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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Browse Select Winchester Cottages

RIVERKEEPER INN, Waterfront Property on the Potomac River
Terrace/patio

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (125)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris
Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!
Exterior

Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!

10.0 out of 10, Exceptional, (179)
"I loved my stay! The cottage was clean and cozy, and being able to use the hot tub was amazing. Ed and Betsy and all the animals were welcoming. The cottage was especially beautiful during sunrise. A very peaceful environment to stay in. "
Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is CA $255
CA $454 total
includes taxes & fees
Aug 17 - Aug 18
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Dining

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.8 out of 10, Exceptional, (12)
"We loved the property and the access to the river."
The price is CA $342
CA $516 total
includes taxes & fees
Aug 14 - Aug 15
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is CA $379
CA $542 total
includes taxes & fees
Aug 17 - Aug 18
18th Century Stone Cottage minutes from historic Middleburg
Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns
Property grounds

Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns

9.6 out of 10, Exceptional, (216)
"Amazing and relaxing"
Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns
Wild Hare Cottage
2 bedrooms, WiFi

Wild Hare Cottage

10.0 out of 10, Exceptional, (7)
"We had just a quick overnight stay, the cottage is cozy, clean, and charming. Communication was easy and clear, we'd love to stay again!"
The price is CA $193
CA $330 total
includes taxes & fees
Aug 20 - Aug 21
Wild Hare Cottage
Raspberry Retreat Cottage
Outdoor dining

Raspberry Retreat Cottage

10.0 out of 10, Exceptional, (1)
"The cutest cottage ever!! Totally loved this place. Clean, quiet, well decorated and cozy. Just what we were looking for. Don’t sleep on this home! Hosts are very responsive, too. "
Raspberry Retreat Cottage
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
Terrace/patio

Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

9.4 out of 10, Exceptional, (11)
"Convenient to where I needed to be. Nice property. Dogs loved the property"
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
Secluded, Cozy Cottage in the Shenandoah Valley
Property grounds

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (180)
"A real cute place with a cozy layout and amazing bathroom and shower. It was just secluded enough but not overly challenging to get to. The upper porch was great for hanging out and watching the pair of hummingbirds that seem to have made the area home. The bed was comfortable but also a little squeaky and noisy. We really enjoyed our stay and it was just the relaxing getaway we needed. "
Secluded, Cozy Cottage in the Shenandoah Valley
Carrot Top Cottage surrounded by National Park
Exterior

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (40)
"We had a great family trip here! Close to everything that Harper’s Ferry has to offer! Highly recommend this cute cabin for your trip!"
Carrot Top Cottage surrounded by National Park
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (21)
"Loved this house for relaxing, enjoying nature and reconnecting with friends!"
The price is CA $276
CA $791 total
includes taxes & fees
Aug 28 - Aug 29
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Cozy Mountain Cottage - Perfect for Friends, Family
Exterior

Cozy Mountain Cottage - Perfect for Friends, Family

10.0 out of 10, Exceptional, (14)
"We had a great time over Thanksgiving. The house , yard and host were all great. I woood definitely stay here again. "
Cozy Mountain Cottage - Perfect for Friends, Family
Lovettsville Cottage in Heart of Wine Country
TV, Netflix, streaming services

Lovettsville Cottage in Heart of Wine Country

9.8 out of 10, Exceptional, (34)
"We stayed here for a few days over the Thanksgiving holiday. It was cozy, comfortable, and had all the great comforts of a home away from home. "
Lovettsville Cottage in Heart of Wine Country
Lost River Swiss Cottage/10 acres/Private Dog Park/Streams
Outdoor dining

Lost River Swiss Cottage/10 acres/Private Dog Park/Streams

9.8 out of 10, Exceptional, (129)
"Beautiful property Beautiful views It is located down gravel lane Nice beds living space"
Lost River Swiss Cottage/10 acres/Private Dog Park/Streams
Cozy Retreat - Hot tub + Mountain Views + Pets
Smart TV, stereo

Cozy Retreat - Hot tub + Mountain Views + Pets

9.8 out of 10, Exceptional, (47)
"It’s was a beautiful stay for me and my partner we got to spend quality time together "
The price is CA $146
CA $387 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Retreat - Hot tub + Mountain Views + Pets
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Exterior detail

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

10.0 out of 10, Exceptional, (11)
"Good place for a nice quite weekend."
The price is CA $191
CA $487 total
includes taxes & fees
Aug 14 - Aug 15
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (18)
"Was really able to relax and enjoy during our brief stay. Would come again."
The price is CA $138
CA $501 total
includes taxes & fees
Aug 20 - Aug 21
Lake View Retreat - Cottage Near a Peaceful Lake!
Peaceful Waterfall House -- 2 bedroom hidden treasure
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Peaceful Waterfall House -- 2 bedroom hidden treasure

9.6 out of 10, Exceptional, (5)
"Very peaceful "
The price is CA $276
CA $438 total
includes taxes & fees
Aug 18 - Aug 19
Peaceful Waterfall House -- 2 bedroom hidden treasure
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 Winchester Hotel Reviews

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

10/10 Excellent
"Everything was so clean and pretty! The bed was a little too firm for myself and my sister but otherwise we had a great stay! "
Kayla 1-night trip
Posted 1 day ago
Courtyard by Marriott Winchester