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.

%{current} / %{total}1 / 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, 159 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.

Top guest favourite
Cottage in Harpers Ferry
4.97 out of 5 average rating, 101 reviews

Town Square Cottage | Walk to all of downtown HF

This charming cottage was built in 1837 as the original firehouse of Harper's Ferry. The town square is outside your front door, and it is a short walk to the National Historical Park, restaurants, cafes, and shopping. A perfect blend of location and history, the cottage has many modern updates including queen size bed, pull out couch, fast WIFI, washer/dryer, smart tv, and a secure shed for bike storage. Ladder in the kitchen leads to locked storage area. Living space is all on the first floor.

Top guest favourite
A rustic building with a wooden exterior and a red metal roof is set amid lush greenery. A large window beside an entry door is framed by flowering plants, while a stone pathway leads toward a well-maintained lawn and seating area.
Loft in Harpers Ferry
4.92 out of 5 average rating, 223 reviews

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.

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, 117 reviews

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.

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, 582 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
A living area features a comfortable beige sofa and an adjacent dining table with two chairs. A small desk with a chair and laptop is positioned nearby. Sunlight enters through a window adorned with white blinds, illuminating the relaxed atmosphere.
Home in Bolivar
4.97 out of 5 average rating, 321 reviews

Day Street 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.

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, 399 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
The interior of the tiny home features warm wooden walls and a skylight, providing natural light. A compact kitchenette is visible, along with a seating area that includes two metal chairs. A sliding door offers a view into the outdoor space.
Home in Harpers Ferry
4.95 out of 5 average rating, 167 reviews

Spectacular View, PET FREE, Skylight and Hot Tub

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry, quiet peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

Top guest favourite
An elevated view captures a spacious living area, featuring large triangular windows that invite natural light. A stone fireplace is framed by two blue sofas, accompanied by a wooden dining table with black chairs. The patio area is visible through the glass doors, extending the living space outdoors.
Chalet in Purcellville
4.98 out of 5 average rating, 117 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.

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, 197 reviews

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.

Guest favourite
A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.
Home in Harpers Ferry
4.94 out of 5 average rating, 420 reviews

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.

Superhost
Townhouse in Harpers Ferry
4.86 out of 5 average rating, 107 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.

Popular amenities for Bolivar family-friendly rentals

When is the best time to visit Bolivar?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$280 SGD$267 SGD$280 SGD$318 SGD$280 SGD$309 SGD$335 SGD$280 SGD$264 SGD$280 SGD$280 SGD$276 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 $166 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!