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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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
4.96 out of 5 average rating, 140 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.

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, 116 reviews

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).

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
4.95 out of 5 average rating, 186 reviews

Snow tubing nearby, spa tub movie room best beds

Snow Riders is 2.7 miles away. Snow tubing hill almost three football fields, longest on East Coast! 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.

Top guest favorite
The interior of the tiny home features warm wooden walls and a skylight, providing natural light. A compact kitchenette is visible, along with a seating area that includes two metal chairs. A sliding door offers a view into the outdoor space.
Home in Harpers Ferry
4.94 out of 5 average rating, 150 reviews

Spectacular View, PET FREE, Skylight and Hot Tub

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 peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

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, 569 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
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
4.97 out of 5 average rating, 313 reviews

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.

Top guest favorite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 317 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Top guest favorite
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.
Apartment in Harpers Ferry
4.97 out of 5 average rating, 232 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

Guest favorite
Two chairs are positioned near a campfire ring on a grassy area, surrounded by trees. A gently sloping hill leads down to a pond, with a wooden fence visible in the distance. Sunlight filters through the leaves, creating a shaded and inviting space.
Guesthouse in Purcellville
4.81 out of 5 average rating, 278 reviews

Barn Apartment in VA Wine Country

Barn apartment in the upper level of a bank barn. Fourteen miles from downtown Leesburg, 5 miles from Harper's Ferry, 1 mile from VA-9 Appalachian trail head. Close to Harper's Ferry Adventure Center, wineries, breweries, tubing, kayaking, hiking, farms. Full kitchen. Unplugged with the exception of Wi-Fi - no satellite or TV. There is cell signal. Rate includes 6% Virginia state tax and 7% Loudoun County hotel tax. 1 queen bed, 1 twin, and 1 floor mattress (pull out futon).

Top guest favorite
The cottage exterior features a combination of beige siding and stone facade, highlighting a spacious screened-in porch. A wooden deck extends from the front, offering access to the inviting outdoor space surrounded by grassy areas and shrubs.
Cottage in Shenandoah Junction
4.96 out of 5 average rating, 212 reviews

Modern, private cottage at Fairview Organic Farm

Discounts for stays of 5 nights or more. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the newish cottage is surrounded by pasture, organic gardens, history & overlooks the Harpers Ferry Gap. We are just a few miles from Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, the Shenandoah & Potomac Rivers, and many historical sites. Enjoy sun rise from the deck and sunsets from the porch.

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, 699 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.

Top guest favorite
A restored log cabin features a red metal roof and wooden exterior, framed by trees and a grassy area. A dog lies comfortably on the ground in front of the porch, which is adorned with red chairs and a lantern.
Cabin in Shepherdstown
4.95 out of 5 average rating, 509 reviews

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Popular amenities for Bolivar vacation rentals

When is the best time to visit Bolivar?

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Avg. priceG$37,226 GYDG$35,553 GYDG$38,690 GYDG$39,526 GYDG$39,526 GYDG$38,690 GYDG$39,526 GYDG$40,363 GYDG$37,644 GYDG$40,572 GYDG$40,572 GYDG$40,781 GYD
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Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Bolivar?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • Are there family-friendly vacation rentals in Bolivar?

    Bolivar has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

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

    Yes! Work meets play with ease at over 30 vacation rentals in Bolivar featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Bolivar?

    Four-legged friends are welcome in Bolivar. Choose from more than 20 vacation rentals for guests traveling with pets.

  • 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.

  • 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.

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$16,731 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,760 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!