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Check prices for these dates

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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Cottages in Greenwood

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, (39)
"The cabin was beautiful and a perfect place for us to relax. The location was phenomenal and closely located to Shenandoah and many amazing towns to explore."
The price is AED 624
AED 1,138 total
includes taxes & fees
27 Oct - 28 Oct
Unique Cypress cottage, close to Charlottesville with mountain views.
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, (91)
"Great place"
1802 cottage once part of Monticello and owned by Thomas Jefferson
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Terrace/patio

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

10.0 out of 10, Exceptional, (38)
"Thank you so much Juli - guests enjoyed a wonderful stay!!"
The price is AED 581
AED 991 total
includes taxes & fees
26 Oct - 27 Oct
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
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 AED 661
AED 961 total
includes taxes & fees
2 Oct - 3 Oct
Isolated cottage with good view close to many winery and Brewers.
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
The price is AED 474
AED 1,029 total
includes taxes & fees
2 Oct - 3 Oct
Mechum Hill Cottage: Central to Crozet & Cville
Loveshack, a charming tiny house on a 5 acre farm
Property grounds

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (7)
"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
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, (67)
"excellent place to stay!! clean, beds were comfy"
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Bluebird Cottage: Near 151 + Appalachian Trail
Terrace/patio

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
8.0 out of 10, Very Good, (8)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
The price is AED 422
AED 1,072 total
includes taxes & fees
6 Oct - 7 Oct
Bluebird Cottage: Near 151 + Appalachian Trail
Charming Eastham Guesthouse
Terrace/patio

Charming Eastham Guesthouse

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cute place! Exactly as pictured. We loved our stay! Beautiful location! Take a picture of the key code to get in the door as cell service is spotty. "
The price is AED 533
AED 819 total
includes taxes & fees
5 Oct - 6 Oct
Charming Eastham Guesthouse
Birds and Bees Cottage
Terrace/patio

Birds and Bees Cottage

10.0 out of 10, Exceptional, (44)
"Loved staying at the Birds and Bees Cottage. It was so peaceful waking up each day, sitting on the porch and enjoying the views of the farm. This cottage was the perfect spot to unwind after visiting some local wineries. It was quiet and very easy to relax on the porch with a good book in the evening. Hope to return in the fall. "
Birds and Bees Cottage
The Cottage @ Afton Mountain- Close to Wineries!
Outdoor dining

The Cottage @ Afton Mountain- Close to Wineries!

10.0 out of 10, Exceptional, (14)
"Great place"
The price is AED 592
AED 1,238 total
includes taxes & fees
5 Oct - 6 Oct
The Cottage @ Afton Mountain- Close to Wineries!
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Terrace/patio

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

10.0 out of 10, Exceptional, (21)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is AED 720
AED 1,699 total
includes taxes & fees
6 Oct - 7 Oct
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
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, (20)
"We had a great time starting here on spring break."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
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
Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts
Exterior

Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts

10.0 out of 10, Exceptional, (4)
" Cleanest rental we've ever stayed in and the kitchen was very well stocked."
Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts
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, (15)
"Excellent location close to a variety of restaurants and not far from many wineries along the Monticello Wine Trail. The house is the perfect size with lots of thoughtful touches. We will definitely be back!"
Rosé All Day: Wine Country Getaway! Walk to Dining
Cozy Cottage with beautiful Mountain View’s - close to wineries
Terrace/patio

Cozy Cottage with beautiful Mountain View’s - close to wineries

10.0 out of 10, Exceptional, (16)
"The cottage was extremely well equipped, clean and comfortable. We will definitely stay here again "
Cozy Cottage with beautiful Mountain View’s - close to wineries
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
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Exterior

Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

10.0 out of 10, Exceptional, (27)
"My husband and I enjoyed this home so much! Beautiful location, house is immaculate, communication with owners was perfect! Cannot say enough wonderful things. We booked it again immediately for a trip we having coming in the fall. "
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Exterior

Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.

10.0 out of 10, Exceptional, (1)
"Beautifully decorated and super clean. They’ve thought of all the little touches. Location is perfect, around 7 miles outside of town but in the peaceful countryside. We sat on the porch watching wildlife in the back. There are vineyards and breweries in all directions. We visited Monticello and even mountain top orchards. Owners were great. We will be returning. "
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Good location, easy check-in. Little loud in the hallways."
Luca 2-night trip
Posted 16 hours ago
Comfort Inn & Suites

Frequently asked questions

How much do cottages in Greenwood cost?
Cottages in Greenwood range between AED 819 and AED 1,699 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 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.