
Family-friendly vacation rentals in Bolivar
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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.

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

Best Beds ever. giant spa tub giant TVs movie room
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.

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.

Battlefield Bunker
Soak up the charm in this newly finished space. The property has a private entrance, features 2 bedrooms, 1 bath, kitchen, and is approximately 1,096 sf. There is a common area featuring a patio,fire pit, and playground for the littles. Historic Harpers Ferry is 1.3 miles away and the Bolivar Battlefields are less than a mile.
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

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Chalet at Harpers Ferry for Family Gatherings

Full basement with private entrance. Hot tub

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!
Family- and pet-friendly home rentals

Creekside Retreat at the Jewel Vinsota

Cabin On The Creekside

Spruce Run Cottage, Farm stay on Catoctin Mountain

Charming Burkittsville 1747 Home

Arden House, Inwood WV

Mountain Church Cottage

Outdoor Basecamp at Tiny Hidden Ridge

Stone School House - Minutes from Harper's Ferry
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Harmony Lodge nestled in wooded tranquility!

The Historic Booth House at the Harpers Ferry KOA

Cozy A-Frame Cabin In The Woods

Historic Farmhouse w/ Heated Pool, Harpers Ferry

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

*Cottage @ Firefly Cellars* VA Wine Country escape

Five Oaks Cabin at The Woods Resort
When is the best time to visit Bolivar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ808 | ﺩ.ﺇ771 | ﺩ.ﺇ808 | ﺩ.ﺇ918 | ﺩ.ﺇ808 | ﺩ.ﺇ892 | ﺩ.ﺇ966 | ﺩ.ﺇ808 | ﺩ.ﺇ760 | ﺩ.ﺇ808 | ﺩ.ﺇ808 | ﺩ.ﺇ823 |
| 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 ﺩ.ﺇ477 per night before taxes and fees

Verified guest reviews
Over 3,610 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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