Crestwood vacation rentals

We found 95 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Crestwood to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as WiFi and a hot tub. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about Crestwood

Why visit Crestwood

  • Family-friendly atmosphere: Crestwood is perfect for families, offering a variety of activities for all ages.
  • Outdoor adventures: Experience stunning parks and nearby mountain views for hiking and relaxation.
  • Rich cultural heritage: Discover historic houses and explore the area's unique history.
  • Diverse accommodation options: Choose from cozy vacation homes, modern apartments, or spacious condos.
  • Urban charm: Enjoy a blend of culture and city life, making Crestwood an inviting getaway.

Popular types of accommodation around Crestwood

Crestwood offers a variety of vacation rental options to suit every traveler’s needs. Whether you’re looking for cozy houses, modern apartments, or spacious condos, you’ll find the perfect fit in this charming area. Popular choices include bedroom units in Crestwood South and select hotels that provide convenience and comfort. Explore all that Crestwood has to offer, and enjoy a memorable getaway with the right accommodation for you.

  • Houses: The top choice among travelers visiting Crestwood, these homes offer a spacious and comfortable stay, perfect for families or groups.
  • Apartments: A popular option for solo travelers or couples, providing convenience and a home-like atmosphere in the heart of the city.
  • Condos: Ideal for those seeking a blend of luxury and comfort, condos offer modern amenities in a stylish setting.
  • Cottages: A charming choice for a quaint and cozy experience, great for a peaceful retreat.
  • Villas: Offering upscale accommodations, villas provide an elegant option for those looking to indulge during their stay.**

Top attractions near Crestwood

Crestwood, Washington, D.C. is an ideal destination for families and outdoor enthusiasts, offering a blend of culture and urban charm. Visitors can explore modern universities, relax in urban parks, and discover historic houses that reflect the area's rich heritage. With something for everyone, Crestwood promises memorable experiences whether you're seeking adventure, family fun, or cultural enrichment.

  • White House: This iconic Civic Government Building is a symbol of American history and democracy. Situated 3 miles from Crestwood, visitors can enjoy its stunning architecture and the surrounding gardens, immersing themselves in the rich cultural vibes of the nation's capital.
  • Walter E. Washington Convention Center: Located 3 miles from Crestwood, this dynamic event venue is perfect for business travelers and conventions. Its modern facilities and vibrant atmosphere make it a hub for networking and corporate events, exuding strong business vibes.
  • Howard University: Just 2 miles from Crestwood, this prestigious modern university is renowned for its academic excellence and cultural heritage. The campus buzzes with city vibes, offering a rich blend of history, art, and community engagement.

Things to do recommended for couples

Seeking a romantic getaway in Crestwood? Enjoy a lively evening at the Howard Theatre, indulge in luxury at the Cosmos Club, or unwind together at The Spa at the Ritz-Carlton. Each spot offers a unique experience perfect for couples looking to create lasting memories.

Things to do recommended for families

Your family will have a fantastic time at the Capital One Arena, just 3 miles away, experiencing thrilling sports events. Visit the United States Naval Observatory, 2 miles from Crestwood, for an entertaining cosmic adventure. For relaxation, the Upshur Recreation Center, only 0.5 miles away, offers wellness activities.

Things to do recommended for groups

Groups visiting Crestwood can enjoy a day of shopping and entertainment at Union Station Shopping Center, just 4 miles away. For a cultural experience, the Kennedy Center offers theater performances 3 miles from Crestwood. CityCenterDC, also 3 miles away, is perfect for family-friendly shopping and dining.

*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 Crestwood

If you're traveling with a group, your family, pets, or planning an extended stay, be sure to prioritize the right filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Crestwood with a group: Think about how many bedrooms you require, as well as additional features 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 Crestwood with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Crestwood: For many families, a vacation isn’t truly fulfilling without their furry companion along for the journey. If you can relate, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Crestwood: If you're in search of vacation rentals with special rates for stays of a month or longer, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Crestwood

Crestwood, Washington, D.C. is an inviting neighborhood perfect for family vacations and outdoor adventures. Explore nearby areas that offer stunning mountain views and charming creek landscapes. With its friendly atmosphere and rich history, you'll find a variety of family-friendly activities and urban experiences. Whether you're looking for a cozy vacation home or a scenic getaway, Crestwood and its surroundings promise a delightful experience for travelers of all ages.

  • Washington: As the capital city of the United States, Washington offers a rich tapestry of culture, history, and outdoor experiences. Crestwood, nestled within Washington, provides easy access to a variety of attractions. Families can enjoy educational visits to the many museums and monuments, while sports enthusiasts can catch a game at the local stadiums. The city's urban parks are perfect for leisurely strolls or picnics, and the vibrant shopping centers cater to all your retail needs. Washington's blend of cultural venues and entertainment facilities makes it a must-visit destination.
  • Downtown Washington D.C.: Located only 3 miles from Crestwood, Downtown Washington D.C. is a bustling neighborhood that serves as the city's commercial hub. Visitors flock here for its family-friendly activities and outdoor spaces, such as the expansive national state parks. Shopping enthusiasts will appreciate the variety of shopping malls and centers. Additionally, the area boasts numerous entertainment venues, making it a lively spot to explore. Key landmarks, including iconic buildings and urban parks, provide a scenic backdrop for a day of sightseeing.
  • Arlington: Just 4 miles from Crestwood, Arlington is known for its family-friendly atmosphere and business-themed environment. This vibrant city features a blend of historic places and modern buildings, making it an interesting place to visit. Shoppers can indulge in the local shopping centers and malls, while educational opportunities abound at various institutions. Arlington's urban parks offer a serene escape from the hustle and bustle of the city, making it an ideal spot for relaxation and exploration.

Best time to go to Crestwood

If you're planning a trip to Crestwood, it's a good idea to check both the weather and property rates. The warmest months are July and July. Peak season runs in May, May to June, June to July and July, while off-peak times, like January to February, February, December to January and December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.1°F (1.7°C)Light RainMostly SunnyModerately LowAverage
January35.1°F (1.7°C)Light RainMostly SunnyModerately LowAverage
February38.3°F (3.5°C)Light RainMostly SunnyModerately LowSlightly Low
February38.3°F (3.5°C)Light RainMostly SunnyModerately LowSlightly Low
March45.7°F (7.6°C)Light RainMostly SunnyAverageAverage
March45.7°F (7.6°C)Light RainMostly SunnyAverageAverage
April56.3°F (13.5°C)Light RainMostly SunnyAverageSlightly High
April56.3°F (13.5°C)Light RainMostly SunnyAverageSlightly High
May65.7°F (18.7°C)Light RainMostly SunnyModerately HighSlightly High
May65.7°F (18.7°C)Light RainMostly SunnyModerately HighSlightly High
June74.3°F (23.5°C)Light RainMostly SunnyModerately HighAverage
June74.3°F (23.5°C)Light RainMostly SunnyModerately HighAverage
July79.5°F (26.4°C)Light RainMostly SunnyModerately HighAverage
July79.5°F (26.4°C)Light RainMostly SunnyModerately HighAverage
August77.4°F (25.2°C)Light RainMostly SunnyAverageSlightly Low
August77.4°F (25.2°C)Light RainMostly SunnyAverageSlightly Low
September71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly Low
September71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly Low
October59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
October59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
November47.8°F (8.8°C)Light RainMostly SunnyAverageSlightly High
November47.8°F (8.8°C)Light RainMostly SunnyAverageSlightly High
December40.6°F (4.8°C)Light RainMostly SunnyModerately LowAverage
December40.6°F (4.8°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can lead to great deals, as prices often fluctuate. Additionally, booking an extended stay can result in substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the total booking amount. It's certainly advantageous to be the planner. Become a member of our One Key rewards program to enjoy exclusive savings and earn OneKeyCash on qualifying reservations. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new journeys, pick up right where you left off, or manage your travel arrangements. You can easily access your previously saved and booked properties in the Potential, Upcoming, or Current Trips sections. To get started with 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 Crestwood?
In Crestwood, apartments and vacation houses are both popular options, with several available throughout the neighborhood. The apartments often feature modern amenities such as fully equipped kitchens, cozy living areas, and access to communal spaces, providing a comfortable base for exploring the area. On the other hand, vacation houses typically offer more space, with multiple bedrooms, private yards, and outdoor seating areas ideal for families or groups looking to relax.
How much does it cost to rent a vacation home in Crestwood?
Prices for vacation rentals in Crestwood 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 Crestwood 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 Crestwood vacation house rentals?
You can find great discounts on house rentals in Crestwood 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 Crestwood?
In Crestwood, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, as well as coffee and tea makers for that morning boost. Many rentals feature dedicated workspaces with desks and chairs, suiting those who may need to work during their stay. Additionally, outdoor spaces such as decks or patios are common, providing a pleasant area to relax and enjoy the neighborhood's quiet charm.
Can I find family house rentals in Crestwood?
In Crestwood, District of Columbia, there are several family-friendly house rentals available, making it a great option for those traveling with children. This charming neighborhood features spacious homes that often come equipped with full kitchens, allowing families to prepare meals together. Many properties include features such as private yards, ideal for outdoor play, and cozy living spaces for relaxation after a day of exploring.

Crestwood is conveniently located near various attractions, including parks and local dining options, providing ample opportunity for family outings. Nearby, visitors can enjoy the expansive Rock Creek Park, which offers hiking trails and picnic spots, making it easy to immerse in nature without venturing far from home.
Are there any Crestwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Crestwood 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 Crestwood?
In Crestwood, travelers can find several pet-friendly vacation rentals that cater to both comfort and convenience. Many of these properties come equipped with amenities such as spacious backyards, fully stocked kitchens, and cozy living areas, making them suitable for families and groups traveling with pets. The neighborhood itself offers a tranquil suburban atmosphere, ideal for leisurely walks with pets.

Nearby, you can explore local parks that welcome pets, providing ample space for outdoor activities and exercise. Crestwood's proximity to the vibrant offerings of Washington, D.C. also means that you can enjoy a variety of dining and shopping options, many of which are pet-friendly.
Can I find long-stay vacation rentals in Crestwood?
A long-stay vacation rental in Crestwood 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 Crestwood for a vacation rental?
April is the most popular month to visit Crestwood, making it an ideal time for travelers seeking a vibrant setting and pleasant weather. This period, which spans from March to May, marks the peak season when visitors flock to enjoy the blooming cherry blossoms and participate in various outdoor activities. With average temperatures ranging from the low 40s to mid-70s Fahrenheit, you can comfortably explore the picturesque streets, parks, and local attractions that the neighborhood has to offer.

During this time, you'll find a plethora of options for sightseeing and outdoor adventures, from leisurely strolls in nearby parks to enjoying local eateries that showcase the region's culinary delights. The energy of the season adds a special charm, making it an excellent choice for those looking to immerse themselves in the community and its events.

For travelers looking for a more budget-friendly experience, consider visiting in December. While this month is outside the peak season, it offers a unique opportunity to enjoy the festive holiday atmosphere without the crowds. You can explore the beautifully decorated neighborhoods and take part in seasonal activities at a more leisurely pace.

In summary, whether you prefer the lively ambiance of spring or the quieter charm of winter, Crestwood has something to offer every visitor.
Are there any remote work vacation rentals in Crestwood?
In Crestwood, District of Columbia, there are several vacation rentals suitable for remote work. Many of these properties offer essential amenities such as high-speed Wi-Fi, dedicated workspaces with desk chairs, and comfortable living areas conducive to productivity. Travelers can expect a range of accommodations, from cozy apartments to larger homes, providing a welcoming environment for work and relaxation.

Crestwood itself is a charming neighborhood with tree-lined streets and a friendly community atmosphere. It's conveniently located near parks and local dining options, allowing for breaks and leisure activities after a day of work. The area's proximity to downtown Washington, D.C. means that remote workers can enjoy easy access to cultural attractions, making it an ideal spot for both work and exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Crestwood vacation rental?
Book your Crestwood 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 Crestwood, District of Columbia, United States of America?
Crestwood in the District of Columbia is known for its charming residential areas and proximity to several attractions. One of the neighborhood's highlights is the beautiful Crestwood Park, which offers walking paths and green spaces for relaxation and outdoor activities.

Nearby, the historic neighborhood of Petworth features the popular Petworth Farmers Market, where you can find fresh local produce and artisanal goods. Additionally, the nearby Rock Creek Park provides extensive trails for hiking and biking, as well as picnic areas, making it a great spot for nature lovers.

Crestwood is also a short distance from the vibrant Columbia Heights area, known for its diverse dining options, shopping, and the bustling 14th Street corridor. Art enthusiasts can explore the nearby National Gallery of Art and other museums downtown, all accessible via a quick drive or metro ride.
Can I change or cancel my Crestwood home rental booking on Vrbo?
To find Crestwood 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 Crestwood 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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