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.

1 of 1 pages1 / 1
Top guest favourite
The exterior of a contemporary home is showcased, featuring large windows that allow natural light to filter inside. Surrounding the entrance, colorful planters filled with various plants add a touch of greenery to the gravel pathway.
Flat in Harpers Ferry
4.97 out of 5 average rating, 168 reviews

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.

Guest favourite
An outdoor space features a patio with two cushioned chairs and a glass-topped table holding beverages. A charcoal grill is positioned on the grass, with additional seating visible. The lush yard includes a volleyball setup and is surrounded by trees, providing a serene environment.
Home in Harpers Ferry
4.96 out of 5 average rating, 120 reviews

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

Top guest favourite
A modern living area features a gray sectional couch with orange accent pillows, positioned on a vibrant blue area rug. A coffee table sits center, surrounded by a spacious layout. A wall-mounted TV and a small dining area are visible in the background.
Home in Bolivar
4.94 out of 5 average rating, 197 reviews

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.

Guest favourite
The exterior of a rustic barn-style structure is shown, featuring weathered wooden siding and a red metal roof. Lush greenery surrounds the building, and a stone pathway leads to a small patio area with seating. Natural light creates a welcoming ambiance.
Flat in Harpers Ferry
4.89 out of 5 average rating, 164 reviews

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.

Top guest favourite
The cabin is nestled among vibrant greenery, surrounded by flowering plants and lush trees. A garden trellis adorned with blooms contrasts with the cabin's rustic exterior, which features a screened porch elevated off the ground. Natural pathways guide the way through the tranquil garden setting.
Tiny home in Harpers Ferry
4.97 out of 5 average rating, 588 reviews

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.

Top guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 412 reviews

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.

Top guest favourite
Chalet in Purcellville
4.98 out of 5 average rating, 123 reviews

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.

Top guest favourite
The exterior of a restored white house is adorned with festive wreaths and a decorative garland. A dark front door is accentuated by holiday decorations, while a patterned pathway leads to the entrance. The scene is framed by greenery and softly lit with lanterns.
Home in Bolivar
4.98 out of 5 average rating, 101 reviews

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.

Guest favourite
Townhouse in Harpers Ferry
4.87 out of 5 average rating, 122 reviews

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.

Guest favourite
The spa-inspired master bath features a freestanding tub with a sleek design, set against a backdrop of rich wooden tile. A wooden stool complements the space, while a glass shower enclosure and minimalist fixtures contribute to a modern aesthetic.
Home in Bolivar
4.94 out of 5 average rating, 203 reviews

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.

Top guest favourite
A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.
Home in Harpers Ferry
4.94 out of 5 average rating, 743 reviews

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.

Guest favourite
A scenic view of a white farmhouse is presented along a gravel driveway, framed by lush green fields and trees. Soft rays of sunlight break through a cloudy sky, adding a serene ambiance to the rural landscape.
Farm stay in Harpers Ferry
4.96 out of 5 average rating, 280 reviews

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

When is the best time to visit Bolivar?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
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. temp1°C3°C7°C13°C18°C23°C25°C24°C20°C14°C8°C3°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 – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. West Virginia
  4. Jefferson County
  5. Bolivar
  6. Family-friendly rentals