Guesthouse holiday rentals in Illinois

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Illinois guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Oak Park
4.89 out of 5 average rating, 506 reviews

Coachhouse in central OP 4 blk to L

DarioRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Golconda
4.99 out of 5 average rating, 75 reviews

Shawnee Pines Lodging Cute Studio - Cabin #2

LillieRating, 5 stars1 month ago
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!
Guest favourite
Guesthouse in Chicago
4.88 out of 5 average rating, 291 reviews

The Rectory

AllisonRating, 5 stars3 weeks ago
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.
Top Guest favourite
Guesthouse in Batavia
4.92 out of 5 average rating, 299 reviews

Quaint Batavia Coach House

ThomasRating, 5 stars1 day ago
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.
Guesthouse in Kampsville
4.81 out of 5 average rating, 43 reviews

The Watkin's Place at McCully

ElyssaRating, 5 stars11 months ago
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.
Guest favourite
Guesthouse in Evanston
4.93 out of 5 average rating, 176 reviews

Coach House Art Studio, By Downtown & Northwestern

MarkRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Harrisburg
4.97 out of 5 average rating, 320 reviews

Flower Gardens. Hot Tub. Walk to Coffee. Relax.

JenniferRating, 5 stars1 month ago
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

Top Guest favourite
Guesthouse in Chicago
4.98 out of 5 average rating, 44 reviews

Solar Victorian MCM Coach House

AsitRating, 5 stars1 week ago
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!
Top Guest favourite
Guesthouse in Carrollton
4.97 out of 5 average rating, 87 reviews

Shade Family Inn-Carrollton 2-bedroom Apt

CynthiaRating, 5 stars3 weeks ago
I would highly recommend this place. It was comfortable and clean. Danielle is a great host!
Top Guest favourite
Guesthouse in Champaign
5 out of 5 average rating, 24 reviews

Guesthouse Oasis -Champaign 2 Bedrooms

SamuelRating, 5 stars6 days ago
Very cute apartment, great location, quiet. Andy was responsive, available and helpful. Highly recommended!
Guest favourite
Guesthouse in Harrisburg
4.96 out of 5 average rating, 51 reviews

Bike Path Beauty

YvetteRating, 5 stars2 weeks ago
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!
Guest favourite
Guesthouse in Saint Charles
4.86 out of 5 average rating, 51 reviews

farmhouse style cozy & relaxing

lisaRating, 5 stars5 days ago
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.
Guest favourite
Guesthouse in Urbana
4.8 out of 5 average rating, 10 reviews

Max Studio

KimberlyRating, 5 stars1 month ago
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.
Guest favourite
Guesthouse in Wilmington
4.84 out of 5 average rating, 81 reviews

Engler’s Escape- Catfish cabin

TriciaRating, 5 stars6 days ago
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.
Top Guest favourite
Guesthouse in Evanston
5 out of 5 average rating, 40 reviews

Mr. Hughes’ Attic, an 80s-themed hideaway

KennethRating, 5 stars1 day ago
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

Guest favourite
Guesthouse in Evanston
4.92 out of 5 average rating, 116 reviews

Cozy Guesthouse near NU - next to Lee Street Beach

MimiRating, 5 stars1 month ago
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!
Top Guest favourite
Guesthouse in Chicago
4.99 out of 5 average rating, 858 reviews

Polk Street Coach House Apartment, Little Italy/Medical Dist

VickyRating, 5 stars2 weeks ago
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
Guest favourite
Guesthouse in Alto Pass
4.89 out of 5 average rating, 100 reviews

Cabin on the Wine Trail!

CarlaRating, 5 stars1 month ago
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.
Top Guest favourite
Guesthouse in Rockford
5 out of 5 average rating, 10 reviews

Shelby’s garden cottage.

RyanRating, 5 stars1 month ago
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!!!
Top Guest favourite
Guesthouse in Lake Forest
4.94 out of 5 average rating, 127 reviews

The Green Door - safe and calm with walkability

JenniferRating, 5 stars5 days ago
Very comfortable and convenient. We have stayed many times and look forward to another visit soon! Five star rating.
Guest favourite
Guesthouse in Chicago
4.9 out of 5 average rating, 157 reviews

The Roscoe Village Guesthouse

CarrieRating, 5 stars6 days ago
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!!
Top Guest favourite
Guesthouse in Countryside
4.94 out of 5 average rating, 490 reviews

Cozy Cottage Minutes from Downtown Chicago

JessicaRating, 5 stars1 week ago
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.
Guest favourite
Guesthouse in Villa Park
4.92 out of 5 average rating, 122 reviews

Eclectic Coach House Apartment

EricRating, 5 stars3 weeks ago
A great place to stay for a couple of nights! cozy!

Destinations to explore