Woodlawn vacation rentals

Why visit Woodlawn

1. Outdoor Adventures: Engage in various activities at Woodlawn Athletic Park, perfect for families and nature lovers.
2. Cultural Exploration: Discover urban art scenes and historic houses that showcase the rich culture of the neighbourhood.
3. Water Sports: Rent equipment for unique watersport experiences in the vibrant urban setting.
4. Family-Friendly Atmosphere: Enjoy a range of activities suitable for all ages, ensuring fun for the entire family.
5. Charming Accommodations: Choose from cozy cottages to spacious condos that provide comfort and convenience during your stay.

Popular types of accommodation around Woodlawn

If you're considering a getaway to Woodlawn, you're in for a treat! Our vacation rentals offer a variety of options, including charming apartments, spacious houses, and modern condos. Whether you're searching for woodlawn rentals, a cozy woodlawn cottage rental, or other rental properties in Woodlawn, you'll find the perfect spot to unwind and explore. Experience the beauty of Woodlawn with comfort and convenience at your fingertips!

• Apartments: The most sought-after option for vacation rentals in Woodlawn, ideal for solo travellers or couples seeking convenience and comfort.
• Houses: A popular choice for families or groups wanting a home-like atmosphere, providing ample space and privacy.
• Condos: A well-liked accommodation type, offering modern amenities and a community feel, perfect for short-term stays.
• Cottages: Quaint and charming, these rentals offer a cozy retreat for those looking to escape the hustle and bustle.
• Villas: Luxurious and spacious, villas provide a lavish experience for those wanting to indulge during their stay.**

Top attractions around Woodlawn

Woodlawn, Chicago, is perfect for families and culture enthusiasts seeking outdoor adventures. Explore urban parks, historic houses, and renowned colleges while enjoying a vibrant city atmosphere. Popular attractions include the Woodlawn Athletic Park, where you can engage in various activities, and consider renting watersports equipment for a unique experience. This neighbourhood promises a delightful blend of culture, family fun, and urban exploration.

1. McCormick Place: A premier event and conference venue, McCormick Place offers a dynamic atmosphere perfect for business gatherings. Located 8.0km from Woodlawn, it boasts impressive facilities and hosts numerous trade shows and conventions, making it a hub of innovation and networking.
2. University of Chicago: Situated 1.4km from Woodlawn, this historic institution exudes cultural richness. Its stunning Gothic architecture and vibrant campus life create a unique environment for exploration and learning.
3. Chicago Museum of Science and Industry: Located 3.2km from Woodlawn, this engaging museum combines culture and family fun. It features interactive exhibits that inspire curiosity and discovery in science and technology.

Things to do recommended for couples

For a romantic getaway in Woodlawn, explore the vibrant House of Blues Chicago for live music, indulge in a meal at the charming Grand Terrace Ballroom, or enjoy a captivating concert at the Harold Washington Cultural Center. Each spot offers a unique atmosphere perfect for couples.

Things to do recommended for families

During your family vacation in Woodlawn, explore Soldier Field for an exciting sports experience, unwind at Northerly Island Natural Area with its calming atmosphere, and enjoy activities at The East Bank Club, perfect for relaxation and wellness.

Things to do recommended for groups

Experience the vibrant arts at the Chicago Theatre, indulge in excitement at Horseshoe Hammond Casino, or enjoy family-friendly films at Film Row Cinema—all within a short drive from Woodlawn. Perfect for creating unforgettable memories with your group!

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

When planning your trip, whether you're traveling with a group, with family, bringing pets along, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips for you.

• Traveling to Woodlawn with a group: Think about how many bedrooms you require, along with additional features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for these options and more on Vrbo.
• Traveling to Woodlawn with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are enjoyable for families.
• Taking your pets with you to Woodlawn: For many families, a trip isn’t truly complete without their beloved pet. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Woodlawn: If you’re in search of vacation rentals offering 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 features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Woodlawn

Woodlawn, a vibrant Chicago neighbourhood, offers a delightful blend of family-friendly activities, cultural experiences, and outdoor adventures. Explore the bustling local vibe, with its urban art scenes and scenic spots perfect for relaxation. Nearby, you can discover beautiful neighbourhoods that showcase Chicago's rich history and charm. Whether you're seeking a quiet retreat or an engaging family outing, Woodlawn and its surroundings provide an unforgettable travel experience.

• Hyde Park: Hyde Park is a vibrant neighbourhood located a mere mile from Woodlawn, well-known for its rich cultural heritage and family-friendly atmosphere. This area is home to prestigious educational institutions, including the historic University of Chicago, which adds a scholarly charm to the neighbourhood. Visitors can explore various attractions such as event venues and shopping areas. Hyde Park also boasts beautiful parks and recreational spaces where families can enjoy outdoor activities. With a mix of culture, education, and entertainment, Hyde Park promises an enriching travel experience.
• Washington Park: Situated just 1.6km away from Woodlawn, Washington Park is an inviting neighbourhood that combines family-friendly activities with rich cultural experiences. The area features a large urban park, providing ample space for outdoor fun and relaxation. Visitors can enjoy educational opportunities, arena entertainment, and a variety of shopping options. Notable landmarks include the historic college university and a stadium that hosts various events. Washington Park is an ideal destination for those looking to immerse themselves in community spirit and outdoor enjoyment.
• Greater Grand Crossing: Located one mile from Woodlawn, Greater Grand Crossing is a diverse neighbourhood offering a unique blend of family activities, outdoor spaces, and cultural experiences. This area features an array of educational institutions and sports facilities, including a stadium that is a hub for athletic events. Visitors can explore shopping areas and community events that reflect the vibrant local culture. Whether you’re enjoying a family outing or delving into the local arts scene, Greater Grand Crossing provides a welcoming environment for all travellers.

Best time to go to Woodlawn

If you're planning a trip to Woodlawn, 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 Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Average
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Moderately Low	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a helpful platform for planning your trips, allowing you to start new adventures, refine your existing plans, or manage your bookings with ease. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.