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Compare 66 Cottages in Hillsboro with updated reviews, rates, and availability.

Bear Chase Cottage

10.0 out of 10, Exceptional, (32)
"The cabin was perfect! Clean and cozy. We wish we could have extended our stay! We will definitely come back! "
Bear Chase Cottage

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (31)
"Wonderful "
Carrot Top Cottage surrounded by National Park

Quiet tiny home. Dog-friendly. Private fenced yard

9.6 out of 10, Exceptional, (5)
"I stayed for a few nights over Thanksgiving and this was the perfect place for my dog and I! She loved the backyard and it was walking distance to Jefferson Rock and other trails snd things to see in Harpers Ferry. It was clean and in a very safe and quiet neighborhood. Would definitely come back!"
Quiet tiny home. Dog-friendly. Private fenced yard

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

The price is AED 918
AED 1,558 total
includes taxes & fees
6 Jan - 7 Jan
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (34)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AED 1,010
AED 1,446 total
includes taxes & fees
6 Jan - 7 Jan
18th Century Stone Cottage minutes from historic Middleburg

Lovettsville Cottage in Heart of Wine Country

9.8 out of 10, Exceptional, (31)
"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

Royal Heritage Home @ Historic Leesburg

9.8 out of 10, Exceptional, (24)
"Great location"
The price is AED 826
AED 1,787 total
includes taxes & fees
22 Jan - 23 Jan
Royal Heritage Home @ Historic Leesburg

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

Close to Hiking | Hot Tub | Fire Pit | Pets OK

8.0 out of 10, Very Good, (1)
Close to Hiking | Hot Tub | Fire Pit | Pets OK

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (116)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River

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. "
The price is AED 503
AED 1,791 total
includes taxes & fees
7 Jan - 8 Jan
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (38)
"What a lovely and comfortable cottage! "
Historical cottage in the town of Paris

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 AED 426
AED 1,424 total
includes taxes & fees
13 Jan - 14 Jan
Peaceful Lakefront Cottage with Mountain Views!

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 AED 367
AED 1,288 total
includes taxes & fees
16 Jan - 17 Jan
Lake View Retreat - Cottage Near a Peaceful Lake!

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

9.8 out of 10, Exceptional, (22)
"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

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

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (29)
"My wife gave me this trip as a birthday gift (birthday November 7) for my 80th birthday. We walked from the cottage to the town each day which truly proves I am still in shape (lol). We enjoyed our walks, the cleanliness and comfort of the cottage, and the food."
The Carriage House at Carrot Top Cottage

Cottage w/ Hot Tub and 100-Mile Valley Views!

10.0 out of 10, Exceptional, (14)
"The view of this house is amazing! Absolutely beautiful!"
The price is AED 371
AED 1,393 total
includes taxes & fees
9 Jan - 10 Jan
Cottage w/ Hot Tub and 100-Mile Valley Views!

Historic Schoolhouse on Winery Row

10.0 out of 10, Exceptional, (12)
"This VRBO home could not have been any better! It was clean, cozy, comfortable, and well stocked with everything you can possibly need. The owner, Lynn, answered all of our questions and responded to our text messages quickly. She could not have been more helpful. Location is ideal close to wineries and great restaurants. we enjoyed the grill on the back deck as well as the relaxing creek and chairs around the fire pit We enjoyed our stay here so much. We are looking forward to going back...
Historic Schoolhouse on Winery Row

Charming Home With Yard Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Cozy house nestled in the mountains of West Virginia. Well-maintained, clean, great yard for pets and/or kids! Lovely grilling and fire pit area. We throughly enjoyed our stay!"
Charming Home With Yard Near Shenandoah River!
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

10.0 out of 10, Exceptional, (49)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is AED 162
AED 403 total
includes taxes & fees
13 Jan - 14 Jan
❤️ Secluded 1940s Romantic Tiny House on the River

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

9.6 out of 10, Exceptional, (89)
"Great year round location. Owners are nearby if issues occur. HIGHLY RECOMMENDED. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (244)
"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "
Breathtaking views with an indoor private pool, come escape with us
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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