Near North Side vacation rentals

Why visit Near North Side

1. Charming Old Town: Explore historic architecture and quaint streets filled with unique shops and restaurants.
2. Vibrant Uptown Neighborhood: Experience a friendly atmosphere with lively entertainment and cultural experiences.
3. Urban Parks and Beaches: Enjoy outdoor activities in beautiful parks or relax at nearby beaches along Lake Michigan.
4. Art Scene: Immerse yourself in the local art culture with galleries and exhibitions showcasing diverse talents.
5. Diverse Accommodations: Choose from a variety of rental options, from cozy apartments to spacious vacation homes.

Popular types of accommodation around Near North Side

Explore a variety of vacation rentals in Near North Side, where you can find the perfect stay for your trip. From cozy apart hotels and spacious apartments to charming houses, there's something for everyone. Whether you're searching for studio apartments, budget-friendly options, or rentals in Skokie, our platform ensures transparency and savings, making your travel planning a breeze.

• Apartments: The top choice for visitors in Near North Side, offering a range of styles and amenities for a comfortable stay.
• Houses: A great option for families or groups, providing a home-like atmosphere with plenty of space.
• Condos: Popular for their modern conveniences and often located in vibrant neighborhoods, ideal for short or extended stays.
• Cottages: A charming option, perfect for those seeking a cozy and unique retreat.
• Caravan Parks: A fun choice for adventurous travelers looking for a more communal and outdoor experience.**

Top attractions around Near North Side

Near North Side in Chicago offers a perfect blend of family-friendly activities and urban exploration. Visitors can enjoy beautiful urban parks, visit modern colleges and universities, or relax at nearby beaches. This vibrant area caters to those seeking cultural experiences and outdoor fun. For an added convenience, consider taking virtual tours to better plan your visit and ensure you make the most of your Chicago vacation.

1. Michigan Avenue: Known as the Magnificent Mile, this bustling street is lined with upscale shops, restaurants, and iconic architecture, offering a vibrant city experience that captures the essence of Chicago.
2. Navy Pier: A lively jetty featuring stunning waterfront views, entertainment options, and public art displays, Navy Pier is a perfect spot for enjoying urban scenery and friendly local vibes.
3. Millennium Park: This expansive urban park is famous for its beautiful outdoor spaces, family-friendly activities, and iconic sculptures, making it a great place to relax and soak in the city's atmosphere.

Things to do recommended for couples

Experience romance in Near North Side, Chicago! Enjoy an electrifying concert at the House of Blues, indulge in a delightful meal at the Historic Michael Jordan Restaurant, or catch a show at the Aragon Ballroom. Each venue offers a unique atmosphere perfect for couples.

Things to do recommended for families

Families visiting Near North Side, Chicago, can catch a game at Wrigley Field, enjoy nature at Northerly Island Natural Area, or relax at The East Bank Club. Each destination offers unique experiences, ensuring a fun-filled vacation for all ages.

Things to do recommended for groups

Experience the vibrant culture at the Chicago Theatre, just 1 mile away, or enjoy a hilarious performance at Second City, 0.8 miles from your location. For shopping and entertainment, visit the 900 North Michigan Shops, located only 0.5 miles away. Perfect for a memorable group outing!

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

When planning your trip, whether you’re traveling with a group, family, or pets, or if you’re considering an extended stay, it’s important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

• Traveling to Near North Side with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Near North Side with young kids: Traveling with young kids can be a bit tricky. 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 family-friendly attractions.
• Taking your pets with you to Near North Side: For many families, a vacation wouldn't feel complete without their furry companion by their side. If you relate to this, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds to ensure that every member of your family feels at home.
• Planning for a long term stay visiting Near North Side: If you're in search of 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 rental options. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Near North Side

Near North Side in Chicago offers a vibrant mix of urban life and scenic beauty, perfect for family vacations and outdoor adventures. Explore the charming Old Town with its historic architecture, or venture into the lively Uptown neighborhood known for its friendly atmosphere. Enjoy the art scene and family-friendly vibes, all while taking in the rich culture of this dynamic Chicago region. Your journey through Near North Side promises memorable experiences for everyone!

• Downtown Chicago: Located just 1 mile from Near North Side, Downtown Chicago is the city's bustling heart, offering a vibrant mix of family-friendly activities, outdoor experiences, and urban exploration. Visitors are drawn to its extensive shopping options, renowned theaters, and the iconic arena entertainment facilities. Notable landmarks include the historic tourist precinct and various sports facilities, making it an ideal spot for sports enthusiasts and culture seekers alike. The skyline views are breathtaking, especially from the waterfront, where you can enjoy a leisurely stroll along the Chicago Riverwalk.
• Magnificent Mile: A mere 0.6 miles from Near North Side, the Magnificent Mile is a premier shopping and entertainment district that attracts families and urban adventurers. This iconic stretch features upscale shops, diverse dining options, and cultural institutions, ensuring there's something for everyone. Key attractions include various educational facilities and entertainment venues, all within walking distance. The area is also home to stunning architecture and landmarks, making it a picturesque location for sightseeing and photography.
• The Loop: Also 1 mile away from Near North Side, The Loop is Chicago's central business district, rich in history and culture. This neighborhood is a hub for families and outdoor enthusiasts, offering a mix of shopping areas, theater venues, and urban parks. With its array of green spaces, including the popular Millennium Park, visitors can relax and enjoy outdoor concerts or art installations. The Loop’s vibrant atmosphere, combined with its iconic tourist precinct, makes it a must-visit for those wanting to experience the dynamic energy 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	Average
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	Slightly High
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	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Average
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	Slightly High
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	Slightly Low

Booking with Vrbo is simple

Are you seeking to save money on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo rental that suits your budget, simply utilize our filters to sort by price, location, and type of vacation home. We’re here to help you find the perfect accommodation for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you can quickly access exclusive member savings and earn OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. Any properties you've saved or booked before can now be found under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/trips.