
Guesthouse holiday rentals in Illinois
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Top-rated Guesthouses in Illinois
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Popular amenities for Illinois guesthouses
Family-Friendly guesthouses

Coachhouse in central OP 4 blk to L
this is a gem. the place to book if you want to sleep near Chicago, outside of the city center rush, but at only 30 mins from downtown with the green line. The apartment is very well furnished (especially the kitchen !). Niles is an experienced host that provided us with recommandations and guidance for our stay. parking is free. Everything was super clean. check in and check out were smooth and independent. the quality/price ratio is good.

Shawnee Pines Lodging Cute Studio - Cabin #2
Had a great stay at Thad and Tommi's. Beautiful property, quiet. The studio is closer to the other cabins on the property than I realized, but it wasn't a problem at all. Thanks for a quiet getaway!

The Rectory
A lovely spot! Our family of 4 had plenty of space and great sleeping arrangements (crucial for traveling with preschoolers!) and lots of space for kids to play. David was responsive and helpful. This is a very quiet home in such a great location! We would love to come back again, it was the perfect set up for our family vacation. And bonus, a beautiful restoration of the rectory and obviously very well kept property.

Quaint Batavia Coach House
Great stay for a quiet couple of weeks. Very close to the Fox river and downtown area. Parking was very easy and the place was very clean.

The Watkin's Place at McCully
The McCully Heritage stay was absolutely perfect for us. The site was so private and serene. Us and our two shepherd mutts had such a fun time exploring. We saw a big old buck deer, a skink, and wildflowers. The cabin was very comfortable and clean, everything we needed. Tons of hot water, a really comfy bed, and great movie DVD selection.

Coach House Art Studio, By Downtown & Northwestern
Matthew saw us into the apartment and immediately inflated the extra bed that we needed. Wine and drinks were available. Place was quiet and clean. Walkable to Northwestern and downtown Evanston.

Flower Gardens. Hot Tub. Walk to Coffee. Relax.
We rented this for a ministry that came to speak at event. Husband and am wife stayed here and was extremely happy with their stay. They had wonderful things to say about the owners.
Guesthouses with a patio

Solar Victorian MCM Coach House
We had a lovely stay at this quiet little oasis in Wicker Park. The Coach House is charming, comfy, spotless, and stocked with everything you need. There is great food and transit just steps away. Joe and Shannon are fantastic hosts—friendly, responsive, and full of great local tips. You can tell they really love their city, and it shows in the way they host. Can’t wait to come back!

Shade Family Inn-Carrollton 2-bedroom Apt
I would highly recommend this place. It was comfortable and clean. Danielle is a great host!

Guesthouse Oasis -Champaign 2 Bedrooms
Very cute apartment, great location, quiet. Andy was responsive, available and helpful. Highly recommended!

Bike Path Beauty
This was a true gem in the area! It was so comfortable, stocked with so many amenities, and very clean! We traveled to visit the Garden of the Gods and looked forward after our nature hikes to getting back to the Airbnb. It became as much a part of the destination as the hiking trails!

farmhouse style cozy & relaxing
Lovely place, quiet and easy access to St Charles and Geneva! Alejandra was a gracious host who responded quickly to any questions we had. I would high recommend it to others.

Max Studio
This studio really maximizes the space and has wonderful amenities. Rossella is very responsive and available to her guests. She has thought of many little touches that make the stay more comfortable! The pool is fantastic and lots of pool toys for all ages. We really enjoyed our stay.

Engler’s Escape- Catfish cabin
The place was exactly as described and looked just like the photos. We had a small issue with the AC unit and Dawn was very quick to respond and get it taken care of! After that we had absolutely no other issues and throughly enjoyed our stay. It was very clean and the area was peaceful. The river was a beautiful place to sit by and relax.

Mr. Hughes’ Attic, an 80s-themed hideaway
This sweet little carriage house apartment was a great place to land for us. Squeaky clean, easy access, great light and amenities, close to restaurants, services and the train. Revisited our childhood with a little Donkey Kong on the vintage Nintendo too! We highly recommend!
Guest house rentals with a washing machine and dryer

Cozy Guesthouse near NU - next to Lee Street Beach
The three of us (a couple and a single person) really benefitted from and enjoyed Lisa's coach house apartment. It helped us to rest and regroup after each day of busy, large family activities. The beds were great (one was a comfy floor mattress with nice linens), the apartment provided us with quiet, and it is roomy, very attractive, and comfortable. We walked to the beach in the morning and then to get coffee nearby before taking off to go be with family. It was perfect to come back to Lisa's place every night. It took a bit to figure out how the door lock worked, but we did. We would stay there again!

Polk Street Coach House Apartment, Little Italy/Medical Dist
the airbnb was so lovely and spacious for our party of 4! we had 0 trouble finding the home and had the best weekend in chicago reuniting with our friends from college. would def recommend - it is a quieter part of chicago. the walk to little italy is quite lovely and is a quick uber from the west loop

Cabin on the Wine Trail!
Really enjoyed staying at this Cabin on the Wine Trail. Lovely little place that was just perfect for our "friends weekend away". Will definitely consider staying here again! Convenient to the wineries and Bald Knob Cross of Peace.

Shelby’s garden cottage.
Shelby’s Garden Cottage is the perfect spot for a couples getaway! A chance to get out of the city, this cozy cabin sits on top of a quiet hill next to its owners house, Buddy. Buddy was an incredible host- responsive, attentive, welcoming, yet gave my partner and I privacy to be undisturbed. As a baker, Buddy provided 2 sets of delicious sugar cookies and honey straight from the beehive of the farm this spot is located on. I could go on and on about how amazing our stay was, but I invite you to experience it yourself. Cheers to Buddy and I know for a fact we’ll be back again soon!!!

The Green Door - safe and calm with walkability
Very comfortable and convenient. We have stayed many times and look forward to another visit soon! Five star rating.

The Roscoe Village Guesthouse
We rented the house for my daughters college graduation . The location was perfect since she also lives in Roscoe Village. If you want a quiet area, this is it. If you want to experience chicago, I'd recommend staying closer to downtown. it worked for what we needed it for!!

Cozy Cottage Minutes from Downtown Chicago
The location was quiet and as described. The place was clean and cozy. Amenities were available in the kitchen, bathroom, and bedroom (extra blankets, towels, toiletries, iron, pots, plates etc.) I was able to come and go easily. Park in front of the garage as suggested, I parked under the tree and ended up needing a car wash due to the birds. Overall, good communication, quiet space, and nice location to many things in the Chicagoland area.

Eclectic Coach House Apartment
A great place to stay for a couple of nights! cozy!
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