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

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

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

Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta

Stunning Lake house on peaceful Sta

5 bedrooms·2½ baths
Ingleside • Illinois
4.86(22 reviews)

$3,582.32 USD total for 5 nights

Oct 12 – 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

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)
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

Step into serenity at our welcoming retreat. Follow detailed check-in directions to unlock the smart lock for secure access. Relax in the cozy living room with a 30" Smart TV and a collection of board games. Outside, unwind in the serene backyard.
Discover local gems in our custom guidebook. Outside, find tranquility in the serene backyard oasis. Entertain in the lower-level living room, complete with a 55" Smart TV, kitchenette, and study desk. The sofa can also be used for sleeping space.
Unwind in our inviting sanctuary. Seamless check-in with detailed instructions and a smart lock. Cozy up in the relaxing living room, equipped with a 30" Smart TV and a selection of board games. Step outside to a tranquil backyard with a pergola.
Step into tranquility with seamless check-in and a smart lock. Explore local treasures with our custom guidebook. Outside, unwind in the serene backyard oasis, complete with a pergola, fire-pit, outdoor gas grill, and picnic table dining.
Discover local gems in our custom guidebook. Outside, find tranquility in the serene backyard oasis. Entertain in the lower-level living room, complete with a 55" Smart TV, kitchenette, and study desk. The sofa can also be used for sleeping space.

Artistic Stay near Hyde Park: 2 Living, Courtyard

3 bedrooms·2½ baths
Chicago • Illinois
5(92 reviews)

$924.00 USD total for 3 nights

Oct 4 – 7, 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

4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 bedrooms·2 baths
Chicago • Illinois
$187 – $2,000/ night(excl. fees & taxes)
Cozy up in your own private cinema, thoughtfully designed for relaxed evenings and unforgettable movie nights. With stunning 4K visuals and immersive Dolby speakers, it’s the perfect escape into your favorite films.
A vibrant, retro-style space buzzing with energy—perfect for friendly competition and late-night fun. The glowing lights and arcade charm make it a favorite hangout for guests of all ages.
Theater • Game Room • Gym • Firepit • 4BR Home
🍽️ Outdoor dining set
Stay active with a sleek indoor gym designed for convenience and style. Perfect for quick workouts or full sessions, it’s fitness reimagined at home.

Theater • Game Room • Gym • Firepit • 4BR Home

4 bedrooms·2 baths
Chicago • Illinois
$94 – $3,000/ night(excl. fees & taxes)
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb
Cozy Home Sleeps 10 Lombard Chicago Suburb

Cozy Home Sleeps 10 Lombard Chicago Suburb

3 bedrooms·2 baths
Lombard • Illinois
$91 – $452/ night(excl. fees & taxes)
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater

7 bedrooms·3 baths
Chicago • Illinois
$338 – $3,000/ night(excl. fees & taxes)
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

2 bedrooms·1 bath
Chicago • Illinois
$82 – $3,000/ night(excl. fees & taxes)
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

8 bedrooms·3 baths
Chicago • Illinois
$280 – $3,000/ 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)