Guest house holiday rentals in Illinois

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Top-rated guest house rentals in Illinois

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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, 255 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
An aerial view shows a spacious property beside the Illinois River, featuring a two-story house with a porch and surrounding green yard. Nearby trees and the river enhance the natural setting, offering ample outdoor space for relaxation and activities.
Guest house in Ottawa
4.87 out of 5 average rating, 134 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
The airy living room features a spiral staircase leading to the upper level. A wooden coffee table lies in front of a comfortable sofa. A vibrant vinyl record player sits atop a wooden crate, with bookshelves filled with various titles in the background. Natural light streams through multiple windows.
Guest house in Evanston
4.99 out of 5 average rating, 291 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. Stop for a beer at award-winning Temperance Brewery. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Guest favourite
A cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.
Guest house in Jerseyville
4.96 out of 5 average rating, 159 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 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, 245 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 calming sunset casts vibrant hues across the sky, while a spacious driveway leads to a well-structured garage building. Nearby, silhouetted trees add to the serene landscape, enhancing the peaceful ambiance of the surrounding grounds.
Guest house in Bloomington
4.95 out of 5 average rating, 113 reviews

5 Acres | Peace & Privacy | 5 minutes to Blm

Enjoy the perfect blend of privacy, convenience and tranquility at this stylish and comfortable studio, your gateway to everything Bloomington/Normal has to offer. Just 8 min. from downtown Bloomington and 15 min. from ISU/Uptown Normal. Unwind and get cozy, play a game of pickleball or take a walk around the quiet neighborhood. Comfortable furnishings, well-equipped kitchenette, complimentary coffee, and grill for your convenience. We thought of everything, so you don't have to!

Top guest favourite
A bright and airy guest suite features large windows allowing natural light to fill the space. A coral-colored sofa is positioned next to a marble-topped table. A dining area with wooden chairs is seen in the background, complemented by decorative shelves.
Guest house in Urbana
4.96 out of 5 average rating, 277 reviews

West Urbana state street guest suite

Next to the heart of University of Illinois campus, surrounded by beautiful mature trees, this spacious and serene guest suite will enhance your experience in town. The guest suite has it own entrance. It is connected to the sunroom of our main house. This space do not come with TV, washer and dryer. And the space do not have kitchenette. However, we provide microwave, mini fridge, and coffee maker. This space is not limited mobility accessible. No party and no smoking.

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, 267 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
The exterior of the carriage house is displayed, featuring a charming entrance with a white front door and large windows. A wooden bench provides seating on the porch, and the garage door is painted in a contrasting color. Surrounding greenery enhances the inviting appearance.
Guest house in Mascoutah
4.95 out of 5 average rating, 266 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.

Top guest favourite
A cozy living space is illuminated by natural light from a skylight. A sectional sofa is positioned next to a small dining table with wooden chairs. Wooden cabinetry is visible in the background, accompanied by kitchen supplies and decor. The ceiling has a gentle slope and light fixtures.
Guest house in Urbana
4.99 out of 5 average rating, 103 reviews

Charming Cozy Comfortable Clean

Relax and rejuvenate in this unique and tranquil haven. Peaceful, quiet location with easy access to everything. 1 bedroom apartment above a separate free-standing garage with attached garage parking. * Newly remodeled with high-end finishes * Lovely deck and outdoor area * Fully equipped kitchen * Spectacular tiled bathroom with skylight * High speed Internet * Exceptionally clean * Attached garage included in rental. Perfect for inclement weather.

Top guest favourite
A small, modern building is presented with blue siding and a stone foundation. A wooden pathway leads to a white front door, bordered by simple landscaping with gravel. Lush greenery is visible on both sides, enhancing the sense of privacy.
Guest house in Carlinville
4.98 out of 5 average rating, 112 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
An ornate rusted sign reads 'Welcome to the Ranch,' suspended among tall evergreen trees. The clear blue sky serves as a backdrop, enhancing the welcoming impression of the entrance to the property.
Guest house in Galena
5 out of 5 average rating, 310 reviews

Tree Tops

So much more than just a place to sleep! Tucked away in a cedar forest and built on stilts reaching the tree-tops, this eco-friendly, African-inspired lodging experience is one of a kind. Located on the owner's ranch in the rolling hills 12 minutes from downtown Galena, you feel as though you are nestled in the heart of nature. Horses, alpacas, and mini donkeys roam the secluded 37 acre property.

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