Vacation rentals near Oak Street Beach

Why visit Oak Street Beach

1. Beautiful beach setting: Experience the picturesque views of Lake Michigan and the iconic Chicago skyline.
2. Family-friendly activities: Enjoy a range of beach sports and picnicking options that cater to all ages.
3. Cultural attractions: Explore nearby art museums and urban parks that enrich your vacation experience.
4. Variety of accommodations: Choose from charming beachfront rentals or modern condos to suit your needs.
5. Relaxation and adventure: Whether lounging on the sand or biking along the lakefront trail, there's something for everyone.

Popular types of accommodation around Oak Street Beach

Planning a getaway to Oak Street Beach? You're in for a treat! Explore a range of vacation rentals, including charming apartments, spacious private homes, and modern condos. Whether you’re seeking beachfront views or a cozy house rental, Oak Street Beach has something for everyone. Discover the perfect vacation home that suits your needs and enhances your stay, all while enjoying the beauty and relaxation this stunning destination has to offer.

• Apartments: The most sought-after lodging for visitors at Oak Street Beach, offering modern amenities and a convenient location for exploring the area.
• Houses: A popular choice for families or groups, providing spacious and comfortable settings for a relaxing getaway.
• Condos: A stylish option that combines the comforts of home with access to shared facilities, perfect for short or extended stays.
• Cottages: A charming retreat that offers a cozy atmosphere, ideal for those seeking a peaceful escape near the beach.
• Villas: Luxurious accommodations that provide ample space and upscale amenities for an indulgent vacation experience.**

Top attractions around Oak Street Beach

Oak Street Beach in Chicago offers a vibrant blend of attractions, including stunning skyscrapers, urban parks, and art museums, perfect for those seeking culture and family experiences. Visitors can enjoy the picturesque lakefront trail, take a relaxing beach walk, or explore beachfront rentals. Additionally, nearby public beaches and island activities provide plenty of options for a memorable vacation. Whether you're travelling solo or with loved ones, there's something for everyone to enjoy.

1. Michigan Avenue: Known as the Magnificent Mile, this vibrant street is filled with high-end shops, restaurants, and stunning architecture, offering an energetic city atmosphere just 1.3km from Oak Street Beach.
2. Navy Pier: A lively waterfront destination located 1.6km away, Navy Pier features beautiful views, cultural attractions, and a friendly community vibe, perfect for a day of exploration and relaxation.
3. Millennium Park: This urban park, situated 1.6km from the beach, is ideal for families, boasting art installations, green spaces, and outdoor activities amidst the city's dynamic backdrop.

Things to do recommended for couples

Planning a romantic getaway at Oak Street Beach? Enjoy live music at the House of Blues, indulge in a meal at the Historic Michael Jordan Restaurant, and catch a show at the Aragon Ballroom. Each spot offers a unique vibe perfect for couples seeking memorable experiences.

Things to do recommended for families

Families visiting Oak Street Beach can catch a game at Wrigley Field, explore the serene Northerly Island Natural Area, or enjoy wellness activities at the East Bank Club, all within a short distance, making for a delightful and varied family adventure.

Things to do recommended for groups

Enjoy a night out at the Chicago Theatre, just 1.6km from Oak Street Beach, or share laughs at The Second City, only 1.4km away. For shopping, visit the 900 North Michigan Shops, a mere 483m away, perfect for group fun and family vibes.

What do I need to keep in mind when booking a vacation around Oak Street Beach

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for you.

• Traveling to Oak Street Beach with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search on Vrbo to include all these options and more.
• Traveling to Oak Street Beach with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Oak Street Beach: For many families, a vacation isn’t truly whole without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels at home.
• Planning for a long term stay visiting Oak Street Beach: If you’re seeking vacation rentals that offer discounts 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 for the perfect getaway.

Where to stay around Oak Street Beach

Experience the vibrant atmosphere near Oak Street Beach, Chicago, where urban energy meets family-friendly fun and romantic escapes. Explore beachfront homes and affordable vacation rentals while enjoying the stunning scenery and art-filled neighbourhoods. Immerse yourself in the beach season, soaking up the sun on one of Chicago's finest beaches. Whether you're seeking relaxation or adventure, Oak Street Beach offers an unforgettable travel experience for everyone.

• Magnificent Mile: The Magnificent Mile is a vibrant stretch located 966m from Oak Street Beach, renowned for its upscale shopping, dining, and entertainment. This bustling neighbourhood invites tourists to indulge in a wide array of boutiques, department stores, and luxury brands. Visitors can explore the iconic Chicago Water Tower and enjoy stunning views of the city skyline. The area also offers various family-friendly attractions, outdoor spaces, and lively events throughout the year, making it perfect for a leisurely day out.
• The Loop: Situated 1.6km from Oak Street Beach, The Loop is Chicago's central business district, brimming with rich history and architectural wonders. This neighbourhood is ideal for families and outdoor enthusiasts alike, featuring beautiful urban parks like Grant Park. The Loop offers a variety of shopping options and is home to renowned theatres showcasing Broadway shows. Don’t miss the chance to visit the Art Institute of Chicago and Millennium Park, where you can marvel at the famous Cloud Gate sculpture.
• River North: River North, located 1.6km away from Oak Street Beach, is an artistic hub renowned for its vibrant gallery scene and trendy restaurants. This neighbourhood attracts families and outdoor lovers with its unique combination of cultural attractions and entertainment options. Explore the outstanding array of street art and numerous theatres, or enjoy a meal at one of the many acclaimed dining spots. River North also features proximity to the Chicago Riverwalk, perfect for a scenic stroll alongside the water.

Best time to go to Oak Street Beach

If you're planning a trip to Oak Street Beach, 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 October to December 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	Average	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	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	High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	High	Slightly High
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	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	Low	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Low	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary. Additionally, opting for an extended stay often leads to significant savings. To help you discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the best options for your travel plans!

Vrbo Trips: Planning made easy

Vrbo's groundbreaking Trip Board offers you a convenient platform to plan new adventures, pick up right where you left off, and manage your travel plans with ease. You can easily locate properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.