Bolivar holiday lettings

We found 274 holiday rentals — enter your dates for availability
Discover a selection of 15 homes and other holiday rentals in Bolivar that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you need and want for your stay, which might include parking and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Bolivar

Showing deals for:29 Jan - 5 Feb

Image gallery for Vinewood Estate Luxury Pool and Vineyard Retreat

The deck features ~900 sq ft from the master bedroom to the kitchen and panoramic views of the vineyard and opposing ridge line. Comfortable seating for the whole group!
10 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)

Vinewood Estate Luxury Pool and Vineyard Retreat

Purcellville

7% off
Price is £6,167
for 7 nights, 1 chalet
£881 per night
includes taxes & fees
Vinewood Estate Luxury Pool and Vineyard Retreat

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Bolivar

  • Scenic Beauty: Bolivar boasts stunning landscapes, perfect for outdoor enthusiasts and nature lovers.
  • Rich History: The area features historic sites that reflect its cultural heritage, providing a glimpse into the past.
  • Charming Community: Visitors can engage with welcoming locals, enhancing the experience of this quaint village.
  • Relaxing Parks: Urban parks offer tranquillity and a chance to unwind amidst natural surroundings.
  • Family-Friendly Activities: Bolivar is ideal for families, with various excursions and activities suited for all ages.

Popular types of accommodation in Bolivar

Bolivar, West Virginia, offers a charming escape for travellers seeking unique experiences. Nestled near the scenic Potomac River, visitors can explore the rich history and natural beauty of the area. Popular accommodation options include houses, cosy cabins, and quaint cottages, providing a perfect base for your adventures. Whether you're hiking local trails or enjoying the tranquillity of the countryside, Bolivar is an ideal destination for your next getaway.

  • Houses: Enjoy the comfort and privacy of a fully equipped home, making it the top choice for holidaymakers in Bolivar.
  • Cabins: Experience a rustic getaway with charming cabins nestled in nature, perfect for a tranquil retreat.
  • Cottages: Delight in quaint cottages that offer a cosy atmosphere and are ideal for couples or small families.
  • Apartments: Convenient and modern, apartments provide a flexible option for those seeking self-catering stays.
  • Villas: Lavish villas offer spacious living with luxurious amenities, perfect for a memorable getaway.**

Top attractions near Bolivar

Bolivar, West Virginia, is a charming destination perfect for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore historic sites that reflect the area’s rich culture, enjoy the tranquility of urban parks, and visit the local library for a taste of community life. With its blend of history and nature, Bolivar offers a delightful experience for families and adventurers alike, making it an ideal spot to immerse yourself in the local charm.

  • Harpers Ferry National Historical Park: This historic site offers a blend of rich culture and stunning landscapes, showcasing the confluence of the Potomac and Shenandoah Rivers. Explore the preserved 19th-century buildings and learn about the town's pivotal role in American history.
  • Shepherdstown Opera House: A charming venue steeped in romance and culture, this opera house hosts a variety of performances that entertain and engage, making it a perfect spot for a night out.
  • Morgan's Grove Park: An inviting urban park ideal for families, featuring open green spaces, walking trails, and community events, perfect for enjoying the outdoors and local gatherings.

Things to do recommended for couples

Bolivar offers charming experiences for couples, including a romantic stroll along the scenic C&O Canal, a delightful wine tasting at local vineyards, and a cosy evening by the fire at a quaint bed and breakfast, perfect for creating lasting memories together.

Things to do recommended for families

Families visiting Bolivar, West Virginia, can explore the scenic trails of Harpers Ferry National Historical Park and enjoy a fun day at the nearby Potomac River, perfect for picnicking and water activities. Don’t miss the charming local shops and eateries in the historic town centre.

Things to do recommended for groups

Experience the thrill of motor racing at Summit Point Motorsports Park, located 21km from Bolivar. Perfect for group travellers, this venue offers adrenaline-pumping events and a vibrant atmosphere for adventure enthusiasts.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Bolivar

If you're travelling with a group, family, pets, or planning an extended stay, it's essential to filter your options according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Bolivar with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Bolivar with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Bolivar: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bolivar: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Bolivar

Bolivar, West Virginia, offers a charming escape for outdoor enthusiasts and adventure seekers alike. Nestled amidst stunning scenery, this quaint village invites visitors to explore its friendly atmosphere and rich history. Stroll through the picturesque streets, engage with the welcoming locals, and indulge in the area's natural beauty. With opportunities for relaxation and family-friendly excursions, Bolivar is a delightful destination that promises memorable experiences in a serene setting.

  • Harpers Ferry: Nestled at the confluence of the Potomac and Shenandoah Rivers, Harpers Ferry is renowned for its breathtaking scenery and outdoor adventures. As Bolivar's neighbouring city, it offers a plethora of activities such as hiking in the nearby national parks, skiing in the winter, and exploring the rich history of the area. Notable attractions include the Harpers Ferry National Historical Park, where visitors can delve into the town's pivotal role in American history, and the stunning landscapes that surround the area, perfect for nature lovers and photographers alike.
  • Charles Town: Located a mere 10km from Bolivar, Charles Town is a charming city that beckons with a delightful mix of adventure and romance. Visitors can enjoy a variety of experiences, from the excitement of motor racing at the Hollywood Casino to a round of golf at one of the well-maintained courses. The city also boasts historic sites and an event conference venue, making it a great spot for both leisure and business travellers. Strolling through the quaint streets, one can appreciate the local culture and possibly catch a live performance or community event.
  • Shenandoah Junction: Just 8km away from Bolivar, Shenandoah Junction is a vibrant community that offers a blend of outdoor activities and leisurely pursuits. Visitors can explore the nearby national parks or enjoy a day of shopping at local centres. The recreation parks here provide perfect spots for picnics and family activities, while the area's historic places allow for a glimpse into the region's past. Shenandoah Junction is an excellent base for adventurers looking to immerse themselves in the beautiful scenery and natural attractions of West Virginia.

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area for you to plan new adventures, manage your existing arrangements, or review your bookings. Your saved or reserved properties are now organised into three categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Bolivar

Learn about the unique charm of Bolivar with a stay in a holiday home rental. Revered for its hiking, cycling and spas, this city is both welcoming and walkable. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Bolivar

Do you want to find things to do during your stay? Travellers enjoy fun activities like hiking and cycling. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Bolivar has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 868 Estate Vineyards (6.4 mi / 10.3 km)
  • Breaux Vineyards (6.5 mi / 10.5 km)
  • Doukenie Winery (8.4 mi / 13.5 km)
  • Locust Hill Golf Course (8.4 mi / 13.5 km)
  • Big Cork Vineyards (8.8 mi / 14.2 km)
  • Summit Point Motorsports Park (13 mi / 21 km)

Exploring the natural features in Bolivar

Whether you're an active traveller or just want to appreciate the scenery, Bolivar is a great place to spend some time outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah Lake Beach (8.5 mi / 13.7 km)
  • Crystal Grottoes Caverns (12.8 mi / 20.5 km)
  • Catoctin Valley (13.1 mi / 21.1 km)
  • Greenbrier State Park (16.3 mi / 26.2 km)
  • Virginius Island (0.7 mi / 1.2 km)
  • Jefferson Rock (1 mi / 1.7 km)

Transport to and around Bolivar

The nearest airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 14 mi (22.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Hagerstown, MD (HGR-Hagerstown Regional), which is 26.4 mi (42.5 km) away.

Frequently asked questions

What is the best area to stay in Bolivar when booking a holiday rental?
When considering a holiday rental in Bolivar, West Virginia, the historic district is a fantastic choice. This charming area boasts a rich heritage and is characterised by its well-preserved architecture, which reflects the town's storied past. Staying here allows you to immerse yourself in the local culture and history while being conveniently located near some delightful attractions.

One highlight nearby is Harpers Ferry National Historical Park, just a short drive away, where you can explore stunning landscapes and learn about the important events that shaped American history. The picturesque setting at the confluence of the Potomac and Shenandoah Rivers offers numerous outdoor activities, including hiking and river rafting.

Additionally, the Bolivar area features a selection of local shops and cafes, providing a warm, welcoming atmosphere for visitors. The number of holiday rental properties in this district varies, but you can typically find a range of options that cater to different tastes and budgets, all within close proximity to the town's main attractions.
How much does it cost to rent a holiday home in Bolivar?
Prices for holiday rentals in Bolivar vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Bolivar to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Bolivar holiday house rentals?
You can find great discounts on house rentals in Bolivar on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Bolivar?
A long-stay holiday rental in Bolivar is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Bolivar holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Bolivar with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Bolivar holiday rental?
Book your Bolivar holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Bolivar?
In Bolivar, West Virginia, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical significance. The town is situated near Harpers Ferry National Historical Park, where guests can explore the rich history of the Civil War and enjoy scenic views of the confluence of the Potomac and Shenandoah Rivers. The park offers numerous hiking trails, including the Appalachian Trail, which is great for outdoor enthusiasts.

The historic downtown area features charming shops and cafes, where travellers can experience firsthand the local culture. Bolivar is also close to the scenic views at Maryland Heights, providing opportunities for hiking and photography. Additionally, the nearby Potomac River offers activities such as kayaking and fishing, making it an ideal destination for those who appreciate nature and adventure.
Can I change or cancel my Bolivar home rental booking on Vrbo?
To find Bolivar holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Bolivar holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas