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Beautiful 360 views!
Exterior
Beautiful 360 views!
10.0 out of 10, Exceptional, (172)
"This is our third stay at this cottage. We wouldn't stay anywhere else."
Beautiful 360 views!
Lovettsville Cottage in Heart of Wine Country
TV, Netflix, streaming services
Lovettsville Cottage in Heart of Wine Country
10.0 out of 10, Exceptional, (29)
"Family reunion to get 3 sisters together. My Mother-in-Law is 90 and we drove to VA so she can visit with her 88 and 80 year old sisters. We did have an issue wtih the 2 statements below provided in an email on 9Sept2024, which is after the window for cancelation. The homeowner isn't just next door, they are adjoining, which isn't clear in the description. It is also not shown in the pictures. We expected quiet time for morning coffee outdoors, instead we were able to hear the homeowner on...
Lovettsville Cottage in Heart of Wine Country
Hunt Country cottage in Upperville!
Private kitchen
Hunt Country cottage in Upperville!
10.0 out of 10, Exceptional, (11)
"Met daughter in middle for fun filled weekend"
Hunt Country cottage in Upperville!
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
Exterior
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
10.0 out of 10, Exceptional, (232)
"Lana and Ed were so responsive to any questions we had about their beautiful property. We enjoyed our stay so much. The house was within walking distance to the town and delicious restaurants. We enjoyed a trip to the caverns and Shenandoah Valley. Coming back to the cozy comfortable house made our stay most enjoyable.. I would recommend to anyone to check this beautiful house out. Eileen and Val"
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Smart TV, books
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9.8 out of 10, Exceptional, (41)
"We visited Luray, the Caverns, and Shenandoah NP. Property is really nice, clean, comfortable, and located near grocery stores and restaurants. We felt completely safe. Beautiful, private back yard with seating and fire pit. It had everything we needed. Enjoyed the AC heating system. Great TV in family room. Quiet at night. Previous renters haven’t been kind to some of the walls in the property. Host was very nice and accommodating. "
The price is HK$1,245
HK$2,531 total
includes taxes & fees
26 Nov - 27 Nov
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
The Carriage House at Carrot Top Cottage
Aerial view
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (28)
"My wife and I had a fantastic time. Very warm and cozy cottage. Walking distance to everything, but tucked away enough to enjoy your privacy. Would definitely stay with them again."
The price is HK$763
HK$1,315 total
includes taxes & fees
25 Nov - 26 Nov
The Carriage House at Carrot Top Cottage
Welcome to the “old town cottage”
Fridge, microwave, oven, stovetop
Welcome to the “old town cottage”
10.0 out of 10, Exceptional, (61)
"The cottage was perfect for our Anniversary get away! Location was so close to town with all the shops, restaurants & entertainment. We had a wonderful time. The property owner was just as great!"
Welcome to the “old town cottage”
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, (8)
"Place was clean ..had all the necessary bath and kitchen items. Very convenient to historic part of Harpers Ferry.. Large fenced backyard for our dog… Would give it 5 stars but winding , circular metal stairway was very tight.Fortunately both of us are slim so was manageable. Plan on staying here again if visiting Harper’s Ferry/Charles Town area.."
The price is HK$1,284
HK$2,357 total
includes taxes & fees
24 Nov - 25 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (113)
"Enjoyed sitting on the deck above the river in the evenings, quiet and peaceful looking forward to staying there again."
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, (36)
"If I could give 10 stars, I would! This cabin in Paris, VA was everything I was looking for and more. Clean, spacious, quiet, and comfortable. The arboretum up the road was also a nice treat to enjoy. I can't wait to come back for another stay. "
The price is HK$1,315
HK$2,372 total
includes taxes & fees
4 Dec - 5 Dec
Historical cottage in the town of Paris
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!
9.4 out of 10, Exceptional, (16)
"Beautiful location to relax and enjoy friends. This house was huge. Plenty of room for the 3 of us...could have been 8, lol. "
The price is HK$918
HK$2,958 total
includes taxes & fees
24 Nov - 25 Nov
Lake View Retreat - Cottage Near a Peaceful Lake!
Cozy Retreat - Hot tub + Mountain Views + Pets
Smart TV, stereo
Cozy Retreat - Hot tub + Mountain Views + Pets
10.0 out of 10, Exceptional, (22)
"This cottage is so cute and it fit the four of us just right. Very comfortable beds, lots of pillows and nice living room furniture. There are great views of the mountains and big fields with cows on the other side of the fence. You felt like you were far away from the ruckus of everyday life. It was bright and cheery with beautiful wall paper and lots of windows. A hot tub and screened porch was also there to enjoy. We had a wonderful time and will go back again. "
The price is HK$681
HK$2,082 total
includes taxes & fees
9 Dec - 10 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets
Cozy cottage located at our winery at the base of Old Rag and Shenandoah Park.
Exterior
Cozy cottage located at our winery at the base of Old Rag and Shenandoah Park.
10.0 out of 10, Exceptional, (1)
"The area was lovely and Jimm was so kind and made sure we had everything we needed for our stay. He also made it very easy to get into our cottage. Communication was top notch!"
Cozy cottage located at our winery at the base of Old Rag and Shenandoah Park.
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Dining
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
9.6 out of 10, Exceptional, (10)
"Excellent place to stay. Shelly is an excellent host. Nice location "
The price is HK$2,526
HK$3,712 total
includes taxes & fees
25 Nov - 26 Nov
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Secluded, Cozy Cottage in the Shenandoah Valley
Secluded, Cozy Cottage in the Shenandoah Valley
10.0 out of 10, Exceptional, (160)
"Great location if you want to get away from the chaos of daily life. We hiked both on the property and in the surrounding area, relaxed in the hot tub, and enjoyed the fireplace in the evenings."
Secluded, Cozy Cottage in the Shenandoah Valley
Bear Chase Cottage
Property grounds
Bear Chase Cottage
10.0 out of 10, Exceptional, (30)
"Everything about the Cottage was amazing. Not sure when it was built/remodeled, but it seemed brand new! The size was perfect for a small friend group bday getaway. The location is ideal. Can’t wait to go back. "
Bear Chase Cottage
Lost River WV-Relaxing 3br/2bath farmhouse-dog friendly- treetop deck-workspace
Fridge, microwave, oven, stovetop
Lost River WV-Relaxing 3br/2bath farmhouse-dog friendly- treetop deck-workspace
9.8 out of 10, Exceptional, (53)
"We stayed at this beautiful place and went hiking every day went to the lost river grill... And the guest househouse"
Lost River WV-Relaxing 3br/2bath farmhouse-dog friendly- treetop deck-workspace
Peaceful Lakefront Cottage with Mountain Views!
Fridge, microwave, oven, stovetop
Peaceful Lakefront Cottage with Mountain Views!
10.0 out of 10, Exceptional, (22)
"Although short, we had a wonderful stay. Beautiful house with amazing views. Great communication with property host. Cant wait to come back! Thank you for hosting us last minute! "
The price is HK$1,681
HK$4,094 total
includes taxes & fees
5 Dec - 6 Dec
Peaceful Lakefront Cottage with Mountain Views!
LIFE IS BETTER AT THE SHENANDOAH RIVER AT OUR COZY RIVERFRONT COTTAGE!!
Beach
LIFE IS BETTER AT THE SHENANDOAH RIVER AT OUR COZY RIVERFRONT COTTAGE!!
10.0 out of 10, Exceptional, (157)
"Cabin was as listed with plenty of towels and little touches. Cooking pans were on the better side, which is unusual for a rental. Screened porch gives guests a chance to enjoy the serene atmosphere without the issue of nature's little biting critters. Bed was comfortable and after figuring out where the heat source was, it kept us very comfortable. Plenty of space for the two of us. "
LIFE IS BETTER AT THE SHENANDOAH RIVER AT OUR COZY RIVERFRONT COTTAGE!!
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
2 bedrooms, WiFi, bed sheets
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
10.0 out of 10, Exceptional, (13)
"The house was super cute and the location was perfect!"
The price is HK$2,327
HK$3,008 total
includes taxes & fees
24 Nov - 25 Nov
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
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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Other property types in Winchester

Dreamtime - Modern A-frame Cabin w/ Hot tub
Outdoor dining
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (34)
"The cabin was in a beautiful community and setting with a fabulous outdoor area facing the woods. Many amenities in the home that made our stay easy with nicely renovated interior. Owner was very willing and able to offer help with anything and was receptive to feedback. Thank you!"
The price is HK$2,327
HK$2,961 total
includes taxes & fees
3 Dec - 4 Dec
Dreamtime - Modern A-frame Cabin w/ Hot tub
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
Fridge, microwave, oven, stovetop
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
9.6 out of 10, Exceptional, (165)
"I enjoyed every peaceful moment I was there! Living near, and working in a big city is loud and stressful. This was just what the Dr. ordered! Beautiful home in a beautiful setting with great amenities. Loved the lower level deck and propane fire pit that was ready to use! My older dog had a few problems traversing the steps but he loved being there as well!!! Already booked another stay! "
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
Hidden Gem in the woods with hot tub
Property grounds
Hidden Gem in the woods with hot tub
9.4 out of 10, Exceptional, (63)
"Great location, a little out of the way, but very relaxing. Great hot tub and fire pit. My family and I had an amazing time. "
Hidden Gem in the woods with hot tub
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Why book your cottage in Winchester with Expedia?
Expedia has some great cottages in Winchester, so get set for a memorable stay close to nature. If you need to stick to a budget, click on how much you want to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with free WiFi or a pool. We’ll help you find the right digs whatever your plans or bank balance.
How can I find cheap cottages in Winchester?
Expedia can help you locate cheap cottages in Winchester. To reserve a fantastic stay in a matter of clicks, try out our handy filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Winchester near my cottage?
You’ll find tons of fantastic things to sink your teeth into in Winchester. You won’t want to miss attractions like Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theatre. Winchester Little Theatre, Shenandoah University and Jim Barnett Park are other must-see’s.