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Vacation rentals in Illinois

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Top-rated vacation rentals in Illinois

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Top guest favorite
A small, modern tiny house is nestled among lush green trees. A path lined with wood chips leads to the entrance, where large windows allow for natural light and views of the surrounding forest. A deck extends from the house into the wooded environment.
Tiny home in Princeton
5 out of 5 average rating, 121 reviews

Dana's Retreat-glamping/camping @ a WildlifeRescue

Reconnect with nature at this unforgettable escape. Located at 2nd Hand Ranch & Rescue, this tiny house in the timber was built to share the beauty of nature with folks that want to camp.... but not really camp. This 12x12 house is off grid with a cute outhouse nestled in the timber behind the wildlife rescue. Relax and unplug for the weekend and know 100% of the fee goes to the animal rescue. We bring your supplies up via Gator as you hike the trail up. PLEASE NOTE: NO RUNNING WATER/SHOWERS

Top guest favorite
A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Apartment in Fairbury
5 out of 5 average rating, 368 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home! ❀

Top guest favorite
A bright interior space showcases a cozy sleeping area featuring a spacious bed with a textured white blanket. Natural light streams through large sliding doors, leading to a deck. Additional elements include a television mounted on the wall and a small accent table beside the bed.
Tiny home in Lewistown
5 out of 5 average rating, 126 reviews

Big Oak Hillside Retreat, Secluded Tiny Cabin

Escape to the country in this bright and cozy semi off-grid tiny cabin nestled on a secluded, wooded hillside on our 110-acre farm. This 2021 build features a modern farmhouse interior with rustic accents. Take a moment to unwind on the front porch in comfortable Amish crafted Adirondack chairs. Put a record on and sip a glass of local wine as you enjoy the sunset. Perfect for a couple or individual seeking to connect with nature, this rural pet-friendly retreat is the ideal tranquil getaway.

Top guest favorite
The hot tub is illuminated with soft lights, offering a serene setting against the backdrop of a colorful sunset. Cozy seating surrounds the tub, while a nearby tree adds a touch of decor, creating a relaxing outdoor experience.
Townhouse in Ottawa
4.98 out of 5 average rating, 230 reviews

Starved Rock Retreat w/hot tub & full-fenced yard!

Updated, 2-bedroom, 1 bathroom townhouse in a quiet neighborhood close to all amenities. This pet-friendly home features an open floor plan, deck with a year-round hot tub & seating area, along with a fully fenced-in yard. The main level also features a laundry room, two bedrooms (one room is an office/workout room) and full bathroom. Downtown Ottawa - 1.6 mile Starved Rock State Park - 14 mile Matthiessen State Park - 16 mile Buffalo Rock State Park - 5.8 mile Skydive Chicago - 4.7 mile

Top guest favorite
A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.
Dome in Cobden
5 out of 5 average rating, 118 reviews

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Top guest favorite
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
4.98 out of 5 average rating, 246 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.

Guest favorite
The exterior of the cabin is surrounded by tall trees displaying vibrant autumn foliage. A porch extends from the front, offering a view of the yard blanketed in fallen leaves. Sunlight filters through the branches, enhancing the serene woodland setting.
Place to stay in Makanda
4.95 out of 5 average rating, 260 reviews

Secluded Pet-Friendly Cabin *Blue Sky & Shawnee*

Secluded, yet convenient, we’re within 5 min of two wineries, ziplining, trail heads, and I-57. This is your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. There is no TV or Wi-Fi (good cell signal though) but that is not why you’re here! Explore the vineyards, walk the trails, and drink complementary on-farm roasted coffee! Your pet is welcome when you add them to the reservation. Maple Ridge Cabin is your gateway to the Shawnee Wine Country!

Top guest favorite
The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.
Treehouse in Galena
4.98 out of 5 average rating, 184 reviews

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Top guest favorite
A charming exterior view of the house is shown, featuring a welcoming porch with wooden seating. The deck extends from the entrance, surrounded by greenery and trees, providing a connection to nature and a peaceful retreat.
Cabin in Savanna
4.96 out of 5 average rating, 328 reviews

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Top guest favorite
A modern steam shower area is enclosed with sliding glass doors, featuring multiple massage jets and an illuminated control panel. The sleek tub with a sunken design is surrounded by warm wooden walls, providing a calming spa-like environment.
Cottage in Carthage
4.96 out of 5 average rating, 393 reviews

Private Lakefront Romantic Cottage w/Swimspa!

This cozy cottage is for couples looking to escape from it all and regenerate on many levels. You'll have your very own steam shower ....check out the company description.... . "Featuring 10 acupuncture jets, sunken tub and a high efficiency steam engine, the 608P steam bath is designed to greatly increase your spa experience. Indulge yourself in a state of complete relaxation". You'll also enjoy the comfy bed, fully stocked kitchen, private deck and access to an amazing swimspa.

Guest favorite
A comfortable living area features a stone fireplace beneath a mounted television. A wooden coffee table is surrounded by a brown leather sofa and a chair. Scenic wall art is displayed above the sofa, while natural light enters through a nearby window.
Cabin in Makanda
4.99 out of 5 average rating, 142 reviews

Hygge Log Cabin: HotTub & Hiking

Hi, hello, welcome! We are excited to have the opportunity to host you for your relaxing trip or jam packed adventure. Our local area has many hiking opportunities to explore, the Southern Illinois Wine Trail surrounds us, and the back roads have country views that are breathtaking. Our cabin will be waiting for your arrival or return, well equipped with a 55" TV above the gas fireplace, a comfortable King size bed, and an amazing back porch with a Weber Grill and huge hot tub.

Top guest favorite
An inviting modern cabin exterior is illuminated at dusk. The deck features outdoor seating with a table and chairs, complemented by a hot tub nearby. Soft lighting outlines the steps, providing a warm glow against the backdrop of a deep blue sky.
Cabin in Pomona
5 out of 5 average rating, 115 reviews

Modern Cabin at Trillium Ridge

Nestled in the hills of the Shawnee National Forest, our modern cabin is the perfect base for your adventurous getaway or relaxing retreat. Hike down the hill on a private trail to explore or climb at the Holy Boulders, or take a short drive to local wineries and the must-see views of Inspiration Point, Pomona Natural Bridge, Cedar Lake and Little Grand Canyon. Feel like staying in? You’ll find a hot tub, sauna, and all the comforts you’ll want for a relaxing getaway.

Popular amenities for Illinois vacation rentals

All about Illinois

Known as the Prairie State and once home to one of the United States’ most popular presidents, Illinois has a rich and complex history, from epic explorers to kingpins of the Prohibition-era. This is a state full of stories to tell. Chicago’s towering cityscape on the edge of Lake Michigan, sporting heritage, and plethora of museums draw the eye, but beyond the city limits lie huge canyons, rock climbing parks, and Amish communities.

Visitors head here to cruise world-famous Route 66, spend time at the ballpark with a classic baseball snack, and get out into the fresh air of Illinois’ swathes of fertile fields where corn grows as far as the eye can see in some areas. On the western side of the state, you’ll see steamboats meander past and charming river towns for miles along the Mississippi River, while the UNESCO World Heritage Site of Cahokia Mounds State Historic Site sits on the Missouri border preserving the largest prehistoric city in North America.

What are the top things to do in Illinois?

The Leaning Tower of Niles

Less than half an hour’s drive out of Chicago, discover a little piece of Italy hidden in the unassuming village of Niles. In 1991, Italy established a sister pact with this tower, a smaller homage to the world-famous Leaning Tower of Pisa. Every day, the bells ring out traditional country tunes to enjoy in the surrounding streets.

Writers Theater

Founded in 1992, the Writers Theater in Chicago’s North Shore district has been putting on shows of all sizes and genres for guests from all over the world for decades. Adding a creative twist to classic works, this community theater welcomes over 65,000 guests every year for engaging entertainment.

Riding a riverboat in Peoria

Leave dry land for a while on a leisurely paddlewheel cruise along the riverside. Spend a few hours sightseeing and wildlife-spotting, or take an overnight trip to Starved Rock for the full experience with live banjo performances, indulgent buffets, and rushing waterfalls if you arrive at Starved Rock State Park in the spring.

Destinations to explore

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