Vacation rentals in Bolivar

Apartment in Harpers Ferry

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.

4.96 out of 5 average rating, 125 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.

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.

4.96 out of 5 average rating, 110 reviews

Cheerful 1-BR 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).

4.95 out of 5 average rating, 201 reviews

A cozy living space features exposed wooden beams on the ceiling, a comfortable sectional sofa, and a wooden coffee table. Large windows provide views of the surrounding landscape, while a television is positioned on a rustic entertainment console. The room is inviting for relaxation and socializing.

Farm stay in Hillsboro

Homestead 1870 in Wine Country

This cozy two-bedroom rustic farmhouse nestled in Virginia’s wine country and part of a working farm where guests can see farm animals. Close to local wineries, breweries, and delicious food. Located near Harper’s Ferry, the Appalachian Trail, and the Potomac River, perfect for hiking, kayaking, and exploring. Adventure parks and scenic trails are nearby, offering plenty of activities. Relax and enjoy farm life, local charm, and the beauty of Virginia's countryside from a well centered location.

Tiny home in Harpers Ferry

A cozy tiny home is surrounded by lush greenery. Outdoor seating is provided with a small table and chairs, while planters filled with flowers enhance the space. A soaking tub is visible on the patio, adding to the charm of the outdoor area.

4.97 out of 5 average rating, 143 reviews

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. Featuring large patio, outdoor dining area, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" outdoor soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Tiny home in Harpers Ferry

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.

4.97 out of 5 average rating, 553 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.

4.97 out of 5 average rating, 299 reviews

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

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.

Tiny home in Jefferson County

A charming tiny house is set among greenery, featuring a red tin roof and welcoming porch. A new wooden staircase leads to the entrance, bordered by planters with colorful flowers. Surrounding foliage creates a serene, natural environment.

4.89 out of 5 average rating, 482 reviews

❤️ 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.

Treehouse in Shepherdstown

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.

4.97 out of 5 average rating, 362 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.

Apartment in Harpers Ferry

The vibrant exterior of the cottage is framed by colorful flowers in bloom. A spacious deck is showcased, complete with a bright red umbrella. Light green siding and large windows reflect the sunny atmosphere, blending harmoniously with the natural surroundings.

4.97 out of 5 average rating, 212 reviews

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

4.95 out of 5 average rating, 179 reviews

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

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.

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.

4.94 out of 5 average rating, 678 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.

4.97 out of 5 average rating, 187 reviews

A welcoming living area showcases two comfortable couches adorned with decorative pillows, accompanied by a round coffee table at the center. Soft lighting is provided by a standing lamp, and a colorful area rug enhances the wood-like flooring. A wall sign adds character to the space.

Guest suite in Bolivar

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.

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Popular amenities for Bolivar vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Bolivar

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4.98 out of 5 average rating, 80 reviews

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4.96 out of 5 average rating, 138 reviews

Hidden Gem - Stay with Dan and Alice.

Guesthouse in Lovettsville

The kitchen area features a warm wood design with open shelving displaying plates and glasses. A stainless steel sink is accompanied by a dishwasher and a countertop appliance arrangement, including an air fryer and coffee maker. Soft lighting enhances the inviting layout.

4.91 out of 5 average rating, 203 reviews

The Patent House

Guest suite in Harpers Ferry

A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.

5 out of 5 average rating, 261 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

A spacious living area features a large sectional sofa in light fabric, complemented by a wooden coffee table. A green plant adds a touch of nature, while a cozy armchair and a floor lamp enhance the room's comfort. Light enters through a nearby window, illuminating the space.

5 out of 5 average rating, 60 reviews

Spacious Riverview Retreat!

A charming red brick home stands surrounded by lush greenery and a well-maintained lawn. The covered front porch features swings and offers an inviting space for relaxation. Flower beds and bushes frame the path leading to the entrance, enhancing the serene outdoor setting.

4.83 out of 5 average rating, 6 reviews

Historic Queen Anne Family Home w Modern Comforts