Location

Dates

Guests

Vacation rentals in Illinois

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 1

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 2

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 3

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 4

The Kozy Keep! 1500 Sq.ft. - Sleeps 8! image 5

The Kozy Keep! 1500 Sq.ft. - Sleeps 8!

2 bedrooms·2 baths

Olney • Illinois

4.86(56 reviews)

$465.00 USD total for 3 nights

Sep 22 – 25, 2026

Ruby’s Retreat - 4BD/3BA+Office in Western Springs

4 bedrooms·3 baths

Western Springs • Illinois

$185/ night(excl. fees & taxes)

Make smores while you relax around a cozy fire!

Everything is within easy reach for the chef of the house.

Comfortable seating for eight.

For your convenience, there are hardwired ethernet connections in select spots on the main level.

Gaze at this unique Chicago skyline, handcrafted by the artist from scraps of wood.

NEW Comfy Suburban Chicago Oasis w/ River Access!

5 bedrooms·2½ baths

Bolingbrook • Illinois

5(8 reviews)

$1,783.74 USD $1,705.13 USD total for 3 nights

Sep 22 – 25, 2026

Epicurean experience home

Epicurean experience home

Epicurean experience home

Epicurean experience home

Epicurean experience home

Epicurean experience home

6 bedrooms·4 baths

Chicago • Illinois

$3,600.00 USD total for 3 nights

Sep 22 – 25, 2026

Chicago Lakefront · Fire Pit Patio · Beach Across image 1

Chicago Lakefront · Fire Pit Patio · Beach Across image 2

To the right: two plush couches and a large window. Opposite you: a mounted TV and a table with four chairs. To the right of the table is a corner desk with a lamp. A large rug anchors the center floor. Simple, clear, and easy to navigate.

Chicago Lakefront · Fire Pit Patio · Beach Across image 4

Chicago Lakefront · Fire Pit Patio · Beach Across image 5

Chicago Lakefront · Fire Pit Patio · Beach Across

1 bedroom·1 bath

Chicago • Illinois

5(1 review)

$447.00 USD $357.60 USD total for 3 nights

Sep 22 – 25, 2026

Front of the house

Entrance to the unit

Middle Level of the House with Working Space

2 bedrooms·1 bath

Darien • Illinois

4.73(44 reviews)

$93/ night(excl. fees & taxes)

Enjoy beautiful sunsets.

Family living room with a pull out sofa, great for large families.

Pura Vida Lake Home Retreat

Beautiful water views throughout the whole house, large sliding door makes it perfect for indoor/outdoor living.

Pura Vida Lake Home Retreat

Pura Vida Lake Home Retreat

2 bedrooms·2 baths

Greenville • Illinois

$2,076.75 USD total for 3 nights

Sep 22 – 25, 2026

Lounge seating | Umbrella

Daisy Lane- Normal, IL

Daisy Lane- Normal, IL

Daisy Lane- Normal, IL

Daisy Lane- Normal, IL

Daisy Lane- Normal, IL

2 bedrooms·1½ baths

Normal • Illinois

5(14 reviews)

$984.46 USD total for 3 nights

Sep 22 – 25, 2026

Some of our many Arcades available for free play during your stay with us!

Pac-Man wall mural designed by local artist

The Pac-Man Room

Orange couch can be used to sleep on for one person

House of Arcade!

House of Games® - Play, Relax, Unwind

3 bedrooms·2½ baths

Bloomington • Illinois

$526.82 USD $511.05 USD total for 3 nights

Sep 22 – 25, 2026

Hobbit Home at The Shire of Marseilles -Coming Soo

Hobbit Home at The Shire of Marseilles -Coming Soo

Hobbit Home at The Shire of Marseilles -Coming Soo

Hobbit Home at The Shire of Marseilles -Coming Soo

Hobbit Home at The Shire of Marseilles -Coming Soo

Hobbit Home at The Shire of Marseilles -Coming Soo

1 bedroom·1 bath

Marseilles • Illinois

$5,000/ night(excl. fees & taxes)

Screened | 50" TV | Lake Views

The Ridge- Decatur, IL

Warm vaulted ceilings, huge comfortable sofa and giant TV all add to the character and calm of The Ridge living room.

Game table | Up to 6 players

The Ridge- Decatur, IL

The Ridge- Decatur, IL

2 bedrooms·2 baths

Decatur • Illinois

5(5 reviews)

$1,143.08 USD total for 3 nights

Oct 4 – 7, 2026

Set on 5 acres, peaceful and quiet area. Close to town. Great space to walk dogs or just decompress. And no shared walls with any other living space.

100% Cotton Linens

Comfortable Sofa | Padded Ottoman

Everything you need

Convenient location, quiet rural setting yet close to everything B/N has to offer

Studio 604- Bloomington, IL

0 bedrooms·1 bath

Bloomington • Illinois

5(1 review)

3 Lake homes on private drive

Chairs and umbrella by serene lake.

A cozy backyard with a fire pit surrounded by chairs, perfect for gathering and enjoying outdoor warmth and relaxation.

Dock with slide

Playground for kids on site

The Sunset Drive Houses

11 bedrooms·7½ baths

Marion • Illinois

$2,743.04 USD total for 3 nights

Sep 27 – 30, 2026

Living Room with 65" TV

Living Room with 65" TV

Indoor Swim Spa

Charming Garden Retreat

5 bedrooms·3½ baths

Evanston • Illinois

$683 – $2,275/ night(excl. fees & taxes)

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 1

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 2

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 3

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 4

Stylish, Sun-Filled Retreat - Minutes to O’Hare! image 5

Stylish, Sun-Filled Retreat - Minutes to O’Hare!

2 bedrooms·2 baths

Wheeling • Illinois

$200/ night(excl. fees & taxes)

Nectar Mattress, King bed

Layered lighting, soft touches and a great desk area set Studio 604 above and beyond other rental options.

Studio on left, private residence on the right.

Pickleball and Basketball available

Studio 604- Bloomington, IL

Studio 604- Bloomington, IL

1 bedroom·1 bath

Bloomington • Illinois

5(7 reviews)

$334.56 USD total for 3 nights

Oct 4 – 7, 2026

Chic 2-bedroom apartment in beautiful Chicago. 30+ Day Stays Only

2 bedrooms·2 baths

Chicago • Illinois

$134/ night(excl. fees & taxes)

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

Spacious. Cozy. Fast Wi-fi

4 bedrooms·1 bath

Loves Park • Illinois

5(1 review)

$159/ night(excl. fees & taxes)

View of the night sky from the dome

Natural light throughout

View of the hot tub

Welcome to the Glamping Dome!

Fire pit with seating

Shawnee Hills Glamping

1 bedroom·1 bath

Simpson • Illinois

5(7 reviews)

$1,110.75 USD $953.99 USD total for 3 nights

Oct 25 – 28, 2026

Aerial of short walk to dock

Dining for all 10!

Asphalt drive and room for a boat trailer

KOA Campground to the right- with food, drinks and fun!

Upper level deck

Pharaoh's Retreat

4 bedrooms·3 baths

Creal Springs • Illinois

5(1 review)

$985.51 USD $889.15 USD total for 3 nights

Sep 22 – 25, 2026

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

Lazy Days Lodge

4 bedrooms·3 baths

Goreville • Illinois

5(1 review)

$813.77 USD total for 3 nights

Sep 22 – 25, 2026

View from the water

"The Classic" on Country Club

Fully covered for rainy days

Hello peaceful retreat

The Classic

3 bedrooms·3 baths

Marion • Illinois

5(5 reviews)

$975.89 USD $876.71 USD total for 3 nights

Sep 26 – 29, 2026

Safe, Walkable Streets! 1/2 mile to downtown

Color Me Home

2 bedrooms·1 bath

Marion • Illinois

$90/ night(excl. fees & taxes)

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

Arlington Heights Home

1 bedroom·1 bath

Arlington Heights • Illinois

$249/ night(excl. fees & taxes)