Retro floating cabin on river backwaters. HOT TUB!
Retro floating cabin on river backwaters. HOT TUB!
Retro floating cabin on river backwaters. HOT TUB!
Retro floating cabin on river backwaters. HOT TUB!
Retro floating cabin on river backwaters. HOT TUB!

Retro floating cabin on river backwaters. HOT TUB!

2 bedrooms·1 bath
East Dubuque • Illinois
4.97(72 reviews)

$935.46 USD total for 3 nights

Sep 22 – 25, 2026

The Snug Owl is a dog friendly 400 sq ft tiny home on its own city lot located in a quiet neighborhood just 7.7 miles from Starved Rock State Park. Suitable for 2 adults and up to 2 dogs. No cats, please.
The Snug Owl view from the entry door. The entire tiny home is 20 ft by 20 ft and is the perfect size for 2 humans and 2 dogs who want to hike nearby Starved Rock and Matthiessen State Parks.
The Snug Owl has a steel fire pit for relaxing after hiking, eagle watching, antiquing, and wine tasting. A small bundle of firewood is provided at no charge.
Queen Stearns & Foster bed with a firm mattress in the sleep area. Cool weather bedding includes cotton sheets and a warm duvet with extra blankets. Each side of the bed has a nightstand and power outlets.
Light and bright kitchen in shades of cream and gray with stainless steel accents and appliances. Coffee is provided for the drip coffeemaker and there is an electric water kettle for tea.

Snug Owl Cottage - Starved Rock Dog Friendly Home

1 bedroom·1 bath
La Salle • Illinois
4.99(293 reviews)

$440.13 USD total for 3 nights

Sep 28 – Oct 1, 2026

Outdoor patio and hot tub.
Master bed with smart tv, fireplace, king bed, and walk in closet.
Full kitchen, including a dishwasher.
Stunning sunsets at the marina.
Wow! Unique floating cabin! HOT TUB!

Wow! Unique floating cabin! HOT TUB!

2 bedrooms·1 bath
East Dubuque • Illinois
5(8 reviews)

$1,462.44 USD total for 3 nights

Sep 22 – 25, 2026

Waterfront Studio Cabin-Hot Tub!
Waterfront Studio Cabin-Hot Tub!
Waterfront Studio Cabin-Hot Tub!
Waterfront Studio Cabin-Hot Tub!
Waterfront Studio Cabin-Hot Tub!

Waterfront Studio Cabin-Hot Tub!

1 bedroom·1 bath
East Dubuque • Illinois
5(3 reviews)

$886.96 USD total for 3 nights

Sep 27 – 30, 2026

Spanish Style Villa in the heart of Rockford
Walk into a cozy living room
Television featuring Netflix, Hulu and Amazon Prime available inside the armoire
Experience another world inside the backyard cantina
Enjoy the private hot tub with a nearby sitting area

Hidden Gem Spanish Style Villa

4 bedrooms·3 baths
Rockford • Illinois
4.98(313 reviews)

$1,032.00 USD total for 3 nights

Sep 22 – 25, 2026

* Traveler's Sanctuary 2 br/2ba, unit sf-home
* Traveler's Sanctuary 2 br/2ba, unit sf-home
* Traveler's Sanctuary 2 br/2ba, unit sf-home
* Traveler's Sanctuary 2 br/2ba, unit sf-home
* Traveler's Sanctuary 2 br/2ba, unit sf-home

* Traveler's Sanctuary 2 br/2ba, unit sf-home

2 bedrooms·2 baths
Roscoe • Illinois
4.99(320 reviews)

$502.20 USD total for 3 nights

Sep 28 – Oct 1, 2026

Studio #2 w/Waterfront view-HOT TUB-massage chair image 1
Studio #2 w/Waterfront view-HOT TUB-massage chair image 2
Studio #2 w/Waterfront view-HOT TUB-massage chair image 3
Studio #2 w/Waterfront view-HOT TUB-massage chair image 4
Studio #2 w/Waterfront view-HOT TUB-massage chair image 5

Studio #2 w/Waterfront view-HOT TUB-massage chair

1 bedroom·1 bath
East Dubuque • Illinois
5(4 reviews)

$715.28 USD total for 3 nights

Oct 18 – 21, 2026

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

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

2 bedrooms·1 bath
Chicago • Illinois
4.97(98 reviews)

$622.12 USD total for 3 nights

Sep 22 – 25, 2026

Space for relaxing and a table for everyone
Gourmet chef's kitchen & space for all!
Beautiful space for family vacation, girls getaways
MFL 2 West
MFL 2 West

MFL 2 West

3 bedrooms·2 baths
Chicago • Illinois
4.95(206 reviews)

$2,108.75 USD $1,822.03 USD total for 3 nights

Sep 22 – 25, 2026

Main Floor
Master Bedroom 2nd floor
Dining area
1500Main EVANSTON
Main Floor

1500Main EVANSTON

2 bedrooms·1½ baths
Evanston • Illinois
5(166 reviews)

$1,140.42 USD total for 4 nights

Oct 13 – 17, 2026

Beautifully home with 5 bedrooms image 1
LIving Room
Kitchen
Dining Table
Beautifully home with 5 bedrooms image 5

Beautiful home with 5 bedrooms

5 bedrooms·2 baths
Rockford • Illinois
4.95(56 reviews)

$867.75 USD total for 3 nights

Oct 20 – 23, 2026

Charming ranch home with vibrant fall views and glowing sunset curb appeal
*King bed *Outdoor Living *Sought-After Area
*King bed *Outdoor Living *Sought-After Area
Charming backyard lounge with cozy deck seating and private garden vibe
Cozy boho lounge with greenery, armchairs, and warm natural accents

*King bed *Outdoor Living *Sought-After Area

3 bedrooms·1½ baths
Northbrook • Illinois
5(130 reviews)

$1,418.00 USD total for 3 nights

Sep 27 – 30, 2026

Cute Cottage on the Bay
Cute Cottage on the Bay
Cute Cottage on the Bay
Cute Cottage on the Bay
Cute Cottage on the Bay

Cute Cottage on the Bay

2 bedrooms·1 bath
New Boston • Illinois
4.91(32 reviews)

$478.06 USD total for 3 nights

Sep 26 – 29, 2026

Hyde Park 2BR UChicago Medical Museums 20% OFF
Main Bedroom
Hyde Park 2BR UChicago Medical Museums 20% OFF
Hyde Park 2BR UChicago Medical Museums 20% OFF
Quick view of upstairs "half kitchen," middle of tile restoral. NOTE there is a microwave and induction burner, NO STOVE.

Hyde Park 2BR UChicago Medical Museums 20% OFF

2 bedrooms·1 bath
Chicago • Illinois
5(4 reviews)
$233/ night(excl. fees & taxes)
Spacious open 4 bedroom vacation rental loft
MFL 2 East
MFL 2 East
Skyline views
Brick & timber loft with full hight walls for privacy

MFL 2 East

4 bedrooms·3 baths
Chicago • Illinois
4.93(120 reviews)

$2,847.71 USD $2,450.16 USD total for 3 nights

Sep 22 – 25, 2026

Cute 2 br with King and Queen
Cute 2 br with King and Queen
Cute 2 br with King and Queen
Cute 2 br with King and Queen
Cute 2 br with King and Queen

Cute 2 br with King and Queen

2 bedrooms·1 bath
Park Forest • Illinois
4.95(20 reviews)
$119 – $199/ night(excl. fees & taxes)
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop

Modern Western Logan Square Flat Healy Metra Stop

2 bedrooms·1 bath
Chicago • Illinois
4.75(24 reviews)

$767.00 USD total for 3 nights

Sep 22 – 25, 2026

The Farmhouse at Red River Farms
The Farmhouse at Red River Farms
The Farmhouse at Red River Farms
The Farmhouse at Red River Farms
The Farmhouse at Red River Farms

The Farmhouse at Red River Farms

4 bedrooms·2 baths
Eureka • Illinois

$764.00 USD total for 3 nights

Sep 27 – 30, 2026

Fab space for the whole group!
MFL 3 East
Fully stocked chef's kitchen
MFL 3 East
MFL 3 East

MFL 3 East

4 bedrooms·4 baths
Chicago • Illinois
4.99(93 reviews)

$3,302.46 USD $2,836.70 USD total for 3 nights

Sep 22 – 25, 2026

Rockford Cascade Getaway image 1
Rockford Cascade Getaway image 2
Rockford Cascade Getaway image 3
Rockford Cascade Getaway image 4
Rockford Cascade Getaway image 5

Rockford Cascade Getaway

5 bedrooms·3 baths
Rockford • Illinois
5(25 reviews)

$1,009.75 USD total for 3 nights

Sep 22 – 25, 2026

Family&Pet Friendly-No Stairs-Kingbeds-Peaceful. image 1
Gather, dine and unwind. Kids are welcome at the table too!
Cook , connect and savor meals ina space where modern kitchen meets no fuss chilling.
Dream in king sized comfort, along with the convenience of an ensuite
Unpack without having to reach for the floor with the luggage racks. Connect your laptop to the provided monitor for work with a corner desk and ergonomic chair.

Single-Family Home. Fully Furnished

3 bedrooms·2 baths
Minooka • Illinois
5(16 reviews)

$1,935.00 USD total for 6 nights

Sep 22 – 28, 2026

Outside Front
Outside Front
Front Room / Library
Front Room / Library
Front Room

Our Murphy Home

3 bedrooms·1 bath
Murphysboro • Illinois
5(65 reviews)

$621.00 USD total for 3 nights

Sep 27 – 30, 2026

Cozy Bluebird Haven - Cozy & Clean near I-57
Cozy Bluebird Haven - Cozy & Clean near I-57
Cozy Bluebird Haven - Cozy & Clean near I-57
Cozy Bluebird Haven - Cozy & Clean near I-57
Cozy Bluebird Haven - Cozy & Clean near I-57

Cozy Bluebird Haven - Cozy & Clean near I-57

3 bedrooms·1 bath
Marion • Illinois
5(5 reviews)

$816.41 USD total for 3 nights

Sep 22 – 25, 2026

Spacious family home, Hot tub image 1
Spacious family home, Hot tub image 2
Spacious family home, Hot tub image 3
Spacious family home, Hot tub image 4
Spacious family home, Hot tub image 5

Spacious family home, Hot tub

6 bedrooms·4 baths
Rockford • Illinois
5(7 reviews)

$3,100.00 USD total for 3 nights

Sep 27 – 30, 2026