Vacation rentals in Hillsboro

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Top-rated vacation rentals in Hillsboro

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Guest favorite

Cabin in Bluemont

4.98 out of 5 average rating, 504 reviews

Rustic Blue Ridge Cabin

A quaint rustic cabin nested at the top of the Blue Ridge Mountains, located in the heart of Western Loudoun Wine Country. Sitting on over 1/3rd of an Acre for you to enjoy. Amenities include a 4-person hot tub, a beautiful view of Loudoun Valley, wifi access, has a loft bedroom with a loft ladder, and hiking along the Appalachian Trail. Close to the Shenandoah River, assortment of restaurants, breweries, distilleries, and wineries in the surrounding area. This is a rustic not luxurious cabin!

Guest favorite

Cottage in Leesburg

4.91 out of 5 average rating, 372 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 favorite

Cottage in Harpers Ferry

5 out of 5 average rating, 59 reviews

Cozy Mountain Cottage Perfect for Friends & Family

Escape into the comfort of this cozy mountain cottage. Nestled between the Shenandoah River & Appalachian Trail on the western slope of the Blue Ridge Mountain. Enjoy a fun-filled day less than 20 mins to Historic Harper's Ferry, & Hollywood Casino at Charles town Races. This cottage makes the perfect retreat with easy access to local Wineries, the Shenandoah River & Appalachian Trails. ✔4 Comfy Beds ✔Fully Equipped Kitchen ✔6 Smart TV's ✔High Speed Wi-Fi ✔Onsite Parking ✔Central A/C and Heat

Superhost

Guesthouse in Middletown

4.89 out of 5 average rating, 37 reviews

Riverfront Oasis with Mountain Views, Near Town

A vacation rental should bring peace, beauty, and rest. We welcome you to our newly renovated rental that sits on 20 private riverfront acres on the Shenandoah, overlooking Signal Knob and the Massanutten. This one of the few rentals with a river frontage, a view of the mountains, and only 10 minutes from town. Highlights: -Private river access to tube, fish, enjoy the river, or kayak -Newly renovated and professionally designed interior space -Located on 20 acres, affording abundant privacy

Superhost

Cabin in Berkeley Springs

4.87 out of 5 average rating, 154 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 favorite

Cottage in Middletown

4.91 out of 5 average rating, 254 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 favorite

Guesthouse in Stephens City

5 out of 5 average rating, 15 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

Breathtaking 360d views/Outdoor Tub/4 acres/Gym/<10min to Winchester Ideal for a couple, an independent guesthouse adjacent to the main house on 4-acre lot, completed in 2021. Full kitchen & gas fireplace w/access to gym & hot tub on the premises. Mountain and valley views all-round, front porch offers breathtaking sunset views while back porch features hot tub with 270 degree vistas of orchards, mountains, trees. * 3-bedroom/4 bath main house also available for rent, see Ventura Manor

Guest favorite

Cottage in Harpers Ferry

4.95 out of 5 average rating, 220 reviews

Harper's Ferry Tree House/ hot tub / nature/ trees

Cozy cabin in a private community minutes away from downtown Harper's Ferry. This cottage in the trees is situated on a private wooded road and has parking for 5 vehicles. You'll enjoy a large deck, inflatable hot tub, outdoor fire pit, and gated access to a beautiful picnic area with canoe/kayak/swim spot on east side of Shenandoah River. If you are interested in fishing/boating/tubing/swimming this spot cannot be beat . Ride the commuter train to DC to take in the sites. Enjoy!

Guest favorite

Cabin in Harpers Ferry

4.97 out of 5 average rating, 143 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

4.8 out of 5 average rating, 420 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 favorite

Cabin in Upperville

4.93 out of 5 average rating, 146 reviews

Island cabin

Getaway from the city and escape to the countryside in this beautiful cabin recently renovated. Situated on a beautiful private lake, enjoy your morning coffee on the porch over looking the water, or enjoy the fire pit with the sunset. The cabin features a queen size bed, a full bathroom, a kitchenette, and a cozy living room area. There is also an outside grill and fire pit. We recently updated the kitchen and added a full size fridge/freezer.

Guest favorite

Guesthouse in Frederick

4.98 out of 5 average rating, 173 reviews

Romantic Getaway - Heated Spa Open Year Round

Enjoy our beautifully decorated four bedroom home, furnished with unparalleled elegance and style. This tranquil guest house is located less than an hour from Washington DC and Baltimore, MD, and a half-hour from Gettysburg and Harper's Ferry and offers luxurious rooms with unparalleled elegance and style. For the ultimate pampered experienced, guests can arrange for in-house spa services such as a full-body therapeutic massage.