
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.

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.

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.

The Cozy Place Duplex w/ backyard in Harpers Ferry
"Perfect for Extended Stays". "Worry-Free Stay: Fully Stocked Kitchen, Linens, Towels & Essentials". Both sides of this duplex are Airbnb's. Each has its own private entrance. Perfect location in the heart of the joined towns of Bolivar & Harpers Ferry. Walkable distance to restaurants, vegan, bakery, and shops of downtown Harpers Ferry. 1 mile to AT & C&O canal. Explore the beautiful views and the history of the town, then return to comfortable and cozy place to make for an enjoyable getaway.

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! 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.

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.

Spring flowers, spa tub movie room, best beds ever
Spring starts late Feb early March with all the daffodils. You will want to stay...longer. The most comfortable beds ever, comphy 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.

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.

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

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.

Battlefield Bunker
Soak up the charm in this newly finished space. The property has a private entrance, features 2 bedrooms, 1 bath, kitchen, and is approximately 1,096 sf. There is a common area featuring a patio,fire pit, and playground for the littles. Historic Harpers Ferry is 1.3 miles away and the Bolivar Battlefields are less than a mile.
Popular amenities for Bolivar family-friendly rentals
Family-friendly home rentals with a hot tub

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

*Cottage @ Firefly Cellars* VA Wine Country escape

Trailside Chalet (A storybook chalet with hot tub)

Boxed Inn ~ Hot Tub ~ Fire Pit

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

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

The McCoy House at the Harpers Ferry KOA

3BR Stone Cabin | Hot Tub + Firepit | Valley Views
Family- and pet-friendly home rentals

Downtown: Explore Shepherdstown from cozy 1br apar

Whole House -Seven Elms Farm B&B

Gayte House Gay Owned, Liberal Oasis

Timber Creek: Falls - A Shenandoah Cabin

Hummingbirds Hideaway Treehouse

Mountain Church Cottage

The Nature at Rivermist Lane (Waterfront)

Stone School House - Minutes from Harper's Ferry
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Harmony Lodge nestled in wooded tranquility!

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

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 | £147 | £150 | £160 | £184 | £162 | £179 | £193 | £162 | £152 | £162 | £162 | £160 |
| 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 £96 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 – 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
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