Guesthouse vacation rentals in Illinois

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Illinois guesthouse rentals

Family-friendly guest house rentals

Guest favorite
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 favorite
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 favorite
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 favorite
Guesthouse in Batavia
4.92 out of 5 average rating, 299 reviews

Quaint Batavia Coach House

ThomasRating, 5 stars3 days 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 favorite
Guesthouse in Evanston
4.93 out of 5 average rating, 177 reviews

Coach House Art Studio, By Downtown & Northwestern

DevinRating, 5 stars1 day ago
Mat was an amazing host--he was very responsive and instructions were clear. This place is in a beautiful and peaceful neighborhood close to great restaurants and a quick walk to the beach. Not to mention travel is easy and worthwhile being close to O'Hare and North side Chicago. Loved the stay and would recommend!
Top guest favorite
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.

Guest house rentals with a patio

Top guest favorite
Guesthouse in Chicago
4.98 out of 5 average rating, 45 reviews

Solar Victorian MCM Coach House

MaxRating, 5 stars1 day ago
The moment you walk into Joe’s Airbnb you can immediately tell how much care and thought went into creating a fun and inviting space. Joe was a friendly and responsive host who also left detailed instructions. Thank you for making us feel right at home!
Top guest favorite
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 favorite
Guesthouse in Champaign
5 out of 5 average rating, 24 reviews

Guesthouse Oasis -Champaign 2 Bedrooms

SamuelRating, 5 stars1 week ago
Very cute apartment, great location, quiet. Andy was responsive, available and helpful. Highly recommended!
Guest favorite
Guesthouse in Harrisburg
4.96 out of 5 average rating, 52 reviews

Bike Path Beauty

M.J.Rating, 5 stars1 day ago
Tim and Angie’s place is extremely clean and comfortable! They have thought of everything to make it a great experience. The linens/towels and beds were so comfortable! The wine and snacks were so thoughtful and generous. We really enjoyed how nice the outdoor area as well.
Guest favorite
Guesthouse in Saint Charles
4.86 out of 5 average rating, 51 reviews

farmhouse style cozy & relaxing

lisaRating, 5 stars1 week 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 favorite
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 favorite
Guesthouse in Wilmington
4.84 out of 5 average rating, 82 reviews

Engler’s Escape- Catfish cabin

MelissaRating, 5 stars1 day ago
Our stay with Dawn was wonderful. I was so grateful to be able to bring our dog along with us! The bed was comfortable and the air bnb was exactly as described. There are other rentals nearby, but I didn’t see anyone. It was quiet and peaceful. You can see the river from bed and it’s a short walk. It’s a bit of an incline to get to the river if you have any physical limitations! I would def recommend staying with Dawn!
Top guest favorite
Guesthouse in Evanston
5 out of 5 average rating, 42 reviews

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

KennethRating, 5 stars3 days 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 washer and dryer

Guest favorite
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 favorite
Guesthouse in Chicago
4.99 out of 5 average rating, 858 reviews

Polk Street Coach House Apartment, Little Italy/Medical Dist

VickyRating, 5 stars3 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 favorite
Guesthouse in Alto Pass
4.89 out of 5 average rating, 102 reviews

Cabin on the Wine Trail!

DebraRating, 5 stars3 days ago
We wanted a quiet few days away. That is exactly what we got. Very peaceful area. We are planning to return!
Top guest favorite
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 favorite
Guesthouse in Lake Forest
4.94 out of 5 average rating, 127 reviews

The Green Door - safe and calm with walkability

JenniferRating, 5 stars1 week ago
Very comfortable and convenient. We have stayed many times and look forward to another visit soon! Five star rating.
Guest favorite
Guesthouse in Chicago
4.91 out of 5 average rating, 158 reviews

The Roscoe Village Guesthouse

AliciaRating, 5 stars1 day ago
Jed’s place was a good option for what I was looking for. I didn’t want to stay downtown, and wanted to get more of a residential neighborhood feel to Chicago. I think maybe a nice hotel would have been similarly priced, but it would not have been the same experience! It was about a 12 min walk to the brown line and there was a bus stop right outside the airbnb! Everything was very clean, had everything we needed , pleanty of shower towels, and some beach towels and a small cooler we requested in advance. We also had control over the AC system which was nice since a heat wave hit Chicago when we visited. We do wish the beds were slightly more comfortable (which I guess is objective). Jed did reach out for any requests/etc which was nice. Overall, it was a good experience! Thank you!
Top guest favorite
Guesthouse in Countryside
4.94 out of 5 average rating, 490 reviews

Cozy Cottage Minutes from Downtown Chicago

JessicaRating, 5 stars2 weeks 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 favorite
Guesthouse in Villa Park
4.92 out of 5 average rating, 123 reviews

Eclectic Coach House Apartment

MaxRating, 5 stars2 weeks ago
Great Stay at Amandas. Getting there was super easy and it was a cute place to crash after hanging out in Chicago. A short drive from the train station and walkable to a handful of cute restaurants.

Destinations to explore