
Guesthouse vacation rentals in Illinois
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Top-rated guesthouse rentals in Illinois
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Popular amenities for Illinois guesthouse rentals
Family-friendly guest house rentals

Coachhouse in central OP 4 blk to L
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!!!!

Shawnee Pines Lodging Cute Studio - Cabin #2
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

The Rectory
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!

Lane Place
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.

Cozy private coach house in Wheaton
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!

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
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

Guesthouse Adjacent to Wheaton College
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!

Private Guest House Near Campus
Our stay was great, cute little place with everything you need. Nice to be in Urbana away from Campus for Mom’s weekend.

Riverside Retreat *Private Attached Guest House*
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!

Shade Family Inn-Carrollton 2-bedroom Apt
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.

Guesthouse Oasis -Champaign 2 Bedrooms
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.

Bike Path Beauty
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!

Cozy cabin on farm near Jerseyville and Grafton IL
Melissa is the best host! She always makes me feel at home when we come to stay!

farmhouse style cozy & relaxing
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

The Carriage House
Josh keeps this home in great shape. There are little touches you notice through out the house that make you feel welcome.

Private Guesthouse Kitchen Washer Dryer Dishwasher
Great place, would recommend.

Polk Street Coach House Apartment, Little Italy/Medical Dist
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!

Stylish Coachhouse in lovely Oak Park!
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!

The Green Door - safe and calm with walkability
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!

The Roscoe Village Guesthouse
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!

Modern Chicago Home Away from Home
This was a very nice place to stay. Would recommend. Highly responsive and kind hosts.

Quiet, Cozy 1-Bedroom Carriage House in Chicago
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.
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