Near North Side vacation rentals

Why visit Near North Side

1. Urban vibrancy: Experience the lively atmosphere of Near North Side with its iconic skyscrapers and bustling streets.
2. Scenic outdoor spaces: Enjoy a stroll along the picturesque Chicago Riverwalk and unwind in beautiful urban parks.
3. Cultural experiences: Discover a rich array of artistic neighbourhoods and cultural offerings in the area.
4. Family-friendly activities: Engage in diverse attractions suitable for all ages, perfect for family vacations.
5. Variety of accommodations: Choose from a range of comfortable vacation rentals, including apartments and hotels.

Popular types of accommodation around Near North Side

If you're exploring vacation rentals in Near North Side, you’ll find a range of comfortable options to suit your needs. The most popular choices include apartments, houses, and condos. Whether you're looking for Chicago hotels, Chicago apartments, or the iconic W Chicago Lakeshore, rest assured that we provide transparent information about all your housing choices, including rooming houses, to ensure a worry-free stay.

• Apartments: The top choice for visitors to Near North Side, offering comfortable living spaces and easy access to local attractions.
• Houses: A popular option for families and groups, providing the comforts of home while you explore the city.
• Condos: A great selection for those looking for modern amenities and a central location in Near North Side.
• Cottages: These charming retreats offer a cozy atmosphere for a relaxed stay.
• Villas: A luxurious option for travellers seeking spacious accommodations with upscale features.**

Top attractions around Near North Side

Near North Side in Chicago is perfect for family-friendly, outdoor, and city-themed vacations. It's a vibrant area featuring iconic skyscrapers, bustling streets, and urban parks, offering cultural experiences for travellers. Enjoy an evening stroll along the Chicago Riverwalk, unwind at lively night bars, and explore the city's rich offerings. Whether you're visiting with family or friends, Near North Side promises a memorable adventure.

1. Michigan Avenue: A vibrant street known for its bustling atmosphere, shopping options, and stunning architecture, Michigan Avenue is the heart of Chicago's city vibes, perfect for leisurely strolls and exploring local culture.
2. Navy Pier: This picturesque jetty offers stunning views of Lake Michigan, vibrant art installations, and a friendly atmosphere, making it an ideal spot for relaxation and entertainment with family and friends.
3. Millennium Park: A beautiful urban park featuring lush green spaces, interactive art, and family-friendly activities, Millennium Park provides a perfect outdoor escape in the city.

Things to do recommended for couples

Planning a romantic getaway in Near North Side? Enjoy live music at the House of Blues Chicago, savour a meal at Michael Jordan's Restaurant, or experience a concert at the Aragon Ballroom. These venues offer a perfect blend of entertainment and romance for couples seeking memorable moments.

Things to do recommended for families

Families visiting Near North Side, Chicago, can catch a game at Wrigley Field, unwind at Northerly Island Natural Area, or enjoy recreational activities at The East Bank Club, all offering fun experiences and relaxation for everyone.

Things to do recommended for groups

Experience the vibrant Chicago Theatre, just 1.6km away, for a cultural night out. Enjoy laughs at Second City, only 1.3km away, perfect for family fun. Don’t miss Chicago Place Mall, 966m away, a great spot for shopping and enjoying city vibes.

What do I need to keep in mind when booking a vacation around Near North Side

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

• Traveling to Near North Side with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
• Traveling to Near North Side with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate 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 Near North Side: For many, a family getaway isn't truly fulfilled 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 every member of the family feels completely at home.
• Planning for a long term stay visiting Near North Side: If you're searching for 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Near North Side

Exploring the Near North Side of Chicago offers an exciting blend of urban vibrancy and scenic beauty. Families and outdoor enthusiasts will love the diverse attractions, from stunning parks to artistic neighbourhoods. Discover the charm of nearby areas like the North Shore, where friendly locals and a rich cultural scene await. With its unique atmosphere perfect for art lovers and city adventurers alike, the Near North Side promises an unforgettable vacation experience.

• Downtown Chicago: Located 1.6km away from Near North Side, Downtown Chicago is the vibrant heart of the city, offering an exciting mix of family-friendly activities, outdoor experiences, and urban exploration. Here, you can indulge in an array of shopping options, enjoy thrilling arena entertainment, and take in captivating theatrical performances. Notable landmarks include the iconic tourist precinct, various stadiums, and sports facilities that attract visitors from around the globe, making it a must-visit destination for anyone looking to immerse themselves in the city's dynamic atmosphere.
• Magnificent Mile: The Magnificent Mile is a bustling neighborhood located just 966m from Near North Side, renowned for its family-oriented atmosphere and outdoor adventures. This famous stretch is lined with upscale shopping venues, education centres, and impressive arena facilities. Visitors can enjoy the vibrant atmosphere while exploring the local attractions, including popular stadiums and sports facilities. The Magnificent Mile is a prime spot for experiencing the city's rich culture and diverse offerings, making it an ideal destination for tourists seeking a lively urban experience.
• River North: Situated 966m from Near North Side, River North is a trendy neighbourhood known for its family-friendly vibe and outdoor activities. This area boasts an eclectic mix of shopping venues, theatres, and arena entertainment, ensuring a full day of exploration and enjoyment. River North is home to a variety of local landmarks, including tourist precincts, stadiums, and picturesque esplanades, providing visitors with ample opportunities to soak in the vibrant culture and artistic spirit that defines this dynamic part of Chicago.

Best time to go to Near North Side

If you're planning a trip to Near North Side, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February to March and July, 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	Moderately High	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Moderately High	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	Average	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	Average	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	Moderately Low	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Moderately Low	Average

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient platform to plan new trips, pick up right where you left off, and manage your travel arrangements seamlessly. You can easily access your previously saved and booked properties, which are now organized into categories: Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.