
Family-friendly vacation 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.

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, "Mind Blowing" 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

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.

❤️ Secluded 1940s Romantic Tiny House on the River
Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 3 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

A little piece of the country in the town
Located in the scenic town of Harpers Ferry, this sunny little cottage is tucked away in a great little neighborhood full of friendly people and backyard chickens. The neighborhood has restaurants, a wonderful bakery, two local bars, and we are a 20 minute walk from historic Harpers Ferry. The cottage is owned by two local old time Appalachian musicians, so you might hear some fiddle tunes drifting through the air if you are deck sitting. Bedroom has a queen bed No cleaning fees

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.

Cottage Escape in Virginia Wine Country
Tucked among rolling hills, this cozy cottage rests on 25 acres with a private lake just beyond your door. Sip wine beneath the stars, paddle at sunrise, or wander where the wildflowers grow. Just minutes from vineyards, brews, and historic charm, it's a perfect escape to slow down and reconnect. You may hear the laughter of our little ones nearby—just part of the magic here at the farm. We can't wait to welcome you.

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.

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.
Popular amenities for Bolivar family-friendly rentals
Family-friendly home rentals with a hot tub

Blueridge Mountain Retreat Apartment

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

Little Red Schoolhouse in Cross Junction

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Trailside Chalet (A storybook chalet with hot tub)

An Escape Bordering National Park land 1 mi to C&O

Chalet at Harpers Ferry for Family Gatherings

Full basement with private entrance. Hot tub
Family- and pet-friendly home rentals

Farm Cottage with Romantic Pond and Dock

Applemoon: Charming Log Cabin in a Mountain Lake Community

Downtown: Explore Shepherdstown from cozy 1br apar

Arden House, Inwood WV

Hilltop @ Shiloh

Mountain Church Cottage

Cozy Cottage

Apartment on Peace Ridge Farm
Family-friendly home rentals with a pool

The Historic Booth House at the Harpers Ferry KOA

Cozy Secluded A-Frame Cabin Retreat

Historic Farmhouse w/ Heated Pool, Harpers Ferry

*Cottage @ Firefly Cellars* VA Wine Country escape

The Hunt Box @ Tally Yo Farm

Five Oaks Cabin at The Woods Resort

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

The Cottage at Nestled Inn
When is the best time to visit Bolivar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,000 GYD | G$43,909 GYD | G$46,000 GYD | G$52,273 GYD | G$46,000 GYD | G$50,809 GYD | G$54,991 GYD | G$46,000 GYD | G$43,282 GYD | G$46,000 GYD | G$46,000 GYD | G$45,373 GYD |
| 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 vacation rentals that are family-friendly in Bolivar

Total vacation rentals
Explore 30 vacation rentals in Bolivar

Nightly prices starting at
Bolivar vacation rentals start at G$27,182 GYD per night before taxes and fees

Verified guest reviews
Over 3,810 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Bolivar vacation rentals include wi-fi 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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- Walter E Washington Convention Center
- Georgetown University
- National Mall
- The White House
- District Wharf
- Capital One Arena
- National Museum of Natural History
- Liberty Mountain Resort
- Whitetail Resort
- National Museum of African American History and Culture
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- Arlington National Cemetery
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