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Douglas Park vacation rentals

We found 53 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Douglas Park that are perfect for your trip. Vacation rentals provide the amenities you need and want for you and your friends, family, or even pets, such as WiFi and a hot tub. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Douglas Park

Find out more about Douglas Park

Why visit Douglas Park

  1. Scenic Outdoor Adventures: Enjoy the lush landscapes of Douglas Park, perfect for family outings and outdoor activities.
  2. Urban Charm: Experience the vibrant atmosphere of nearby downtown, filled with art, culture, and historic architecture.
  3. Family-Friendly Activities: Engage in various attractions designed for all ages, ensuring a memorable visit for everyone.
  4. Comfortable Accommodations: Choose from a range of vacation rentals, including cozy apartments and spacious condos.
  5. Local Culture: Immerse yourself in the rich history and charm of the neighbourhood, showcasing Chicago’s unique character.

Popular types of accommodation around Douglas Park

Planning a getaway to Douglas Park? You’re in for a treat! Discover a range of popular vacation rentals, including charming apartments, houses, and spacious condos. Whether you’re searching for park Douglas apartments or rental properties in Douglas Park, our selection offers transparency and value. Experience the best of Douglas Park with comfortable accommodations that suit your needs. Your perfect stay awaits!

  • Apartments: The top choice for visitors to Douglas Park, offering comfortable and convenient living spaces ideal for short or extended stays.
  • Houses: A great option for families or groups, providing a home-like atmosphere with ample space and privacy.
  • Condos: These modern dwellings are perfect for those seeking a blend of luxury and comfort during their stay.
  • Cottages: Quaint and cozy, these charming retreats provide a peaceful escape amidst nature.
  • Resorts: For those looking for a full-service experience, resorts offer numerous amenities and activities for a relaxed vacation.**

Top attractions around Douglas Park

Douglas Park in Chicago is ideal for family-friendly, outdoor, and city-themed vacations. Visitors can explore a variety of attractions, including urban parks, historic buildings, and iconic skyscrapers. This vibrant area caters to those seeking cultural experiences and enjoyable family activities, making it a perfect destination for tourists looking to immerse themselves in the local charm and history.

  1. Grant Park: A vibrant urban park that offers a blend of family-friendly activities and outdoor spaces. Enjoy beautiful gardens, walking paths, and stunning city views, making it a perfect spot for relaxation and recreation.
  2. Chicago Riverwalk: This picturesque tourist precinct features scenic pathways along the Chicago River, ideal for families. Stroll, dine, or take a boat tour while soaking in the outdoor atmosphere and stunning architecture.
  3. Willis Tower: Once the tallest building in the world, this iconic skyscraper offers breathtaking city views from its observation deck. Experience the thrill of standing on the glass ledge and enjoy the impressive skyline of Chicago.

Things to do recommended for couples

For a romantic getaway near Douglas Park, enjoy a live concert at the House of Blues Chicago or the Aragon Ballroom. Savor delectable dishes at the historic Michael Jordan Restaurant, perfect for a cozy dinner. Each venue offers a unique charm for couples to create lasting memories.

Things to do recommended for families

Families will love visiting Soldier Field for exciting sports events, exploring the serene Northerly Island Natural Area for wellness and relaxation, and enjoying recreational activities at The East Bank Club, all within a short drive from Douglas Park.

Things to do recommended for groups

Experience the vibrant culture of Chicago by catching a show at the Chicago Theatre, just 6.4km from Douglas Park. For laughs, head to Second City, 8.0km away, perfect for families. Don’t miss a romantic film at Film Row Cinema, also 6.4km from the park.

What do I need to keep in mind when booking a vacation around Douglas Park

If you're travelling with a group, family, pets, or planning an extended stay, be sure to prioritise your search filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Douglas Park with a group: Think about how many bedrooms you'll require, along with additional features like a complete kitchen or outdoor space for gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Douglas Park with young kids: Travelling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to attractions that are family-friendly.
  • Taking your pets with you to Douglas Park: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Douglas Park: If you're searching for vacation rentals that offer great deals for stays of a month or more, you've come to the right 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 even a private pool in your search!

Where to stay around Douglas Park

Douglas Park in Chicago, Illinois, offers a vibrant mix of urban charm and family-friendly activities. Explore the scenic beauty of the park itself, where outdoor adventures await. Just a short distance away, the downtown area provides a bustling atmosphere filled with art and business. This neighbourhood is perfect for those seeking a balance of relaxation and exploration, making it an ideal destination for Canadian travellers looking to experience the essence of city life.

  • Downtown Chicago: As the vibrant core of the Windy City, Downtown Chicago is a must-visit for both locals and tourists alike. Located only 6.4km from Douglas Park, this bustling neighbourhood is renowned for its impressive skyline, diverse shopping options, and world-class entertainment venues. Spend your day exploring the iconic Magnificent Mile, catching a game at the United Center, or enjoying a show at one of the many theatres. The nearby Millennium Park offers stunning public art installations, including the famous Cloud Gate sculpture, making it a perfect spot for family outings and outdoor activities.
  • Tri-Taylor: Just 1.3km from Douglas Park, Tri-Taylor is a charming neighbourhood that blends residential comfort with urban convenience. This area is ideal for families and city explorers seeking a relaxed atmosphere. Popular attractions include local parks, shopping areas, and the nearby United Center for sports events. Tri-Taylor's mix of green spaces and cultural experiences, such as enjoying a day at a recreation park, makes it a delightful stop for those wanting to soak in the local vibe while still being close to the excitement of the city.
  • Illinois Medical District: Located a mere mile from Douglas Park, the Illinois Medical District is a dynamic neighbourhood known for its educational institutions and sports facilities. This area caters to families, sports enthusiasts, and business travellers alike. With easy access to theatres and the bustling atmosphere around the local stadium, visitors can enjoy various events and activities. The nearby urban parks offer a serene escape and are perfect for leisurely strolls or family picnics, while the district's medical and educational facilities add a unique edge to its character.

Best time to go to Douglas Park

If you're planning a trip to Douglas Park, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyModerately LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyModerately HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We’re here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can initiate new trips, continue from where you last stopped, or manage and review your travel plans. You’ll easily find the properties you’ve saved or booked, organized into categories such as Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

How to get to and around Douglas Park

Fly into Chicago O'Hare Intl. Airport (ORD), the closest airport, located 13.4 mi (21.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Chicago Midway Airport (MDW), which is 5.6 mi (9 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Douglas Park?
Several things can influence what you’ll pay for your vacation rental in Douglas Park, including the time of year, length of stay and property type. However, all Vrbo homes have one thing in common — unbeatable value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Douglas Park?
Prices for beach houses in Douglas Park can vary depending on the style and size of the property and time of year you’re traveling. Just enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use the filters to narrow your search by amenities, nearby activities, ratings and more.
What are the top attractions for families in Douglas Park?
There are loads of fabulous things to see and do with the family in Douglas Park, including:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

How old do you have to be to rent a vacation rental in Douglas Park?
You’ll have to check with the Douglas Park vacation property you’re considering on Vrbo as age restrictions differ. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Douglas Park for?
How long you can book a vacation rental in Douglas Park depends on the property. Simply enter your selected dates to view a list of options offering extended stays. With many amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to find somewhere just right to call your home away from home in Douglas Park.

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