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Results: 711 Rentals

  • Sonder | Six Points | Stunning 2BR
    From $137 per night (USD)

    HomeAway

    Sonder | Six Points | Stunning 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $137 per night (USD)

    HomeAway

    Details
  • Sonder | The Western | Spacious 2BR + Rooftop
    From $142 per night (USD)

    VRBO

    Sonder | The Western | Spacious 2BR + Rooftop

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $142 per night (USD)

    VRBO

    Details
  • Sonder | North Wells | Chic 3BR
    From $183 per night (USD)

    HomeAway

    Sonder | North Wells | Chic 3BR

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $183 per night (USD)

    HomeAway

    Details
  • Sonder | Six Points | Sunny 1BR
    From $107 per night (USD)

    VRBO

    Sonder | Six Points | Sunny 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $107 per night (USD)

    VRBO

    Details
  • Sonder | Lincoln Park Zoo | Chic 2BR
    From $134 per night (USD)

    HomeAway

    Sonder | Lincoln Park Zoo | Chic 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    HomeAway

    Details
  • Sonder | Fullerton | Charming 3BR
    From $156 per night (USD)

    VRBO

    Sonder | Fullerton | Charming 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $156 per night (USD)

    VRBO

    Details
  • Sonder | Wrightwood Park | Spacious 3BR + Parking
    From $123 per night (USD)

    HomeAway

    Sonder | Wrightwood Park | Spacious 3BR + Parking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $123 per night (USD)

    HomeAway

    Details
  • Sonder | Six Points | Lovely 2BR
    From $131 per night (USD)

    VRBO

    Sonder | Six Points | Lovely 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $131 per night (USD)

    VRBO

    Details
  • Sonder | Wrightwood Park | Modern 2BR
    From $131 per night (USD)

    HomeAway

    Sonder | Wrightwood Park | Modern 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $131 per night (USD)

    HomeAway

    Details
  • Chicago Guest House | Charm & Character You Won't Find Anywhere Else | 2b-1b
    From $150 per night (USD)

    VRBO

    Chicago Guest House | Charm & Character You Won't Find Anywhere Else | 2b-1b

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Chicago Guest House in Lakeview | Wrigleyville! Whether you are a business or leisure traveler, looking for a ...

    From $150 per night (USD)

    VRBO

    Details
  • Sonder | West Belmont | Charming 2BR
    From $129 per night (USD)

    HomeAway

    Sonder | West Belmont | Charming 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $129 per night (USD)

    HomeAway

    Details
  • Sonder | West Belmont | Beautiful 3BR
    From $155 per night (USD)

    VRBO

    Sonder | West Belmont | Beautiful 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $155 per night (USD)

    VRBO

    Details
  • Sonder | Burton Place | Stunning 4BR + Rooftop
    From $193 per night (USD)

    HomeAway

    Sonder | Burton Place | Stunning 4BR + Rooftop

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $193 per night (USD)

    HomeAway

    Details
  • Sonder | Restaurant Row | Desirable 2BR + Balcony
    From $137 per night (USD)

    VRBO

    Sonder | Restaurant Row | Desirable 2BR + Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $137 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Modern 3BR + Gym
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Modern 3BR + Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | Wrightwood Park | Sunny 3BR + Parking
    From $123 per night (USD)

    VRBO

    Sonder | Wrightwood Park | Sunny 3BR + Parking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $123 per night (USD)

    VRBO

    Details
  • Sonder | The Belmont | Charming 4BR
    From $145 per night (USD)

    HomeAway

    Sonder | The Belmont | Charming 4BR

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $145 per night (USD)

    HomeAway

    Details
  • Sonder | Wrightwood Park | Bright 2BR + Terrace
    From $142 per night (USD)

    VRBO

    Sonder | Wrightwood Park | Bright 2BR + Terrace

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $142 per night (USD)

    VRBO

    Details
  • Sonder | Wrightwood Park | Charming 2BR + Balcony
    From $139 per night (USD)

    HomeAway

    Sonder | Wrightwood Park | Charming 2BR + Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $139 per night (USD)

    HomeAway

    Details
  • Sonder | The Ada | Stunning 5BR + Terrace
    From $241 per night (USD)

    VRBO

    Sonder | The Ada | Stunning 5BR + Terrace

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $241 per night (USD)

    VRBO

    Details
  • Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!
    From $100 per night (USD)

    HomeAway

    Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in Evanston and a short walk from Evanston's Central Street Business District, and scenic Lake Michigan beaches, ...

    From $100 per night (USD)

    HomeAway

    Details
  • Sonder | 943 Crosby | Quaint 2BR
    From $134 per night (USD)

    VRBO

    Sonder | 943 Crosby | Quaint 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth |  Quaint 1BR + Gym
    From $106 per night (USD)

    HomeAway

    Sonder | The Plymouth | Quaint 1BR + Gym

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $106 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Central 3BR + Gym
    From $154 per night (USD)

    VRBO

    Sonder | The Plymouth | Central 3BR + Gym

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    VRBO

    Details
  • Sonder | The Western | Lively 1BR + Rooftop
    From $108 per night (USD)

    HomeAway

    Sonder | The Western | Lively 1BR + Rooftop

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $108 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Desirable 2BR + Rooftop
    From $134 per night (USD)

    VRBO

    Sonder | The Plymouth | Desirable 2BR + Rooftop

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Restful 4BR + Gym
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Restful 4BR + Gym

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Pristine 4BR + Rooftop
    From $187 per night (USD)

    VRBO

    Sonder | The Plymouth | Pristine 4BR + Rooftop

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    VRBO

    Details
  • Sonder | Six Points | Incredible 2BR
    From $142 per night (USD)

    HomeAway

    Sonder | Six Points | Incredible 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $142 per night (USD)

    HomeAway

    Details
  • Sonder | Wrightwood Park | Bright 2BR + Balcony
    From $134 per night (USD)

    VRBO

    Sonder | Wrightwood Park | Bright 2BR + Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Eclectic 4BR + Rooftop
    From $187 per night (USD)

    HomeAway

    Sonder | The Plymouth | Eclectic 4BR + Rooftop

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    HomeAway

    Details
  • Sonder | The Western | Lovely 2BR + Rooftop
    From $142 per night (USD)

    VRBO

    Sonder | The Western | Lovely 2BR + Rooftop

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $142 per night (USD)

    VRBO

    Details
  • Sonder | Damen Apartment | Bright 2BR + Balcony
    From $142 per night (USD)

    HomeAway

    Sonder | Damen Apartment | Bright 2BR + Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $142 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Exceptional 4BR + Gym
    From $187 per night (USD)

    VRBO

    Sonder | The Plymouth | Exceptional 4BR + Gym

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Superior 4BR + Gym
    From $187 per night (USD)

    HomeAway

    Sonder | The Plymouth | Superior 4BR + Gym

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Classic 4BR + Gym
    From $187 per night (USD)

    VRBO

    Sonder | The Plymouth | Classic 4BR + Gym

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Contemporary 4BR + Gym
    From $187 per night (USD)

    HomeAway

    Sonder | The Plymouth | Contemporary 4BR + Gym

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Spacious 4BR + Gym
    From $187 per night (USD)

    VRBO

    Sonder | The Plymouth | Spacious 4BR + Gym

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Central 3BR + Rooftop
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Central 3BR + Rooftop

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Bright 2BR + Gym
    From $134 per night (USD)

    VRBO

    Sonder | The Plymouth | Bright 2BR + Gym

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Calming 2BR + Gym
    From $85 per night (USD)

    HomeAway

    Sonder | The Plymouth | Calming 2BR + Gym

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $85 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Stylish 2BR + Gym
    From $85 per night (USD)

    VRBO

    Sonder | The Plymouth | Stylish 2BR + Gym

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $85 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Original 3BR + Rooftop
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Original 3BR + Rooftop

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Central 3BR + Gym
    From $154 per night (USD)

    VRBO

    Sonder | The Plymouth | Central 3BR + Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Unique 3BR + Gym
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Unique 3BR + Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Contemporary 3BR + Gym
    From $154 per night (USD)

    VRBO

    Sonder | The Plymouth | Contemporary 3BR + Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Cozy 3BR + Gym
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Cozy 3BR + Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Stylish 3BR + Rooftop
    From $154 per night (USD)

    VRBO

    Sonder | The Plymouth | Stylish 3BR + Rooftop

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Cozy  2BR + Rooftop
    From $134 per night (USD)

    HomeAway

    Sonder | The Plymouth | Cozy 2BR + Rooftop

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Calming 2BR + Rooftop
    From $134 per night (USD)

    VRBO

    Sonder | The Plymouth | Calming 2BR + Rooftop

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Spacious 4BR + Rooftop
    From $187 per night (USD)

    HomeAway

    Sonder | The Plymouth | Spacious 4BR + Rooftop

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Natural 2BR + Gym
    From $85 per night (USD)

    VRBO

    Sonder | The Plymouth | Natural 2BR + Gym

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $85 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Stylish 3BR + Gym
    From $154 per night (USD)

    HomeAway

    Sonder | The Plymouth | Stylish 3BR + Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    HomeAway

    Details
  • Sonder | The Plymouth | Tasteful 2BR + Gym
    From $134 per night (USD)

    VRBO

    Sonder | The Plymouth | Tasteful 2BR + Gym

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $134 per night (USD)

    VRBO

    Details
  • Sonder | The Plymouth | Vibrant 2BR + Rooftop
    From $1599 per night (USD)

    HomeAway

    Sonder | The Plymouth | Vibrant 2BR + Rooftop

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $1599 per night (USD)

    HomeAway

    Details
  • Stan Mansion Suite - In Chicago (Logan Square)
    From $250 per night (USD)

    VRBO

    Stan Mansion Suite - In Chicago (Logan Square)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Property Location With a stay at this condo in Chicago (Logan Square), you'll be within a 15-minute drive of DePaul Un ...

    From $250 per night (USD)

    VRBO

    Details
  • Sonder | The Western | Bright 1BR + Rooftop
    From $108 per night (USD)

    HomeAway

    Sonder | The Western | Bright 1BR + Rooftop

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $108 per night (USD)

    HomeAway

    Details
  • Lincoln’s Loft - Upper Unit - Downtown Lincoln, IL
    From $10 per night (USD)

    VRBO

    Lincoln’s Loft - Upper Unit - Downtown Lincoln, IL

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    8

    Lincoln's Loft is a beautifully renovated loft apartment in downtown Lincoln, IL that was completed in June of 2018. Lin ...

    From $10 per night (USD)

    VRBO

    Details
  • MEDICAL STAFF 50% off. 4 Bedrooms available.
    From $275 per night (USD)

    HomeAway

    MEDICAL STAFF 50% off. 4 Bedrooms available.

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    14

    Please inquire about the best deals and additional options. 3 night minimum stay required to get the rates advertised. ...

    From $275 per night (USD)

    HomeAway

    Details
  • Stay in a Stylish and Bright Home near Oak Park with Easy Access to Downtown
    From $118 per night (USD)

    VRBO

    Stay in a Stylish and Bright Home near Oak Park with Easy Access to Downtown

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    **Please note, we are taking Coivd-19 very seriously for the safety of our guests and our family. Please be assured the ...

    From $118 per night (USD)

    VRBO

    Details
  • Chicago Guest House  | Discover Vibrant Wrigleyville From This Captivating Home!
    From $150 per night (USD)

    HomeAway

    Chicago Guest House | Discover Vibrant Wrigleyville From This Captivating Home!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Welcome to Chicago Guest House: Luxury Chicago Vacation Rentals In Wrigleyville Lakeview's Wrigleyville is a lively an ...

    From $150 per night (USD)

    HomeAway

    Details
  • Resort Core Villa - Great Floorplan - Free Access to Owners Club w/Pool & Gym
    From $85 per night (USD)

    VRBO

    Resort Core Villa - Great Floorplan - Free Access to Owners Club w/Pool & Gym

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Our Creekwood View home is 9 minutes from the GTA Owners Club and 13 minutes to downtown Galena. This home is NOT pet fr ...

    From $85 per night (USD)

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    Details
  • Makanda Cabin w/Deck in Shawnee National Forest!
    From $145 per night (USD)

    HomeAway

    Makanda Cabin w/Deck in Shawnee National Forest!

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    4

    Sitting on top of a scenic hillside overlooking breathtaking meadows, this 2-bedroom, 1.5-bathroom Makanda vacation rent ...

    From $145 per night (USD)

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    Details
  • Hip & spacious 2BR in the heart of Wicker Park
    From $139 per night (USD)

    VRBO

    Hip & spacious 2BR in the heart of Wicker Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our home is on a quiet street in one the trendiest neighborhoods in the city. It's steps from great nightlife and great ...

    From $139 per night (USD)

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  • Townhome located near amenities.
    From $85 per night (USD)

    HomeAway

    Townhome located near amenities.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom (Queen and set of twins) kitchen, dining, back deck with charcoal grill, Living Room w/ cable TV, wooded in ba ...

    From $85 per night (USD)

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    Details
  • 1/2 mile to GTA Owners Club, Gas Fireplace, Year Round Hot Tub & Ping Pong
    From $221 per night (USD)

    VRBO

    1/2 mile to GTA Owners Club, Gas Fireplace, Year Round Hot Tub & Ping Pong

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Only 1/2 mile to the GTA Owners Club and 8 miles to Downtown Galena. This home is NOT pet friendly. Our Wagoner home w ...

    From $221 per night (USD)

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    Details
  • TREETOP VIEWS!! Outdoor Hot Tub, Ping Pong Table, Arcade Game, Fire Pit!
    From $188 per night (USD)

    HomeAway

    TREETOP VIEWS!! Outdoor Hot Tub, Ping Pong Table, Arcade Game, Fire Pit!

    Bedrooms:
    4.5
    Bathrooms:
    5
    Sleeps:
    12

    Our Eagle home is 1.5 miles from the GTA Owners Club and just 15 minutes to downtown Galena. This home is NOT pet frien ...

    From $188 per night (USD)

    HomeAway

    Details
  • New 3BR Residence Adjacent to Wrigley Field | Outdoo Patio | BBQ Grill
    From $209 per night (USD)

    VRBO

    New 3BR Residence Adjacent to Wrigley Field | Outdoo Patio | BBQ Grill

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

    Everything about this residence is top of the line, first class and immaculately clean. This is a designer decorated thr ...

    From $209 per night (USD)

    VRBO

    Details
  • Entire Home Cozy 2bed/2Bath in best neighborhood Lincoln Park near train station
    From $99 per night (USD)

    HomeAway

    Entire Home Cozy 2bed/2Bath in best neighborhood Lincoln Park near train station

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a cozy apartment very spacious with a very nice open living/dining area and it is easily accessible in the first ...

    From $99 per night (USD)

    HomeAway

    Details
  • Galena, IL: 1 Bedroom w/Fireplace, Jetted Tub, Resort Pool & Outdoor Activities
    From $143 per night (USD)

    VRBO

    Galena, IL: 1 Bedroom w/Fireplace, Jetted Tub, Resort Pool & Outdoor Activities

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ENHANCED CLEANING PROTOCOLS: We have implemented enhanced cleaning protocols and disinfecting measures, including the u ...

    From $143 per night (USD)

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    Details
  • On Humboldt Boulevard steps from The 606 stay in a Spacious and Sunny Place
    From $100 per night (USD)

    HomeAway

    On Humboldt Boulevard steps from "The 606" stay in a Spacious and Sunny Place

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located in Logan Square, one of Chicago's most popular neighborhoods, is our spacious 1500 sq. ft./140 sq. m. 3-bedroom ...

    From $100 per night (USD)

    HomeAway

    Details
  • Upscale Home on Quiet Dead End St. ~ HUGE Hot Tub, Pool Table, Fireplaces
    From $395 per night (USD)

    VRBO

    Upscale Home on Quiet Dead End St. ~ HUGE Hot Tub, Pool Table, Fireplaces

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    12

    Only 3 miles to the GTA Owners Club and 8 miles to Downtown Galena. This home is NOT pet friendly. This 5200 square fo ...

    From $395 per night (USD)

    VRBO

    Details
  • Retreat, Relax, Refresh in this cozy country home. 
Dixon Springs Cabins
    From $125 per night (USD)

    HomeAway

    Retreat, Relax, Refresh in this cozy country home. Dixon Springs Cabins

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Enjoy all that Southern Illinois has to offer in this newly remodeled house. Whether you’re sitting on the front porch, ...

    From $125 per night (USD)

    HomeAway

    Details
  • BRIGHT AND SPACIOUS VICTORIAN IN CENTRAL OAK PARK
    From $75 per night (USD)

    VRBO

    BRIGHT AND SPACIOUS VICTORIAN IN CENTRAL OAK PARK

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This Queen Anne home built in 1876 is located in the heart of Oak Park, just a few minutes walk to Frank Lloyd Wright ho ...

    From $75 per night (USD)

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    Details
  • Walk To The Beach Or Golf Course From This Luxury 3-Story Home!
    From $174 per night (USD)

    HomeAway

    Walk To The Beach Or Golf Course From This Luxury 3-Story Home!

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    12

    This home sleeps 12 guests in 4 bedrooms and 8 beds. Our 8 seat dining table is perfect for holiday dinners, with 4 more ...

    From $174 per night (USD)

    HomeAway

    Details
  • Large Vintage 3-BR In Historic Buena Park Section Of Chicago - Great Value!!
    From $134 per night (USD)

    VRBO

    Large Vintage 3-BR In Historic Buena Park Section Of Chicago - Great Value!!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    This property is located on a beautiful tree-lined block of Buena Park, a historic area in the southeast corner of Chica ...

    From $134 per night (USD)

    VRBO

    Details
  • Lakeview East/Wrigley/Boystown/Lake Michigan
    From $299 per night (USD)

    HomeAway

    Lakeview East/Wrigley/Boystown/Lake Michigan

    Bedrooms:
    3.5
    Bathrooms:
    5
    Sleeps:
    8

    Wonderful luxury single family home with 4 levels of living space. NOT A CONDO. Large back yard with stone patio and d ...

    From $299 per night (USD)

    HomeAway

    Details
  • Wrigleyville Inn, Beautiful Modern 1 Bedroom, Steps from Wrigley Field
    From $209 per night (USD)

    VRBO

    Wrigleyville Inn, Beautiful Modern 1 Bedroom, Steps from Wrigley Field

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Recently built from the ground up and featured on the Travel Channel, you will love our beautifully furnished one-bedroo ...

    From $209 per night (USD)

    VRBO

    Details
  • HAVANA CABANA ON THE BEACH!!
    From $20 per night (USD)

    HomeAway

    HAVANA CABANA ON THE BEACH!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    A 1920's cabin built on Matanza Beach. Come put your toes in the sand in CENTRAL ILLINOIS!! 2 bedroom 1 bath home with y ...

    From $20 per night (USD)

    HomeAway

    Details
  • Sleeps 14!!  Brook Lane~Secluded Country Home~2 Fireplaces~4 Stories!!**
    From $296 per night (USD)

    VRBO

    Sleeps 14!! Brook Lane~Secluded Country Home~2 Fireplaces~4 Stories!!**

    Bedrooms:
    5.5
    Bathrooms:
    6
    Sleeps:
    14

    This large home is approximately 7 miles or 15 minutes to downtown Galena. It's a perfect setting for your next getaway ...

    From $296 per night (USD)

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  • 4BD, HOT TUB, GAME ROOM, FIREPIT, ACROSS FROM POOL
    From $145 per night (USD)

    HomeAway

    4BD, HOT TUB, GAME ROOM, FIREPIT, ACROSS FROM POOL

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    10

    4 bedroom, 3.5 bath, 3 levels, cable tv/dvd, WIFI, firepit, sofa sleeper, air hockey, pool table, basketball game, shuff ...

    From $145 per night (USD)

    HomeAway

    Details
  • Huge 5 BR Home * Private Yard * Walk Everywhere * Parking for 3 Cars
    From $225 per night (USD)

    VRBO

    Huge 5 BR Home * Private Yard * Walk Everywhere * Parking for 3 Cars

    Bedrooms:
    4.5
    Bathrooms:
    5
    Sleeps:
    24

    Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this th ...

    From $225 per night (USD)

    VRBO

    Details
  • Retreat on Roscoe: a 3 Bed 2.5 bath condo located in Roscoe Village
    From $99 per night (USD)

    HomeAway

    Retreat on Roscoe: a 3 Bed 2.5 bath condo located in Roscoe Village

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    10

    A brand new condo located in Chicago's Roscoe Village Neighborhood. Conveniently located a few blocks from the brown li ...

    From $99 per night (USD)

    HomeAway

    Details
  • Spacious 3 Br Downtown ♥ Parking and Private Sunroom ♥ Rare ♥ Amazing Location
    From $150 per night (USD)

    VRBO

    Spacious 3 Br Downtown ♥ Parking and Private Sunroom ♥ Rare ♥ Amazing Location

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    16

    Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this tw ...

    From $150 per night (USD)

    VRBO

    Details
  • 55 4KTV* FAST WIFI* QUEEN BED * Walkscore 96* OFFICE DESK* OUTDOOR SPORTS*
    From $75 per night (USD)

    HomeAway

    55" 4KTV* FAST WIFI* QUEEN BED * Walkscore 96* OFFICE DESK* OUTDOOR SPORTS*

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Experience the best vacation rental home in Naperville. This cozy apartment is in a serene neighbourhood, but is also c ...

    From $75 per night (USD)

    HomeAway

    Details
  • Secluded home nestled in the trees
    From $300 per night (USD)

    VRBO

    Secluded home nestled in the trees

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    10

    ***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, ...

    From $300 per night (USD)

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    Details
  • Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
    From $300 per night (USD)

    HomeAway

    Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up and ...

    From $300 per night (USD)

    HomeAway

    Details
  • Huge 3 story Home-2 Fireplaces-3 King Beds-Outdoor Hot Tub-Pool Table-WiFi
    From $180 per night (USD)

    VRBO

    Huge 3 story Home-2 Fireplaces-3 King Beds-Outdoor Hot Tub-Pool Table-WiFi

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    This home is approximately 8 miles or 15 minutes to Downtown Galena. This home is NOT pet friendly. This spacious 4 Be ...

    From $180 per night (USD)

    VRBO

    Details
  • Cozy 3 Story Home w/2 Fireplaces, Open Kitchen, Private Yard &Fire Pit
    From $169 per night (USD)

    HomeAway

    Cozy 3 Story Home w/2 Fireplaces, Open Kitchen, Private Yard &Fire Pit

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Our Concord home is 8 minutes from the GTA Owners Club and 15 minutes to Downtown Galena. This home is NOT pet friendly ...

    From $169 per night (USD)

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    Details
  • Private, quiet, upscale home with fantastic views of the Galena Territory
    From $120 per night (USD)

    VRBO

    Private, quiet, upscale home with fantastic views of the Galena Territory

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to our home. It has plenty of space (2847s.f.) to relax with your family and friends; 3 large bedrooms, 3 full ...

    From $120 per night (USD)

    VRBO

    Details
  • FAMILY FRIENDLY, 3BD, IRVING PARK, CHICAGO
    From $75 per night (USD)

    HomeAway

    FAMILY FRIENDLY, 3BD, IRVING PARK, CHICAGO

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Come and enjoy all that Chicago has to offer! Our family friendly apartment is located in a quiet neighborhood called O ...

    From $75 per night (USD)

    HomeAway

    Details
  • Accommodates 6 in the heart of Downtown Savanna!
    From $15 per night (USD)

    VRBO

    Accommodates 6 in the heart of Downtown Savanna!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    BluRiver Canopy is Savanna's premium lodging for explorers, stress-relievers, nature-lovers, and travellers alike. Blu ...

    From $15 per night (USD)

    VRBO

    Details
  • Cute Waterfront Cottage On Long Lake W/ 50 Foot Private Dock & Pier
    From $100 per night (USD)

    HomeAway

    Cute Waterfront Cottage On Long Lake W/ 50 Foot Private Dock & Pier

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Situated on the water's edge with your own private dock & pier, this adorable cottage will put you in a vacation state ...

    From $100 per night (USD)

    HomeAway

    Details
  • STARVED ROCK (3GJ) - 2BR 2BA rustic cabin in a beautiful setting
    From $79 per night (USD)

    VRBO

    STARVED ROCK (3GJ) - 2BR 2BA rustic cabin in a beautiful setting

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    9

    Covid-19 update: restrictions apply for Starved Rock and Grizzly Jack's. Please visit following websites for further d ...

    From $79 per night (USD)

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    Details
  • Newly Renovated  Townhome with all the comforts of home
    From $95 per night (USD)

    HomeAway

    Newly Renovated Townhome with all the comforts of home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Be one of the first to stay in this newly renovated home! A teddy bear named Goodwin is waiting to spend time with you! ...

    From $95 per night (USD)

    HomeAway

    Details
  • Luxury House w/ all amenities at Lake Forest
    From $100 per night (USD)

    VRBO

    Luxury House w/ all amenities at Lake Forest

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Custom-designed from the foundation up this stunning Lake Forest home entails imported “Laura Biagiotti” Italian ceramic ...

    From $100 per night (USD)

    VRBO

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  • Luxury Home among the trees, Hot Tub
    From $25 per night (USD)

    HomeAway

    Luxury Home among the trees, Hot Tub

    Bedrooms:
    5.5
    Bathrooms:
    4
    Sleeps:
    10

    Home features the main level with living room, kitchen, dining room, screened porch and deck w/gas grill and also has t ...

    From $25 per night (USD)

    HomeAway

    Details
  • *Rare Northside 4 Bdrm Townhouse with Parking, 7min drive to Wrigley Field*
    From $95 per night (USD)

    VRBO

    *Rare Northside 4 Bdrm Townhouse with Parking, 7min drive to Wrigley Field*

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Want to hear more about what our guests think? We are Superhosts (with over 200 reviews) on a competitor bnb website. ...

    From $95 per night (USD)

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    Details
  • Beautiful Private Eco-Friendly Home Nestled In The Woods Hot Tub 4th Night Free
    From $150 per night (USD)

    HomeAway

    Beautiful Private Eco-Friendly Home Nestled In The Woods Hot Tub 4th Night Free

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    This beautiful modern 3000 square foot Eco-Friendly home is nestled in the woods in a private setting with gorgeous, pea ...

    From $150 per night (USD)

    HomeAway

    Details
  • Galena's Best Villa ~ KING bed, Wood Fireplace, Less than a Hotel Room!
    From $85 per night (USD)

    VRBO

    Galena's Best Villa ~ KING bed, Wood Fireplace, Less than a Hotel Room!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Our Poplar Ridge home is approximately 7 miles or 15 minutes to Downtown Galena. Over 180 ***** Reviews! This home is N ...

    From $85 per night (USD)

    VRBO

    Details