Holiday rentals in Grant Park

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Top-rated holiday rentals in Grant Park

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Guest favourite
Private room in Humboldt Park
4.85 out of 5 average rating, 287 reviews

Trendy Space Close to WickerPark@Ukrainian Village

A cozy private room in a super trendy and comfortable apartment with exposed bricks and vintage design, filled with arts and colors. Centrally located in a quiet, safe street and a super-hipster neighborhood. The cozy bedroom has a comfy bed-fits two, reading light, projector screen, small desk and closet space. Enjoy a gourmet kitchen and easy access to downtown. Coffee and tea also provided. Neighborhood walk score is 96/100 & many restaurants, bars, shopping, cafes, galleries and history.

Top guest favourite
Private room in South Loop
5 out of 5 average rating, 136 reviews

Urban Oasis Pilsen - guest room in townhouse

Experience the charm of Pilsen, one of Chicago's trendiest neighborhoods. Your private bedroom features a queen-size bed and an en-suite bathroom with a tub/shower. The room includes a small desk, ample storage space, and a TV with streaming services. Triple-paned windows provide plenty of natural light while minimizing noise from the nearby I-90/94 freeway. The room is located on the third floor (40 steps)! The second floor offers access to the kitchen, living room, TV den, and balcony.

Top guest favourite
Private room in Lower West Side
4.91 out of 5 average rating, 232 reviews

ChicagoTreasure, Art Gallery w/Parking

Welcome! This large sunny bedroom with individually controlled air conditioning is located in an art gallery in Chicago's vibrant artist and historic neighborhood named “Pilsen.” It is situated on the famous 18th Street near to Harrison Park and The National Museum of Mexican Art. The Pink elevated train line a block away will bring you to the Chicago downtown Loop in 15 minutes. There are many fun and hip restaurants, cafes, musical venues, parks, and cultural events available nearby.

The exterior of a historic four-story building showcases intricate stonework and arched windows. Two blue doors with glass inserts serve as the main entrance, framed by a wooden porch that leads to the entrance. The surrounding greenery adds a touch of nature.
Loft in Lower West Side
4.7 out of 5 average rating, 157 reviews

Studio with View of Skyline in Heart of Pilsen

Explore Pilsen and the beautiful City of Chicago in this unique Loft Style Studio apartment with a view of the Willis Tower and in the Heat of Pilsen. Apartment features a Roku TV with Wifi, private entrance, open layout, closet, bathtub with handheld shower head. 1 queen bed and a sofa bed couch, no kitchen but does have a fridge. Unit is on the 4th floor, no elevator. No Private Parking, just street parking . Located near major transportation, Divvy Bike Station across the street.

Guest favourite
A vintage-style sign featuring bold red and white lettering, stating 'Bohemian Lodge no 17' against a dark brown background. Decorative elements include images of beer glasses and whimsical knot designs, creating a nostalgic atmosphere.
Flat in Lower West Side
4.85 out of 5 average rating, 310 reviews

Teeny Tiny Bohemian Lodge - Clean & Affordable

Explore the wonderful neighborhood of Pilsen from this unique little space. Private entrance to your bedroom with an attached bathroom with shower. The entire space is for your private use- nothing is shared. NOTE the bedroom & bathroom ARE the entire space. Designed for one person as a sleeping room. We can not host 2 people. Twin size American bed is 38 x 75 inches. Please CLICK "show more " below BEFORE YOU BOOK/INQUIRE I need you to read and respond to our house rules.

Guest favourite
Private room in Chicago
4.95 out of 5 average rating, 87 reviews

near festivals & united center

Room in Garfield Park apartment. 2 blocks from green line and bus routes. 20 min train ride to downtown, 15 min bus ride to Douglass Park (Riot Fest) and United Center. Also near California Corridor, Garfield Park Conservatory. You will be sharing the home with myself and my free-roam rabbit. PLEASE do not book this room if you are allergic to rabbits/hay, or if you are mean to animals. Me: chef, sommelier, mixologist. Avid traveler. Really into baseball and Prince.

Guest favourite
Private room in Chicago
4.94 out of 5 average rating, 101 reviews

Edgewater Arts & Crafts Retreat 2

You will find this a relaxing and comfortable base of operations for whatever you may wish to do in Chicago. The room & house are quiet & comfortable, offering the perfect place to spend a refreshing evening after the day's adventures, whatever they may be. The friendly & beautiful neighborhood is right near Lake Michigan, and offers excellent transportation options to the rest of the city. Chicago is a rich tapestry of opportunities and resources.

Guest favourite
A private room features a spacious bed with crisp white bedding. A wall-mounted television is situated opposite, with a small table and chair nearby. A fan is positioned to the side, and a compact refrigerator is visible next to the table. Natural light filters through sheer curtains.
Private room in Hyde Park
4.92 out of 5 average rating, 286 reviews

HydePark002, UC, NavyPier, Chinatown, freeparking

Feel free to check us other listings: https://www.airbnb.com/h/hydepark001 https://www.airbnb.com/h/zengarden333 https://www.airbnb.com/h/zengarden332 https://www.airbnb.com/h/zengarden001 Hyde Park luxury private room with a keypad lock on each room door. Shared full bathroom only for 2 rooms. Step to UChicago, Chicago loop, McCormick, Chinatown(hundreds of delicious food). Perfect for everyone in Chicago! Free street parking.

Superhost
Private room in Ranch Triangle
4.82 out of 5 average rating, 238 reviews

Daniel’s Room/Private Bedroom/ Lincoln Park

Private bedroom, sleeps 3, in Lincoln Park home. Street Parking (resident sticker/ask upon arrival)Take the Brown Line (5 min walk) straight to Art Institute, Millennium Park, Willis Tower. Refrigerator in room stocked with water/soda. Keurig coffee maker/coffee/tea. TV, large steam shower in bathroom. Double bed is a loft bed, requires climbing a ladder. Other bed: pull out couch. Very light cooking in kitchen at this time is allowed.

Superhost
A cozy living area presents a dark sofa and a wooden coffee table positioned centrally. A wall-mounted television is visible, while natural light filters in through a nearby window. Light-colored walls complement the tiled flooring, enhancing the inviting ambiance.
Private room in Bridgeport
4.86 out of 5 average rating, 225 reviews

The Sweet!

Privacy and comfort without the hefty price tag. This sweet basement suite is perfect for the solo traveler or couple needing space to relax and recharge. It's located in the wonderfully diverse and convenient neighborhood of Bridgeport (in between Pilsen and Chinatown) on a friendly and peaceful street. Some of the best restaurants and bars are within just a few blocks!

Top guest favourite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Apartment in Noble Square
4.97 out of 5 average rating, 843 reviews

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.

Superhost
A modern bedroom features a plush, spacious bed with a tufted teal headboard. Decorative pillows add a subtle pop of color, while a sleek bedside lamp sits on a wooden nightstand. Neutral walls enhance the serene ambiance of the room.
Hotel room in Grant Park
4.78 out of 5 average rating, 414 reviews

A polished, modern affair on iconic Michigan Ave.

Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.

Popular amenities for Grant Park holiday rentals

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Quick stats about holiday rentals in Grant Park

  • Total holiday rentals

    Explore 100 holiday rentals in Grant Park

  • Nightly prices starting at

    Grant Park holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 4,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Grant Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Grant Park rentals

  • 4.7 Average rating

    Grant Park stays receive an average rating of 4.7 out of 5 from guests

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