
Family-friendly holiday rentals in Bolivar
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bolivar
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

The Cozy Place Duplex w/ backyard in Harpers Ferry
"Perfect for Extended Stays!" Worry-free with fully stocked kitchen, fresh linens, towels, provided. Walkable location to restaurants, bars, shops, and downtown Harpers Ferry. 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 Traveling with a group? We have additional listings on the same lot for additional accommodations: airbnb.com/h/cheerful-duplex-in-hf airbnb.com/h/lovely-cottage-in-hf

Mckinley's Place
This stylish apt with fully fenced yard is located just mins to the Harpers Ferry National Park and downtown Harpers Ferry. 24/7 convenient store just 1 block away; library across the street; and is on a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 2 BRs, kitchen, full bath and coffee bar - Keurig; coffee pot; coffee press; pour over coffee; beans and grinder; teas bags w/ water pot and private parking for our guests.

Trundle Private Suite Location Lily Garden BnB
An efficiency one bedroom vacation rental suite. Located in the Historic District of central Harpers Ferry. The Trundle is a cozy economy unit with private entrance, queen size bed, bathroom, and kitchenette. The shared yard has a picnic table and swing to enjoy the summer weather. There's internet access & cable television. A hearty breakfast is included! Come bike the C&O Canal, tour American History, hike the Appalachian Trail, see nature's wonders, and access Washington DC by commuter rail.

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.

Cozy West Virginia Treehouse
Thanks for checking out our treehouse! Itās 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. Thereās a bathhouse built on the back of the hostās home with a conventional toilet and shower. Thereās also an outhouse with a light and essentials. We provide wood for the fire pit also.

Chalet at Harpers Ferry for Family Gatherings
Imagine waking up in your private, gated mountain vacation home nestled in nature yet minutes from history & adventuring. The upper level is your private en-suite retreat with a comfy mattress, superb linens & spa like bath. Settle in to the cozy reading alcove & enjoy the mountain vistas. On the main level is a mobility friendly queen bedroom, full bath, kitchen, dining room, & living room. Relax in the hot tub or at the fire-pit & enjoy mountain views & starry nights.

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.

Heart of Harpers Ferry: 1800s, Walkable, Dogs OK
BellaRosa at Rose Trellis is a 1840 home with original heart pine floors and real character. The best dining in Harpers Ferry is across the street: Snallygaster's Cafe and Kelly's Farm Kitchen. The Barn has live music throughout the week. We've got plenty of parking, but you won't need your car. The national park, trails, and river are all close by. Harpers Ferry is dog-friendly. Your pup is welcome here, too.

Spa tub, movie room, best beds ever, Luxury design
You will want to stay...longer. The most comfortable beds ever, and sleep should be priority #1. Our luxury design 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.

Eclectic & Romantic - Walk to Historic Downtown!
Eclectic space full of little treasures Iāve 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.

Apartment on Peace Ridge Farm
Enjoy a relaxing stay on our family friendly farm, dogs welcome too! You will get to interact with many farm animals. We have a playground in a fenced area, fire pit and gas grill. Our place is close to Historic Harpers Ferry, Shepherdstown, Antietam, Wineries, Shenandoah and Potomac rivers, art and culture, restaurants and family-friendly activities are all within a short drive.
Popular amenities for Bolivar family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient

Vintage Riverfront Log Cabin āEmmaā w/hot tub

*Cottage @ Firefly Cellars* VA Wine Country escape

Trailside Chalet (A storybook chalet with hot tub)

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

The Wizard's Chalet ⢠Cozy nature escape ⢠Hot Tub

The McCoy House at the Harpers Ferry KOA
Family- and pet-friendly home rentals

Downtown: Explore Shepherdstown from cozy 1br apar

House of Sosia and Alexander in Harpers Ferry

Gayte House Gay Owned, Liberal Oasis

Hummingbirds Hideaway Treehouse

Mountain Church Cottage

Steps to Winery and Battlefield ā 1 Acre Retreat

Historic home Downtown HarpersFerry

Entire Home in Leesburg ā King & Queen Bed +Yard
Family-friendly home rentals with a pool

Stoney Spring Overlook

Cherry Run Chalet

Cozy Secluded A-Frame Cabin Retreat

Historic Farmhouse | Heated Plunge Pool, Billiards

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

All Seasons Retreat - Screened Porch - Fire Pit

An Escape Bordering National Park land 1 mi to C&O
When is the best time to visit Bolivar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 SGD | $261 SGD | $279 SGD | $319 SGD | $281 SGD | $311 SGD | $336 SGD | $281 SGD | $265 SGD | $281 SGD | $281 SGD | $277 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals that are family-friendly in Bolivar

Total holiday rentals
Explore 30 holiday rentals in Bolivar

Nightly prices starting at
Bolivar holiday rentals start at $166Ā SGD per night before taxes and fees

Verified guest reviews
Over 3,990 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Bolivar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bolivar rentals

4.9 Average rating
Bolivar stays are highly rated by guests ā averaging 4.9 out of 5!
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Liberty Mountain Resort
- Stone Tower Winery
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Washington Monument
- The Anthem
- Berkeley Springs State Park
- Smithsonian American Art Museum
- Cunningham Falls State Park
- American University
- Smithsonian National Zoological Park
- Great Falls Park
- Cowans Gap State Park
- The Pentagon
- Museum of the Bible





