Guesthouse vacation rentals in Illinois

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Illinois guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Oak Park
4.89 out of 5 average rating, 499 reviews

Coachhouse in central OP 4 blk to L

RobertRating, 5 stars4 weeks ago
Place was fantastic. Everything as advertised. Niles was a pleasure to deal with and even leaves some nice extras for you too. One of the most comfortable beds in any B&B I’ve stayed in. Perfect for business or pleasure. Five stars all the way. Definitely using again!! Parking too!!!!
Guest favorite
Guesthouse in Golconda
4.99 out of 5 average rating, 74 reviews

Shawnee Pines Lodging Cute Studio - Cabin #2

Blake Rating, 5 stars6 months ago
loved how they had a stocked pond caught a couple large mouth bass using fake bait all thrown back nice little studio with 4 beds
Guest favorite
Guesthouse in Chicago
4.88 out of 5 average rating, 285 reviews

The Rectory

JaneRating, 5 stars2 weeks ago
Loved our stay at The Rectory! The location was great; walkable to DePaul and close to restaurants, shopping, DePaul and Lincoln Park Zoo. The unit looks exactly like the photos. Instructions were clear for check-in and check-out. Will definitely come back. We enjoyed our stay!
Superhost
Guesthouse in Lane
4.73 out of 5 average rating, 150 reviews

Lane Place

TaylorRating, 5 stars5 days ago
This was my first Air BnB experience. Working outside of nearby Weldon, this place was perfect for my needs. Very nice folks! Helpful and kind. Looking forward to staying here again.
Top guest favorite
Guesthouse in Wheaton
4.95 out of 5 average rating, 463 reviews

Cozy private coach house in Wheaton

BreannaRating, 5 stars4 days ago
We loved our stay! The space was so cute and cozy. It was also very clean with thoughtful touches throughout the space such as water in the fridge and snacks. Host was very responsive and helped us immediately when we needed assistance. I would definitely stay here again!
Guesthouse in Kampsville
4.81 out of 5 average rating, 43 reviews

The Watkin's Place at McCully

ElyssaRating, 5 stars10 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.
Top guest favorite
Guesthouse in Evanston
4.94 out of 5 average rating, 171 reviews

Coach House Art Studio, By Downtown & Northwestern

CalebRating, 5 stars2 months ago
Mat is an amazing host. His property is incredible and he's extremely responsive. Would definitely recommend this airbnb!

Guest house rentals with a patio

Superhost
Guesthouse in Wheaton
5 out of 5 average rating, 4 reviews

Guesthouse Adjacent to Wheaton College

WendiRating, 5 stars4 months ago
The location was perfect. Jury steps from Wheaton college. We stayed here during the Wheaton College Christmas Festival which we were able to walk to. Angel’s place was clean, had a Keurig with different choices, and filtered water. We had everything we needed for a short overnight stay. Thank you for a great stay!
Guest favorite
Guesthouse in Urbana
4.93 out of 5 average rating, 80 reviews

Private Guest House Near Campus

TracyRating, 5 stars3 weeks ago
Our stay was great, cute little place with everything you need. Nice to be in Urbana away from Campus for Mom’s weekend.
Superhost
Guesthouse in Machesney Park
5 out of 5 average rating, 4 reviews

Riverside Retreat *Private Attached Guest House*

JuliaRating, 5 stars1 month ago
Felt right at home here! Such a fun area! We enjoyed the local breakfast place and the gorgeous conservatory right down the road! Bonnie was friendly and inviting! Great place to stay!
Top guest favorite
Guesthouse in Carrollton
4.96 out of 5 average rating, 81 reviews

Shade Family Inn-Carrollton 2-bedroom Apt

TracyRating, 5 stars1 month ago
We were attending a family funeral and needed a place to stay in our hometown for a few days. Shade’s Inn was the perfect place to meet our needs. Our stay at this charming little cottage was absolutely wonderful! The space was cozy, spotless, and had everything we needed for a great experience. We loved the location, tucked away in the backyard of the main house, providing us with easy access, plenty of parking and privacy. The host, Danielle was incredibly responsive and even offered an early check-in if we needed it. I highly recommend this property to anyone needing a cozy 1 or 2 bedroom cottage in Carrollton. You won’t be disappointed.
Top guest favorite
Guesthouse in Champaign
5 out of 5 average rating, 18 reviews

Guesthouse Oasis -Champaign 2 Bedrooms

AnneRating, 5 stars1 week ago
Andy’s place was not only charming (and comfy beds!) and in a great location near campus and coffeeshops, he was a very attentive host, quick to respond, offered late checkout, let us park in his garage as storms were coming, and even bought a fan when I asked if he had one. Had fun playing his mancala game too. We will def be back! Thank you, Andy!! Best airbnb host I’ve ever had.
Guest favorite
Guesthouse in Harrisburg
4.96 out of 5 average rating, 45 reviews

Bike Path Beauty

KatieRating, 5 stars4 days ago
This place was perfect! It was a great location, but still gave you your privacy. We loved the rock instead of grass, grilling, fire pit with wood, and the private hot tub areas made for an amazing night outside! A bottle of wine and snack was a nice surprise! This place was SO clean and had everything you would need. Highly recommend staying here if you are in the area! Hope Angi’s Eats and Sweets is open next time so we can experience that also!
Top guest favorite
Guesthouse in Jerseyville
4.97 out of 5 average rating, 131 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

Gabrielle HopeRating, 5 stars4 days ago
Melissa is the best host! She always makes me feel at home when we come to stay!
Guest favorite
Guesthouse in Saint Charles
4.85 out of 5 average rating, 46 reviews

farmhouse style cozy & relaxing

BryndonRating, 5 stars2 weeks ago
My family and I stayed for a few days. Our stay at Alejandra’s place was outstanding. We absolutely loved the little cottage-style layout and all the attention to detail & decoration everywhere we looked. Our kids had a ton of fun seeing the chickens, dogs and cat. We loved it here and hope to stay again in the future.

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Mascoutah
4.96 out of 5 average rating, 229 reviews

The Carriage House

RobRating, 5 stars1 month ago
Josh keeps this home in great shape. There are little touches you notice through out the house that make you feel welcome.
Guest favorite
Guesthouse in Pittsfield
4.85 out of 5 average rating, 20 reviews

Private Guesthouse Kitchen Washer Dryer Dishwasher

HunterRating, 5 stars9 months ago
Great place, would recommend.
Top guest favorite
Guesthouse in Chicago
4.99 out of 5 average rating, 849 reviews

Polk Street Coach House Apartment, Little Italy/Medical Dist

ValerieRating, 5 stars5 days ago
Lovely 2 bedroom apartment in a great neighborhood! Lots of extra touches like toiletries, coffee, creamer and bottled water. We will definitely stay here again when we visit Chicago!
Top guest favorite
Guesthouse in Oak Park
4.99 out of 5 average rating, 106 reviews

Stylish Coachhouse in lovely Oak Park!

JustineRating, 5 stars2 weeks ago
We had a wonderful stay at Blake and Lindy’s coach house! The space was spotless, cozy, and had everything we needed for a comfortable visit. It’s tucked away in a quiet spot but still close to everything. Blake and Lindy were fantastic hosts—friendly, responsive, and thoughtful throughout my stay. Highly recommend, and we’d absolutely book again!
Top guest favorite
Guesthouse in Lake Forest
4.94 out of 5 average rating, 123 reviews

The Green Door - safe and calm with walkability

KarenRating, 5 stars2 months ago
Would stay again in a heartbeat. Was everything I needed for a 5-night stay and nothing more (no clutter.) The space was extremely well laid-out. Kitchen had all necessities. It felt private despite being attached to owners home. Met both owners, lovely and interesting people. Bed was comfortable, bath had space for all my products. Had snow during my stay and the drive and walk were shoveled super early. Five star stay!
Guest favorite
Guesthouse in Chicago
4.9 out of 5 average rating, 148 reviews

The Roscoe Village Guesthouse

SarahRating, 5 stars1 month ago
Jedidiah’s place was great for our family of 4. The space felt private + was well equipped with everything we needed. Roscoe Village is so charming + the perfect home base for urban exploring. Would recommend!
Guest favorite
Guesthouse in Chicago
4.93 out of 5 average rating, 106 reviews

Modern Chicago Home Away from Home

JessicaRating, 5 stars2 weeks ago
This was a very nice place to stay. Would recommend. Highly responsive and kind hosts.
Top guest favorite
Guesthouse in Chicago
4.96 out of 5 average rating, 135 reviews

Quiet, Cozy 1-Bedroom Carriage House in Chicago

JenRating, 5 stars2 days ago
Loved this little house! It was perfect for me and my husband. Super cozy, very quiet, had everything we needed for our weekend. Communication was excellent, and this may sound silly but I loved that “Talman Guest” was a profile on all the different streaming services. It’s the little yet big things like this that stand out. Would definitely stay here again.

Destinations to explore