There’s something for everyone in Illinois. You can enjoy the bustling city of Chicago or unwind in the peaceful countryside with rolling hills and state parks. The famous deep-dish pizza is a must-try for visitors, and state parks such as Starved Rock State Park and Matthiessen State Park offer breathtaking natural beauty. The trails in these areas provide stunning views of cliffs, waterfalls, and rapids. If you’re a fan of horseback riding and ziplining, you should stop by Shawnee National Forest, with its lush forests and unique rock formations. After a fun day of outdoor activities, relax with a refreshing beer at Tangled Roots or Scratch Brewing Company.
If you’re planning a trip to Chicago and want to enjoy its deep-dish pizzas or beautiful attractions, consider staying at one of the best luxury Airbnbs in Illinois, USA. Scroll down to learn more.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Wheaton Estate; Wheaton
Located in a prime spot in Wheaton, this rental is ideal for hosting large events, especially in the backyard area which provides 2 acres (0.81 hectares) of space. Be it for a birthday bash or a wedding, this is the perfect venue for you! Hosting events here will be easy with its top-quality amenities. A grand staircase will complete your regal entrance. You can also hold events inside since there is enormous space for function rooms.
There is a sports court where kids can run and play. It is also a great spot for adults to play pickleball. And if you’re into cooking, the place has a gourmet kitchen for hassle-free food preparation. Notably, the host offers catering services for an additional fee.
Wheaton, Illinois, United StatesAccommodates: 16
Top guest reviews
Read more reviewsCleanliness:
easy to find clean and opendavid and his wife were absolutely amazing and responded quickly very beautiful and clean home
2. The Bressmer at Bressmer-Baker House; Springfield (from USD 485)
Situated just a few blocks from Lincoln Home National Historic Site, this luxurious property is the best fit for you! You will be amazed by its classic Victorian-era designs - especially if you’re a fan of royal families. It has a reading nook so you can bring your favorite novels to read during your downtime. Feel like royalty in the intricate designs of the bedroom.
The property provides an HDTV complete with streaming and video subscription. Plus, a game console is available so your kids can have fun indoors! Moreover, you can prepare your own food since it has a modern functional kitchen. Otherwise, you can order food.
Top guest reviews
Amenities & Room:
all of the beds and bedding were quite comfortable and the rooms were spaciousHost:
the management team responded promptly to our questions and requests and are professional and helpfulRead more reviewsLocation:
beautiful historic home that is in a perfect location for our activities in springfield
3. Matte Black Inn; Galena (from USD 499)
Set in Galena, surrounded by trees and luscious green, this three-story property will fulfill your long-awaited tranquility. Relax in the outdoor private hot tub and sauna. Alternatively, you can watch your favorite movie in the living room with full glass interiors and a sunroof, making the outside greenery visible.
Enjoy a meal or two with your family at the dining table set up in the kitchen and patio. Afterward, walk down in the enormous backyard taking in the fresh air.
Top guest reviews
Amenities & Room:
loved the heated floors in the bathroom as the weather outside is starting to get chillierbathrooms are modern clean and have heated floors for extra comfortthe property has everything you would need for a comfortable stayHost:
loved our stay home was very comfortable and our host was very helpfulgreat place with a great hostsandra is an excellent hostthe host is excellent and communication was greatthis house is a dream and sandra is an amazing hostRead more reviewsLocation:
great place in a great locationwhat an amazing house in a beautiful locationwhat a perfect place to celebrate christmas 2022awesome home in a beautiful locationthis place is amazing the location and view was perfect
4. Luxurious duplex with city view; Chicago (from USD 304)
This Chicago rental boasts a contemporary industrial design. It has a spacious living room equipped with a TV and internet to keep you in the loop online. The duplex also features a washer and dryer so you can pack light. While here, you can hold an intimate bonfire party with your loved ones while taking in the stars at night. If you love capturing each moment, each part of the duplex is Instagram-worthy.
Additionally, this duplex is located in West Loop, the center of gastronomy in Chicago. You can explore several restaurants in this neighborhood so make sure to try to taste different cuisines in the city.
Top guest reviews
Amenities & Room:
the living room ceilings and patio were the groups favoritesliving room is fantastic (pictures didn't lie)definitely needs better blinds the apartment feels like a crash pad for a group of friendsCleanliness:
great place spacious clean and well-equippedthis condo was exceptional neat and clean with perfect spacethe apartment was exactly as expected from the photos - clean spacious well laid out and well equippedperfect airbnb set up apartment is clean well organized close to food and has an amazing deckHost:
seth was an amazing host for my groupcommunications were flawless and seth was very helpful throughout our stayseth is a great host and very accommodatingseth was a great host-he made the logistics easy and was very responsiveseth was easy to work with helpful and responsiveRead more reviewsLocation:
wonderful condo and great locationamazing location and beautiful spaceshopping restaurants all in a very safe neighborhood of chicagoexcellent location and amenities walking distance to several restaurantsthe airbnb was in a great location in the west loop close to restaurants and shops
5. Fancy estate with indoor pool and arcade; Mokena
Treat yourself on a vacation like no other. When you choose this luxurious vacation rental, you’ll never wish to leave as it has everything you wish for in a home. Relax in the heated indoor pool and hot tub. The pool boasts a slide, perfect for the enjoyment of the kids. Of course, the fun never stops there. This estate also has an arcade room - a great spot for entertainment. Adults will surely enjoy the pool table, as well.
If you get bored inside, which is highly doubtful, take a leisurely stroll on the 2-acre (0.81-hectare) grounds and see the beauty of the lush greens and the pond. Alternatively, the wide spaces can hold outdoor activities which everyone can enjoy.
Mokena, Illinois, United StatesSuperhost
Accommodates: 16
Top guest reviews
Amenities & Room:
i love all the bedrooms lounge area atmosphere furniture open areas game room and appliances etcplace was great and even included an arcarde roomthe pool was excellent and the game room was amazingCleanliness:
the property is super clean and well keptinside it was organized clean and neat as a pinhad a great time here very clean lots of activities and great hostRead more reviewsHost:
host was an excellent communicatorhost was accommodating and communication was goodgreat host amazing crib you will not regret booking with him super fast communicationthomas was very kind and responsivethe pool is amazing thomas was very quick with responding and is so accommodating
6. Secluded A-frame rental with patio; Fithian (from USD 377)
An Instagram-worthy lake house awaits you when you book this vacation rental. Watch as the sun sets at dusk or as the sun rises at dawn on the patio with your loved ones. If you love s'mores, there is a fire pit in front of the lake. You can also hold a picnic as there is a perfect spot for you. If you’re feeling adventurous, go for fun water activities by the lake.
Other than indulging in fun outdoor activities, the spacious living room will surely spark your introverted self. Chill in the living room and take in the nature vibes from the glass interiors or connect to the internet and stay on the loop of the online world.
Top guest reviews
Cleanliness:
the bathrooms are clean and updatedthe house was clean and had a lot of little details that made the stay greatit was clean and had all the essentials plus somebeautiful clean and spacious airbnb had a wonderful bachelorette and hope to come back again in the futureHost:
highly recommend this stay and the hoststhe hosts were great communicatorshosts were great and very responsivethe house is so cute and the host quickly responded to all of my questionswe enjoyed our stay and hosts so much we can’t wait to return somedayRead more reviewsLocation:
jackie’s place was an awesome little getaway “in the middle on nowhere” but still close to townbeautiful location and house met all our expectationswas such a perfect place to relax and get awayawesome place to stay for a weekend getaway with friends especially so close to home (champaign/urbana)great place to take your family
7. Cozy cabin with waterfront location; Dixon (from USD 399)
Enjoy fun activities either indoors or outdoors when staying in this cabin. From kayaking to table tennis, you’ll have an entertaining vacation here. This cabin is perfect for families to bond over activities and mostly, food! The dining table can cater to big groups so guests can share a meal or two without isolating anybody due to lack of space. It also boasts a functional, modern kitchen to prepare a sumptuous meal for everyone.
Families coming over will surely enjoy the privacy and exclusivity of the place without compromising the proximity to restaurants and other shops.
Top guest reviews
Amenities & Room:
the 'cabin' was huge and comfortable with everything we neededloved the 26 person dining table perfect for our large family get togetherthe cabin is a big space with 15 beds really pleased our big group was able to sleep soundlyCleanliness:
super clean and spaciousHost:
amazing host and placejose was an amazing hosthost is responsive and friendlythanks jose ~ our hostgreat place and great hostRead more reviewsLocation:
great private location on the picturesque rock riververy private and safe locationcool location would recommend to other large groupsi would highly recommend this location for a family or large group gatheringlocation is hard to beat and jose was very helpful
8. Rustic cabin with outdoor pool; New Lenox (from USD 286)
You couldn’t resist this cabin with a spacious backyard. If you are an outdoorsy person, take advantage of the outdoor pool and enjoy a soak in the sun all day. Or, have a mini picnic in the lawn area. If you prefer the indoors, you can chill inside and stay online with the internet. There is also a billiards and tennis table. You can also look forward to kebab nights using the barbecue grill.
This cabin enables you to maximize quality time with your family and friends. Don’t forget to rejuvenate after a day full of activities in the private hot tub.
Top guest reviews
Host:
nico is a great hosthighly recommended very nice place to stay host was great and helping us with everything great stayRead more reviewsLocation:
great get away close to home
9. Charming private estate with rose garden; Rockford (from USD 417)
Reward yourself and stay in this private vacation rental which features a variety of greenery - from fruit trees to a rose garden. Besides its two modern kitchens and living room, there are plenty of spots from where you can indulge yourself in a book peacefully. Afterward, loosen up in the hot tub stationed outside and take in the surrounding nature.
Notably, the property has a pool area but it comes as an optional add-on with a minimal fee. If you intend to use it, just notify the host to make the necessary arrangements.
Top guest reviews
Cleanliness:
the grounds are clean lush and expansiveRead more reviewsHost:
my stay was amazing devin is a very friendly host that was very supportive throughout our staydevin also gave us a lot of helpful info about the place we stayed in
10. Luxury villa with game room; Bourbonnais (from USD 879)
Experience being the main character when you stay in this luxurious villa. Live like royalty for a couple of days with their princess-style bedrooms and glass interiors. Explore the whole estate and be amazed at its vast space of lush greens. Head on to the Kankakee River State Park and go fishing or horseback riding. During your downtime, you can play billiards in the game room, read books on the comfiest couches, or watch your favorite movies at the movie theater.
Head on to the sauna located in the backyard and sweat out all the calories.
Top guest reviews
Amenities & Room:
we played pool watched movies listened to music danced made smores around the firepit etcbeautiful house gorgeous property has everything you may need for a comfortable relaxed and memorable getawayCleanliness:
we cannot wait to come back the house is clean and beautifully renovatedthe house was stocked with nespresso pods plenty of clean towels and necessitiesbeautiful and clean home location is perfect for a getawaybeautiful home with lots of space also very cleanthe home was very clean designed like a magazine and cozyHost:
nora was a wonderful hostelianora was a perfect hostnora was an excellent hostshe is very responsive and timely with all communicationalways friendly and accommodating and responded quickly to any messages during the whole processRead more reviewsLocation:
it is so relaxing and quiet but less than 10minutes from many restaurantswe could not have asked for a more perfect place for a family reuniongreat place to stay
Spend a luxurious day in Illinois
With famous dishes and bustling cities, it’s no surprise that Illinois is a great destination for your vacation. So, if you’re heading on to explore the best of this state, make sure to check out the above luxury rentals and have a fantastic trip.
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