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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Top Cities in Jefferson County

A river with a bridge, surrounded by dense greenery and a town with buildings and a church.
CottagesCottages

Harpers Ferry

Harpers Ferry

Our top choices for Jefferson County cottages

A two-story house with a gabled roof, a front porch, and a small garden area.

1. 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 house at night with two windows and a porch.

2. Hunt Country cottage in Upperville!

Hunt Country cottage in Upperville!
Upperville
10.0 out of 10, Exceptional, (40 reviews)
"Enjoyed the stay! "
United States
Slade T.
Hunt Country cottage in Upperville!
A living room with a dining table, chairs, a sofa, and a television.

3. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"We loved staying here, and walking into town to.explore. The kitchen was well stocked, and the tub was.perfect for soaking after a long day hiking."
United States
Alexandra Z.
The price is CA $169
CA $309 total
includes taxes & fees
Oct 1 - Oct 2
Quaint Mini Cottage in Shepherdstown - Walking Distance
A wooden dock leading to a lake with a forested hill in the background.

4. 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, (144 reviews)
"Nice location."
United States
Thomas D.
RIVERKEEPER INN, Waterfront Property on the Potomac River
A hot tub with a view of a forested landscape during sunset.

5. 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, (27 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 CA $189
CA $609 total
includes taxes & fees
Oct 12 - Oct 13
Cottage w/ Hot Tub and 100-Mile Valley Views!
A two-story house with a balcony, surrounded by dense greenery.

6. C&O Canal Potomac River Cottage

C&O Canal Potomac River Cottage
Sharpsburg
10.0 out of 10, Exceptional, (66 reviews)
"This was the best stocked kitchen I have ever found in a rental property. Location was just what we were looking for, and host was very responsive and helpful. "
United States
Barbara S.
C&O Canal Potomac River Cottage
A covered deck with a table and chairs, overlooking a river and autumn foliage.

7. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is CA $220
CA $728 total
includes taxes & fees
Oct 7 - Oct 8
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A modern building with large windows, a deck, and a stone wall.

8. 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, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is CA $230
CA $610 total
includes taxes & fees
Sep 27 - Sep 28
Woodsy Retreat with a Hot Tub and Seasonal Views!
A wooden building with a red door, a sign that reads 'HOME OF SWEETNESS TO YOU,' and a potted plant with pink flowers.

9. ‘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 house with a sloped roof, a covered porch, and a view of the sunset.

10. 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, (18 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 single-story house with a porch, surrounded by trees and a garden.

11. CEDAR LANE - Private Cottage, Sophisticated Country Charm

CEDAR LANE - Private Cottage, Sophisticated Country Charm
Middleburg
10.0 out of 10, Exceptional, (156 reviews)
"It was a wonderful stay. "
United States
Christiana C.
CEDAR LANE - Private Cottage, Sophisticated Country Charm
A rustic cabin with a metal roof, surrounded by lush greenery and white hydrangea bushes.

12. 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 stone house with a covered porch and a metal roof.

13. 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 two-story house with a porch, stone foundation, and a small staircase leading to the entrance.

14. 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 stone house with a chimney, surrounded by a well-maintained lawn and trees.

15. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (66 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is CA $387
CA $561 total
includes taxes & fees
Oct 13 - Oct 14
18th Century Stone Cottage minutes from historic Middleburg
A bedroom with a bed, a table, and a view of the outdoors.

16. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (52 reviews)
"Wonderful location. Very peaceful and convenient for everything we wanted to do on our trip. Enjoyed all the deer while sitting outside the cottage reading."
United States
Clinton R.
The price is CA $211
CA $330 total
includes taxes & fees
Oct 4 - Oct 5
The Carriage House at Carrot Top Cottage
A treehouse with multiple windows and a balcony, surrounded by a forest.

17. 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 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 hot tub under a wooden pergola with a grassy yard and trees in the background.

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

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
9.6 out of 10, Exceptional, (39 reviews)
"Well equipped kitchen in a lovely 1950s house. This was perfect for our Team retreat."
United States
Felice N.
The price is CA $552
CA $1,096 total
includes taxes & fees
Oct 22 - Oct 23
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
A two-story house with a covered porch and a wooden fence.

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

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (33 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 CA $307
CA $525 total
includes taxes & fees
Oct 13 - Oct 14
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
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 Winchester

Quality Inn Winchester

10/10 Excellent
"Great"
Allyn 2-night trip
Posted 2 hours ago
Quality Inn Winchester

Find out more about Jefferson County

Jefferson County Cottages information

Number of reviews
738
Accommodation
123 Cottages
Lowest Price
CA $309
Highest Price
CA $1,096

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