
Guest house holiday rentals in Illinois
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Top-rated guest house rentals in Illinois
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Riverfront Beauty
Take it easy at this unique and tranquil getaway. on the Illinois river, large waterfront yard with Geese, Great Blue Herons, Egrets, White Pelicans and Eagles showing up on a regular basis. Close walking distance to grocery store, liquor store and downtown restaurants and bars in peaceful Ottawa, Illinois near Starved Rock State Park. Upper level (has stairs) 2 bedroom overlooking the Illinois River, play in the large yard or build a campfire in the fire pit next to the river and just chill.

Cozy cabin on farm near Jerseyville and Grafton IL
No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

HighviewCountry Escape-log home-family farm w/view
Whether you want a staycation or just a weekend away, we have the place for you! Quiet secluded setting, with spectacular view, on one of the highest hilltops in Illinois! Morning sunrises are exceptional. Evening sunsets are breathtaking. Starry nights are amazing. Something in every season! Not far from Galena and other small towns that offer charm, restaurants and shopping. Our rental is fully independent and has everything that you need for your getaway. Please see all photos.

Private Guest Lake House On 37 Acres In Country
Private guest lake house, located next to main house, on private lake in the country. 2 bedroom, 1 full bath, full kitchen, washer and dryer and large attached screen porch. Private 37 acres of woods and prairie. Fishing and walking trails. Great window views of lake, woods, prairies and river valley. Please note, this guest house is located 1 mile down a county maintained gravel road. 25 minutes from Galesburg, IL, 20 minutes from Monmouth, IL and 35 minutes from Macomb, IL.

Pool, Hot Tub and Dog Paradise
As of 5/24/26 the pool is open. Located close to Scott Air Force Base and STL. Home is on 5 acres and has plenty of privacy. Beds are memory foam mattresses. Heated pool (Mid-May - Mid-September). Pet friendly (dog/cat) & have 1 Large kennel and 1 small pet carrier we can set up. Our home has a large circle drive that goes behind the barn. There is room for Handicap parking, the gate and sidewalk to the main patio are 48 inches wide. We have a handicap shower seat. We live on the property.

10 Years Hosting! Shawnee National Forest
Spring is here and it's beautiful! Our weather is warm & plants are blooming. Great weather for hiking & exploring, riding bikes, or relaxing and enjoying the outdoors. ✅ 800 sq. ft. private apartment in the historic district ✅ Private hot tub ✅ Smart TV, & fast ✅ Nearby hiking trails ✅Washer & dryer ✅ Tunnel Hill bike trail, 2 bikes for guest use ✅Walmart, Aldi, Kroger 5 minute drive ✅ Antique stores, 5 minute walk ✅Steam Cafe coffee shop ✅Morello’s Italian, Mackie’s Pizza, 7 minute walk

Carbondale Pool House - Sauna, Hot Tub, Dogs OK
Rated in “Top 1%” by Airbnb, the Pool House is a separate cottage surrounded by gardens and swimming pool, with retro "Danish Modern" furniture, a gourmet kitchen and plush beds. We have recently added a Finnish Sauna and Japanese Ofuro Soaking Tub. We accept well behaved dogs for a fee of $35 a night. We allow only guests and friends of the Pool House on the grounds, gardens or pool. Hosts are Jane, anthropologist and D. a retired photojournalist for the New York Times.

Designer's Dream in the North Shore!
Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

ThE HiDeAwAy
You’ll be surprised by what’s inside! We’ve designed this space to be more than just a place to stay — it’s an experience, because isn’t that what life’s all about? Perfectly located just two blocks from the town square and only steps from the iconic Million Dollar Courthouse, you’ll also be close to great restaurants and shops. Whether you’re visiting for family, business, or a well-deserved getaway, we hope your stay with us creates lasting memories.

Cabin on the Wine Trail!
This cabin is in the village of Alto Pass, in the Shawnee National Forest and along the Southern IL wine trail. Adjacent to a Victorian home, it is a separate cottage with 2 bedrooms, 1 bathroom, washer/dryer, fully-equipped kitchen, dining/living area, TV (Amazon/wifi), and deck with views of woods and valley. (The couch's foot rests work by plugging in the couch and are in good working condition.)

River Beach Guest House
Welcome to River Beach Guest House! Where modern meets relaxation! Completely renovated and private 1 bedroom getaway with beach access where you can enjoy beautiful river sunrises and sunsets and eagle watching! Just a 6 minute drive to downtown Chillicothe, 60 minutes to Starved Rock State Park, 18 minutes to beautiful Grandview Drive in Peoria Heights, or just 23 minutes to downtown Peoria.

The Main St Carriage House - a charming cottage
This is a charming 1 bedroom 1.5 bath cottage located in the heart of Carmi. Enjoy the fully stocked kitchen, dining table for 4, high speed Wi-Fi, two smart TVs, 1 queen bed upstairs with a half bath, with a full Bath on the main floor, and a private parking spot. We also have a 25amp Level 2 charger available upon request for anyone needing to charge their EV while they stay!
Popular amenities for guest house rentals in Illinois
Family-friendly guest house rentals

Lakefront Suite · Dock, No-Wake Cove & Firepit

Wooded Oasis: Pickleball, Hot Tub, Corn Hole, Pets

Stanage Sports Cave

Shelby’s garden cottage.

Private Entrance Quiet Countryside Studio

Hot Tub-Main Street-King Bed-Courtyard

Everwood Cottage ☀ TDY Mil / 🐶 welcome!

The Black Box
Guest house rentals with a patio

Country Cottage near Southern Illinois Wine Trail

Private Guest House Near Campus

Riverside Retreat *Private Attached Guest House*

Shade Family Inn-Carrollton 2-bedroom Apt

"The Coop" on the Farm ! Peaceful & Cozy

Guesthouse Oasis -Champaign 2 Bedrooms

Bike Path Beauty

Andersonville Luxury Pool Escape
Guest house rentals with a washing machine and dryer

Coachhouse in central OP 4 blk to L

The Rectory

Polk Street Coach House Apartment, Little Italy/Medical Dist

Hidden Cottage in Logan Square

Stylish Coachhouse in lovely Oak Park!

The Green Door - safe and calm with walkability

The Roscoe Village Guesthouse

Cottage in a Garden
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