Photo by Michael Kercsmar

Search Vacation Homes in Hillsboro

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Hillsboro

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
Outdoor dining

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

9.2 out of 10, Wonderful, (17)
"We had a great time "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
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, (122)
"Great location, loved the "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch
Interior

Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

10.0 out of 10, Exceptional, (5)
Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch
Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!
Terrace/patio

Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

8.8 out of 10, Excellent, (23)
"Our large family loved coming together at this beautiful home! We enjoyed sitting around the large kitchen and beautiful living room while the teens and kids enjoyed the game room and the basketball area. We also loved having a large property to explore"
Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (51)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is SAR 487
SAR 1,117 total
includes taxes & fees
9 Jun - 10 Jun
Cottage on King | Charming Historic Leesburg Home
King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI
Outdoor spa tub

King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI

10.0 out of 10, Exceptional, (11)
"Accurate to the listing, good communications with owner"
The price is SAR 793
SAR 1,751 total
includes taxes & fees
18 Jun - 19 Jun
King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Miscellaneous

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

9.8 out of 10, Exceptional, (103)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
The price is SAR 2,209
SAR 4,091 total
includes taxes & fees
3 Jul - 4 Jul
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Fridge, microwave, oven, stovetop

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (47)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is SAR 413
SAR 986 total
includes taxes & fees
8 Jun - 9 Jun
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Historic Hideaway
Fridge, microwave, oven, stovetop

Historic Hideaway

10.0 out of 10, Exceptional, (18)
"Spent the weekend here, perfect stay in a quiet area - 5 minute ride to shops, restaurants, and bars in downtown Leesburg. Everything was clean, well maintained. Would absolutely stay here again!"
The price is SAR 456
SAR 1,076 total
includes taxes & fees
9 Jun - 10 Jun
Historic Hideaway
Breathtaking View with an Indoor Pool
Outdoor dining

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (252)
"We have been coming for six years now and I expect we will come for 20 more. Love this house."
Breathtaking View with an Indoor Pool
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Property grounds

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

9.6 out of 10, Exceptional, (17)
"The house was lovely and the pool was divine !! We all had a great time and would highly recommend this place for any occasion!"
The price is SAR 851
SAR 3,792 total
includes taxes & fees
16 Jun - 17 Jun
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (133)
"This is an excellent home for a visit to Harpers Ferry, great location for doing anything local, hikes, history of the area... Home was very clean, had many of the kitchen things you may need to make a meal were provided... Our host was present when needed, and followed up with us... Really enjoyed our time here."
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Luxury Home at One Loudoun
Fridge, microwave, oven, stovetop

Luxury Home at One Loudoun

9.4 out of 10, Exceptional, (9)
"Great space for family to celebrate Christmas. "
The price is SAR 500
SAR 1,523 total
includes taxes & fees
9 Jun - 10 Jun
Luxury Home at One Loudoun
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Fridge, microwave, oven, stovetop

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (102)
"Great location. "
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terrace/patio

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (123)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is SAR 371
SAR 938 total
includes taxes & fees
8 Jun - 9 Jun
Charming "Cream of the Crop" Cape ~❤️of Middletown
Trailside Retreat in breathtaking Western Loudoun
Outdoor dining

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (48)
"The houses wonderfully decorated and super clean. Has many amenities. It’s very convenient if you’re visiting Leesburg. Lots of awesome restaurants in the general vicinity and interesting historical sites."
Trailside Retreat in breathtaking Western Loudoun
*In The Heart Of Antietam*
Interior

*In The Heart Of Antietam*

9.4 out of 10, Exceptional, (84)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*
Historic spacious home in the heart of Upperville, VA
Outdoor dining

Historic spacious home in the heart of Upperville, VA

10.0 out of 10, Exceptional, (3)
"This place was beautiful, spacious and immaculate. It was a very relaxing stay. I would certainly recommend this place."
Historic spacious home in the heart of Upperville, VA
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Miscellaneous

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (31)
"We stayed for a month and it was very comfortable. Great location."
The price is SAR 431
SAR 1,135 total
includes taxes & fees
11 Jun - 12 Jun
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free