
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.

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.

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.

Day Street - Walk to Harpers Ferry NP
This stylish apt with fenced yard is located just mins to the HFNP Park. 24/7 convenient store just 1 block away; library across the street; a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 1 BR, 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. Please note that the living area for this home is upstairs.

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.

Best beds ever Movie Rm Spa Tub Lux Spring flowers
Spring starts late Feb early March with over 1,000 blooming daffodils. Our place is “like walking into a design magazine” “Stunning design and comfort, inside and out (from two reviews) EV enabled, 1/4 mile to Washington St and Harpers restaurants/shopping at our end. Spa like master bath w/ floating tub, movie room, garden. Fast Mesh WiFi. 85" and 65” smart TVs. EV enabled. Luxebreeze Tempurpedic mattresses (the best ever). . You’ll sleep well. It’s your vacation. Do it right.

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 wooded road and has parking for 3vehicles. 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!

Gayte House Gay Owned, Liberal Oasis
Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

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.

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.

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

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

The Historic Booth House at the Harpers Ferry KOA

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

*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
Family- and pet-friendly home rentals

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

The River House

The Nest

Waterfront Cabin on the Potomac River w/ Hot tub

The Forge on Sunnyside Farm

Lodge on the Lake

The Cottage at Forest Hills Farm

Sugar Maple Chalet - 67-Acre Farm
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Bear Pines Retreat ~ Game Room ~ Screened Porch

Cozy Secluded A-Frame Cabin Retreat

Historic Farmhouse w/ Heated Pool, Harpers Ferry

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

The Hunt Box @ Tally Yo Farm

The Cottage at Nestled Inn

Historic Peace and Plenty Farm: Pool House
When is the best time to visit Bolivar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £164 | £157 | £164 | £186 | £164 | £181 | £196 | £164 | £154 | £164 | £164 | £162 |
| 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 £97 per night before taxes and fees

Verified guest reviews
Over 3,810 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
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