Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

1 bedroom·1 bath
Chicago • Illinois
$85 – $266/ night(excl. fees & taxes)
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

1 bedroom·1 bath
Chicago • Illinois
$71 – $189/ night(excl. fees & taxes)
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace
King Bed • Private Backyard • Grill and Fireplace

King Bed • Private Backyard • Grill and Fireplace

5 bedrooms·2 baths
North Chicago • Illinois
$180 – $3,000/ night(excl. fees & taxes)
Living Room
Dining Room
Kitchen
Family Room
Family Room

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

4 bedrooms·3 baths
Western Springs • Illinois
$185/ night(excl. fees & taxes)
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests

Work, Explore, Rest | Ideal for Solo Guests

1 bedroom·2 baths
Chicago • Illinois
$2,000/ night(excl. fees & taxes)
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo

Elmwood Park 2 BR Condo

2 bedrooms·1 bath
Elmwood Park • Illinois
$73 – $180/ night(excl. fees & taxes)
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo

Elmwood Park Remodeled Studio Condo

1 bedroom·1 bath
Elmwood Park • Illinois
$94 – $150/ night(excl. fees & taxes)
Private deck with fire table, seating, BBQ grill, hot tub, and glowing café lights—perfect for relaxing nights outdoors.
The onsite pickleball court has a Sport Court surface and is shared with the guests in the Cabin. Deer frequently pass by the court.
Relax by the fire table in the gazebo.
The corn hole boards have LED lighting that make playing at dusk more exciting.
Shared Space: Bond and laugh over some board games.

Deer Run Guest Quarters

1 bedroom·1 bath
Yorkville • Illinois
5(1 review)

$1,001.70 USD $970.39 USD total for 3 nights

Sep 24 – 27, 2026

Wind down under the cozy lighting at the end of your day. Relax in the hot tub or gather around the fire table.
Regulation size pickleball court with Sport Court surface is only shared with guests who book the Guest Quarters.
The LED lights on the corn hole boards can make playing in the evening more adventurous.
Warning! Playing these games may cause competitive natures to rise and may lead to tears and belly aches from too much laughing.
View down from the top of the stairs.Caution! Top step is more shallow than other steps.

Deer Run Log Cabin

3 bedrooms·2 baths
Yorkville • Illinois

$1,645.57 USD $1,554.23 USD total for 3 nights

Sep 24 – 27, 2026

Regulation size pickleball court with Sport Court surface on site!
Unwind on the deck under the cafe lights or around the fire pit.
There is plenty of comfortable seating so everyone in your group can have a seat without crowding each other. There are even throw blankets and pillows for additional comfort.
Relax in the 7-person hot tub under the cafe lights at night.
Everyone in your group can sit around the table together as it seats up to 12 people. There are also 2 additional seats at the kitchen island..

Deer Run Lodge

4 bedrooms·3 baths
Yorkville • Illinois
5(1 review)

$2,695.14 USD $2,538.05 USD total for 3 nights

Sep 24 – 27, 2026

Beautiful living room
Beautiful new table
Primary bedroom with memory foam king bed
Screened in porch with propane fire pit
Beautiful living room

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

3 bedrooms·3 baths
Galena • Illinois
5(34 reviews)

$2,226.00 USD total for 3 nights

Oct 6 – 9, 2026

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

Cozy 2 Bed/1 Bath Unit
Cozy 2 Bed/1 Bath Unit
Cozy 2 Bed/1 Bath Unit
Cozy 2 Bed/1 Bath Unit
Cozy 2 Bed/1 Bath Unit

Cozy 2 Bed/1 Bath Unit

2 bedrooms·1 bath
Peoria • Illinois

$3,600.00 USD $3,000.00 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
Backyard
Bedroom 1
Bedroom 1

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)
Motorcycle bar in the "Secret" room
Inviting living room, gas fireplace, frame smart TV
Fun basement bar! Snow cone machine, cotton candy machine
Community pool- 8 min drive away, open year round
Primary bedroom, king bed, main floor with ensuite bedroom

Galena Haven Hideaway

4 bedrooms·4½ baths
Galena • Illinois
$700/ 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)