
Family-friendly vacation rentals in Bolivar
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Top-rated family-friendly rentals in Bolivar
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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.

The Patent House
Built around 1760, our log cabin sits on our 3 acre farmette, in the countryside in view of the foothills that separate VA, WV & MD. It's fully renovated, with a master bedroom (queen) & full bath upstairs. There is a convertible sofa downstairs (full). Cabin is next door to our house & shares a fence with our pasture where our mini donkeys live. We have yappy dogs and friendly outdoor cats. We're in the country, so bugs make their appearance but they tend to go straight to the window sills.

Enchanting PET FREE W/Amazing ViewHot Tub Overlook
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 away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

The Cozy Place Duplex w/ backyard in Harpers Ferry
"Worry-Free Stay: Fully Stocked Kitchen, Linens, Towels & Essentials". 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 Appalachian Trail and the C&O canal path. Explore the beautiful views and the history of the town, then return to comfortable and cozy place to make for an enjoyable getaway. Sleeping for 4 people. Queen bed in private bedroom, and sofa bed (queen size).

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.

❤️ 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 2.5 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.

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.

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

Fall Colors. spa like tub giant TVs Best beds ever
Fall colors soon End Sept to early Nov. You will want to stay...longer. The most comfortable beds ever. You’re on vacation, so comphy sleep should be priority #1. Our luxury design is unmatched in the area. And our location is at the best end of Washington St. 0.25 miles away. No train noise all night like near the town. 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.

1840 Home, Central Location in Harpers Ferry
Welcome to Rose Trellis - Avocet A remodeled 1840 triplex with private entrances just steps from historic Harpers Ferry. Features include: - Living room, coffee station, kitchenette - Queen bedroom + twin bed sitting room - Full bath with shower & copper tub - Deck great for eavesdropping on the band at The Barn Off-street parking & gigabit Wi-Fi included. Traveling with friends or family? Ask about booking both units to stay together while enjoying private space.

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

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

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

Vintage Riverfront Log Cabin “Emma” w/hot tub

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

*Cottage @ Firefly Cellars* VA Wine Country escape

Chalet at Harpers Ferry for Family Gatherings
Family- and pet-friendly home rentals

Hidden in the Valley | Pool | Pets | Fire Pit

Cabin On The Creekside

Riverkeeper Inn

Charming Burkittsville 1747 Home

Stone School House - Minutes from Harper's Ferry

Easygoing

Apartment on Peace Ridge Farm

Historic Scrabble, Shepherdstown
Family-friendly home rentals with a pool

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

Harmony Lodge nestled in wooded tranquility!

Cozy A-Frame Cabin In The Woods

All Seasons Retreat - Screened Porch - Fire Pit

The Hunt Box @ Tally Yo Farm

Five Oaks Cabin at The Woods Resort

The Cabin on the Run

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Quick stats about vacation rentals that are family-friendly in Bolivar
Total rentals
30 properties
Nightly prices starting at
$183 CAD before taxes and fees
Total number of reviews
3.6K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- The White House
- National Mall
- Georgetown University
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
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