Discover Your Perfect Cleveland Park Vacation Homes

Best Vacation Homes in Cleveland Park

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9.8 (6 Reviews)
Apartment
Premium A-Location Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
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Cleveland Park Luxury Rentals

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Cleveland Park Pet Friendly Vacation Rentals

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9.2 (16 Reviews)
Bed & Breakfast
Pure Voyage Shaw
  • Air Conditioner
  • Parking
  • Pet Friendly
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Cleveland Park Large Vacation Homes

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Why Choose Rent By Owner for your Cleveland Park Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Cleveland Park Vacation Rentals

Where are the best neighborhoods to stay in Cleveland Park?

When planning your stay in Washington, District of Columbia, exploring the neighborhoods around Cleveland Park offers a unique blend of charm and convenience. This inviting area provides a peaceful atmosphere while being close to vibrant city attractions, making it an ideal choice for those seeking comfortable and accessible vacation rentals. Whether you're interested in leisurely strolls through tree-lined streets or easy access to local amenities, Cleveland Park's neighborhood environment perfectly complements your travel experience in the nation’s capital.

Northwest

This area offers a diverse and vibrant community, making it an ideal place to find comfortable vacation rentals close to the city’s main attractions. Staying here puts you in the heart of Washington’s dynamic neighborhoods, with easy access to local amenities and parks.

View 2961+ Rentals in Northwest

McLean Gardens

Located within reach of this destination, McLean Gardens features charming neighborhoods with a mix of historic and modern homes, perfect for those seeking a peaceful retreat with convenient city access. Here, your stay ensures proximity to scenic green spaces and local services.

View 1654+ Rentals in McLean Gardens

North Cleveland Park

North Cleveland Park provides a quiet and welcoming environment for visitors looking to enjoy the tranquility of the region while remaining close to central Washington landmarks. Your accommodations here offer a harmonious blend of comfort and accessibility.

View 1381+ Rentals in North Cleveland Park

Crestwood

Crestwood is known for its friendly community atmosphere and tree-lined streets, making it a popular choice for travelers who want a cozy yet convenient base near the area's key attractions. Staying in this neighborhood offers a peaceful setting just moments from the city's vibrant core.

View 2566+ Rentals in Crestwood

Best Times to Visit Cleveland Park

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal variations in the region influence weather and local events, making it ideal to plan your stay accordingly.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring local attractions.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn offers comfortable temperatures and vibrant foliage, perfect for enjoying scenic walks and seasonal events in this destination.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

Winter brings cooler temperatures and quieter surroundings, providing a peaceful atmosphere for those seeking a cozy retreat.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Summer (June to August)

Summer can be hot and humid, but the bustling city scene offers lively events and a thriving local atmosphere worth experiencing.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 65°F to 75°F

Weekly Weather Forecast for Cleveland Park

How to Book Your Cleveland Park Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Cleveland Park

More Top-Rated Vacation Rentals in Cleveland Park Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or backyard for relaxing and dining al fresco.
  • Take advantage of accessible walking paths or nearby parks for outdoor recreation.
  • Make use of available outdoor furniture to unwind while soaking in the neighborhood ambiance.
  • Stay active with access to nearby jogging or biking trails within the region.
  • Benefit from well-maintained lawns or gardens that add to the property's charm and serenity.
  • Utilize outdoor grilling facilities for easy outdoor cooking during your stay.
  • Discover nearby outdoor public spaces perfect for picnics, leisure, or family outings.

Top Attractions Around Cleveland Park

What attractions are nearby?

Here, you can explore a variety of nearby activities that showcase the vibrant culture and natural beauty of the region, making your stay both enjoyable and memorable.

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Family Activities

  • National Zoo Visit: Explore the renowned Smithsonian National Zoological Park, where your family can enjoy a wide variety of animals and engaging exhibits right in this vibrant area.
  • Rock Creek Park Adventures: Enjoy outdoor activities such as hiking, picnicking, and nature walks in Rock Creek Park, offering a natural retreat close to your vacation rental.
  • Cleveland Park Historic District Tour: Discover the charming architecture and local history by strolling through the historic neighborhood, perfect for family-friendly exploration.
  • Farmer’s Market Experience: Visit the local farmers market during the weekend to taste fresh produce and artisanal goods, ideal for family outings in the region.
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Adult Activities

  • National Zoo Exploration: Spend a day discovering the diverse animal exhibits at the Smithsonian National Zoological Park, conveniently located nearby for an engaging experience in this vibrant part of Washington, D.C.
  • Walking Tours of Historic Neighborhoods: Take a leisurely stroll through the charming streets of Cleveland Park and nearby historic districts to enjoy beautiful architecture and local scenery.
  • Dining Experiences: Indulge in culinary delights at the area's renowned restaurants that offer a variety of cuisines, perfect for relaxing after a day of sightseeing.
  • Parks and Green Spaces: Relax or participate in outdoor activities at the well-maintained parks in the region, ideal for unwinding while soaking in the natural beauty of this welcoming neighborhood.

Other Places to Stay in Cleveland Park, DC

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Cleveland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take advantage of the area's charming cafes and boutique shops to get a true feel for the neighborhood's vibrant community.
  • Use Public Transportation: Maximize your stay by utilizing nearby Metro stations and bus routes to conveniently access all that Washington, D.C. offers without the hassle of driving.
  • Visit Nearby Green Spaces: Enjoy the outdoors by spending time in local parks and walking trails that showcase the region's scenic beauty and outdoor appeal.
  • Plan Cultural and Historic Visits: Make the most of your visit by exploring museums, memorials, and historic sites accessible from here to deepen your understanding of the area's rich history.

Transportation Options

  • Metro Subway System: The Washington Metro serves the area with convenient access to downtown and other regions, making it easy to explore without a car.
  • Bus Services: Local bus routes offer flexible transportation options throughout here and to nearby neighborhoods, ideal for short trips within the region.
  • Rideshare Services: Companies like Uber and Lyft operate extensively in this destination, providing on-demand rides for your comfort and convenience.
  • Bicycle Rentals and Bike Lanes: Bike-sharing programs and dedicated lanes enable eco-friendly travel around the neighborhood and to surrounding attractions.

Local Customs Options

  • Community Events and Festivals: You can experience local customs through the neighborhood's annual festivals that celebrate the area's diverse cultural heritage.
  • Historic Preservation Practices: Respect for historic sites and architecture is a prominent part of the region's customs, reflecting its appreciation for preserving the area's unique character.
  • Neighborhood Dining Etiquette: Engaging with locally-owned restaurants offers a taste of regional culinary traditions and social customs prevalent within the community.
  • Environmental Consciousness: Participating in sustainable practices, such as recycling and community gardening, highlights the area's commitment to eco-friendly living.

Frequently Asked Questions About Cleveland Park?

1. What are the top vacation rentals in Cleveland Park?

There are a lot of options in Cleveland Park. If you plan on staying in the Cleveland Park area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cleveland Park:

2. How many vacation rentals have private pools in Cleveland Park?

There are 21 vacation rentals with private pools near Cleveland Park. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Cleveland Park are best for families?

If you are looking for a family-friendly vacation home in Cleveland Park, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cleveland Park:

4. How many Rentbyowner vacation rentals are available in Cleveland Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2477 in the Cleveland Park area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cleveland Park. 

5. What is the cancellation policy for vacation rentals in Cleveland Park, Washington, D.C.?

Cancellation policies vary by property, so it is important to review the specific listing details or contact the host directly to understand the terms applicable to your booking in this area.

6. How do I confirm my reservation for a vacation rental in the region?

Reservations are typically confirmed once you complete the booking process and receive a confirmation email. For additional assurance, you can reach out to the property owner or manager through the platform.

7. Are there any specific check-in and check-out times I should be aware of when staying here?

Check-in and check-out times are determined by each property owner. Details will be provided in the listing, and you can also contact the host for clarification before your stay.

8. What amenities are usually included in vacation rentals around Cleveland Park?

Most properties offer essential amenities such as Wi-Fi, kitchen facilities, and parking. For specifics on what’s included, always review the property listing or ask the host directly.

9. Is there any information about local regulations or restrictions I should know before booking?

Local regulations regarding short-term rentals can vary. It is recommended to consult the listing details or speak with the host to ensure compliance with any regional rules during your stay in the area.

Cleveland Park Top Rated Vacation Rentals

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