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Compare 60 Cottages in Hillsboro with updated reviews, rates, and availability.

Lovettsville Cottage in Heart of Wine Country
Lovettville Vacation Rental | 1BR | 2BA | 2 Stories | 3 Steps Required

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!
Living area

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!
The Carriage House at Carrot Top Cottage
Terrace/patio

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 Carriage House at Carrot Top 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.."
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
RIVERKEEPER INN, Waterfront Property on the Potomac River
Private Waterfront Deck with swing goes with rental

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 SAR 635
SAR 1,144 total
includes taxes & fees
12 Dec - 13 Dec
Historical cottage in the town of Paris
Lake View Retreat - Cottage Near a Peaceful Lake!
This home is just a short walk to Lake Shannondale, and has wintertime views of the lake! Spend your mornings on the front porch, or take a leisurely stroll around the lake.

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 SAR 886
SAR 2,049 total
includes taxes & fees
26 Dec - 27 Dec
Lake View Retreat - Cottage Near a Peaceful Lake!
Bear Chase Cottage
Living area

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
Peaceful Lakefront Cottage with Mountain Views!
Enjoy a soak in the hot tub!

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! "
Peaceful Lakefront Cottage with Mountain Views!
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
Exterior

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 SAR 1,123
SAR 1,438 total
includes taxes & fees
1 Dec - 2 Dec
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
Bear Mountain Cottage
Exterior

Bear Mountain Cottage

10.0 out of 10, Exceptional, (7)
"A friend and I stayed in this modern cottage, tucked away in the woods about 10 minutes outside Leesburg's historic downtown. It has 1 bedroom (King) and a sitting room with a daybed, which would be a very cozy sleep for two (and I don't believe there was a door to close off the room). We shared the king and was glad another couple didn't join us, as it would have been quite tight sleeping. Also the one bathroom is shared so that creates some noise between the rooms. For two people, however,...
Bear Mountain Cottage
Royal Heritage Home @ Historic Leesburg
Living area

Royal Heritage Home @ Historic Leesburg

9.8 out of 10, Exceptional, (24)
"Great location"
The price is SAR 890
SAR 1,908 total
includes taxes & fees
26 Nov - 27 Nov
Royal Heritage Home @ Historic Leesburg
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Exterior

Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
Powell's Studio

Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries

10.0 out of 10, Exceptional, (55)
"Lisa and Todd were very friendly and made staying at their cottage super easy. They have options for breakfast to be brought to your cottage, as well as chocolate fondue at night! We were able to bring our dog as well, that was a bonus. Many wineries and breweries around the location."
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
Modern Country Cottage in Wine Country
Living area

Modern Country Cottage in Wine Country

8.8 out of 10, Excellent, (3)
"Our family was in the area for a wedding and chose this property because it had 3 bedrooms and bathrooms. It was quiet and comfortable. Basement area seems like it is a work in progress."
Modern Country Cottage in Wine Country
Charming 3-bedroom cottage in farm & wine country
Room

Charming 3-bedroom cottage in farm & wine country

2.0 star property
Charming 3-bedroom cottage in farm & wine country
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (32)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is SAR 1,032
SAR 1,499 total
includes taxes & fees
8 Dec - 9 Dec
18th Century Stone Cottage minutes from historic Middleburg
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Property grounds

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (16)
"Check in was seamless. The place was perfect for three couples with all the master suites. "
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Fire pit w/custom Adirondack chairs, solar Tiki torches, grapevine arbor

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

9.8 out of 10, Exceptional, (20)
"We enjoyed our stay at the cottage. We were 15-20 minutes away from lots of breweries and outdoor dining places yet felt like we were staying in the country. Enjoyed the hot tub and basketball hoop and the fire pit was ready for us when we arrived. Our little dog was welcomed and enjoyed the yard too. Great communication with the owner. There is some noise from the train and road nearby but it did not bother us."
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Cottage at Gray Fox- Many Attraction- Pet Friendly
Private kitchen

Cottage at Gray Fox- Many Attraction- Pet Friendly

10.0 out of 10, Exceptional, (20)
"Our family of four enjoyed the weekend away"
Cottage at Gray Fox- Many Attraction- Pet Friendly
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 Hillsboro

❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (47)
"My husband and I stayed here to celebrate our second anniversary. We wanted just a quiet getaway and it was the perfect place. Definitely will have to come back again."
The price is SAR 165
SAR 412 total
includes taxes & fees
3 Dec - 4 Dec
❤️ Secluded 1940s Romantic Tiny House on the River
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
View of High Street in Downtown Harpers Ferry from front porch

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

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Living Room

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is SAR 544
SAR 835 total
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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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