Holiday rentals in Bolivar

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Top-rated holiday rentals in Bolivar

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

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Top guest favourite
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.
Flat in Harpers Ferry
4.97 out of 5 average rating, 171 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 favourite
A modern living area features a gray sectional couch with orange accent pillows, positioned on a vibrant blue area rug. A coffee table sits center, surrounded by a spacious layout. A wall-mounted TV and a small dining area are visible in the background.
Home in Bolivar
4.94 out of 5 average rating, 201 reviews

Mckinley's Place

This stylish apt with fully fenced yard is located just mins to the Harpers Ferry National Park and downtown Harpers Ferry. 24/7 convenient store just 1 block away; library across the street; and is on a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 2 BRs, 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.

Top guest favourite
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, 289 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 favourite
A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.
Home in Harpers Ferry
4.96 out of 5 average rating, 110 reviews

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

Top guest favourite
The exterior of a restored white house is adorned with festive wreaths and a decorative garland. A dark front door is accentuated by holiday decorations, while a patterned pathway leads to the entrance. The scene is framed by greenery and softly lit with lanterns.
Home in Bolivar
4.98 out of 5 average rating, 102 reviews

Beautiful 4 bedroom home in Historic Harpers Ferry

Built in 1840, this fully restored home off Washington Street in historic Harpers Ferry is the ideal place for your getaway. It is walking distance to restaurants, bars, and shops of Downtown Harpers Ferry. It is an easy walk or bike ride to the Appalachian Trail or the C&O Canal path. Dozens of wineries and breweries are a quick drive/uber/lyft away. After a day of exploring, return to this comfortable home to sit by the fire or make dinner in the gourmet kitchen.

Guest favourite
Townhouse in Harpers Ferry
4.86 out of 5 average rating, 128 reviews

Heart of Harpers Ferry: 1800s, Walkable, Dogs OK

BellaRosa at Rose Trellis is a 1840 home with original heart pine floors and real character. The best dining in Harpers Ferry is across the street: Snallygaster's Cafe and Kelly's Farm Kitchen. The Barn has live music throughout the week. We've got plenty of parking, but you won't need your car. The national park, trails, and river are all close by. Harpers Ferry is dog-friendly. Your pup is welcome here, too.

Top guest favourite
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.
Cabin in Front Royal
4.99 out of 5 average rating, 429 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.

Guest favourite
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
4.93 out of 5 average rating, 208 reviews

Spa tub, movie room, best beds ever, Luxury design

You will want to stay...longer. The most comfortable beds ever, and 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.

Top guest favourite
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
4.94 out of 5 average rating, 748 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.

Guest favourite
The cottage features a welcoming exterior with a mix of orange and cream siding. Large windows allow natural light to fill the interior, while the front porch provides a shaded entry. A landscaped yard with trimmed shrubs surrounds the home, set against a backdrop of bare trees.
Cottage in Leesburg
4.93 out of 5 average rating, 288 reviews

The Cottage at Stone Tower Winery

The Cottage at Stone Tower Winery is a fully renovated, one-bedroom house located only an hour from DC, 30 minutes from Dulles Airport, and 15 minutes from Leesburg. The home is perfectly situated to enjoy a peaceful stay in the country and serves as an ideal location to explore the Northern Virginia wine region and historic Loudoun County.

Top guest favourite
Guest suite in Bolivar
4.97 out of 5 average rating, 202 reviews

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.

Top guest favourite
An open living area features a cozy seating arrangement with a dark leather couch and a stylish futon. A glass coffee table sits in the center, while natural light pours in from a large window, illuminating the space. A wall-mounted TV and a fireplace are also visible.
Flat in Harpers Ferry
4.99 out of 5 average rating, 451 reviews

Taylor Den

John Brown’s stomping grounds! Adjoining the Harpers Ferry National Historical Park, just off the Appalachian Trail and a short jaunt from Old Town Harpers Ferry - TAYLOR DEN kindly welcomes and accommodates you. Delight in nature’s magic and the whimsy of Harpers Ferry with Taylor Den as your private home base.

Popular amenities for Bolivar holiday rentals

When is the best time to visit Bolivar?

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Frequently Asked Questions

  • What are the best places to stay in Bolivar?

    Bolivar has a range of accommodations, including vacation rentals in residential neighborhoods and homes near historic sites. Many stays feature family- and pet-friendly amenities, making it possible to choose a space that suits various group needs.

  • What are the best things to do in Bolivar with kids?

    Kids can enjoy interactive exhibits at Harpers Ferry National Historical Park, local playgrounds, and guided nature walks. Picnicking in community parks and exploring shops with hands-on activities are frequently suggested by families.

  • What are some of the best things to do in Bolivar?

    Explore Harpers Ferry National Historical Park, stroll locally owned shops, and wander scenic walking trails around Bolivar. History enthusiasts can learn about the area’s Civil War heritage, while nature lovers enjoy the nearby rivers and green spaces.

  • How is the weather in Bolivar?

    Bolivar has cold winters around 25–43°F (-4–6°C) and warm summers near 67–88°F (19–31°C). Spring and fall bring milder temperatures, with occasional rainfall throughout the year. Layers and a rain jacket are frequently suggested for comfort.

  • When is the best time to visit Bolivar?

    Late spring and early fall are frequently suggested for mild temperatures and colorful scenery, making outdoor exploration pleasant. Summers bring warmer weather and seasonal events, while winter is quieter, with crisp air and smaller crowds.

  • What are the best places to visit in Bolivar?

    Harpers Ferry National Historical Park is often recommended for history and scenic views, while local shops and art galleries add to Bolivar’s charm. Visitors sometimes enjoy exploring community parks and historic streets in the area.

  • What are some hiking trails in Bolivar?

    Bolivar has access to trails in Harpers Ferry National Historical Park and nearby routes along the Appalachian Trail. Many visitors enjoy riverside walks or wooded paths that showcase the area’s natural beauty. Wear comfortable shoes for uneven terrain.

  • What are some family activities we can do in Bolivar?

    Families can explore Harpers Ferry National Historical Park, visit local shops, or picnic in nearby parks. Walking trails and interactive history exhibits make learning and play easy for all ages. Community events often foster family-friendly fun.

  • What are some of the best day trip ideas from Bolivar?

    Day trip options include exploring historic sites in Harpers Ferry, hiking along the Appalachian Trail, or visiting area state parks and wineries. Nearby towns offer art galleries, antiques, and additional outdoor adventures.

  • Are there any pet friendly accommodations available in Bolivar?

    Bolivar has pet-friendly stays, including vacation rentals and homes around the neighborhood and nearby scenic spots. Many listings welcome pets, making it easy to plan an inclusive visit. Check for specific amenities when booking.

  • What are some local tips for visiting Bolivar?

    Locals suggest wearing comfortable shoes for walking historic streets and bringing a reusable water bottle for hikes. Early arrivals secure quieter experiences at popular sites, and exploring local shops can reveal unique gifts and stories.

  • What is Bolivar known for?

    Bolivar is known for its historic charm, small-town atmosphere, and proximity to Harpers Ferry National Historical Park. Visitors often explore Civil War history, scenic landscapes, and locally rooted shops. The town is also part of an area rich in natural and cultural heritage.

  • What are the best hidden gems to explore in Bolivar?

    Bolivar has quiet walking paths, locally run shops, and lesser-known historical landmarks often found around neighborhood streets. Area picnic spots and art galleries provide peaceful places to unwind. Locals sometimes suggest visiting artisan boutiques for unique finds.

  • What are the best foods to try in Bolivar?

    Visitors can explore local diners and cafes serving Appalachian-inspired fare like hearty stews, cornbread, and seasonal produce. Bakeries and sandwich shops often highlight regional flavors, including locally sourced meats and cheeses.

  • What should I bring for a trip to Bolivar?

    Pack weather-appropriate layers, comfortable walking shoes, and a rain jacket. If hiking, bring a reusable water bottle and sunscreen. A camera and cash for small shops are often helpful for a smooth visit.

  • What is the nightlife in Bolivar like?

    Bolivar’s nightlife is relaxed, with neighborhood pubs, casual restaurants, and occasional live music. Visitors often unwind in local eateries or join small community gatherings for dinner or entertainment. The atmosphere tends toward laid-back and friendly.

  • What are the most popular events or festivals in Bolivar?

    Bolivar has community events and seasonal festivals, often centered on local history, arts, and outdoor activities. Harpers Ferry area celebrates heritage weekends and fall festivals, drawing visitors for music, crafts, and family entertainment.

  • Are there family friendly vacation rentals in Bolivar?

    Family-friendly vacation rentals are available in Bolivar, with options ranging from cozy homes to larger properties near parks and local attractions. Many rentals include amenities for families, creating comfortable spaces for group stays.

Quick stats about holiday rentals in Bolivar

  • Total holiday rentals

    Explore 60 holiday rentals in Bolivar

  • Nightly prices starting at

    Bolivar holiday rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 6,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Bolivar holiday rentals include wifi 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!