 out of 10, Exceptional, (82)
"Property was cute and quaint. Only thing we missed out on was the goat on the photo or some cows in the backyard that other reviewers mentioned. I think it was simply timing not on our side! But kids were looking forward to seeing animals. Jena has put a TON of time into providing resources for her visitors. Brewery nearby (Alpine Goat) was one of the best we’ve been to. Fantastic location!!!"
The price is SAR 484
SAR 617 total
includes taxes & fees
4 Dec - 5 Dec
October peak leaf peeping in Shenandoah Park mid week special $99/night!
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 747
SAR 1,734 total
includes taxes & fees
3 Dec - 4 Dec
Pine Cottage: Hot Tub and Central to Nelson 151
The Firefly Cottage
Exterior

The Firefly Cottage

9.8 out of 10, Exceptional, (24)
"We felt like it was just the right amount privacy with a country vibe yet very close to Staunton. Everything was clean. The kitchen was equipped with everything we needed. We also appreciated that countertops were clear so there was plenty of room for our stuff. The bed was very comfortable. We would highly recommend this place for couples."
The Firefly Cottage
Loveshack, a charming tiny house on a 5 acre farm
Living area

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
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
Outdoor dining

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!"
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
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!
Birds and Bees Cottage

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
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, (91)
"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 751
SAR 1,168 total
includes taxes & fees
1 Dec - 2 Dec
High Street | Walk to Everything Crozet | Pet-Friendly
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
Pet-Friendly Somerset Cottage at Ivy Cottages

Pet-Friendly Somerset Cottage at Ivy Cottages

Pet-Friendly Somerset Cottage at Ivy Cottages
Rosé All Day: Wine Country Getaway! Walk to Dining
Welcome to Rosé All Day, a cottage in the heart of Virginia's wine country.

Rosé All Day: Wine Country Getaway! Walk to Dining

2.0 star property
10.0 out of 10, Exceptional, (10)
"We were in town for work and needed a comfortable place to come back to at the end of our long days. The beds were extremely comfortable, and the hosts were so responsive! Such a charming house with a great location! We would love to stay again!"
Rosé All Day: Wine Country Getaway! Walk to Dining
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
10.0 out of 10, Exceptional, (1)
"I wish we were staying longer than one night! This house is amazing! The decor is adorable mixing rustic with modern. The owners thought of everything someone might need. Shampoo, conditioner, soap, q-tips, flossers, coffee, non-dairy creamer, laundry soap and more! The location with the creek in the front is perfect. We sat on the screened in porch and just listened to the rushing water. I can't say enough wonderful things. We will most definitely be back and for longer. Thank you!"
The price is SAR 447
SAR 1,071 total
includes taxes & fees
2 Dec - 3 Dec
Bluebird Cottage: Near 151 + Appalachian Trail
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, (41)
"The location was exactly as described, very clean, well stocked, and in a great location. The hosts were very friendly and communicated well. "
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
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
Ridgeview Cottage: Mtn Views and Fall Foliage!
Exterior

Ridgeview Cottage: Mtn Views and Fall Foliage!

9.2 out of 10, Wonderful, (10)
"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 1,411 total
includes taxes & fees
2 Dec - 3 Dec
Ridgeview Cottage: Mtn Views and Fall Foliage!
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, (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.
Property grounds

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

10.0 out of 10, Exceptional, (7)
"We had a wonderful stay here. The host was great to us in making our stay go smooth with out any problems. The area was beautiful and the nice large fenced in yard was great for our dogs to explore. The whole property was VERY well maintained inside and out, comfortable accommodations and supplied with everything we needed to feel home away from home. We wouldn't hesitate to book again anytime of year!"
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
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

Valley Extended Suites
Front of property

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (171)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is SAR 401
SAR 447 total
includes taxes & fees
3 Dec - 4 Dec
Valley Extended Suites
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Entrance to High Ridge

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 526
SAR 1,084 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Lovely Wooded Cabin with Numerous Trails On-Site!
Earlysville Vacation Rental | Studio | 1BA | 5 Stairs to Access | 550 Sq Ft

Lovely Wooded Cabin with Numerous Trails On-Site!

10.0 out of 10, Exceptional, (62)
"Very clean, cozy, as it appeared in the pictures! "
Lovely Wooded Cabin with Numerous Trails On-Site!
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 447 and SAR 751 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 104 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.