Vacation rentals with an EV charger in Downtown Chicago

A spacious living area is highlighted by a large sectional sofa adorned with colorful cushions. Two coffee tables sit on a textured area rug, while natural light filters in through the large windows, partially covered by sleek blinds. A framed artwork enhances the wall.

5 out of 5 average rating, 258 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Guest favorite

A private balcony is furnished with a seating area comprising two armchairs and a loveseat, all with light-colored cushions. A glass-top coffee table sits in the center, surrounded by wooden privacy panels and greenery visible in the background.

4.97 out of 5 average rating, 118 reviews

Perfect Spot & Spacious 2BR+2BA | Mapletree Suites

Welcome to Mapletree Suites! Our stylish, clean, and contemporary 2 bed+2 bath suites are located in a boutique building in Chicago’s booming West Loop neighborhood. Keyless entry, blazing fast WiFi, bright white linens, in-unit laundry, 10ft ceilings, balconies, Italian cafe, host on-site, plus much more! Steps from Target store, parks/athletic field, CTA, and close to United Center, world-class restaurants, loop/lakefront, Med District, UIC, corporate offices and highway network. Book today!

4.98 out of 5 average rating, 116 reviews

A two-story white house is featured, displaying large windows that allow natural light to brighten the façade. The entrance is marked by a covered porch with steps leading up, while planters are placed on either side of the door against a tree-dappled background.

Home in Chicago

Charming 3-BED in Lincoln Park/ Old Town & Parking

Welcome to our charming retreat in the historic Old Town Triangle/Lincoln Park district of Chicago. This conveniently located 3-bedroom apt, including office space, is nestled in the heart of a safe residential neighborhood with a 5-min walk to Brown Line and 10-min to Red Line. Within a 20-min walk, you'll find yourself at Lincoln Park Zoo, Beach, Second City, and Wells Street, immersing yourself in the vibrance of the old town. Book now to experience the best of Chicago. Parking+EV charging.

4.97 out of 5 average rating, 286 reviews

The entrance is framed by lush greenery and vibrant blooming flowers, complementing the charming blue facade of the house. A decorative staircase leads to the front door, flanked by elegant iron railings and hanging planters, creating an inviting approach.

Guest suite in Chicago

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

4.98 out of 5 average rating, 105 reviews

Millennium park 10 min Free P-Spot&Balcony Sleep 8

FREE & SECURE ONE IN-DOOR PARKING SPOT!!! You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. 2 bedroom/2 bathroom apartment with ZERO STAIRS to get inside! It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences. Bring the whole family to this great place with lots of room for fun.

A spacious living area is seen with floor-to-ceiling windows offering city views. A light gray sectional sofa sits on a soft area rug, accompanied by a round coffee table. Natural light fills the room, highlighting the modern décor and open layout.

4.86 out of 5 average rating, 147 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

You won’t need to trade luxury for location when staying with Level in Chicago’s historic Old Town neighborhood, your suite is the whole package with all the comforts of home and thoroughly cleaned to the highest standards. A separate fee totaling $22.32 per night will be added upon arrival. This fee is separate from Airbnb and will be collected at check in. This would include a pet fee of $20 per night per pet as well as a parking charge of 68.30 per night should you choose to utilize.

Guest favorite

4.92 out of 5 average rating, 72 reviews

Luxury Loft Collection 01 - Terrace - River North

BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

4.85 out of 5 average rating, 82 reviews

Luxury Penthouse: 3BR, Prime Location

Book now your Chicago getaway for May or June and enjoy $200 in DoorDash credit for delicious food delivered right to your door. This limited-time offer makes your stay even better – don't miss out! Indulge in private luxury at 'The Iris', a stunning 3BR penthouse just minutes from downtown, boasting the city's best views. Floor-to-ceiling windows immerse you in natural light, while a private balcony provides a front-row seat to the spectacular skyline, ensuring an unforgettable stay.

Guest favorite

4.87 out of 5 average rating, 55 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Feel at Home, Unwind, and Enjoy the amenities you deserve at our 2-Story Penthouse with Million $ Views. Guests love staying with us because: ✅ Central location near Grant Park, Soldier Field, Art Institute, & Museums! ✅ 1 Free parking pass ✅ FAST WIFI ✅ En-suite Laundry ✅ The Lake & Park are 2 blocks away ✅ 2 KING beds ✅ Private Rooftop Deck w/ stunning views ✅ Amenity Floor (Gym, Pool, Lounge, Doggy Park) ✅ 1 block from Red "L" subway This is rated the top 5 Airbnbs in Chicago.

A spacious living area features large windows allowing natural light to fill the room, which is accented by exposed brick walls. A comfortable sectional sofa faces a flat-screen TV, with a coffee table accompanied by board games, creating an inviting space for relaxation.

4.97 out of 5 average rating, 36 reviews

River North | Rooftop With In & Out Parking | 6

Enjoy a stylish experience at this centrally-located place! ✨🏙️ Stunning 1,000 sq. ft. modern 2-bedroom, 2-bathroom unit—perfect for corporate travelers 💼 & families looking for a stylish escape in downtown Chicago. 🌆 🔥 Rooftop Patio w/ BBQ 🚗 Free In/Out Parking (5-min walk to garage) 🏠 2 Bedroom | 2 Bathroom 🛏️ 2 Queen Beds & Sleeper Sofa (Sofa Bed - Sleeps 1) 🛌 2 Inflatable Airbeds 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+, & Prime Included

A modern high-rise building is presented, showcasing a sleek facade of glass and concrete. The structure towers against the evening sky, with soft hues of purple and blue. A landscaped rooftop terrace is visible, enhancing the contemporary design.

4.75 out of 5 average rating, 8 reviews

Level ◆ New Executive One Bedroom & Office

Level Grand River North is the personal sanctuary that you’ve been looking for! Your modern suite is more than luxurious and spacious; they are meticulously cleaned with the highest standards for your peace of mind. A separate fee totaling $22.32 per night will be added upon arrival. This fee is separate from Airbnb and will be collected at check in. This would include a pet fee of $20 per night per pet as well as a parking charge of $68.30 per night should you choose to utilize.