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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Winchester cottages

Terrace/patio

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Front Royal
10.0 out of 10, Exceptional, (5 reviews)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
United States
Jay L.
The price is HK$828
HK$2,785 total
includes taxes & fees
18 Feb - 19 Feb
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Exterior

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is HK$1,290
HK$1,914 total
includes taxes & fees
1 Mar - 2 Mar
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Property grounds

The Vue - Mountain Top hot tub overlooking the Shenandoah River

The Vue - Mountain Top hot tub overlooking the Shenandoah River
Front Royal
10.0 out of 10, Exceptional, (15 reviews)
"We had a phenomenal stay! The view was absolutely breathtaking, and the house was well-kept and comfortable. We’re already talking about our next trip!"
United States
Dan P.
The price is HK$1,246
HK$3,298 total
includes taxes & fees
25 Feb - 26 Feb
The Vue - Mountain Top hot tub overlooking the Shenandoah River
Outdoor spa tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (14 reviews)
"Excellent place to stay. Shelly is an excellent host. Nice location "
United States
Lisa H.
The price is HK$2,541
HK$3,707 total
includes taxes & fees
1 Mar - 2 Mar
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Outdoor spa tub

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (62 reviews)
"Cute little cottage with beautiful views. The hot tub and fire pit were a great bonus. We will come back!"
United States
Paul T.
The price is HK$696
HK$2,087 total
includes taxes & fees
23 Feb - 24 Feb
Cozy Retreat - Hot tub + Mountain Views + Pets
Interior

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is HK$8,490
HK$14,285 total
includes taxes & fees
13 Feb - 14 Feb
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Exterior

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

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Berkeley Springs
9.4 out of 10, Exceptional, (20 reviews)
"Nice place to stay"
United States
Roy C.
The price is HK$1,165
HK$3,229 total
includes taxes & fees
16 Feb - 17 Feb
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Exterior

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (84 reviews)
"Host was very welcoming and kept me informed throughout the process. They provided recommendations of places to eat and breweries nearby! "
United States
John G.
The price is HK$1,126
HK$2,416 total
includes taxes & fees
16 Feb - 17 Feb
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Exterior

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (12 reviews)
"Loved everything about this location and home - very quiet and charming. Very clean and felt like home. Will definitely visit again!"
United States
Anonymous traveller
The price is HK$985
HK$1,711 total
includes taxes & fees
18 Feb - 19 Feb
Wild Hare Cottage
Exterior

Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.6 out of 10, Exceptional, (10 reviews)
"Absolutely our favorite rental by far! Everything was perfect. So very relaxing"
United States
Christine M.
The price is HK$1,569
HK$2,460 total
includes taxes & fees
13 Feb - 14 Feb
Peaceful Waterfall House -- 2 bedroom hidden treasure
1 bedroom, WiFi, bed sheets

The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (44 reviews)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
The price is HK$766
HK$1,332 total
includes taxes & fees
16 Feb - 17 Feb
The Carriage House at Carrot Top Cottage
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"Really nice property, and exactly as advertised. There were several local restaurants within easy walking distance (we loved both Bolivar Bread and Snallygaster's) and it was a fairly easy walk to the historic part of Harper's Ferry. We also enjoyed the fire pit in the back yard."
United States
Greg B.
The price is HK$1,290
HK$2,336 total
includes taxes & fees
1 Mar - 2 Mar
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (24 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is HK$782
HK$3,394 total
includes taxes & fees
25 Feb - 26 Feb
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Exterior

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.6 out of 10, Exceptional, (10 reviews)
"We had a great stay "
United States
Lauren O.
The price is HK$903
HK$4,178 total
includes taxes & fees
19 Feb - 20 Feb
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Outdoor spa tub

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, (20 reviews)
"Great view, very secluded"
United States
Matt s.
The price is HK$782
HK$2,950 total
includes taxes & fees
16 Feb - 17 Feb
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

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, (24 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is HK$782
HK$2,654 total
includes taxes & fees
16 Feb - 17 Feb
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is HK$1,087
HK$3,275 total
includes taxes & fees
24 Feb - 25 Feb
Peaceful Lakefront Cottage with Mountain Views!
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (22 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is HK$782
HK$2,811 total
includes taxes & fees
17 Feb - 18 Feb
Lake View Retreat - Cottage Near a Peaceful Lake!
Terrace/patio

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.6 out of 10, Exceptional, (10 reviews)
"Great stay with great accommodations such as the pool and hot tub. Very close to many good wineries, breweries, and restaurants including ones in Leesburg. "
United States
Evan G.
The price is HK$1,759
HK$3,065 total
includes taxes & fees
16 Feb - 17 Feb
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Exterior

Maple Haven - 3 BR 2.5 Bath Cottage 7 min to Bryce, Spa, Indoor Sauna, Game Room

Maple Haven - 3 BR 2.5 Bath Cottage 7 min to Bryce, Spa, Indoor Sauna, Game Room
Mount Jackson
The price is HK$1,615
HK$3,946 total
includes taxes & fees
25 Feb - 26 Feb
Maple Haven - 3 BR 2.5 Bath Cottage 7 min to Bryce, Spa, Indoor Sauna, Game Room
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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Staff was very courteous and friendly throught our entire stay! Everything was updated and very clean. Kids LOVED the pool and breakfast."
Alden 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Cottages information

Number of reviews
424
Accommodation
191 Cottages
Lowest Price
HK$1,332
Highest Price
HK$14,285

Frequently asked questions

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What is there to do in Winchester near my cottage?
Winchester has enough activities and sights to keep you on the hop for weeks, starting with Rock Harbour Golf Course. The Kernstown Battlefield, Museum of the Shenandoah Valley and Apple Blossom Mall are other fantastic attractions. If you're in town a while, Jim Barnett Park and Handley Regional Library are nice final touches to your itinerary.

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