Cleveland Park holiday lettings

We found 51 holiday rentals — enter your dates for availability

Discover a selection of 8 apartments and other holiday rentals in Cleveland Park that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Cleveland Park

Showing deals for:16 Jan - 23 Jan
  • 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

Frequently asked questions

What is the most popular type of holiday rental in Cleveland Park?
In Cleveland Park, apartments are the most popular type of holiday rental, with around 15 available across this picturesque neighbourhood. These apartments typically offer modern amenities, including fully equipped kitchens, comfortable living areas, and often private balconies or patios for enjoying the tranquil surroundings. For those seeking more space, there are approximately 14 holiday houses in the area. These homes usually feature multiple bedrooms, spacious living areas, and private gardens, making them ideal for families or groups looking for a more expansive and homely atmosphere.
How much does it cost to rent a holiday home in Cleveland Park?
Prices for holiday rentals in Cleveland Park 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 Cleveland Park 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 Cleveland Park holiday house rentals?
You can find great discounts on house rentals in Cleveland Park 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 Cleveland Park?
In Cleveland Park, popular rental amenities typically include a fully equipped kitchen, allowing guests to prepare meals at their convenience. Many properties also feature a coffee and tea maker, superb for enjoying a warm beverage in the morning. The area boasts nearby museums, providing cultural enrichment within easy reach. For those travelling with vehicles, onsite parking is a valuable amenity, ensuring a straightforward stay. Additionally, many rentals come with a patio, offering a lovely outdoor space for relaxation after exploring the charming neighbourhood.
Are there any family house rentals in Cleveland Park?
In Cleveland Park, a charming neighbourhood in the District of Columbia, there are around 20 family-friendly house rentals available, making it an excellent choice for those travelling with children. Many of these homes offer spacious living areas, ideal for family gatherings, as well as fully equipped kitchens that allow for easy meal preparation. Visitors can enjoy amenities such as backyards for outdoor play, and some properties even come with game rooms or dedicated play spaces.
Can I rent a holiday home with a pool or hot tub in Cleveland Park?
In Cleveland Park, there are several holiday homes available for rent that feature pools and hot tubs, making it a desirable choice for travellers seeking a relaxing stay. This charming neighbourhood is known for its picturesque streets and historic homes, providing a tranquil environment while still being close to the vibrant heart of Washington, D.C.
Are there any Cleveland Park holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cleveland Park 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.
Are there pet-friendly holiday rentals in Cleveland Park?
In Cleveland Park, there are several pet-friendly holiday rentals available, providing a welcoming environment for travellers with furry companions. Visitors can expect a range of amenities in these properties, such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.
Can I find long-stay holiday rentals in Cleveland Park?
A long-stay holiday rental in Cleveland Park 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.
When is the best time to visit Cleveland Park for a holiday rental?
April is the most popular month to visit Cleveland Park, as springtime brings a vibrant atmosphere to this charming neighbourhood. The peak season runs from March to May, when the cherry blossoms bloom and the gardens come alive, making it an ideal time for outdoor activities and leisurely strolls through the picturesque streets.

During this period, you can enjoy mild temperatures averaging around 15 to 20 degrees Celsius, superb for exploring nearby attractions and parks. The stunning scenery combined with the pleasant weather creates an enjoyable backdrop for sightseeing, picnicking, and enjoying the local culture.

If you're looking for a more budget-friendly option, consider planning your visit in October. While this month is quieter, it still offers a beautiful experience as you can witness the autumn foliage painting the landscape in warm hues. The cooler temperatures are comfortable for exploration, and you'll find fewer crowds, giving you a more relaxed pace to enjoy everything Cleveland Park has to offer.
Are there any remote work holiday rentals in Cleveland Park?
In Cleveland Park, there are numerous remote work-friendly holiday rentals available, with around 26 options to choose from. This affluent neighbourhood, known for its beautiful tree-lined streets and historic homes, provides a conducive environment for those looking to work remotely. Many properties feature dedicated workspaces, including desks and comfortable desk chairs, as well as high-speed Wi-Fi to ensure seamless connectivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cleveland Park holiday rental?
Book your Cleveland Park 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 Cleveland Park?
Cleveland Park is a charming residential neighbourhood in the District of Columbia known for its beautiful tree-lined streets and historic homes. One of the top attractions in the area is the National Cathedral, an impressive piece of Gothic architecture that offers tours and stunning views from its towers. The neighbourhood also features the expansive Rock Creek Park, where visitors can enjoy hiking trails, picnicking, and wildlife watching.
Can I change or cancel my Cleveland Park home rental booking on Vrbo?
To find Cleveland Park 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cleveland Park 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.