Family-friendly holiday rentals in Bolivar

The Boundary House Apartment

Located on this one of a kind spot, the front of the home is considered Historic Harpers Ferry, and the back Historic Bolivar. Either way you look at it you are centrally located within walking distance. On a private road it is not only private, it is quiet. There is a quaint bakery at the top of Boundary Street to the right and to the left there are 2 restaurants, and the local band hot spot. You will find this spot VERY spacious as it is a 1 bed, 1 bath, full kitchen that is almost 1000 sq ft.

Kitchen · Indoor spaces · Comfort

Luxury, Spa tub, movie rm, new AC, best beds ever

Fall colors coming soon (Oct-mid Nov) July 2026 new AC split upstairs. Now has 3 AC systems. You will want to stay...longer. The most comfortable beds ever, and sleep should be priority #1. Our luxury design and furniture is unmatched in the area. And our location is at best end of Washington St. 0.25 miles away. No train noise at this end. Spa master bath/ free-standing tub, relaxing deck. Movie room w/ 92" smart TV. Luxury design (West Elm, CB2, Roche Bobois, etc.). Super Strong mesh WiFi.

Family · Kitchen · Layout

Carriage Suite Location Private Lily Garden BnB

A completely equipped two bedroom vacation rental suite. Located in the Historic District of central Harpers Ferry. The Carriage House is a large unit with private entrance, two beds, full bathroom, and kitchen. The shared yard has a picnic table and swing to enjoy the summer weather. There's internet access & cable television. A good breakfast is included! Come tour American History, hike the Appalachian Trail, bike the C&O Canal, see nature's wonders, and access Washington DC by commuter rail.

Indoor spaces · Family · Accuracy

Romantic & Charming Home w/foosball walk downtown

This historic three bedroom house is centrally located in scenic Harpers Ferry, walking distance to the Old Town. Sightseeing, white water rafting, kayaking, fishing, hiking, biking, snow tubing and many more activities are only minutes away. From taking a walk to where Shenandoah and Potomac Rivers merge, to hiking the Appalachian Trail, or visiting one of the wineries and breweries in the area, there is something for everyone to enjoy. For civil war buffs there's plenty of sights to visit.

Kitchen · Indoor spaces · Location

Retro Tiny Cabin in the Trees

Glamping in Harpers Ferry! Elevated 8' x 16' cabin in a lush garden property surrounded by trees. Full bathroom w/rain showerhead. King bed can be converted to 2 twins if requested. 1940s vintage decor. Minifridge, microwave, toaster, coffeemaker, elec kettle, minigriddle. NO STOVE. Opens to an 8' x 16' screened porch w/ceiling fan, comfy seating, kitchen table & sink. Private spot yet in walking distance to many HF activities & dinner restaurants. Indoor/outdoor living & in-town convenience.

Kitchen · Indoor spaces · Hiking

House of Sosia and Alexander in Harpers Ferry

Charming 3-bedroom Vacation Rental with Porch, Backyard, and pet friendly with no fee! The perfect vacation home in Harpers Ferry. A porch with rocking chairs, a swing, and a fenced backyard with a stone patio and fire pit. Just a 5-minute walk from Harpers Ferry’s historic sites, restaurants, trails, and train station, this pet-friendly rental offers parking for two cars. Explore Civil War history, enjoy stunning river views from the nearby footbridge and a 10-minute drive to Shepherdstown.

Family · Indoor spaces · Nearby

Cozy Fall Duplex Retreat - 1 Mi to Harpers Ferry

"Perfect for Extended Stays!" Cozy retreat! Just 1 mile from historic downtown Harpers Ferry, with a private backyard, fire pit, gas & charcoal grill, private entrance and parking. 1 mile to the Appalachian Trail and the C&O Canal path 1.2 miles to Harpers Ferry Train Station 2.4 miles to Snow Riders 2.9 miles to Harpers Ferry Brewing We have additional listings on the same lot for additional accommodations: https://airbnb.com/h/cheerful-duplex-in-hf https://airbnb.com/h/lovely-cottage-in-hf

Indoor spaces · Family · Sleep quality

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Family · Kitchen · Pets

Minutes to Downtown Harpers Ferry w/Hot Tub

Built in 1864 and located just a short 10 min. walk from the Shenandoah River. Exposed stone walls and artfully crafted carpentry, add to its many updates and modern furnishings. Unwind in the hot tub while stargazing and enjoy the fresh air while roasting marshmallows. Nearby there are several picturesque wineries only 10 minutes away. Tons of old world charm! The highlights: - Relax in the hot tub! - Roast marshmallows in the Fire Pit - Hiking, Rafting and Tubing just 10 mins away

Family · Indoor spaces · Cleanliness

Beautiful 4 bedroom home in Historic Harpers Ferry

Built in 1840, this fully restored home off Washington Street in historic Harpers Ferry is the ideal place for your getaway. It is walking distance to restaurants, bars, and shops of Downtown Harpers Ferry. It is an easy walk or bike ride to the Appalachian Trail or the C&O Canal path. Dozens of wineries and breweries are a quick drive/uber/lyft away. After a day of exploring, return to this comfortable home to sit by the fire or make dinner in the gourmet kitchen.

Indoor spaces · Kitchen · TV

Between the Rivers Guest Cottage

Between the Rivers Guest house is centrally located in historic Harpers Ferry and walking distance to all shops and restaurants. You will enjoy staying in the towns original "Telephone Building". Take in river views from our front porch and a relaxing outside patio. Walk to the Appalachian trail, go white water rafting, check out a local winery, and tour the vast history that our town has to offer. We look forwarding to having you as our guest!

Indoor spaces · Getting around · Backyard

Eclectic & Romantic - Walk to Historic Downtown!

Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.

Indoor spaces · Kitchen · River