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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Winchester Holiday Homes

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Miscellaneous

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (379)
"We were a group of 6, including two children and absolutely loved the house, ammenities, and location. The hosts were great, and the check in super easy. Had a great stay and will definitely go back!"
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (127)
"Spectacular location. Charming and comfortable. The steps can be a challenge but are worth the effort."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Property grounds

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

9.6 out of 10, Exceptional, (188)
"We had a great time sitting on the porch relaxing. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is £213
includes taxes & fees
9 Sept - 10 Sept
Cottage on King | Charming Historic Leesburg Home
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Interior

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (62)
"Location and house was just as described. Would highly recommend staying here if your looking for a location close to Harper's Ferry."
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is £248
includes taxes & fees
2 Sept - 3 Sept
Enchanting Cottage, walk to Downtown Harpers Ferry
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Outdoor dining

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (190)
"The cabin is an absolute gem, located in the mountains but within easy reach of groceries, restaurants, hiking, fishing, etc. The stay was spacious, clean, tidy, had plenty of entertainment options, and communication was timely. Would not hesitate to book again. "
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Secluded River Cabin Getaway (Masten Cabin)
Fridge, microwave, oven, stovetop

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (158)
"A beautiful home and property. This is a wonderful weekend getaway home. Modern and comfortable, but especially quiet!"
Secluded River Cabin Getaway (Masten Cabin)
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (37)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Fridge, microwave, oven, stovetop

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (98)
"This home was absolutely fantastic! Very clean, very close to all things. We had a fantastic time."
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
Outdoor dining

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

10.0 out of 10, Exceptional, (50)
"We had a wonderful weekend, just what we needed. Relaxing and beautiful house and scenery. Diana was very communicative and responsive and gave great recommendations for things to do in the area. Hope to go back again."
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Interior

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (22)
"The lake house property was clean, comfortable and was an excellent location. We enjoyed the proximity to Gettysburg, Harper’s Ferry, Cacapon State Park and the C and O Towpath bike trail and museum."
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Exterior

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (3)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is £275
includes taxes & fees
20 Aug - 21 Aug
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
2 bedrooms, travel cot, WiFi, bed sheets

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great place and good location."
The price is £235
includes taxes & fees
14 Aug - 15 Aug
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
A unique mountaintop getaway overlooking Willow Croft Winery.
Terrace/patio

A unique mountaintop getaway overlooking Willow Croft Winery.

10.0 out of 10, Exceptional, (103)
"The house was beautiful, fully stocked, close to home and vineyards. It surpassed our expectations! Can’t wait to again. "
The price is £454
includes taxes & fees
14 Aug - 15 Aug
A unique mountaintop getaway overlooking Willow Croft Winery.
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Property grounds

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

8.8 out of 10, Excellent, (6)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
The price is £388
includes taxes & fees
17 Aug - 18 Aug
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Hot Tub, Fire Pit, Grill, Screened Porch & WiFi
Property grounds

Hot Tub, Fire Pit, Grill, Screened Porch & WiFi

2.0 star property
7.0 out of 10, Good, (2)
"My husband and I thoroughly enjoyed our 4-night stay (with our two dogs)! Perfect location; close to Bryce Resort for downhill mountain biking (or skiing in the winter) and lots of hiking trails in the area. House was clean and so was the hot tub. Saw lots of wildlife during our stay. No issue with hot water in the shower like a previous review mentioned. Host was easy to communicate with and quick to respond if we had any questions. Would definitely stay again when visiting the area! "
The price is £212
includes taxes & fees
25 Aug - 26 Aug
Hot Tub, Fire Pit, Grill, Screened Porch & WiFi
Mountain View Bungalow in Front Royal
Fridge, microwave, oven, stovetop

Mountain View Bungalow in Front Royal

"Excelente propiedad "
The price is £180
includes taxes & fees
25 Aug - 26 Aug
Mountain View Bungalow in Front Royal
Breathtaking View with an Indoor Pool
Outdoor dining

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (257)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing
Outdoor dining

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

10.0 out of 10, Exceptional, (2)
"Easy check-in, excellent communication. Home was very clean with quality furnishings and bedding. Lots of thoughtful touches and extras. Located along Shenandoah River makes it picturesque."
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing
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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Check-in was fast and the staff for my entire day were wonderful. The room was much larger than anticipated. Everything was clean and comfortable. I felt very safe even walking my dog at night. It was a very convenient location for me. It was near the highway and there were several restaurants/food options nearby."
Melissa 1-night trip
Posted 9 hours ago
Spark by Hilton Winchester