Top Cottages in Clarke County in 2026

Clarke County Cottages
Virginia
United States of America
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A historic building with a red roof, brick walls, and arched walkways.

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Top Cities in Clarke County

A vineyard with rows of grapevines, a winding road, and a distant view of rolling hills and a cloudy sky.

Bluemont

Boyce

A lush green field with wildflowers and a distant view of rolling hills and a red-roofed building.

Paris

Our top choices for Clarke County cottages

A hot tub surrounded by a forest with bare trees and a clear blue sky.

A two-story house with a balcony, surrounded by trees.

A cozy room with a fireplace, a bed with a plaid blanket, a vase of flowers, and a small pumpkin on the mantel.

A staircase with a white railing, a chandelier with multiple lights, and a wooden ceiling.

1. Secluded, Cozy Cottage in the Shenandoah Valley

Secluded, Cozy Cottage in the Shenandoah Valley

Maurertown

10.0 out of 10, Exceptional, (214 reviews)

10/10

Exceptional

(214 reviews)

"Absolutely loved the location and the hot rib was great after a long hike"

Cherilyn W.

Secluded, Cozy Cottage in the Shenandoah Valley

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

A bedroom with a bed, a TV on a black stand, a window, and a framed picture on the wall.

A modern living room with a wooden coffee table, leather sofas, and a kitchen area with wooden cabinets and appliances.

2. 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, (20 reviews)

9.8/10

Exceptional

(20 reviews)

"We loved the location and had everything we needed. Greg was a great host."

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.

A bathroom with a shower, a window, a sink, and a toilet.

A compact kitchen with a microwave, kettle, and stove, leading to a seating area with a sofa and a table.

A modern kitchen with white cabinets, a stainless steel stove, and a large window.

3. Hunt Country cottage in Upperville!

Hunt Country cottage in Upperville!

Upperville

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Perfect stay! Beautiful place. Very communicative liaison and the cupcakes were a nice surprise."

Claire

Hunt Country cottage in Upperville!

A living room with a dining table, chairs, a sofa, and a television.

A bedroom with a sloped ceiling, a bed with patterned bedding, a window with curtains, and a wall-mounted air conditioning unit.

A living room with a sofa, a TV on a wooden cabinet, a dining table with chairs, and a patterned rug.

A spacious attic bedroom with a sloped ceiling, a large window, and a view of the outdoors.

4. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown

9.8 out of 10, Exceptional, (25 reviews)

9.8/10

Exceptional

(25 reviews)

"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."

Virginia W.

The price is AED 606

AED 606

AED 1,014 total

includes taxes & fees

9 Nov - 10 Nov

Quaint Mini Cottage in Shepherdstown - Walking Distance

A wooden dock leading to a lake with a forested hill in the background.

A dining area with a glass table surrounded by wicker chairs, a blue lamp, and framed artwork on the wall.

A wooden staircase with a handrail and a dark finish.

A single-story house with a garage, a front door, and a small balcony with plants.

5. 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)

9.2/10

Wonderful

(144 reviews)

"This was my second visit to the quaint little cottage with the dog and she and I both enjoyed it just as much as our first time. Our favorite spot to stay is on the dock, enjoying the swing, and watching the boats go by. Thank you for another fantastic stay!"

Candace T.

RIVERKEEPER INN, Waterfront Property on the Potomac River

A hot tub with a view of a forested landscape during sunset.

A bedroom with a bed, a bedside table, a mirror, and a window with curtains.

A modern bathroom with a freestanding bathtub, a large mirror, and a granite countertop sink.

A room with a wood-burning stove, a bench, and a large window with a view of trees.

6. 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, (28 reviews)

9.8/10

Exceptional

(28 reviews)

"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."

Anonymous traveler

The price is AED 448

AED 448

AED 1,515 total

includes taxes & fees

29 Oct - 30 Oct

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

A covered deck with a table and chairs, overlooking a river and autumn foliage.

A room with a large window overlooking a lake and autumn trees.

A dock with a red canopy extending over a calm body of water, surrounded by trees with autumn foliage.

A modern kitchen with wooden cabinetry, a central island with stools, and a dining area with a sofa.

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)

10/10

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."

Lindy K.

The price is AED 566

AED 566

AED 1,894 total

includes taxes & fees

21 Oct - 22 Oct

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

A wooden building with a red door, a sign that reads 'HOME OF SWEETNESS TO YOU,' and a potted plant with pink flowers.

A bedroom with a bed, a chair, a wooden door, a window, a sink, and cabinets.

A rustic kitchen with a wooden door, a window, and a table with a lamp.

A shower with a glass door, a sink with a soap dispenser, and a towel rack.

8. ‘Sweet Dreams' Cozy Cottage in Downtown Winchester

‘Sweet Dreams' Cozy Cottage in Downtown Winchester

Winchester

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"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."

Izzy C.

‘Sweet Dreams' Cozy Cottage in Downtown Winchester

A modern building with large windows, a deck, and a stone wall.

A modern living room with a brown leather sofa, wooden coffee table, and a dining area with a wooden table and chairs.

A modern living room with a dark blue wall, wooden flooring, a sofa, a coffee table, and a bookshelf.

A dining table set for six with a rustic wooden table, black plates, and clear glassware.

9. 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, (29 reviews)

9.8/10

Exceptional

(29 reviews)

"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."

Rebecca N.

The price is AED 367

AED 367

AED 1,259 total

includes taxes & fees

21 Oct - 22 Oct

Woodsy Retreat with a Hot Tub and Seasonal Views!

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

A stone fire pit with a metal grate, surrounded by a stone wall, in a well-lit outdoor area at night.

A bathroom with a white sink, toilet, and shower. There is a towel rack, a mirror, and a sign on the wall.

A pathway leading to a house with a garden, surrounded by trees.

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, (20 reviews)

10/10

Exceptional

(20 reviews)

"We loved our stay! Michele and John are wonderful hosts. The property is beautiful and we enjoyed seeing the horses. The kids especially loved the pool. The cottage is well kept and close to lots of activities - we ventured out to Harpers Ferry and one of the local vineyards. Would stay here again and recommend highly!"

Rachel M.

Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses

A single-story house with a porch, surrounded by trees and a garden.

A modern kitchen with stainless steel appliances, a large window, and a painting of a chicken.

A porch with a table set for drinks, a pitcher, and a birdcage.

A modern kitchen with stainless steel appliances, a large window, and a wooden floor.

11. CEDAR LANE - Private Cottage, Sophisticated Country Charm

CEDAR LANE - Private Cottage, Sophisticated Country Charm

Middleburg

10.0 out of 10, Exceptional, (157 reviews)

10/10

Exceptional

(157 reviews)

"It was a wonderful stay. "

Christiana C.

CEDAR LANE - Private Cottage, Sophisticated Country Charm

A rustic cabin with a metal roof, surrounded by lush greenery and white hydrangea bushes.

A cozy outdoor seating area with two Adirondack chairs, a fire pit, and a house with illuminated windows.

A kitchen with a wooden island, a dining area with a table and chairs, and a seating area with a sofa.

A rural property with a gravel driveway leading to a wooden barn and a small shed.

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

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"We had a really lovely stay! The home was clean, comfortable, and had everything we needed for our trip. We especially enjoyed the space and how relaxing it was to come back to at the end of the day. The hosts were friendly and easy to communicate with. Thank you for having us!"

Eva St Claire G.

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

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

A living room with a sofa, a coffee table, a clock, and a television.

A serene outdoor seating area with chairs and a fire pit, surrounded by a stone wall and a small stream.

A modern bathroom with a granite countertop, a glass shower enclosure, and a stone-tiled shower area.

13. Historic Schoolhouse on Winery Row

Historic Schoolhouse on Winery Row

Purcellville

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Very quiet and peaceful yet close enough to everything."

Susan M.

Historic Schoolhouse on Winery Row

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

A cozy living room with a blue sofa, a brown leather ottoman, and a wooden dining table with chairs.

A cozy living room with a fireplace, wooden beams, a clock, and a television.

A backyard with a fire pit, two Adirondack chairs, a wooden pergola, and a house in the background.

14. Historical cottage in the town of Paris

Historical cottage in the town of Paris

Paris

9.8 out of 10, Exceptional, (55 reviews)

9.8/10

Exceptional

(55 reviews)

"Very relaxing getaway."

Scott H.

Historical cottage in the town of Paris

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

A stone house with a small porch, a chimney, and an air conditioning unit.

A cozy living room with a wooden floor, a brown leather sofa, a dark coffee table, and a red armchair. There is a window with curtains, a potted plant, and a framed picture on the wall.

A patio with stone flooring, a round table, and metal chairs.

15. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg

10.0 out of 10, Exceptional, (67 reviews)

10/10

Exceptional

(67 reviews)

"A quaint cottage in a beautiful location!"

Mary H.

The price is AED 1,010

AED 1,010

AED 1,446 total

includes taxes & fees

18 Oct - 19 Oct

18th Century Stone Cottage minutes from historic Middleburg

A bedroom with a bed, a table, and a view of the outdoors.

A church with a steeple and arched windows, surrounded by trees and a stone wall.

An aerial view of a cemetery surrounded by lush greenery and hills, with a bridge crossing a river in the background.

A modern bathroom with a glass-enclosed shower, a white sink with two faucets, and a mirror with a woven frame.

16. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage

Harpers Ferry

9.8 out of 10, Exceptional, (54 reviews)

9.8/10

Exceptional

(54 reviews)

"Lovely little spot right off the AT and easy walk into historic HF. "

Michael

The price is AED 511

AED 511

AED 811 total

includes taxes & fees

9 Nov - 10 Nov

The Carriage House at Carrot Top Cottage

A treehouse with multiple windows and a balcony, surrounded by a forest.

A wooden cabin interior with a sofa, a dining table, and a kitchen area.

A cozy wooden cabin room with a bed, a ceiling fan, and a window with curtains.

A cozy interior with a wooden ceiling, a sofa, a dining table, and large windows offering a view of trees.

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)

10/10

Exceptional

(5 reviews)

"This treehouse was so dreamy and private! I hope we get to stay here again some time soon!"

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.

A modern kitchen with stainless steel appliances, a wooden floor, and a large window providing natural light.

A modern kitchen with a large island, wooden flooring, and a view to the dining area.

A modern kitchen with dark cabinets, a wooden floor, and a central island.

18. Bear Mountain Cottage

Bear Mountain Cottage

Paeonian Springs

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Fantastic property!"

Peter D.

Bear Mountain Cottage

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

A wooden table with two wine glasses and a bottle of Hahnn wine.

A room with a bench, a small table, and a potted plant.

A bedroom with a bed, a mirror, a bedside table, a rug, and a ceiling light fixture.

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

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

Boyce

9.4 out of 10, Exceptional, (40 reviews)

9.4/10

Exceptional

(40 reviews)

"Well equipped kitchen in a lovely 1950s house. This was perfect for our Team retreat."

Felice N.

The price is AED 1,248

AED 1,248

AED 2,528 total

includes taxes & fees

22 Oct - 23 Oct

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

A two-story house with a covered porch and a wooden fence.

A modern kitchen with stainless steel appliances, a dining area with a round table, and a spiral staircase leading to a living area with a sofa and a coffee table.

A modern kitchen with stainless steel appliances, grey cabinets, and a white countertop.

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)

9.8/10

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"

Zachary S.

The price is AED 715

AED 715

AED 1,247 total

includes taxes & fees

3 Nov - 4 Nov

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 Clarke County Hotel Reviews

Travelodge by Wyndham Winchester

8/10 Good

"Clean place and nice for the price!"

Daniel 1-night trip

Posted 3 hours ago

Travelodge by Wyndham Winchester

TRU By Hilton Winchester

8/10 Good

"True was a very colorful hotel. The beds were comfortable. The staff was nice. I loved the fact that they had a pool table and a shower in the swimming pool area. I didn't like that there were no microwaves in the rooms or carpet on the bedroom floors. I also wasn't a fan of the breakfast items."

lynne 2-night trip

Posted 4 hours ago

TRU By Hilton Winchester