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Illinois vacation rentals

Vacation rentals in Illinois by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.

Illinois is home to the bustling city of Chicago, the historical town of Galena, Rockford's Anderson Japanese Gardens, and Springfield, the state capital. Visitors flock to Illinois for events like Lollapalooza, architectural tours along the Chicago River, hiking in Starved Rock State Park, and exploring Route 66. Houfy connects travelers directly with local hosts across Illinois, ensuring a straightforward booking process for your stay. Discover a variety of vacation rentals from downtown Chicago high-rises to charming Midwestern cottages and lakefront homes, bookable direct with the owner. For those visiting the Windy City, the Magnificent Mile offers endless shopping and dining options.

Most popular destinations in Illinois

Where guests book most in Illinois — every one bookable direct with the host.

Top-Rated Vacation Homes in Illinois

Browse the highest rated vacation properties in Illinois.

1500Main EVANSTON

2 bd· ba
5· 166

$1,140.42 USD total for 4 nights

Oct 13 – 17, 2026

Charming, Cozy, Comfortable - Perfectly Lovely
I stayed at 1500 Main for six nights and it was wonderful. The space is decorated with such charm. I loved Ginger's mother's artwork and the bed & breakfast touch of treats provided. The manual, which gives the interesting history of the place, couldn't be clearer in answering any question you might have. The TV in the front room is huge and fantastic, offering so many premium cable stations. I loved it. I slept so deeply in that big cozy bed upstairs. The shower pressure was great and I didn't have to duck to rinse my hair. They have cozy towels there for you and I didn't notice until the last day they also have several luxurious robes in the closet. I found the garden magical. It felt like I was embraced when I first entered the backyard. At night, Ginger and Jim have a couple-three Italian lights strung up in the back giving an even more magical feel to the garden. I also dug the motion-activated lights that went on at night when I walked along the side of the house. It made me feel so safe. I can't wait to come back and stay again. Highly recommended.
L. O. · Stay June 2018

*King bed *Outdoor Living *Sought-After Area

3 bd· ba
5· 130

$1,418.00 USD total for 3 nights

Sep 27 – 30, 2026

We had an outstanding stay for our son's Navy graduation! This is a beautifully decorated home in an upscale neighborhood only 25 min south of Great Lakes. The home and big yard and driveway feels inviting. The kitchen was well stocked. We used the griddle top more than once. There were tons of towels and linens available. The beds were comfortable and the king bedroom is extra roomy. The living room futon had 2 roll-up pads available in the closet. I used a fan in that closet as well. We enjoyed the UNO cards at the table that seats 6! There was a grocery store less than 5 min away and quick access to interstate. Just a few notes. We're pretty sure BR#3 has a full size bed, not a queen. We also declined to use the outside grill because of the condition. The one full bath is narrow, but well stocked with a roomy shower! We really lucked out finding this amazing place last minute. The host is top-notch. You will love staying here. Thank you!!! A+ for great memories and family time.
S. · Stay October 2025

Rockford Cascade Getaway

5 bd·3 ba
5· 25

$1,009.75 USD total for 3 nights

Sep 22 – 25, 2026

we stayed here for four nights and we absolutely loved it! It was very clean everything was orderly there was activities for the kids to do and the home also the backyard was nice and big. close enough to restaurants and also grocery stores very quiet neighborhood and safe. Will definitely be looking for this listing again to book when we come to Rockford again.
N. · Stay July 2025

Artistic Stay near Hyde Park: 2 Living, Courtyard

3 bd· ba
5· 92

$924.00 USD total for 3 nights

Oct 4 – 7, 2026

We loved our stay at this exquisite & perfectly curated home. Perfect location, within walking distance to the school, supermkts & public transportation. We were definitely blown away & mesmerized as we walked into each area and room in the home. We even took notes for our own future home decorations. The artwork is representative of Black history, which goes perfectly with the home’s location of South Chicago. While at the same time, walking through the home takes you on an int’l trip. It has a very homey feel; the Teens loved it, especially playing Michael Jackson from the fridge while we all took in the decor. The feedback that we would give is to please provide add’l blankets for the bedding & to please run the gas heater a day before to avoid the weird smell that may come out of it, if it has not been turned on for a while. Elisabeth & Juaquan were very attentive and Juaquan came right over when we informed him of the funny smell. We will definitely stay again, LONGER. Thank you!?
V. · Stay November 2025

Single-Family Home. Fully Furnished

3 bd·2 ba
5· 16

$1,935.00 USD total for 6 nights

Sep 22 – 28, 2026

This was truly one of the best Airbnb experiences I’ve ever had! The rental was spotless, beautifully decorated, and had every amenity you could possibly need. It felt like a perfect blend of luxury and comfort — even better than the photos! The host was incredibly responsive, thoughtful, and made sure everything was just right from check-in to check-out. The location was also ideal — quiet, safe, and close to everything we needed. I would absolutely stay here again and recommend it to anyone looking for a top-tier Airbnb experience. Thank you for such a wonderful stay!
N. · Stay June 2025

Our Murphy Home

3 bd·1 ba
5· 65

$621.00 USD total for 3 nights

Sep 27 – 30, 2026

Perfect Stay. Better than expected !
We loved this home. I am a travel agent and have stayed in many 5 star properties This town they don’t have hotels. I will hopefully stay here again next time we come to Murphy. I have already recommended it. It turned out my sons friend grew up in this home so it was a lot of fun remembering. They had everything you needed things you didn’t think you needed.
V. t. · Stay June 2023

Galena Haven Gorgeous cabin 3bdrm/3bth, hot tub, k

3 bd·3 ba
5· 34

$2,226.00 USD total for 3 nights

Oct 6 – 9, 2026

We’ve stayed in the Galena area many times over the years, but being able to stay in this spacious and beautifully decorated home with our daughters and their families made for one of our best experiences in the area. Beth was friendly and informative, answering any questions we had before and during our stay in a timely manner and letting us know about events and attractions she thought we might be interested in. The house was in the perfect location: set back a bit from a quiet street and surrounded by nature but still within ten minutes of town, the Eagle Ridge Club House, and many other activities, including a great playground. Updated and tastefully decorated throughout, the house had games and activities for all ages as well as a well-supplied kitchen that had everything we needed as well as some fun things that we didn’t get the chance to try out, like the popcorn maker and shaved ice machine. With two one-year-old granddaughters, we appreciated that the house was equipped for young children, with a stroller, booster seat, toddler-friendly kitchen utensils, books, and toys all provided. There were lots of spaces for our family of six adults and two toddlers to hang out together, but we especially loved the screened-in porch at all times of the day, and we used the gas campfire more than once in our three-night stay. We highly recommend staying in this house and hope that we have another opportunity to come back here.
B. · Stay September 2022

Hidden Grove- Heyworth, IL

2 bd·1 ba
5· 20

$812.53 USD total for 3 nights

Sep 27 – 30, 2026

Very comfortable, clean, and caring!
After some major hiccups from Airbnb, Kim and Abbigail were determined to put our predicament to bed and offered solutions to a booking info issue with Airbnb. Long story short, we were able to book 2 nights though them and we’re absolutely stunned by the remoteness and close proximity to BloNo proper. The grounds of the property were well kept and the interior design was totally cool. Comforts, games, hot tub, room for doggies to stretch their legs, and many other amenities really impressed and charmed us when we were starting to believe Airbnb had ruined the stay (they would have had Kim and Abigail not saved us). Lastly, we will surely return whenever stopping in BloNo and take further advantage of this great spot. There is also a fantastic outside area which we look forward to trying out further on cooler evenings. Don’t hesitate to book here and bypass the booking agencies- you won’t need them. Thanks again, Kim and Abigail, for all the help when we were so weary and needed a couple nights to recover.
J. · Stay June 2023

Recommended Homes in Illinois

Handpicked properties we think you'll love in Illinois.

Floating stationary houseboat on river!

3 bd·2 ba
4.9· 105

$1,089.16 USD total for 3 nights

Sep 27 – 30, 2026

Floating River cabin- HOT TUB!

3 bd·1 ba
4.95· 150

$1,089.16 USD total for 3 nights

Sep 22 – 25, 2026

Retro floating cabin on river backwaters. HOT TUB!

2 bd·1 ba
4.97· 72

$935.46 USD total for 3 nights

Sep 22 – 25, 2026

Custom Floating Suite-HOT TUB!

1 bd·1 ba
4.95· 64

$798.94 USD total for 3 nights

Oct 4 – 7, 2026

Snug Owl Cottage - Starved Rock Dog Friendly Home

1 bd·1 ba
4.99· 293

$440.13 USD total for 3 nights

Sep 28 – Oct 1, 2026

NEW Mod theme Floating River Cabin-HOT TUB!

2 bd·1 ba
4.89· 9

$935.46 USD total for 3 nights

Sep 22 – 25, 2026

Wow! Unique floating cabin! HOT TUB!

2 bd·1 ba
5· 8

$1,462.44 USD total for 3 nights

Sep 22 – 25, 2026

Waterfront Studio Cabin-Hot Tub!

1 bd·1 ba
5· 3

$886.96 USD total for 3 nights

Sep 27 – 30, 2026

Vacation houses with pools in Illinois

Cool off in style with these amazing pool homes in Illinois.

Daisy Lane- Normal, IL

2 bd· ba
5· 14

$984.46 USD total for 3 nights

Sep 22 – 25, 2026

Galena Haven Tree House

2 bd·2 ba

Galena Haven Cabin

3 bd·3 ba

Charming Garden Retreat

5 bd· ba

Pet friendly vacation rentals in Illinois

Bring your furry friend along! Browse pet-welcoming homes in Illinois.

Hidden Gem Spanish Style Villa

4 bd·3 ba
4.98· 313

$1,032.00 USD total for 3 nights

Sep 22 – 25, 2026

2BD/1 BA with summer patio in quiet Roscoe Village

2 bd·1 ba
4.97· 98

$622.12 USD total for 3 nights

Sep 22 – 25, 2026

Chicago 2BR Condo- King Sleep Number

2 bd·1 ba
4.63· 8

Beautiful home with 5 bedrooms

5 bd·2 ba
4.95· 56

$867.75 USD total for 3 nights

Oct 20 – 23, 2026

Chicago 2Br 90s Condo - Very Kid Friendly

2 bd·1 ba
4.5· 4

Chicago 2Br Condo -Nature Themed Downtown Access

2 bd·1 ba
5· 2

Cute Cottage on the Bay

2 bd·1 ba
4.91· 32

$478.06 USD total for 3 nights

Sep 26 – 29, 2026

Chicago 2Br Condo - Downtown Access

2 bd·1 ba
5· 3

Why visit Illinois

Discover what makes Illinois a perfect vacation rental destination.

Chicago's World-Class Museums

Explore art, history, and science.

The Art Institute of Chicago houses over 300,000 artworks and is just a mile from Millennium Park. The Field Museum offers interactive exhibits like Sue, the T. rex.

Scenic Drives in Shawnee

Experience the Garden of the Gods.

Shawnee National Forest features breathtaking rock formations. Access hiking trails from Harrisburg, a 30-minute drive away.

Savor Deep-Dish Pizza

Taste Illinois' iconic comfort food.

Try Giordano's or Lou Malnati's for authentic deep-dish pizza, both located in downtown Chicago, less than 10 minutes apart.

Experience Chicago Blues

Discover the nightlife in Chicago.

Visit Buddy Guy's Legends, just off Michigan Ave, for an authentic blues experience with live performances nightly.

Where to stay in Illinois

The best areas and neighborhoods for your vacation rental in Illinois.

Chicago

As Illinois' largest city, Chicago boasts landmarks like Navy Pier and the Willis Tower. It's ideal for foodies and culture enthusiasts.

Best for: urban travelers,culture seekers,food lovers

Springfield

The state capital offers a rich history with Abraham Lincoln's home and the Presidential Library. Perfect for history buffs.

Best for: history enthusiasts,families

Galena

A charming town known for its well-preserved 19th-century buildings and vineyards. Great for romantic getaways.

Best for: history buffs,couples,wine lovers

Champaign-Urbana

Home to the University of Illinois, this area features vibrant arts scenes and college-town energy.

Best for: college visitors,art aficionados

Find Illinois vacation rentals that suit your style

Vacation homes, cabins, cottages and more — pick the kind of Illinois vacation rental you want, then book it direct with the host.

Illinois vacation rentals with free WiFi, hot tub or air conditioning

Free WiFi, hot tub, air conditioning and more — every Illinois vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Illinois

All within driving distance of Illinois vacation rentals.

Art Institute of Chicago

Renowned for its vast collection, including Grant Wood's 'American Gothic'. · 1 mile from Chicago city center

Abraham Lincoln Presidential Library

Houses an extensive collection of books on Lincoln and a theater for presentations. · 0 miles from Springfield city center

Garden of the Gods

Features stunning rock formations and panoramic views. · 50 miles from Carbondale

Lou Malnati's Pizzeria

Famous for its buttery crust deep-dish pizza. · 1 mile from Chicago city center

Buddy Guy's Legends

Legendary blues club hosting live music nightly. · 0.5 miles from Chicago city center

Starved Rock State Park

Offers 13 miles of trails and amazing seasonal waterfalls. · 90 miles from Chicago

Best Time to Visit Illinois

The best time for vacation rentals in Illinois is May to September, when temperatures are warm and rainfall is moderate.

The best time to visit Illinois is November to February, when the weather is at its best. For lower prices and fewer crowds, November to February is the best time to book.

Best weatherNov – Feb
Best valueNov – Feb

SepNow

78°F26°C

Rainfall Low

Demand Mid

Oct

66°F19°C

Rainfall Moderate

Demand Mid

Nov

51°F11°C

Rainfall Low

Demand Low

Dec

41°F5°C

Rainfall Low

Demand Low

Jan

34°F1°C

Rainfall Low

Demand Low

Feb

41°F5°C

Rainfall Low

Demand Low

Mar

53°F12°C

Rainfall Moderate

Demand Mid

Apr

62°F17°C

Rainfall Moderate

Demand Mid

May

73°F23°C

Rainfall Moderate

Demand Peak

Jun

83°F28°C

Rainfall Moderate

Demand Peak

Jul

84°F29°C

Rainfall Moderate

Demand Peak

Aug

83°F28°C

Rainfall Moderate

Demand Peak

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Quick answers about booking vacation rentals in Illinois and what direct booking on Houfy actually means.

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