Find Family-Friendly Holiday Rentals in or near Crestwood
Find Family-Friendly Holiday Rentals in or near Crestwood
Organizing a group trip to Crestwood, US and in need of accommodation? Look no further. We offer a range of options including cottages, family resorts, and vacation rentals suitable for small or large groups, friends, or extended families. Whether you prefer luxury or budget-friendly rentals, condos, villas, or cabins in Crestwood, Vacation Cottage has 2851 places to stay with sought-after amenities such as private or indoor swimming pools, hot tubs, fitness centers, spacious bedrooms, and more.
Vacation Cottage assists large groups planning a stay in Crestwood in finding the perfect premium accommodations, whether it's for business trips, weddings, reunions, or family getaways. We ensure a seamless booking process for your next memorable travel experience with your loved ones. Houses, family resorts, and villas are among the most popular options for accommodation in Crestwood.
Vacation Cottage offers a plethora of large group rental homes in Crestwood. Whether you require accommodation for a large family or a group event, we have an extensive range of holiday rentals to meet your needs. Looking to stay in or near Crestwood? We have numerous family-friendly vacation homes to ensure your next trip is a fantastic group experience. Start exploring Vacation Cottage's extensive inventory of large vacation rentals, resorts, and hotels to find the perfect home for your group. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Crestwood Holiday Rentals
What are the top rated Holiday Home 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 Holiday Home Rentals in Crestwood:
- Private Apt. in Historic Home: Walk to Monuments, Museums & Convention Center.
- Heart of the City - HalfBlock to METRO - Columbia Heights.
- Great Apartment in Beautiful DC Neighborhood
- Steps to GWU-Georgetown-Nat'l Mall | Free Parking
- Spacious Home for Gathering with Private Parking Business or Family Retreat!
- Historic Victorian Duplex Brownstone Downtown, Steps To White House & Georgetown
- Elegant townhome on quiet street near museums, restaurants, shops, parks & more!
- Gorgeous 3BR Colonial House with a Backyard Oasis
- Spacious Beautiful Home with Soul, Close to DC Sights, Easy Walk to Metro
- Great Historic Victorian Townhouse in Logan Circle
Which is the best holiday rental in Crestwood, DC?
There are many holiday rentals available in Crestwood; however, here are a few of the most popular holiday homes listed in Crestwood on our website:
- Newly Renovated English Basement Apartment in Beautiful Bloomingdale
- Cozy 1BR 1BA Retreat - Private Basement in DC!
- Stylish DC Studio ~ 5 Mi to National Mall!
- Charming 2BR in Washington with AC—comfort, style, and city vibes await!
What are the most family-friendly holiday homes in or near Crestwood?
At Vacation Cottage most of our places to stay are perfect for families. Check out the complete list of holiday homes in Crestwood to find one that works for you.
Can we get a self-catering family vacation rental in Crestwood?
Yes, there are 2851 self-catering family homes and holiday rentals in Crestwood.
What are the top luxury holiday homes near Crestwood?
There are more than 2851 luxury holiday homes in or near Crestwood, according to 2025 data from Vacation Cottage. Consider these homes for your next holiday:
- Newly Renovated English Basement Apartment in Beautiful Bloomingdale
- Cozy 1BR 1BA Retreat - Private Basement in DC!
- Stylish DC Studio ~ 5 Mi to National Mall!
- Charming 2BR in Washington with AC—comfort, style, and city vibes await!
Can we bring our dog to our holiday home in Crestwood?
Yes, there are 2851 pet friendly rentals that are available in Crestwood.
