A wooden bridge over a gravel path, surrounded by trees and a stone wall, leading to a building with a spire.

Cottages in Jefferson County

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Jefferson County cottages

A house at night with two windows and a porch.

1. Hunt Country cottage in Upperville!

Hunt Country cottage in Upperville!
Upperville
10.0 out of 10, Exceptional, (38 reviews)
"Enjoyed the stay! "
United States
Slade T.
Hunt Country cottage in Upperville!
A house with a sloped roof, a covered porch, and a view of the sunset.

2. Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses

Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses
Purcellville
10.0 out of 10, Exceptional, (14 reviews)
"Adorable cottage in the beautiful countryside. So peaceful and relaxing. Loved having the animals around and the host is wonderful."
United States
chrissy s.
Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses
A hot tub under a wooden pergola with a grassy yard and trees in the background.

3. Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
9.8 out of 10, Exceptional, (37 reviews)
"Well equipped kitchen in a lovely 1950s house. This was perfect for our Team retreat."
United States
Felice N.
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
A two-story house with a gabled roof, a front porch, and a small garden area.

4. Serene 2-Bedroom Upper Cottage - Unit 2 in Loudoun Co, VA - 12 Cool Acres & Pond

Serene 2-Bedroom Upper Cottage - Unit 2 in Loudoun Co, VA - 12 Cool Acres & Pond
Purcellville
9.8 out of 10, Exceptional, (18 reviews)
"We loved the location and had everything we needed. Greg was a great host."
United States
Dawn V.
Serene 2-Bedroom Upper Cottage - Unit 2 in Loudoun Co, VA - 12 Cool Acres & Pond
A living room with a dining table, chairs, a sofa, and a television.

5. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (24 reviews)
"Host let us in a bit early which was nice!"
United States
John
The price is HK$941
HK$1,720 total
includes taxes & fees
8 Sept - 9 Sept
Quaint Mini Cottage in Shepherdstown - Walking Distance
A wooden dock leading to a lake with a forested hill in the background.

6. RIVERKEEPER INN, Waterfront Property on the Potomac River

RIVERKEEPER INN, Waterfront Property on the Potomac River
Harper's Ferry
9.2 out of 10, Wonderful, (143 reviews)
"Nice location."
United States
Thomas D.
RIVERKEEPER INN, Waterfront Property on the Potomac River
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

7. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is HK$1,764
HK$3,093 total
includes taxes & fees
8 Sept - 9 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A patio area with two metal chairs, a small table, and a potted plant.

8. ‘Sweet Dreams' Cozy Cottage in Downtown Winchester

‘Sweet Dreams' Cozy Cottage in Downtown Winchester
Winchester
10.0 out of 10, Exceptional, (1 review)
"Amazing location, very quaint historic town with lots to do within walking distance. The cottage was beautiful and cozy with gardens right beside it. The host was quick to reply and very accommodating!! Absolutely would stay here again."
United States
Izzy C.
‘Sweet Dreams' Cozy Cottage in Downtown Winchester
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

9. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (65 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is HK$2,156
HK$3,104 total
includes taxes & fees
8 Sept - 9 Sept
18th Century Stone Cottage minutes from historic Middleburg
A hot tub with a view of a forested landscape during sunset.

10. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveller
The price is HK$784
HK$2,967 total
includes taxes & fees
14 Sept - 15 Sept
Cottage w/ Hot Tub and 100-Mile Valley Views!
A two-story house with a covered porch and a wooden fence.

11. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
The price is HK$1,712
HK$2,886 total
includes taxes & fees
13 Sept - 14 Sept
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
A stone house with a covered porch and a metal roof.

12. Historic Schoolhouse on Winery Row

Historic Schoolhouse on Winery Row
Purcellville
10.0 out of 10, Exceptional, (23 reviews)
"Very quiet and peaceful yet close enough to everything."
United States
Susan M.
Historic Schoolhouse on Winery Row
A rustic cabin with a metal roof, surrounded by lush greenery and white hydrangea bushes.

13. Tranquil 2-bedroom cottage on gorgeous horse farm in The Plains

Tranquil 2-bedroom cottage on gorgeous horse farm in The Plains
The Plains
10.0 out of 10, Exceptional, (1 review)
"This little cottage is GREAT! The host is AMAZING. The views are fabulous! We thoroughly enjoyed our time! HIGHLY RECOMMEND!!"
United States
BRITTNEY L.
Tranquil 2-bedroom cottage on gorgeous horse farm in The Plains
A modern building with large windows, a deck, and a stone wall.

14. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is HK$784
HK$2,671 total
includes taxes & fees
8 Sept - 9 Sept
Woodsy Retreat with a Hot Tub and Seasonal Views!
A two-story house with a porch, stone foundation, and a small staircase leading to the entrance.

15. Historical cottage in the town of Paris

Historical cottage in the town of Paris
Paris
9.8 out of 10, Exceptional, (54 reviews)
"Host has done a great job with this historic cottage. Very nice and cozy place to stay. We appreciated the Starlink connectivity! "
United States
Todd S.
Historical cottage in the town of Paris
A modern kitchen with a wooden island, stainless steel appliances, and pendant lighting.

16. Charming 3-bedroom cottage in farm & wine country

Charming 3-bedroom cottage in farm & wine country
Berryville
10.0 out of 10, Exceptional, (1 review)
Charming 3-bedroom cottage in farm & wine country
A large estate with a main house, a guest house, and a well-maintained lawn.

17. ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !
Frederick
10.0 out of 10, Exceptional, (159 reviews)
"Amazing, clean and peaceful experience!!! Thank you for your hospitality!!!"
United States
G S.
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !
A single-story house with a garage, surrounded by a well-maintained lawn and trees.

18. Bear Mountain Cottage

Bear Mountain Cottage
Paeonian Springs
10.0 out of 10, Exceptional, (22 reviews)
"Great host and beautiful property!"
United States
Madison E.
Bear Mountain Cottage
A treehouse with multiple windows and a balcony, surrounded by a forest.

19. Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Waterford
10.0 out of 10, Exceptional, (5 reviews)
"This treehouse was so dreamy and private! I hope we get to stay here again some time soon!"
United States
Lara P.
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
A white building with a red roof, a car parked in front, and a grassy yard.

20. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
The price is HK$588
HK$1,264 total
includes taxes & fees
1 Oct - 2 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
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 Jefferson County Hotel Reviews

Quality Inn Shepherdstown

Quality Inn Shepherdstown

8/10 Good
"Clean but a dated property. Helpful staff. Poor breakfast selection."
Mark 1-night trip
Posted 8 hours ago
Quality Inn Shepherdstown

Find out more about Jefferson County

Jefferson County Cottages information

Number of reviews
534
Accommodation
122 Cottages
Lowest Price
HK$1,264
Highest Price
HK$3,104

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