Vacation rentals in Bolivar

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Top-rated vacation rentals in Bolivar

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Apartment 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 favorite
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 favorite
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 favorite
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, 583 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 favorite
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 favorite
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.
Guest suite in Harpers Ferry
4.99 out of 5 average rating, 283 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Top guest favorite
The treehouse is perched 20 feet above a rocky outcropping, supported by large oak and hickory trees. Bright green leaves offer a natural canopy, framing the structure which features several windows, inviting natural light into the space.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 401 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 favorite
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 favorite
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, 199 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 favorite
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, 421 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.

Top guest favorite
A modern cabin is nestled among trees, featuring a sleek design with large windows that allow light to emanate from within. The surrounding rocky terrain is softly illuminated by exterior lighting, creating a calm ambiance in the early evening fog.
Vacation home in Front Royal
4.99 out of 5 average rating, 415 reviews

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Top guest favorite
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.
Home in Harpers Ferry
4.93 out of 5 average rating, 727 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.

Popular amenities for Bolivar vacation rentals

When is the best time to visit Bolivar?

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Avg. priceG$37,229 GYDG$35,556 GYDG$38,694 GYDG$39,530 GYDG$39,530 GYDG$38,694 GYDG$39,530 GYDG$40,367 GYDG$37,648 GYDG$39,112 GYDG$37,648 GYDG$37,020 GYD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Bolivar?

    Bolivar has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Bolivar?

    Experience the best of Bolivar with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Bolivar?

    Four-legged friends are welcome in Bolivar. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Bolivar?

    Yes! Work meets play with ease at over 10 house rentals in Bolivar featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Bolivar have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Bolivar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bolivar have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Bolivar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bolivar have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Bolivar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bolivar have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Bolivar. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Bolivar

  • Total vacation rentals

    Explore 60 vacation rentals in Bolivar

  • Nightly prices starting at

    Bolivar vacation rentals start at G$16,732 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!