Holiday houses in Grant Park

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Top-rated holiday rentals in Grant Park

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Apartment in South Loop
4.65 out of 5 average rating, 668 reviews

Sonder South Wabash | Superior 1BR Apartment

Welcome to South Wabash — your modern South Loop sanctuary. Where each sophisticated space includes a fully equipped kitchen, in-suite laundry, and stunning Chicago views. Colorful art pieces complement the industrial exposed concrete ceilings. And floor-to-ceiling windows burst with natural night. There’s always something to do in the Windy City. Whether you like jazz, opera, or dive bar karaoke, the South Loop has entertainment for everyone. At South Wabash, experience the best of the city.

The exterior of a modern high-rise building is visible, featuring large glass windows and a curved architectural design. Surrounding trees line the street, creating a blend of urban and natural elements. The image showcases the building's height against a clear blue sky.
Apartment in South Loop
4.8 out of 5 average rating, 331 reviews

Kasa | Studio, Walk to Grant Park | South Loop

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Guest favourite
Private room in Lake View
4.95 out of 5 average rating, 127 reviews

Fantastic Location / Private Room

Enjoy easy access to everything from this perfectly located home base. Walking distance to Wrigley Field, The Vic, The Briar Street Theater (Blue Man Group), some of the cities best restaurants, bars and coffee shops, Advocate Illinois Masonic Medical Center, The CTA’s Red Line which takes you right downtown to the Loop, Depaul, Chinatown and a host full of other Chicago destinations. There’s really no need for a taxi or Uber with so much that is walkable or accessible from the red line.

Superhost
A modern guest room showcases a large bed with a decorative pillow against a graphic wall map of the city. A comfortable gray sofa sits across from it, accompanied by a table featuring a lamp. Natural light enters through a large window.
Hotel room in Chicago Loop
4.8 out of 5 average rating, 208 reviews

Spacious Hotel Room in The Loop

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Superhost
A modern sleeping area is featured, equipped with a wall-mounted television displaying various streaming options. A compact bathroom with a toilet and a sink is visible, and light-colored walls contribute to the room's bright ambiance.
Private room in Groveland Park
4.88 out of 5 average rating, 161 reviews

McCormick221, Chinatown, SOX, GrantPark

Feel free to check us other listings: https://www.airbnb.com/h/zengarden001 https://www.airbnb.com/h/zengarden331 https://www.airbnb.com/h/zengarden332 https://www.airbnb.com/h/zengarden333 A new renovated luxury zen garden step to Chicago loop, McCormick Place, Millennium Park, Navy Pier, SOX, Art Institute, UIC, IIT, UCHICAGO, Chinatown(hundreds of delicious food), Midway Airport. Perfect place for everyone in Chicago! Super easy free street parking!

Superhost
A formal dining area is highlighted by a classic chandelier above a large wooden table with intricate detailing. Surrounding chairs feature ornate upholstery. The room is adorned with dark blue walls and rich wood accents, complemented by red curtains framing large windows. An aquarium adds a lively element.
Private room in Chicago
4.84 out of 5 average rating, 552 reviews

Egyptian Room - Free Parking, 1 block to CTA

Comfortable lower level bedroom with a pillow top king bed, granite topped desk, and smart tv makes this room a super cozy retreat, You will have full access to the kitchen cooking and free Keurig coffee. You have a private mini fridge in your room for food storage. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms. Easy unmetered street parking is readily available for those coming by car.

Guest favourite
Private room in Chicago
4.94 out of 5 average rating, 102 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.

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.
Condo in Noble Square
4.97 out of 5 average rating, 844 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
Hotel room in Grant Park
4.79 out of 5 average rating, 422 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.

Superhost
A neatly arranged studio space features a full-sized bed with a patterned blue and white blanket. A glass table with a decorative lamp sits beside the bed. An entertainment center displays a television, and a wall art piece depicting the Eiffel Tower adds a stylish touch.
Apartment in Near North Side
4.82 out of 5 average rating, 585 reviews

Great Location Studio II

Great location studio in the Gold Coast. Close to many attractions Chicago has to offer 5 min walk to Oak st. Beach & Magnificent Mile, 5 min to John Hancock tower, 5 min red line/brown line. 10 min walk to MCA, 20 min to Millenium Park and Art Institute.. Hardwood floor, full size bed. Maximum occupancy 2 persons.

Guest favourite
Private room in Chicago
4.85 out of 5 average rating, 406 reviews

The Red Room

A spacious single-family home; minutes away from Midway Airport (train station), within walking distance from gorgeous and dog-friendly parks, and walking distance of plentiful of supermarkets and convenience stores. Downtown isn't far either!

Popular amenities for Grant Park holiday rentals

When is the best time to visit Grant Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$211 NZD$223 NZD$300 NZD$378 NZD$454 NZD$495 NZD$544 NZD$511 NZD$458 NZD$419 NZD$314 NZD$273 NZD
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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 $71 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    90 of Grant Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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