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, 132 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, 114 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 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
4.93 out of 5 average rating, 134 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

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, 305 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.

Guest favorite
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.
Tiny home in Jefferson County
4.89 out of 5 average rating, 487 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.

Top guest favorite
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.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 370 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
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, 224 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
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, 182 reviews

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.

Top guest favorite
A spacious suite features a plush sleeping area with a large bed and a cozy daybed. Soft lighting from nearby windows illuminates the pastel pink walls, while a fluffy area rug adds comfort underfoot. A small seating area is visible, complementing the inviting ambiance.
Guest suite in Harpers Ferry
4.98 out of 5 average rating, 385 reviews

Entire 3rd-floor suite | balcony

Located in the quiet upper historic district, this romantic guest suite gives you the entire 3rd floor (incl bathroom & kitchenette). Enjoy your privacy in a craftsman-style 1920s stone house; easy walking distance to HF National Park, Potomac & Shenandoah Rivers, C&O Canal Trail, AT, Amtrak train station, & Storer College. Loudoun County wineries nearby. Ideal spot for couples, also solo adventurers, writers & artists. More pics on Insta @rockhavenbnb

Top guest favorite
A sitting room is featured, showcasing a glass coffee table positioned on a plush area rug. A decorative fireplace with candles is present, alongside a comfortable sofa adorned with pillows. A narrow staircase is visible in the background, leading to the upper floor.
Home in Harpers Ferry
4.9 out of 5 average rating, 105 reviews

1840 Home, Central Location in Harpers Ferry

Welcome to Rose Trellis Avocet, a remodeled 1840 triplex just steps from historic Harpers Ferry. Features include a living room, coffee station, kitchenette, queen bedroom, twin sitting room, and bath with shower and copper tub. Relax on the deck and enjoy music from The Barn. Off-street parking, gigabit Wi-Fi, and an outdoor firepit with firewood provided. Traveling with friends? Ask about booking both units for shared space and privacy.

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, 691 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, 500 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$37,276 GYDG$35,601 GYDG$38,742 GYDG$39,580 GYDG$39,580 GYDG$38,742 GYDG$40,836 GYDG$43,349 GYDG$40,208 GYDG$40,836 GYDG$40,627 GYDG$40,836 GYD
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Frequently Asked Questions

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Bolivar have free parking?

    Absolutely! We offer over 10 apartment 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 20 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$16,753 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!