Cherrydale vacation rentals

We found 195 vacation rentals — enter your dates for availability
Discover a selection of 5 homes and other vacation rentals in Cherrydale that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include WiFi and a washer and dryer. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

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Find out more about Cherrydale

Why visit Cherrydale

  • Family-friendly activities: Cherrydale offers diverse attractions that cater to families and children, ensuring a fun experience for all.
  • Urban parks: Enjoy the beautiful cherry hills waterfront parks, perfect for relaxation and outdoor activities.
  • Rich history: Explore nearby historic sites, including the charming Fells Point, to immerse yourself in local culture.
  • Vibrant neighborhood: Discover a friendly community atmosphere with plenty of shops, restaurants, and local events.
  • Convenient accommodations: Choose from a range of vacation rentals, from cozy condos to spacious apartments, tailored to your needs.

Popular types of accommodation around Cherrydale

If you're exploring vacation rentals in Cherrydale, you'll find a variety of options to suit your needs. Our most popular accommodations include houses, spacious apartments, and cozy condos. Whether you're searching for a big apartment or a convenient place close to Cherry Hill, we've got you covered. With a range of bedrooms and essential amenities, your perfect getaway awaits in Cherrydale.

  • Houses: The top choice for visitors in Cherrydale, offering spacious and comfortable accommodations perfect for families or groups.
  • Apartments: A popular option providing a cozy and convenient stay for couples or solo travelers seeking a home-like environment.
  • Condos: Ideal for those wanting amenities and a community feel, condos are a favored choice for many vacationers in Cherrydale.
  • Cottages: Charming and quaint, cottages offer a unique and peaceful retreat for those looking to unwind.
  • Villas: Luxurious and spacious, villas cater to travelers seeking an upscale experience during their stay.**

Top attractions near Cherrydale

Cherrydale is a perfect destination for family vacations, city explorers, and business travelers alike. With a variety of attractions, including memorials, urban parks, and historic houses, visitors can immerse themselves in the local culture and enjoy outdoor experiences. Whether you're seeking a leisurely stroll through the park or a deep dive into history, Cherrydale offers a unique blend of urban charm and rich heritage for every type of traveler.

  • White House: The iconic residence of the U.S. President, located 4 miles from Cherrydale, offers a glimpse into American history and governance. Its neoclassical architecture and beautifully landscaped gardens create a picturesque backdrop.
  • National Museum of African American History and Culture: Situated 4 miles away, this museum provides profound insights into the African American experience through powerful exhibits and artifacts, celebrating culture and history.
  • Georgetown University: A historic university located 2 miles from Cherrydale, renowned for its beautiful campus and rich academic tradition, offering a vibrant atmosphere filled with culture and history.

Things to do recommended for couples

Planning a romantic getaway in Cherrydale? Enjoy a lively night at Birchmere for great live music, indulge in luxury at the Cosmos Club, or unwind together at The Spa at the Ritz-Carlton for ultimate relaxation. Each experience promises to create unforgettable memories for you both.

Things to do recommended for families

Your family will love the excitement at MedStar Capitals Iceplex for ice skating, explore the stars at the United States Naval Observatory, and catch a thrilling game at Capital One Arena. Each destination offers unique experiences that are perfect for making lasting memories together.

Things to do recommended for groups

Explore the vibrant Union Station Shopping Center for shopping and entertainment, just 6 miles from Cherrydale. Experience the cultural richness of the Kennedy Center, located 3 miles away, or enjoy family-friendly activities at CityCenterDC, only 5 miles from your base.

*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 around Cherrydale

When traveling with a group, family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cherrydale with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Cherrydale with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Cherrydale: For many families, a vacation wouldn't be the same without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these 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 Cherrydale: If you're in search of vacation 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Cherrydale

Cherrydale offers a delightful blend of family-friendly activities and urban charm, making it the perfect base for your vacation. Explore the bustling neighborhood filled with friendly faces, visit nearby cherry hills waterfront parks for relaxation, and enjoy the rich history of nearby Fells Point. With convenient apartments and a vibrant city atmosphere, Cherrydale is an ideal spot for both leisure and business travelers looking to experience the best of Arlington, Virginia.

  • Washington: Washington D.C. is a vibrant metropolis that offers a rich tapestry of history, culture, and entertainment. As the capital of the United States, it is filled with iconic landmarks, museums, and parks. Visitors can enjoy various family-friendly attractions like the National Mall, where you can explore the Smithsonian museums and view monumental buildings such as the Capitol and the Lincoln Memorial. Washington also boasts numerous shopping centers and urban parks, providing a perfect mix of outdoor activities and city life.
  • Downtown Washington D.C.: Located a mere 5 miles from Cherrydale, Downtown Washington D.C. is the heart of the city, bustling with energy and activity. This neighborhood is known for its blend of shopping, dining, and entertainment options. Travelers can visit popular venues like the Capital One Arena, where various events and concerts take place, or enjoy a leisurely day in nearby urban parks. The area is ideal for families looking for both outdoor experiences and city-themed activities, making it a must-visit during your stay.
  • Arlington: Arlington, where Cherrydale is located, is a dynamic city that combines urban excitement with a family-friendly atmosphere. This vibrant community is home to historic sites, such as Arlington National Cemetery and the iconic Iwo Jima Memorial. Visitors can explore shopping centers, educational venues, and urban parks. The blend of business, family, and city-themed experiences makes Arlington a versatile destination, perfect for visitors seeking an engaging getaway just outside of Washington D.C.

Booking with Vrbo is a breeze

Are you interested in saving money on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your next adventures, pick up right where you left off, or manage your travel plans with ease. You can easily access the properties you've saved or booked, which are neatly categorized into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Cherrydale?
In Cherrydale, apartments and vacation houses are both popular rental options, with several of each type available throughout the area. The apartments typically offer amenities such as fully equipped kitchens, cozy living spaces, and convenient access to local attractions. Vacation houses, on the other hand, provide more space and often feature multiple bedrooms, private yards, and outdoor seating areas, making them ideal for families or larger groups.
How much does it cost to rent a vacation home in Cherrydale?
Prices for vacation rentals in Cherrydale 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 Cherrydale 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 Cherrydale vacation house rentals?
You can find great discounts on house rentals in Cherrydale 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 are popular rental amenities in Cherrydale?
In Cherrydale, popular vacation rental amenities typically include fully equipped kitchens, allowing travelers to prepare their own meals during their stay. Many rentals come with coffee and tea makers, superb for those who enjoy a warm beverage in the morning. Onsite parking is another sought-after feature, making it convenient for guests with vehicles. Additionally, rentals often boast decks or patios, providing outdoor spaces for relaxation and enjoying the local atmosphere. Some properties may also include blenders, suiting guests who appreciate smoothies or homemade drinks.
Can I find family house rentals in Cherrydale?
In Cherrydale, Virginia, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. The neighborhood features spacious homes with ample living areas, full kitchens for preparing meals, and private outdoor spaces where kids can play and explore. Many properties also come equipped with essential amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

Located just a short distance from Arlington, families can easily access local parks, playgrounds, and attractions like the Arlington National Cemetery and the vibrant Clarendon area, known for its shops and dining options.
Are there any Cherrydale vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cherrydale 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.
Can I book pet-friendly vacation rentals in Cherrydale?
In Cherrydale, Virginia, travelers can find several pet-friendly vacation rentals that cater to those looking to enjoy a stay with their furry companions. The area offers a mix of modern homes and charming cottages, many equipped with amenities such as fully stocked kitchens, outdoor spaces, and comfortable living areas. Some properties may also feature fenced yards, allowing pets to roam freely while you relax.

Cherrydale is conveniently located near various parks, which are superb for walking dogs and enjoying the outdoors. Nearby, the Arlington parks, such as Glencarlyn Park and the Washington & Old Dominion Trail, provide ample opportunities for hiking and exploring.
Can I find long-stay vacation rentals in Cherrydale?
A long-stay vacation rental in Cherrydale 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.
When is the best time to visit Cherrydale for a vacation rental?
April is the most popular month to visit Cherrydale, as it marks the height of the spring season when the natural beauty of the area comes to life. From March to May, this peak season attracts travelers seeking to enjoy vibrant outdoor activities such as hiking and sightseeing. With temperatures typically ranging from the mid-40s to mid-70s Fahrenheit, visitors can comfortably explore the scenic parks and historical sites that Cherrydale has to offer.

During April, you'll find the cherry blossoms in full bloom, creating a picturesque setting superb for leisurely strolls or picnics in the park. This vibrant season is ideal for those who appreciate nature and outdoor adventures, making it a great time for families and friends to gather.

For those looking to save a bit while still enjoying the charm of Cherrydale, consider planning your visit in December. This low season provides a quieter experience, allowing you to take in the area's holiday decorations and cozy atmosphere without the hustle and bustle of peak tourist crowds.
Are there any remote work vacation rentals in Cherrydale?
In Cherrydale, Virginia, there are several options for remote work vacation rentals, with around 12 available throughout the area. These rentals typically come equipped with essential amenities tailored for remote workers, such as high-speed internet, dedicated workspaces including desks and comfortable chairs, and Wi-Fi access. Many properties also offer free Wi-Fi, ensuring a reliable connection for video calls and online tasks.

Cherrydale is conveniently located near Arlington and Washington, D.C., providing easy access to local cafes and co-working spaces for a change of scenery. The neighborhood features a mix of residential charm and urban convenience, with parks and recreational areas nearby for breaks and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cherrydale vacation rental?
Book your Cherrydale 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 Cherrydale, Virginia, United States of America?
In Cherrydale, visitors can enjoy a charming residential area that offers proximity to several attractions. The neighborhood is known for its beautiful parks and green spaces, such as the popular Cherrydale Park, which features playgrounds and sports facilities, making it a great spot for families.

Nearby, the Arlington National Cemetery is a significant historical site that draws visitors from around the world, providing a poignant experience as well as stunning views of the Washington, D.C. skyline.

For those interested in local culture and dining, the area has a selection of cozy cafes and restaurants, particularly along Lee Highway, where you can savor a variety of cuisines.
Can I change or cancel my Cherrydale home rental booking on Vrbo?
To find Cherrydale 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 Cherrydale 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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