Kid-friendly holiday rentals in Near North Side, Chicago

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

River North | Private Balcony With In&Out Parking

Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, one-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🌇 Rooftop Patio W/ BBQ 🍖 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🌅 Private Balcony W/ Breathtaking Views 🛏️ 2 Bedroom | 1 Bathroom 👑 2 Queen Beds 🛏️ 1 Inflatable Airbed 👶 Portable Crib 📺 Netflix, Hulu, Disney Plus, and Prime subscription Included

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

McCormick Place Studio/parking/sleeps up to 4

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • City view • Queen size bed + Queen size air mattress 2 extra guests • Comfortable stay for up to 4 guests at a time • Access to the Gym • Dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with complimentary Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

Solar Victorian MCM Coach House

Immerse in solar-powered serenity amidst the bustling restaurant, shopping and nightlife scene of the Wicker Park neighborhood of Chicago. Large, loft-like and super sunny one bedroom includes full kitchen with new appliances, landscaped garden patio, and EV charging in an enclosed and attached garage space. All powered by a full array of high-efficiency rooftop solar panels. Five minute walk to the Damen Blue Line and the 606 Elevated Trail for cyclists and runners.

Bright, Modern 2 BR in Logan Square w/ Parking

Come and enjoy everything the trendy Logan Square neighborhood has to offer while staying in a quiet, cozy 2nd floor apartment with a parking spot! In a quiet residential neighborhood. Steps away from hip coffee spots, a host of restaurants steps away, supermarkets and more. As well as a park at the end of the block with a playground and cross training area. 20 minute drive to Downtown and O'hare Airport with access to public buses, trains, and Divy Rental bikes

Cabin 207 at 747 Lofts

This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Lincoln Park Haven: Balcony, Walk to Whole Foods

Your perfect base in Chicago awaits at 'The Elm', a brand-new 2BR apartment in Lincoln Park. Enjoy stunning views of Chicago's skyline and Lake, complemented by modern amenities including a rooftop pool and gym. This great place offers easy city access via the Red Line train station, with Whole Foods across the street and charming cafes and stores nearby.