Location

Dates

Guests

Vacation rentals in Illinois

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

Mar 1 – 4, 2027

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 $728.57 USD total for 3 nights

Nov 8 – 11, 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

Apr 1 – 4, 2027

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

Nov 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(322 reviews)

$545.40 USD total for 3 nights

Nov 13 – 16, 2026

The porch is a comfortable place to relax and enjoy the view.

Peaceful, cozy cabin

All seasons are gorgeous here, but there's something so inviting about a cabin in the snow.

Fully appointed kitchen with beautiful cabinets.

The breakfast bar adds extra seating for meals without taking up space in the cabin.

Lazy Oak Retreat

2 bedrooms·1 bath

Jerseyville • Illinois

4.96(208 reviews)

$450.00 USD total for 3 nights

Nov 10 – 13, 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)

$491.73 USD total for 3 nights

Nov 9 – 12, 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)

$2,256.65 USD total for 5 nights

Nov 6 – 11, 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(135 reviews)

$1,492.00 USD total for 3 nights

Nov 19 – 22, 2026

Beautifully home with 5 bedrooms image 1

Beautifully home with 5 bedrooms image 5

Beautiful home with 5 bedrooms

5 bedrooms·2 baths

Rockford • Illinois

4.95(56 reviews)

$1,212.75 USD total for 3 nights

Nov 6 – 9, 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

Nov 8 – 11, 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

4.9(106 reviews)

$1,465.00 USD total for 3 nights

Nov 6 – 9, 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

Nov 6 – 12, 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)

$1,239.75 USD total for 3 nights

Nov 6 – 9, 2026

Front Room / Library

Front Room / Library

Our Murphy Home

3 bedrooms·1 bath

Murphysboro • Illinois

5(66 reviews)

$621.00 USD total for 3 nights

Nov 15 – 18, 2026

Bright and inviting living room with a spacious sectional sofa, perfect for relaxing after a day of exploring Chicago. Floor-to-ceiling mirrored walls create an open, airy feel, while large windows fill the space with natural light.

3BR Vintage Apt • Back Yard• Walk to McKinley Park image 2

3BR Vintage Apt • Back Yard• Walk to McKinley Park image 3

Hand-painted vine and fruit mural along the upper wall near the ceiling, adding a distinctive decorative accent to the space.

3BR Vintage Apt • Back Yard• Walk to McKinley Park

3BR Vintage Apt • Back Yard• Walk to McKinley Park

3 bedrooms·1 bath

Chicago • Illinois

5(24 reviews)

$646.25 USD total for 3 nights

Nov 8 – 11, 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)

$1,019.15 USD total for 3 nights

Nov 6 – 9, 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

Nov 6 – 9, 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

$4,040.74 USD total for 3 nights

Nov 6 – 9, 2026

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

$2,177.92 USD total for 3 nights

Nov 6 – 9, 2026

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

$1,173.01 USD total for 3 nights

Nov 6 – 9, 2026

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

$1,214.01 USD total for 3 nights

Nov 6 – 9, 2026

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

$4,957.63 USD total for 3 nights

Nov 6 – 9, 2026