Discover Your Perfect Crestwood Vacation Homes

Crestwood Pet Friendly Vacation Rentals

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9.4 (11 Reviews)
Bed & Breakfast
Pure Voyage Shaw
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Crestwood Large Vacation Homes

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Why Choose Rent By Owner for your Crestwood 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 Crestwood Vacation Rentals

Where are the best neighborhoods to stay in Crestwood?

When choosing a neighborhood to stay in within Crestwood, Washington, District of Columbia, you’ll find this area offers a peaceful and convenient setting for your visit. Located near key city attractions and vibrant local communities, Crestwood provides a blend of suburban tranquility and easy access to downtown amenities. Whether you're seeking a quiet retreat or a central location to explore the city, this neighborhood is an ideal choice for booking reliable vacation rentals that cater to your needs. Discover a comfortable and trustworthy place to stay in Washington, D.C., by selecting the perfect neighborhood that aligns with your travel plans.

Northwest

This area offers convenient access to the heart of the city, making it an ideal choice for those seeking a vibrant neighborhood with easy transit options. Staying here places you close to many amenities and attractions, enhancing your experience in the region.

View 1956+ Rentals in Northwest

Cleveland Park

Known for its serene residential streets and historic charm, Cleveland Park provides a peaceful retreat while still being within reach of popular city sites. It’s a perfect spot if you want comfort paired with a quiet neighborhood ambiance.

View 2209+ Rentals in Cleveland Park

Mount Pleasant

The area boasts a lively atmosphere with diverse dining options and local businesses, making it suitable for visitors who enjoy exploring eclectic neighborhoods. Here, you can experience a welcoming community that embodies the city's dynamic spirit.

View 24+ Rentals in Mount Pleasant

16th Street Heights

This neighborhood features tree-lined streets and classic architecture, offering a charming setting for your stay. Its convenient location makes it easy to explore the region's landmarks and enjoy a comfortable, relaxed environment.

View 25+ Rentals in 16th Street Heights

Best Times to Visit Crestwood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as understanding the seasonal patterns in this destination helps you select the optimal period for your stay in Crestwood, Washington, District of Columbia, USA.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences mild and pleasant weather, making it an ideal time to enjoy the vibrant atmosphere of the destination with comfortable daytime temperatures.

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

Autumn offers cooler temperatures and picturesque scenery, perfect for exploring the region's natural beauty during this vibrant season.

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

Off-Season Highlights

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Summer (June to August)

While summer sees the highest number of visitors, the warm weather can make outdoor activities more enjoyable, especially if you prefer a lively atmosphere.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
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Winter (December to February)

During winter, lower visitor numbers create a quieter environment, though colder temperatures may limit some outdoor pursuits in this region.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F

Weekly Weather Forecast for Crestwood

How to Book Your Crestwood 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 Crestwood

More Top-Rated Vacation Rentals in Crestwood 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 space with a patio or deck to relax and entertain in the fresh air.
  • Take advantage of landscaped gardens or green areas that enhance your outdoor experience.
  • Make use of outdoor dining areas perfect for enjoying meals al fresco while taking in the area's scenic views.
  • Benefit from access to outdoor grilling facilities for memorable barbecues during your stay.
  • Experience the convenience of nearby walking trails or nature paths for outdoor exploration.
  • Utilize outdoor recreational amenities such as swimming pools or tennis courts available on some properties.
  • Discover well-maintained outdoor parking spaces to simplify your arrival and departure in this region.

Top Attractions Around Crestwood

What attractions are nearby?

In this vibrant area, you can enjoy a variety of activities nearby, including exploring local parks, visiting cultural landmarks, and experiencing the diverse dining options that make the region a perfect destination for your stay.

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Family Activities

  • National Gallery of Art Sculpture Garden: Enjoy a leisurely family stroll through this outdoor space featuring modern sculptures and beautiful landscaping, perfect for relaxing days in the region.
  • Smithsonian National Air and Space Museum: Discover fascinating exhibits suited for all ages, offering engaging educational experiences at this iconic museum nearby.
  • United States Botanic Garden: Explore vibrant plant collections and stunning conservatories, providing a peaceful retreat ideal for family outings in the area.
  • The Yards Park: Take advantage of the scenic riverfront setting with splash pads, walking paths, and open spaces, making it a great destination for family fun here.
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Adult Activities

  • Visit the Smithsonian Institution Museums: Explore world-class museums within the area that offer enriching exhibits and cultural experiences for adults seeking educational outings.
  • Enjoy a Night Out at Local Fine Dining Restaurants: Indulge in diverse culinary options downtown, perfect for a relaxed evening after a day of sightseeing.
  • Take a Guided Tour of Historic Landmarks: Discover the area's rich history through expertly led tours that highlight iconic sites and hidden gems.
  • Relax at Exclusive Wellness Centers: Unwind with spa treatments and wellness services designed to rejuvenate your body and mind during your stay here.

Crestwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to wander through the nearby communities to discover hidden gems and authentic dining experiences that showcase the area's unique charm.
  • Plan Your Transportation: Utilize public transit options or arrange for convenient parking to effortlessly navigate here and maximize your sightseeing time.
  • Visit Nearby Attractions: Make the most of your stay by scheduling visits to popular sites in this destination, ensuring a well-rounded experience of the region's culture and history.
  • Book Thoughtfully: Secure your vacation rentals early to enjoy prime locations and amenities, providing comfort and convenience throughout your visit here.

Transportation Options

  • Washington Metro Subway System: The metro provides quick and reliable transportation throughout the area, making it easy to explore local attractions from your vacation rental.
  • Bus Services: Regional bus lines connect this destination with nearby neighborhoods and key sites, offering a convenient travel option for visitors staying in vacation rentals here.
  • Local Taxis and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft operate extensively in the region, providing flexible transportation directly from your vacation rental.
  • Biking and Walking Paths: Well-maintained biking trails and pedestrian-friendly streets allow you to explore the area comfortably while enjoying the scenery around your vacation rental.

Local Customs Options

  • Respect for Public Spaces: Locals value maintaining the cleanliness and order of parks and community areas, so you'll find residents taking pride in their shared spaces.
  • Greeting Customs: A friendly nod or handshake is customary when meeting new neighbors or local service providers, reflecting the area's welcoming spirit.
  • Dining Etiquette: When enjoying meals at local eateries, it's common to share dishes or ask for recommendations, emphasizing community-oriented dining experiences.
  • Celebration of Historic Heritage: Participating in or observing local events and memorials allows visitors to connect with the region’s rich history and traditions.

Frequently Asked Questions About Crestwood?

1. What are the top vacation rentals in Crestwood?

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

2. How many vacation rentals have private pools in Crestwood?

There are 20 vacation rentals with private pools near Crestwood. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Crestwood are best for families?

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

4. How many Rentbyowner vacation rentals are available in Crestwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2706 in the Crestwood 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 Crestwood. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property listing; it’s recommended to review the terms directly on the listing or contact the owner for specific details about cancellations and potential refunds.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or taxes are typically outlined on the property listing. Be sure to review these details before finalizing your reservation to avoid surprises.

7. How do I know if my preferred vacation rental in this region is available for my travel dates?

Availability depends on the specific property you’re interested in. You can check real-time availability during the booking process or reach out directly to the host for confirmation.

8. What amenities are usually included in vacation rentals here?

Most listings include essential amenities such as Wi-Fi, kitchen facilities, and linens. For a detailed list of features, refer to the individual property description or contact the owner.

9. How do I secure my reservation at a vacation rental in this destination?

Reservations are generally secured with a deposit or full payment through the booking platform. Ensure you follow the instructions provided in the listing and communicate with the host if needed.

Crestwood Top Rated Vacation Rentals

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