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)

$ 1.284,00 USD totaal voor 3 nachten

13–16 nov 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/ nacht(excl. kosten & belastingen)
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)

$ 2.333,29 USD $ 2.014,36 USD totaal voor 3 nachten

12–15 nov 2026

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)

$ 499,10 USD totaal voor 3 nachten

12–15 nov 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 totaal voor 3 nachten

29 nov – 2 dec 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 totaal voor 6 nachten

12–18 nov 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)

$ 3.277,47 USD $ 2.816,88 USD totaal voor 3 nachten

12–15 nov 2026

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

Our Murphy Home

3 bedrooms·1 bath
Murphysboro • Illinois
5(66 reviews)

$ 621,00 USD totaal voor 3 nachten

15–18 nov 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/ nacht(excl. kosten & belastingen)
Chicago Townhome with Roof Deck image 1
Chicago Townhome with Roof Deck image 2
Chicago Townhome with Roof Deck image 3
Chicago Townhome with Roof Deck image 4
Chicago Townhome with Roof Deck image 5

Chicago Townhome with Roof Deck

3 bedrooms·3 baths
Chicago • Illinois
5(43 reviews)

$ 840,00 USD totaal voor 3 nachten

15–18 nov 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)

$ 1.239,75 USD totaal voor 3 nachten

12–15 nov 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
4.92(25 reviews)

$ 607,48 USD totaal voor 3 nachten

12–15 nov 2026

Large Cozy 3BR near UChicago Medical Midway Museum
Living Room
Main bedroom from desk area
Second bedroom -- a headboard has been added (didn't get a picture of that yet).
Third bedroom, desk and closet

Large Cozy 3BR near UChicago Medical Midway Museum

3 bedrooms·1 bath
Chicago • Illinois
5(8 reviews)
$349/ nacht(excl. kosten & belastingen)
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)

$ 1.190,28 USD totaal voor 3 nachten

12–15 nov 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 totaal voor 3 nachten

12–15 nov 2026

Private entrance to Cottage
Peaceful surroundings on 150+ year old farm
The Cottage at Rendleman Orchards
Entrance to the Cottage
An Instagram dream

The Cottage at Rendleman Orchards

2 bedrooms·1 bath
Alto Pass • Illinois
5(6 reviews)

$ 723,21 USD totaal voor 3 nachten

15–18 nov 2026

The Perfect Getaway image 1
The Perfect Getaway image 2
The Perfect Getaway image 3
The Perfect Getaway image 4
The Perfect Getaway image 5

The Perfect Getaway

3 bedrooms·2 baths
Belleville • Illinois
4.71(7 reviews)

$ 1.072,25 USD totaal voor 3 nachten

12–15 nov 2026

Welcome to Green Acres!
Main floor layout
Fire pit with seating
Dining room and kitchen
Cozy outdoor space

Green Acres

3 bedrooms·3 baths
Carbondale • Illinois
5(1 review)

$ 869,76 USD totaal voor 3 nachten

5–8 dec 2026

Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

1 bedroom·1 bath
Chicago • Illinois
4.46(28 reviews)

$ 3.600,00 USD totaal voor 30 nachten

12 nov – 12 dec 2026

Waterfront Cottage/sauna/kayaks/firepit/dock image 1
Waterfront Cottage/sauna/kayaks/firepit/dock image 2
Waterfront Cottage/sauna/kayaks/firepit/dock image 3
Waterfront Cottage/sauna/kayaks/firepit/dock image 4
Waterfront Cottage/sauna/kayaks/firepit/dock image 5

Waterfront Cottage/sauna/kayaks/firepit/dock

1 bedroom·1 bath
Fox River Grove • Illinois
4.88(40 reviews)

$ 825,00 USD totaal voor 3 nachten

12–15 nov 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

$ 4.112,47 USD totaal voor 3 nachten

12–15 nov 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

$ 1.220,16 USD totaal voor 3 nachten

12–15 nov 2026

Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views

Apartment with breathtaking 360 degree views

3 bedrooms·3 baths
Chicago • Illinois

$ 2.090,00 USD totaal voor 5 nachten

12–17 nov 2026

Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)

Elmwood Park 2 BR Condo (Great for Kids!)

2 bedrooms·1 bath
Elmwood Park • Illinois

$ 4.348,57 USD totaal voor 30 nachten

12 nov – 12 dec 2026