Location

Dates

Guests

Vacation rentals in Illinois

Cozy lounge with fireplace, smart TV, games & sunny windows

Bright entry with natural light and easy access to covered outdoor patio

Bright, cozy living room with fireplace, TV, and plenty of seating

Bright full bath with tub/shower, warm lighting, and stylish shelf accents

Sunny, stylish living room with hardwood floors and cozy seating

Theater Nights, Game Room & Balcony Delights

3 bedrooms·1 bath

Rockford • Illinois

$626.36 USD total for 3 nights

Oct 28 – 31, 2026

Whispering Waters Riverside

Whispering Waters Riverside

Whispering Waters Riverside

Whispering Waters Riverside

Whispering Waters Riverside

Whispering Waters Riverside

1 bedroom·1 bath

Rockford • Illinois

$3,054.00 USD total for 30 nights

Sep 22 – Oct 22, 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

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 a peaceful evening roasting smores, enjoying the lake and just relaxing by the water.

Comfortable living room with gorgeous lake views

Bed 1 | 2nd Floor | Queen bed

Elevated deck with spectacular views

Lake Shore Cottage- Decatur, IL

Lake Shore Cottage- Decatur, IL

3 bedrooms·2½ baths

Decatur • Illinois

5(16 reviews)

$728.23 USD total for 3 nights

Sep 22 – 25, 2026

Secluded | Quiet | Wooded

Hot tub lighting

So much character

Bed 1 | 2nd Floor | Queen Size

Tucked away yet convenient to restaurants, hiking and shops

Hidden Grove- Heyworth, IL

2 bedrooms·1 bath

Heyworth • Illinois

5(3 reviews)

$229 – $614/ night(excl. fees & taxes)

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

Sheers on living room windows for light and privacy

Park Views on Walnut- Bloomington, IL

Park Views on Walnut- Bloomington, IL

Ceiling fan provided

Park Views on Walnut- Bloomington, IL

Park Views on Walnut- Bloomington, IL

1 bedroom·0 baths

Bloomington • Illinois

$99 – $223/ night(excl. fees & taxes)

Hidden Grove is a magical place. A calm, resorative space great for relaxing, disconnecting from every day stresses and connecting with loved ones.

Magical patio area featuring an easy light propane fire table and comfortable lounge seating plus edison lighting for evening chill time.

Hidden Grove- Heyworth, IL

Vaulted ceilings for a charming and unforgettable stay

Hot tub lighting

Hidden Grove- Heyworth, IL

2 bedrooms·1 bath

Heyworth • Illinois

5(20 reviews)

$812.53 USD total for 3 nights

Sep 27 – 30, 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)

★ "This Airbnb is a gem! I’d highly recommend this spot—100%!"

LUXE Vintage Green Loft 10min to Downtown, Beach

[Bedroom #2] Queen bed, workspace & baby play pen

LUXE Vintage Green Loft 10min to Downtown, Beach

[Bedroom #1] King bed, stocked mini fridge & baby crib

LUXE Vintage Green Loft 10min to Downtown, Beach

3 bedrooms·3 baths

Chicago • Illinois

$231 – $1,595/ night(excl. fees & taxes)

Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!

Movie Room, Garden Oasis in Central Manor

Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!

check out what people are saying!

Enjoy the natural light, and artwork while enjoying your stay in Chicago!

Movie Room, Garden Oasis in Central Manor

3 bedrooms·2 baths

Chicago • Illinois

$196 – $1,426/ 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)

Imagine enjoying your Chicago vacation in this comfortably furnished living room, equipped with a 80-inch smart TV, you will be able to enjoy movie nights, sports games, and more with family & friends. Comes with Netflix included.

Central | BBQ Deck | Family-Friendly Pueblo Magíco

Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!

Central | BBQ Deck | Family-Friendly Pueblo Magíco

Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!

Central | BBQ Deck | Family-Friendly Pueblo Magíco

5 bedrooms·2 baths

Chicago • Illinois

$244 – $1,598/ night(excl. fees & taxes)

Mid Century Modern Vibes! Propane fireplace! Listen to records! Enjoy nature around you!

Living room space with smart TVs, radio, record player

Private Hot tub- Use year round! No views of other homes. 6 person, wonderful jets!

Queen Bedroom with attached bathroom

Memory Foam, King Bed with views of nature!

Galena Haven Tree House

2 bedrooms·2 baths

Galena • Illinois

$250 – $410/ night(excl. fees & taxes)

Hells Branch Hideaway at Apple Canyon Lake

Hells Branch Hideaway at Apple Canyon Lake

Hells Branch Hideaway at Apple Canyon Lake

4 bedrooms·3 baths

Apple Canyon Lake • Illinois

$1,620.88 USD total for 3 nights

Sep 26 – 29, 2026

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

All 3 Cabins at Sunrise Hill

5 bedrooms·3 baths

Makanda • Illinois

$1,982.02 USD total for 3 nights

Oct 19 – 22, 2026

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

Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

3 bedrooms·1 bath

Chicago • Illinois

$93 – $98/ night(excl. fees & taxes)

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)

Hot tub- private backs up to woods

Beautiful living room

Owners club pool- gorgeous indoor, year round pool.

Primary bedroom with memory foam king bed, TV, connects to bathroom

Bunk room- full over full bunks with steps

Galena Haven Cabin

3 bedrooms·3 baths

Galena • Illinois

$221 – $900/ night(excl. fees & taxes)