Holiday houses in Hillsboro

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Top-rated holiday rentals in Hillsboro

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cabin in Luray

4.95 out of 5 average rating, 144 reviews

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

*Come in and relax in this tranquil, peaceful hideaway. *Newly renovated cabins on Shenandoah River. *100 feet riverfront on a 2 acre property *AC/heat, satellite Wifi, fresh linens, towels, DVDs, board games. *Full kitchen w/ utensils, microwave, toaster, K-cups. *Secluded, close tohiking, caverns, wineries, and river adventures.*Dog friendly (extra fee of $40/dog/stay and will be asked for after booking, not included in booking fees) ! *King-size bed in bedroom, queen sofa bed in living room.

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 382 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

Guest favourite

Cabin in Great Cacapon

4.9 out of 5 average rating, 192 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Superhost

Cabin in Berkeley Springs

4.87 out of 5 average rating, 155 reviews

Magical quiet cabin nestled in the woods

Lovely cabin tucked into the woods where you can relax in nature with complete privacy/seclusion while still close to downtown. 2 bedrooms - the second bedroom is part of a partially open loft. Fully equipped, AC, elec heat, deck, gas grill & view, wifi, DVD player and desk/work area. Loads of amenities and fun things for kids to explore around the property. 10 minutes to downtown Berkeley Springs, near Cacapon Park - for golf, beach/lake access, many fun day trips. 50 minutes to wineries.

Guest favourite

Cottage in Middletown

4.91 out of 5 average rating, 260 reviews

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

Cozy cape in the ❤️ of Middletown, MD. Within walking distance to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife. Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

Guest favourite

Cabin in Hedgesville

4.95 out of 5 average rating, 129 reviews

Starcatcher Chalet, The Woods Resort

Enjoy a fun, relaxing stay at our completely renovated chalet in The Woods Resort in beautiful Berkeley County, WV--a 90-minute drive from the Washington DC-Baltimore Metro Area. You'll be in the heart of the WV Eastern panhandle, close to Sleepy Creek, Berkeley Springs, Cacapon State Park, Antietam National Battlefield, and more. The Woods Resort amenities (fees apply) include a spa, restaurant, and two golf courses, three swimming pools, tennis, pickleball, fitness, and a playground.

Superhost

Guest suite in Warrenton

4.93 out of 5 average rating, 121 reviews

Lakeside 2-Bedroom Suite

Waiting to welcome you to our treasured peaceful lakeside living. Hot tub, swimming pool and canoe available to complete a family adventure. Two bedrooms joining a bath (more suitable for children and parents or 2 cozy couples); private sunny living room overlooking gardens and bird sanctuary on lake. Fish from property or by our canoe. Friendly, quiet suburb in beautiful Virginia countryside, but one hour drive to Washington DC for city life and adventures. Relaxation at its best!

Superhost

Cabin in Hedgesville

4.86 out of 5 average rating, 181 reviews

Stylish Retreat w/Fireplace, Games & Pool Access

Experience a peaceful getaway at The Woods Resort. With an outdoor screened porch, a fire pit and a wood burning fireplace, you can comfortably enjoy this retreat in any season! Access to two outdoor pools, an indoor pool with hot tub, tennis and pickleball courts, a gym, and 36 holes of golf. Enjoy the indoors and outdoors in any season! The highlights: - Wood burning fireplace - Screened Porch with seating for the group - WiFi for streaming movies & remote work - Resort Amenities

Guest favourite

Cabin in Harpers Ferry

4.97 out of 5 average rating, 146 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

Superhost

Cabin in Harpers Ferry

4.81 out of 5 average rating, 426 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Guest favourite

Chalet in Berkeley Springs

4.86 out of 5 average rating, 231 reviews

The Mountain House

The Mountain House - Welcome to our precious mountain retreat. Tucked in the Coolfont Mountainside Resort in Berkeley Springs, WV, our four season getaway offers four bedrooms, two bathrooms and a serene natural environment where you are forced to relax and enjoy the outdoor mountains and woods. Take advantage of the hot tub, community pool, beautiful hikes, golf, or the the restaurants, spas and natural warm springs of downtown Berkeley.

Guest favourite

Cabin in Rileyville

4.94 out of 5 average rating, 139 reviews

A+ Privacy & Views | HotTub + Firepit + BBQ | Pets

Secluded mountain cabin with 2 kings, hot tub, fire pit & panoramic views! ★ "Amazing place… the views are breathtaking." ☞ 2 level deck w/ mountain views ☞ Complimentary SUV provided ☞ Hike to waterfall (20 mins) ☞ Fully equipped + stocked kitchen ☞ Patio w/ BBQ grill + dining ☞ 50” Smart TV w/ Netflix ☞ Indoor wood fireplace ☞ Pet friendly* 20 mins → DT Luray (cafes, dining, shops) 30 mins → Shenandoah National Park

Popular amenities for Hillsboro holiday rentals

Stay near Hillsboro's top sights

Hillsborough Vineyards51 locals recommend
Doukénie Winery31 locals recommend
Stoneybrook Farm and Market20 locals recommend

Destinations to explore

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  3. Virginia
  4. Loudoun County
  5. Hillsboro