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Guest house holiday rentals in Illinois

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Illinois

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a charming cottage features a welcoming entrance with a light-colored door. Two blue chairs and a small table are positioned on a stone path, surrounded by well-maintained grass and flower pots. In the background, horses can be seen grazing in a fenced pasture.
Guest house in Carbondale
5 out of 5 average rating, 289 reviews

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

Guest favourite
Guest house in Ottawa
4.88 out of 5 average rating, 155 reviews

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.

Top guest favourite
Guest house in Jerseyville
4.96 out of 5 average rating, 185 reviews

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.

Top guest favourite
A spacious wooden deck wraps around the log home, featuring a covered gazebo with a shingled roof. The area is surrounded by green trees, providing a serene view of nature on a sunny day.
Guest house in Stockton
4.98 out of 5 average rating, 398 reviews

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.

Top guest favourite
A screened porch features a round table surrounded by four chairs, all with green cushions. Natural light streams through the screens, showcasing views of a tranquil lake framed by colorful autumn foliage.
Guest house in Berwick
4.98 out of 5 average rating, 253 reviews

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.

Top guest favourite
A spacious pool area is highlighted under a canopied shade structure. The pool features clear water, surrounded by concrete decking and a landscaped edge. Open green space is visible beyond the pool, with lounge chairs arranged near the shaded area.
Guest house in Lebanon
4.96 out of 5 average rating, 205 reviews

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.

Top guest favourite
Guest house in Harrisburg
4.97 out of 5 average rating, 332 reviews

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

Top guest favourite
A wooden Japanese Ofuro soaking tub is illuminated by soft ambient lighting. Two individuals relax with their feet visible, surrounded by lush greenery and colorful garden lights. A glass of wine rests within reach, enhancing the serene ambiance.
Guest house in Carbondale
4.99 out of 5 average rating, 274 reviews

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.

Top guest favourite
Guest house in Mascoutah
4.96 out of 5 average rating, 300 reviews

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

Guest favourite
Guest house in Lake Forest
4.81 out of 5 average rating, 120 reviews

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

Top guest favourite
An inviting exterior is highlighted by soft lighting from string lights above, illuminating the pathway leading to a welcoming front door. The surrounding gravel area features neatly arranged plants, while a modern structure stands amidst a tranquil setting, with additional outdoor space visible in the background.
Guest house in Carlinville
4.99 out of 5 average rating, 140 reviews

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.

Top guest favourite
A serene outdoor space features a gravel area with two blue chairs positioned near a fire pit. Large trees provide shade, while the riverview extends toward the horizon, creating a peaceful atmosphere for relaxation.
Guest house in Chillicothe
4.96 out of 5 average rating, 222 reviews

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.

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