Guesthouse holiday rentals in Illinois

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Illinois

Guests agree: These guesthouses 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.

Guesthouse in Carbondale

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.

LocationFamilyKitchen

5.0 out of 5 average rating, 303 reviews

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.

Guesthouse in Ottawa

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.

LocationValueAccess

4.87 out of 5 average rating, 165 reviews

Top Guest favourite

A cozy living area is visible, featuring a brown leather couch and a decorative area rug. A breakfast bar with four black chairs lines the kitchen area, complemented by a marble countertop. A colorful floral artwork adds vibrancy to the space.

Guesthouse in Harrisburg

Peaceful Garden Stay - Shawnee National Forest

Summer flower gardens are 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, historic area ✅ Private hot tub ✅ Smart TV, fast internet ✅ Nearby hiking trails ✅Washer & dryer ✅ Tunnel Hill bike trail, 2 guest bikes ✅Walmart, Aldi, Kroger drive 5-minutes ✅ Antique stores, 5-minute walk ✅Steam Cafe coffee shop ✅Morello’s Italian, Mackie’s Pizza, 7-minute walk ✅ hot water

FamilyValueParks

4.97 out of 5 average rating, 336 reviews

Top 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.

Guesthouse in Jerseyville

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.

FamilyLocationOutdoor spaces

4.96 out of 5 average rating, 199 reviews

Top Guest favourite

A wooden swing hangs from a tree in a lush green field, gently swaying in the breeze. In the background, the log home is set atop a hill, showcasing its wrap-around deck and panoramic views of the surrounding landscape under a clear blue sky.

Guesthouse in Stockton

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.

LocationValueView

4.99 out of 5 average rating, 407 reviews

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.

Guesthouse in Berwick

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.

FamilyValueHospitality

4.98 out of 5 average rating, 265 reviews

Top Guest favourite

A spacious hot tub is positioned on a wooden deck, featuring bubbling water and ergonomic seating. The surrounding fence offers privacy, while the brick wall of the house is visible in the background. A cover is partially closed above the hot tub.

Guesthouse in Lebanon

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.

ValueLocationCheck-in

4.96 out of 5 average rating, 212 reviews

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.

Guesthouse in Urbana

West Urbana state street guest suite

Next to the heart of the UIUC campus and surrounded by mature trees, this spacious, serene guest suite offers a relaxing stay. It has a private entrance with a foyer, a studio style main room and a bathroom. Sleeps two comfortably with a queen bed and a sofa (not a pull-out) for lounging. No TV, washer, or dryer. No kitchenette, but a microwave, mini fridge, and coffee maker are provided. Snacks and coffee pods provided. Not accessible for limited mobility. No parties and no smoking.

LocationValueComfort

4.95 out of 5 average rating, 328 reviews

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.

Guesthouse in Carbondale

Carbondale Pool House - Sauna, Hot Tub, Dogs OK

Highly rated 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. The Finnish Sauna and Japanese Ofuro Soaking Tub. provide a spa experience We accept well behaved dogs for a fee of $50 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.

LocationValueLayout

4.99 out of 5 average rating, 282 reviews

Guest favourite

The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.

Guesthouse in Villa Park

Eclectic Coach House Apartment

Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

ValueLocationAir conditioning

4.93 out of 5 average rating, 164 reviews

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.

Guesthouse in Carlinville

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.

LocationValueBackyard

4.98 out of 5 average rating, 160 reviews

Top Guest favourite

A cozy studio-style space is displayed, featuring a spacious bed with a patterned blanket. A kitchenette with modern appliances is visible, alongside a small dining table and stools. Large windows allow natural light, and a sliding barn door adds a touch of charm.

Guesthouse in Chillicothe

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.

LocationValueGetting around

4.96 out of 5 average rating, 241 reviews