Ashland vacation rentals

We found 68 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Ashland that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as parking and a fireplace. At the end of the day, you'll be able to choose a rental for everyone's needs, including accessible or non-smoking choices.

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Find out more about Ashland

Why visit Ashland

  • Charming Downtown: Stroll through Ashland's quaint downtown filled with local shops, eateries, and a welcoming ambiance.
  • Outdoor Adventures: Explore beautiful parks and scenic trails perfect for hiking, biking, and enjoying nature.
  • Botanical Gardens: Visit stunning gardens that showcase vibrant flora, ideal for relaxation and photography.
  • Historic Colleges: Discover the rich history of local colleges that blend traditional charm with modern education.
  • Family-Friendly Activities: Enjoy a range of attractions and events suitable for all ages, making it perfect for family vacations.

Popular types of accommodation in Ashland

If you're exploring Ashland for your next getaway, you'll find a variety of accommodation options to suit your needs. The most popular choices among travelers include houses, apartments, and condos. Whether you're looking for spacious house rentals or cozy vacation homes, Ashland has something for everyone. Enjoy the comfort and convenience of our rentals and make your stay memorable.

  • Houses: These are the top choice for visitors seeking a home-like experience, perfect for families or groups looking for privacy and comfort during their stay in Ashland.
  • Apartments: A popular option for travelers who prefer a cozy and convenient space, making it easy to explore the local area while enjoying a homey atmosphere.
  • Condos: Ideal for those wanting amenities and a community feel, condos offer a blend of comfort and modern living in Ashland.
  • Cabins: A charming choice for nature lovers, cabins provide a rustic and peaceful retreat amidst the beautiful surroundings.
  • House Boats: For a unique experience, renting a houseboat allows guests to enjoy the water while feeling right at home.**

Top attractions in and around Ashland

Ashland, Virginia is perfect for family-friendly, adventure-filled vacations, featuring a mix of historic and modern colleges, as well as beautiful botanical gardens. This charming town offers a variety of cultural experiences and outdoor activities for travelers. Whether you're exploring local attractions or seeking vacation rentals, Ashland has something to offer everyone looking to make lasting memories.

  • Randolph-Macon College: A historic institution with beautiful architecture and a vibrant campus atmosphere, offering a glimpse into local culture and education.
  • Henrico Sports & Events Center: A modern venue perfect for sports events and conferences, showcasing a professional environment that caters to business and entertainment needs.
  • Meadow Event Park: A lively fairground featuring outdoor activities, family-friendly events, and a great space for enjoying community gatherings and festivals.

Things to do recommended for couples

For a romantic getaway in Ashland, visit James River Cellars Winery for wine tasting and entertainment, or explore the scenic beauty at Castle Glen Estates Winery. For adventure, try Black Dog Paddle, where you can enjoy outdoor sports together, creating unforgettable memories.

Things to do recommended for families

Families vacationing in Ashland can enjoy thrilling rides at Kings Dominion, splash around at Cobblestones Park, or unwind in nature at Three Lakes Park. Each location offers a unique blend of adventure and relaxation, perfect for creating unforgettable memories together.

Things to do recommended for groups

Groups visiting Ashland can enjoy shopping and entertainment at Short Pump Town Center, experience thrilling races at Richmond Raceway, and relax with a round of golf at Hanover Country Club, all while soaking in the local sports and outdoor vibes.

*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 Ashland

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Ashland with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and much more on Vrbo.
  • Traveling to Ashland with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Ashland: For many families, a vacation wouldn't be the same without their beloved pets. If you can relate, explore Vrbo listings that welcome furry companions. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Ashland: If you're in search of vacation rentals that offer 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Ashland

Ashland, Virginia, offers a perfect blend of family-friendly attractions and outdoor adventures. Explore the charming downtown, enjoy picturesque views, and embrace the welcoming atmosphere of friendly locals. Nearby, discover beautiful parks and scenic trails ideal for outdoor enthusiasts. Whether you seek a relaxing getaway or an adventure-filled vacation, Ashland and its surroundings promise stunning landscapes and memorable experiences for every traveler.

  • Richmond: As the vibrant capital of Virginia, Richmond is a bustling metropolis that offers a rich blend of history and modern attractions. Located conveniently near Ashland, travelers can easily access the city's diverse shopping malls and entertainment venues. Richmond is known for its family-friendly atmosphere, making it ideal for both business and leisure travelers. Key attractions include the thrilling theme park and serene lakes, alongside various event and conference venues that cater to a wide range of interests. The city's dynamic art scene and historical landmarks further enhance its appeal, ensuring that visitors have plenty to explore.
  • Glen Allen: Situated just 7 miles from Ashland, Glen Allen is a charming city that provides a family-oriented experience with a mix of business and leisure activities. This community features popular shopping centers and an arcade adventure zone, perfect for a day of fun with the family. Visitors can also enjoy the local event conference venue and convention center, which host various activities and gatherings throughout the year. With its proximity to Richmond, Glen Allen offers a relaxing escape while still being close enough to the bigger city attractions.
  • Doswell: Located a mere 6 miles from Ashland, Doswell is an exciting destination for families seeking adventure and entertainment. Known for its amusement park and fairground, Doswell provides thrilling rides and activities that are perfect for all ages. The arcade adventure zone adds an extra layer of fun for those looking to enjoy indoor activities. Visitors can also take advantage of the nearby theme park and beautiful lake, making Doswell an ideal spot for a day trip filled with excitement and leisure.

Best time to go to Ashland

If you're planning a trip to Ashland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
February40.6°F (4.8°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
April57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
May66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
June74.7°F (23.7°C)Light RainMostly SunnySlightly HighSlightly High
July79.5°F (26.4°C)Light RainMostly SunnySlightly HighSlightly High
August77.0°F (25.0°C)Light RainMostly SunnyAverageSlightly High
September71.2°F (21.8°C)Light RainMostly SunnySlightly HighAverage
October60.6°F (15.9°C)Light RainMostly SunnySlightly LowAverage
November48.7°F (9.3°C)Light RainMostly SunnySlightly LowAverage
December42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Being the planner truly has its rewards. When you become a member of our travel rewards program, One Key, you can immediately access exclusive savings and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying the benefits of saving.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your journeys, pick up right where you left off, or review and organize your travel arrangements. You can easily access the properties you've saved or booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the artsy city of Ashland

The area's theater scene and live music are just a few of the reasons to vacation in Ashland. Renowned for its soccer games, gardens and university setting, this city welcomes all visitors. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Ashland

Are you hoping to discover things to do while you're in the area? Venture out of your vacation home and check out everything that makes Ashland a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Kings Dominion (5.8 mi / 9.3 km)
  • Richmond Raceway (11.6 mi / 18.7 km)
  • Country Club of Virginia (13.3 mi / 21.4 km)
  • Mattaponi Springs Golf Club (14.7 mi / 23.7 km)
  • Libby Hill Park (16.3 mi / 26.3 km)
  • James River Cellars Winery (3.9 mi / 6.3 km)

Exploring the natural landscape of Ashland

Whether you're an active traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Ashland. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Lewis Ginter Botanical Garden (9.5 mi / 15.3 km)
  • Maymont Park (15.4 mi / 24.8 km)
  • James River (15.8 mi / 25.4 km)
  • Libby Hill Park (16.3 mi / 26.3 km)
  • Virginia Capital Trail: Richmond Trailhead (16.4 mi / 26.4 km)
  • Dorey Park (21.5 mi / 34.7 km)

Transportation options to and around Ashland

Fly into Richmond Intl. Airport (RIC), the closest airport, located 19.1 mi (30.7 km) from the city center.

If you'd rather travel by train, you can make your way to Ashland Station.

Frequently asked questions

What is the best area to stay in Ashland when booking a vacation rental?
When looking for the best area to stay in Ashland, Virginia, a great choice is the downtown district. This charming neighborhood is filled with historic buildings and a vibrant atmosphere, making it great for visitors who want to immerse themselves in the local culture. You'll find a variety of vacation rental options, from cozy cottages to modern apartments, giving you plenty of choices to suit your preferences.

Staying downtown places you within walking distance of top attractions like the Ashland Theatre, which often hosts live performances and community events, and the charming shops and eateries lining Main Street. Additionally, the nearby Randolph-Macon College adds a youthful energy to the area, with beautiful grounds and occasional public events.

Another appealing option is the area around Lake Ashland, where you can enjoy outdoor activities and stunning scenery. This location is ideal for those looking to relax and connect with nature, offering a serene atmosphere while still being a short drive from downtown attractions.
How much does it cost to rent a vacation home in Ashland?
Prices for vacation rentals in Ashland 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 Ashland 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 Ashland vacation house rentals?
You can find great discounts on house rentals in Ashland 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.
What is the most popular type of vacation rental accomodation in Ashland?
In Ashland, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These homes typically offer ample space, making them ideal for families or groups. Travelers can expect amenities like fully equipped kitchens, cozy living areas, and outdoor spaces for relaxing or dining al fresco. Many of these properties are situated near charming local attractions, such as the historic downtown area and the Ashland Theatre, providing a convenient base for exploring the town's unique offerings.
Are there any family house rentals in Ashland?
In Ashland, Virginia, there are several family-friendly house rentals available, making it an inviting destination for those traveling with children. The town offers a range of accommodations that typically include spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where kids can safely play. Many properties also feature amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

Located near the charming downtown area, visitors can explore local parks, enjoy the picturesque scenery, and partake in community events. Additionally, Ashland is conveniently situated close to attractions like the historic Civil War battlefield sites, which provide educational opportunities for families.
Can I find long-stay vacation rentals in Ashland?
A long-stay vacation rental in Ashland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Ashland?
In Ashland, Virginia, there are several vacation rentals available that cater to remote work needs. Many properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable chairs, making it easy for travelers to maintain productivity while enjoying their stay.

The charming downtown area of Ashland, known for its historic architecture and vibrant local culture, provides a pleasant backdrop for remote work. Nearby parks and recreational areas offer opportunities for relaxation and outdoor activities when it's time to take a break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Ashland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Ashland with parking available—perfect for families or travelers 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.
What are popular rental amenities in Ashland?
In Ashland, popular rental amenities include WiFi, kitchens equipped with kitchen islands, and coffee and tea makers, making it convenient for guests to prepare their own meals and stay connected. Many rentals also cater to families, featuring books for children to ensure a comfortable and family-friendly environment.
When is the best time to visit Ashland for a vacation rental?
The best time to visit Ashland for a vacation rental is during the summer months, particularly in July when the town is alive with activity. This peak season, spanning from June to August, draws in travelers eager to experience the vibrant arts scene, outdoor festivals, and beautiful natural landscapes that this charming Virginia town has to offer.

During July, visitors can enjoy warm temperatures, typically ranging from the mid-60s to the low 90s Fahrenheit, making it ideal for outdoor adventures, sightseeing, and leisurely strolls through the picturesque downtown area. The lush scenery and proximity to the stunning Blue Ridge Mountains provide an inviting backdrop for hiking, biking, and exploring the region's rich history.

For those looking for a more budget-friendly option, November presents a wonderful opportunity to visit Ashland.
How early should I book a Ashland vacation rental?
Book your Ashland vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Ashland?
In Ashland, Virginia, visitors can enjoy a variety of attractions centered around its charming small-town atmosphere. The historic downtown area features a selection of unique shops, local restaurants, and art galleries that reflect the town's vibrant culture. The Ashland Museum offers insights into the town's history and heritage, while the nearby Hanover Arts and Activities Center hosts various community events and art exhibits.

Nature enthusiasts can explore the beautiful parks in the area, such as the popular Lake Caroline, which provides opportunities for fishing, hiking, and picnicking. The Ashland Coffee and Tea is a local favorite for live music and community gatherings, contributing to the lively social scene.
Can I change or cancel my Ashland home rental booking on Vrbo?
To find Ashland vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Ashland vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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