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  • Solo Explorer’s Nest | Walk to Museums & Parks
    From $125 per night (USD)

    VRBO

    Solo Explorer’s Nest | Walk to Museums & Parks

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    1

    Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...

    From $125 per night (USD)

    VRBO

    Details
  • Best Pick | Private Room w/ Free Coffee and WiFi
    From $121 per night (USD)

    Expedia

    Best Pick | Private Room w/ Free Coffee and WiFi

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    1

    Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...

    From $121 per night (USD)

    Expedia

    Details
  • Secure, Private, Free Wi-Fi and Coffee, Accessible
    From $125 per night (USD)

    VRBO

    Secure, Private, Free Wi-Fi and Coffee, Accessible

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    1

    Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...

    From $125 per night (USD)

    VRBO

    Details
  • Work, Explore, Rest | Ideal for Solo Guests
    From $128 per night (USD)

    Expedia

    Work, Explore, Rest | Ideal for Solo Guests

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    1

    Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...

    From $128 per night (USD)

    Expedia

    Details
  • Private Stay w/Free Coffee | Best Stay in Chicago
    From $176 per night (USD)

    VRBO

    Private Stay w/Free Coffee | Best Stay in Chicago

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    1

    Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...

    From $176 per night (USD)

    VRBO

    Details
  • 1/2 mile to NU, 5min walk to Lake, Swim Spa Pool
    From $965 per night (USD)

    Expedia

    1/2 mile to NU, 5min walk to Lake, Swim Spa Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Welcome to one of the most distinctive homes in Evanston's historic neighborhood, where charm meets modern comfort. Thi ...

    From $965 per night (USD)

    Expedia

    Details
  • Bright & Spacious 2BR– Prime Hyde Park Location
    From $253 per night (USD)

    VRBO

    Bright & Spacious 2BR– Prime Hyde Park Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Experience the perfect blend of comfort and convenience in this beautifully furnished 2-bedroom apartment, nest ...

    From $253 per night (USD)

    VRBO

    Details
  • 2BR Calm & Aesthetic Apt
    From $318 per night (USD)

    Expedia

    2BR Calm & Aesthetic Apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: You've got everything you need: a comfy living space, full kitchen for cooking up your faves, a cute little din ...

    From $318 per night (USD)

    Expedia

    Details
  • Cozy 2BR Apt w/ Washer & Dryer
    From $216 per night (USD)

    VRBO

    Cozy 2BR Apt w/ Washer & Dryer

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Enjoy a relaxing stay in this cozy 2BR apartment featuring a warm, inviting design and all the comforts of home ...

    From $216 per night (USD)

    VRBO

    Details
  • 1BR Pad with Homey Feel
    From $312 per night (USD)

    Expedia

    1BR Pad with Homey Feel

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Our place features a cozy bedroom, a comfortable living room perfect for relaxing, a fully equipped kitchen for ...

    From $312 per night (USD)

    Expedia

    Details
  • Lovely 2BR Apartment with Equipped Kitchen
    Click For Pricing

    VRBO

    Lovely 2BR Apartment with Equipped Kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Bright and comfy 2BR/1BA in the heart of Rogers Park—perfect for small groups or families. Each bedroom has a c ...

    Click For Pricing

    VRBO

    Details
  • Chic & Fully Furnished 2BR Apt!
    From $218 per night (USD)

    Expedia

    Chic & Fully Furnished 2BR Apt!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Experience city living in this chic, fully furnished 2BR Chicago apartment. Stylishly designed with comfort in ...

    From $218 per night (USD)

    Expedia

    Details
  • Homey 2BR Apt w/ Parking
    From $185 per night (USD)

    VRBO

    Homey 2BR Apt w/ Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Fully furnished 2-bedroom apartment with one bathroom, a full kitchen, and reliable Wi-Fi. Comfortable, clean, ...

    From $185 per night (USD)

    VRBO

    Details
  • Comfy and Chic Apt in Chicago
    From $230 per night (USD)

    Expedia

    Comfy and Chic Apt in Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: This stylish place to stay is perfect for group trips. The Space: The bedrooms feature comfortable beds and pl ...

    From $230 per night (USD)

    Expedia

    Details
  • Cozy 1BR Apt in Rogers Park
    From $202 per night (USD)

    VRBO

    Cozy 1BR Apt in Rogers Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Enjoy a stylish experience at this centrally-located place. The Space: Located on the 2nd floor (please note: ...

    From $202 per night (USD)

    VRBO

    Details
  • Chic Studio in Heart of Chicago
    From $217 per night (USD)

    Expedia

    Chic Studio in Heart of Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Located in Chicago’s vibrant Portage Park neighborhood, this cozy studio is steps from local cafes, restaurants ...

    From $217 per night (USD)

    Expedia

    Details
  • 3BR Sunny & Cozy Unit
    From $389 per night (USD)

    VRBO

    3BR Sunny & Cozy Unit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Enjoy the comfort of this fully furnished 3-bedroom apartment, complete with all the essentials for daily livin ...

    From $389 per night (USD)

    VRBO

    Details
  • 1BR Vibrant & Inviting Apt in Chicago
    From $194 per night (USD)

    Expedia

    1BR Vibrant & Inviting Apt in Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Modern 1BR/1BA in the heart of Portage Park—perfect for couples or solo travelers. Relax in a spacious king bed ...

    From $194 per night (USD)

    Expedia

    Details
  • Bright & Roomy 4BR in Pilsen
    From $497 per night (USD)

    VRBO

    Bright & Roomy 4BR in Pilsen

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Summary: Experience the vibrant energy of Chicago’s historic Pilsen neighborhood in this spacious and thoughtfully desig ...

    From $497 per night (USD)

    VRBO

    Details
  • Warm & Inviting 2BR Apt
    From $214 per night (USD)

    Expedia

    Warm & Inviting 2BR Apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Enjoy a stylish experience at this centrally-located place. The Space: Warm & inviting, our 2-bedroom apartmen ...

    From $214 per night (USD)

    Expedia

    Details
  • Elegant 2BR Apartment w/ In-Unit Laundry
    From $291 per night (USD)

    VRBO

    Elegant 2BR Apartment w/ In-Unit Laundry

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to your stylish Uptown escape! This bright 2BR/2BA is perfect for families, friends, or work trips. Wit ...

    From $291 per night (USD)

    VRBO

    Details
  • 1BR 1BA Windy City Hideout - Lockwood rep
    From $158 per night (USD)

    Expedia

    1BR 1BA Windy City Hideout - Lockwood rep

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your cozy 1-bedroom unit in Chicago’s Belmont Cragin neighborhood where comfort meets convenience. T ...

    From $158 per night (USD)

    Expedia

    Details
  • Perfectly Designed 1BR Unit
    From $239 per night (USD)

    VRBO

    Perfectly Designed 1BR Unit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Our 1-bedroom apartment is fully furnished and perfect for a comfortable stay. It’s got a kitchen if you feel l ...

    From $239 per night (USD)

    VRBO

    Details
  • Well-Furnished 3-Bedroom Apt
    From $266 per night (USD)

    Expedia

    Well-Furnished 3-Bedroom Apt

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Our 3-bedroom place is great for families, friends, or anyone needing a comfy, hassle-free stay. It’s move-in r ...

    From $266 per night (USD)

    Expedia

    Details
  • Boystown Chic 2BR Escape
    From $242 per night (USD)

    VRBO

    Boystown Chic 2BR Escape

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Unwind in our stylish 2BR retreat, where cozy comfort meets modern charm. The Space: Thoughtfully designed wit ...

    From $242 per night (USD)

    VRBO

    Details
  • 2BR Airy Apt w/ Free Parking
    From $271 per night (USD)

    Expedia

    2BR Airy Apt w/ Free Parking

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to our airy and tidy 2-bedroom apartment—complete with free covered parking! Located just 6.4 miles fro ...

    From $271 per night (USD)

    Expedia

    Details
  • Stylish and Roomy 2BR in Chicago
    From $249 per night (USD)

    VRBO

    Stylish and Roomy 2BR in Chicago

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Enjoy plenty of space to relax in this cozy, well-appointed home featuring comfy bedrooms, a fully stocked kitc ...

    From $249 per night (USD)

    VRBO

    Details
  • Cozy & Inviting 2BR Apartment
    From $237 per night (USD)

    Expedia

    Cozy & Inviting 2BR Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Summary: Welcome to your cozy 2BR/1BA retreat in East Albany Park—perfect for a small family, friends, or a work trip. S ...

    From $237 per night (USD)

    Expedia

    Details
  • Smart Stay in Hyde Park 1BR
    From $342 per night (USD)

    VRBO

    Smart Stay in Hyde Park 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your home away from home in one of Chicago’s most beautiful and culturally rich neighborhoods. Locat ...

    From $342 per night (USD)

    VRBO

    Details
  • Prime Spot, Chic 1-Bedroom Unit
    From $246 per night (USD)

    Expedia

    Prime Spot, Chic 1-Bedroom Unit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: This spacious and fully furnished 1-bedroom apartment features a modern kitchen and a clean, private bathroom—p ...

    From $246 per night (USD)

    Expedia

    Details
  • 1BR Homey Apt in Irving Park
    From $208 per night (USD)

    VRBO

    1BR Homey Apt in Irving Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Family-friendly comfort meets modern style in this inviting space. The Space: The bedrooms feature comfortable ...

    From $208 per night (USD)

    VRBO

    Details
  • 1BR/1BA City Comfort
    From $217 per night (USD)

    Expedia

    1BR/1BA City Comfort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Our one-bedroom apartment offers a perfect balance of style, simplicity, and ease, ideal for travelers looking ...

    From $217 per night (USD)

    Expedia

    Details
  • Fully Set Up 3BR w/ Big Kitchen
    From $469 per night (USD)

    VRBO

    Fully Set Up 3BR w/ Big Kitchen

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Three bedrooms, two bathrooms, a roomy kitchen, dining area and Wi-Fi — all set up and ready to go. It’s a clea ...

    From $469 per night (USD)

    VRBO

    Details
  • Central 1BR Retreat S
    From $269 per night (USD)

    Expedia

    Central 1BR Retreat S

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Enjoy our 1-bedroom apartment with all the comforts you need—bright living area, cozy bedroom, equipped kitchen ...

    From $269 per night (USD)

    Expedia

    Details
  • Lovely 1BR Apt in Lakeview
    From $226 per night (USD)

    VRBO

    Lovely 1BR Apt in Lakeview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Unpack, relax, and enjoy our beautifully furnished 1-bedroom retreat with a full kitchen and private bath. The ...

    From $226 per night (USD)

    VRBO

    Details
  • Cozy 2BR Apt for a Seamless Stay
    From $204 per night (USD)

    Expedia

    Cozy 2BR Apt for a Seamless Stay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Cozy 2BR Apt – Perfect for a Seamless Stay! This charming two-bedroom apartment offers comfort, style, and conv ...

    From $204 per night (USD)

    Expedia

    Details
  • 3BR Spacious Apartment in Chicago
    From $355 per night (USD)

    VRBO

    3BR Spacious Apartment in Chicago

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Spacious 3BR/1BA home in vibrant Rogers Park—perfect for up to 6 guests. Enjoy 900 sq ft of bright, comfortable ...

    From $355 per night (USD)

    VRBO

    Details
  • Cozy & Furnished 2BR Unit
    From $253 per night (USD)

    Expedia

    Cozy & Furnished 2BR Unit

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Fully furnished 2-bedroom with all the comforts you need for a great stay. The Space: A fully furnished 2-bedr ...

    From $253 per night (USD)

    Expedia

    Details
  • Stylish 1BR Stay in Irving Vibes
    From $176 per night (USD)

    VRBO

    Stylish 1BR Stay in Irving Vibes

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Tucked away in historic Old Irving Park, this cozy spot offers a perfect mix of city convenience and neighborho ...

    From $176 per night (USD)

    VRBO

    Details
  • Bright Spaced 3BR Furnished Stay
    From $323 per night (USD)

    Expedia

    Bright Spaced 3BR Furnished Stay

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Ideal for families and groups, this spacious retreat offers comfort, convenience, and a prime location for expl ...

    From $323 per night (USD)

    Expedia

    Details
  • Whispering Oaks Retreat!
    From $654 per night (USD)

    VRBO

    Whispering Oaks Retreat!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Welcome to Whispering Oaks Retreat, a hidden gem in the charming Forest Park neighborhood! Step into a spacious ...

    From $654 per night (USD)

    VRBO

    Details
  • Beautifully Set Up 2BR Space
    From $305 per night (USD)

    Expedia

    Beautifully Set Up 2BR Space

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: A well-furnished 2-bedroom apartment with 3 beds, 1 bathroom, a full kitchen, dining space, and that comfortabl ...

    From $305 per night (USD)

    Expedia

    Details
  • Comfortably Appointed 3BR Apt
    From $582 per night (USD)

    VRBO

    Comfortably Appointed 3BR Apt

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Enjoy generous space and modern amenities in this beautifully appointed 3-bedroom apartment, perfect for any le ...

    From $582 per night (USD)

    VRBO

    Details
  • 1BR Chic Apt in Downtown Chicago
    From $247 per night (USD)

    Expedia

    1BR Chic Apt in Downtown Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: This special place is close to everything, making it easy to plan your visit. The Space: 1BR Modern & Chic Apt ...

    From $247 per night (USD)

    Expedia

    Details
  • Nice 1BR Spot, Unwind & Relax
    From $217 per night (USD)

    VRBO

    Nice 1BR Spot, Unwind & Relax

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Simple, cozy space to relax. Fully furnished and ready for your stay. The Space: Enjoy a comfy and convenient ...

    From $217 per night (USD)

    VRBO

    Details
  • Central Park Pad 3BR
    From $267 per night (USD)

    Expedia

    Central Park Pad 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Step into comfort, style, and good energy at this spacious 3-bedroom apartment. Designed with a mix of urban co ...

    From $267 per night (USD)

    Expedia

    Details
  • Portage Park 1BR Retreat
    From $194 per night (USD)

    VRBO

    Portage Park 1BR Retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your peaceful escape in Portage Park! This inviting 1-bedroom retreat offers a perfect blend of comf ...

    From $194 per night (USD)

    VRBO

    Details
  • Modern 2BR with Reliable Wi-Fi
    From $314 per night (USD)

    Expedia

    Modern 2BR with Reliable Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: This stylish and spacious 2-bedroom unit is ideal for families, friends, or business travelers. Featuring a ful ...

    From $314 per night (USD)

    Expedia

    Details
  • Comfy 3BR/2BA Retreat
    From $266 per night (USD)

    VRBO

    Comfy 3BR/2BA Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Welcome to our spacious 3-bedroom, 2-bathroom apartment located on the vibrant N Milwaukee Ave! Perfect for fam ...

    From $266 per night (USD)

    VRBO

    Details
  • 2BR Stylishly Apt in Lakeview
    From $263 per night (USD)

    Expedia

    2BR Stylishly Apt in Lakeview

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: A stylish retreat where you can unwind and make great memories. The Space: This charming home has plenty of sp ...

    From $263 per night (USD)

    Expedia

    Details
  • Sun-Drenched 1BR Apartment
    From $299 per night (USD)

    VRBO

    Sun-Drenched 1BR Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to our furnished 1-bedroom apartment—it’s got a nice open layout with large windows that let in tons of ...

    From $299 per night (USD)

    VRBO

    Details
  • Bright 1BR Classic Chicago Feel
    From $232 per night (USD)

    Expedia

    Bright 1BR Classic Chicago Feel

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Kick back and stay a while in this 1-bedroom apartment that brings old-school Chicago charm with just the right ...

    From $232 per night (USD)

    Expedia

    Details
  • Stylish 1BR in West Loop
    From $301 per night (USD)

    VRBO

    Stylish 1BR in West Loop

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your modern West Loop escape—where style, convenience, and comfort meet in one of Chicago’s most vib ...

    From $301 per night (USD)

    VRBO

    Details
  • Charming 1BR/1BA Apt in Chicago
    From $230 per night (USD)

    Expedia

    Charming 1BR/1BA Apt in Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to this charming 1-bedroom, 1-bath apartment nestled in one of Chicago’s most desirable neighborhoods. ...

    From $230 per night (USD)

    Expedia

    Details
  • Spacious 2BR Near Dining & Shops
    From $222 per night (USD)

    VRBO

    Spacious 2BR Near Dining & Shops

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Enjoy our 2-bedroom apartment that is perfectly located near a variety of dining spots and shops, offering both ...

    From $222 per night (USD)

    VRBO

    Details
  • Cozy 1BR in Walkable Area
    From $221 per night (USD)

    Expedia

    Cozy 1BR in Walkable Area

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to a cozy 1BR in the heart of Chicago’s Ravenswood/Lincoln Square neighborhood. Located on a quiet, tre ...

    From $221 per night (USD)

    Expedia

    Details
  • Lakeview 2BR Apartment
    From $290 per night (USD)

    VRBO

    Lakeview 2BR Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Our 2-bedroom apartment is fully furnished and perfect for a comfortable stay. It’s got a kitchen if you feel l ...

    From $290 per night (USD)

    VRBO

    Details
  • 1BR Apartment in Rogers Park
    From $181 per night (USD)

    Expedia

    1BR Apartment in Rogers Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Enjoy a stylish experience at this centrally-located place. The Space: Welcome to our 1-bedroom apartment in R ...

    From $181 per night (USD)

    Expedia

    Details
  • Feel at Home in our 2BR Apt
    From $231 per night (USD)

    VRBO

    Feel at Home in our 2BR Apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to our place! It’s a cozy and laid-back 2-bedroom apartment that’s perfect for relaxing after a day out ...

    From $231 per night (USD)

    VRBO

    Details
  • 1BR Unit w/ 2 Comfy Beds
    From $239 per night (USD)

    Expedia

    1BR Unit w/ 2 Comfy Beds

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Our place is a fully furnished 1-bedroom apartment with 2 comfy beds, a full kitchen, dining area, Wi-Fi, and a ...

    From $239 per night (USD)

    Expedia

    Details
  • 3BR Complete and Spacious Apt
    From $505 per night (USD)

    VRBO

    3BR Complete and Spacious Apt

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Fully furnished 3BR/2BA apartment with all the essentials—perfect for comfort and convenience during your stay. ...

    From $505 per night (USD)

    VRBO

    Details
  • 1BR Apartment in Chicago
    From $181 per night (USD)

    Expedia

    1BR Apartment in Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: A clean and well-appointed space, easy place to settle in. The Space: My fully furnished 1-bedroom apartment h ...

    From $181 per night (USD)

    Expedia

    Details
  • Charming 2BR in Vibrant Lakeview
    From $290 per night (USD)

    VRBO

    Charming 2BR in Vibrant Lakeview

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Enjoy the perfect Chicago stay in this bright and comfortable 2-bedroom apartment located in the heart of Lakev ...

    From $290 per night (USD)

    VRBO

    Details
  • 1BR Well-Equipped Apartment
    From $241 per night (USD)

    Expedia

    1BR Well-Equipped Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: All the comforts of home in a stylish, fully furnished 1BR—ideal for short or long stays. The Space: Our fully ...

    From $241 per night (USD)

    Expedia

    Details
  • Upscale 4BR Retreat: Wicker Park
    From $499 per night (USD)

    VRBO

    Upscale 4BR Retreat: Wicker Park

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Welcome to your spacious 4-bedroom getaway in the heart of Wicker Park—Chicago’s most vibrant and eclectic neig ...

    From $499 per night (USD)

    VRBO

    Details
  • 1BR Cozy Apt with King-sized Bed
    From $191 per night (USD)

    Expedia

    1BR Cozy Apt with King-sized Bed

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Step into a space that’s truly one of a kind—this unique 1-bedroom apartment has a style all its own. Thoughtfu ...

    From $191 per night (USD)

    Expedia

    Details
  • Modern 1BR in Historic HydePark
    From $202 per night (USD)

    VRBO

    Modern 1BR in Historic HydePark

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to your cozy home-away-from-home in the vibrant Hyde Park neighborhood of Chicago! This charming 1-bedr ...

    From $202 per night (USD)

    VRBO

    Details
  • Your Perfect 2BR Home w/ Parking
    From $248 per night (USD)

    Expedia

    Your Perfect 2BR Home w/ Parking

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Escape to this cozy 2BR vacation home, the perfect retreat for families or small groups! Located in a peaceful ...

    From $248 per night (USD)

    Expedia

    Details
  • Spacious 4BR Near Wicker Park
    From $503 per night (USD)

    VRBO

    Spacious 4BR Near Wicker Park

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Welcome to this spacious and inviting 2-level apartment—perfect for families or groups! This bright and spaciou ...

    From $503 per night (USD)

    VRBO

    Details
  • Roscoe Retreat · Cozy 2BR in Chicago
    From $215 per night (USD)

    Expedia

    Roscoe Retreat · Cozy 2BR in Chicago

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Enjoy the best of Chicago from this stylish Avondale retreat! Located on a peaceful street, you're steps from t ...

    From $215 per night (USD)

    Expedia

    Details
  • Clean & Equipped 1BR Apt
    From $227 per night (USD)

    VRBO

    Clean & Equipped 1BR Apt

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Our 1-bedroom apartment is fully furnished and perfect for anyone who just wants to settle in and feel at home. ...

    From $227 per night (USD)

    VRBO

    Details
  • Urban Comfort • 2BR in West Town
    From $308 per night (USD)

    Expedia

    Urban Comfort • 2BR in West Town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Kick back in this stylish 2BR retreat that blends cozy vibes with chic décor and a warm, welcoming living space ...

    From $308 per night (USD)

    Expedia

    Details
  • Spacious 3BR | 2BA Family-Friendly Home
    From $398 per night (USD)

    VRBO

    Spacious 3BR | 2BA Family-Friendly Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Bring the whole group to this comfortable and roomy 3-bedroom, 2-bathroom home on N Lawndale Ave! Located in th ...

    From $398 per night (USD)

    VRBO

    Details
  • Roomy 3BR Apartment near Beach
    From $236 per night (USD)

    Expedia

    Roomy 3BR Apartment near Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Bring the whole family to this spacious and welcoming 3BR home—perfect for making memories together. With comfy ...

    From $236 per night (USD)

    Expedia

    Details
  • 2BR Apt Beautifully Furnished - Grace 11-1
    From $244 per night (USD)

    VRBO

    2BR Apt Beautifully Furnished - Grace 11-1

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Come unwind in our warm and inviting 2-bedroom apartment. It’s beautifully furnished with comfy beds, a fully e ...

    From $244 per night (USD)

    VRBO

    Details
  • Lively & Fully Furnished 1BR Apartment
    From $251 per night (USD)

    Expedia

    Lively & Fully Furnished 1BR Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: This cozy 1BR/1BA is perfect for couples or solo travelers needing a peaceful place to recharge or work remotel ...

    From $251 per night (USD)

    Expedia

    Details
  • Sunny & Stylish 2BR S
    From $250 per night (USD)

    VRBO

    Sunny & Stylish 2BR S

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Summary: Nestled on a quiet, tree-lined street in Albany Park, this spot offers a perfect blend of culture and convenien ...

    From $250 per night (USD)

    VRBO

    Details
  • 1BR Stylishly Apt in Lakeview
    From $260 per night (USD)

    Expedia

    1BR Stylishly Apt in Lakeview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your home away from home! This cozy and well-appointed space has everything you need for a relaxing ...

    From $260 per night (USD)

    Expedia

    Details
  • 2BR on N Halsted St: Lakeview Living
    From $311 per night (USD)

    VRBO

    2BR on N Halsted St: Lakeview Living

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Immerse yourself in the vibrant energy of Chicago's North Side from our lovely 2-bedroom apartment on N Halsted ...

    From $311 per night (USD)

    VRBO

    Details
  • Homey 1BR Space Apartment
    From $214 per night (USD)

    Expedia

    Homey 1BR Space Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: A modern and fully furnished 1-bedroom apartment designed with stylish, carefully curated touches that create a ...

    From $214 per night (USD)

    Expedia

    Details
  • 2BR Getaway - Comfy & Ready
    From $206 per night (USD)

    VRBO

    2BR Getaway - Comfy & Ready

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Our 2-bedroom apartment is fully furnished and set up for a comfy stay—living room to lounge, kitchen to cook, ...

    From $206 per night (USD)

    VRBO

    Details
  • Bright & Cozy 1BR Near UChicago
    From $279 per night (USD)

    Expedia

    Bright & Cozy 1BR Near UChicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Enjoy Hyde Park living in this well-located 1-bedroom, 1-bathroom apartment on S Dorchester Ave. Situated in a ...

    From $279 per night (USD)

    Expedia

    Details
  • Cozy, Fully Set-Up 1BR Space
    From $227 per night (USD)

    VRBO

    Cozy, Fully Set-Up 1BR Space

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your ideal retreat! This thoughtfully furnished 1-bedroom apartment combines comfort, style, and con ...

    From $227 per night (USD)

    VRBO

    Details
  • Modern & Fully Furnished 1BR Apt
    From $235 per night (USD)

    Expedia

    Modern & Fully Furnished 1BR Apt

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: The perfect blend of comfort and style for a fun, relaxing stay. The Space: This comfortable home has everythi ...

    From $235 per night (USD)

    Expedia

    Details
  • Studio Apt Comfy & Sunlit
    From $240 per night (USD)

    VRBO

    Studio Apt Comfy & Sunlit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Bright and cozy studio with a full bed, sofa, kitchen, and private bathroom. Fully furnished and perfect for a ...

    From $240 per night (USD)

    VRBO

    Details
  • Relaxing Lakeview Escape 2BR Apartment
    From $360 per night (USD)

    Expedia

    Relaxing Lakeview Escape 2BR Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Experience comfort and calm in this lakeview 2-bedroom apartment, ideal for families, friends, or professionals ...

    From $360 per night (USD)

    Expedia

    Details
  • Prime Location! 2BR Near Wrigley
    From $300 per night (USD)

    VRBO

    Prime Location! 2BR Near Wrigley

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Make yourself at home in this bright and inviting 2-bedroom apartment, nestled in the lively and sought-after W ...

    From $300 per night (USD)

    VRBO

    Details
  • Radiant 2BR Apt near Shops
    From $218 per night (USD)

    Expedia

    Radiant 2BR Apt near Shops

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Stay in style at this one-of-a-kind 2-bedroom apartment, thoughtfully designed with unique touches and cozy cha ...

    From $218 per night (USD)

    Expedia

    Details
  • Modern & Well-Located 1BR Apt
    From $213 per night (USD)

    VRBO

    Modern & Well-Located 1BR Apt

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Enjoy a stylish stay in this freshly designed 1-bedroom apartment, where modern finishes meet cozy comfort. Tho ...

    From $213 per night (USD)

    VRBO

    Details
  • Stylish 4BR Stay-Prime Location - State rep
    From $532 per night (USD)

    Expedia

    Stylish 4BR Stay-Prime Location - State rep

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: This spacious 4-bedroom apartment is located in the vibrant and historic State Street area, just minutes from s ...

    From $532 per night (USD)

    Expedia

    Details
  • Charming 1BR in Old Irving
    From $277 per night (USD)

    VRBO

    Charming 1BR in Old Irving

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Nestled in one of Chicago’s most beloved neighborhoods, this cozy and stylish one-bedroom apartment offers the ...

    From $277 per night (USD)

    VRBO

    Details
  • Sleek & Functional 2-Bedroom Apt
    From $242 per night (USD)

    Expedia

    Sleek & Functional 2-Bedroom Apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Perfect for small families or friends, this cozy 2BR/1BA unit has two comfy queen beds, a full kitchen, fast Wi ...

    From $242 per night (USD)

    Expedia

    Details
  • Paradise 1BR Apt in Lincoln Park
    From $259 per night (USD)

    VRBO

    Paradise 1BR Apt in Lincoln Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Experience the perfect blend of comfort and style in this thoughtfully designed space, created to offer you a r ...

    From $259 per night (USD)

    VRBO

    Details
  • Furnished 3BR Apt w/ Laundry
    From $476 per night (USD)

    Expedia

    Furnished 3BR Apt w/ Laundry

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: We've set up our 3-bedroom apartment to be as comfy and welcoming as possible—like a little home away from home ...

    From $476 per night (USD)

    Expedia

    Details
  • Explore Hyde Park: 2BR Apt on Blackstone Ave
    From $319 per night (USD)

    VRBO

    Explore Hyde Park: 2BR Apt on Blackstone Ave

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Make our 2-bedroom, 1-bathroom apartment on S Blackstone Ave your home base for exploring the historic Hyde Par ...

    From $319 per night (USD)

    VRBO

    Details
  • Cute 1BR in Heart of Lincoln Sq
    From $188 per night (USD)

    Expedia

    Cute 1BR in Heart of Lincoln Sq

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Cute apartment near Lincoln Square shops and restaurants. Lively area near public transportation. Near the lake ...

    From $188 per night (USD)

    Expedia

    Details
  • Deluxe 1BR Near Shops & Cafés
    From $268 per night (USD)

    VRBO

    Deluxe 1BR Near Shops & Cafés

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Enjoy the perfect blend of comfort and location in this stylish 1-bedroom apartment. Featuring a cozy living sp ...

    From $268 per night (USD)

    VRBO

    Details
  • 1BR Modern Apt in Lakeview
    From $208 per night (USD)

    Expedia

    1BR Modern Apt in Lakeview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: A chic spot to kick back, relax, and enjoy some fun together. The Space: This comfortable home has everything ...

    From $208 per night (USD)

    Expedia

    Details
  • Stylish 1BR Apt in Lakeview
    From $243 per night (USD)

    VRBO

    Stylish 1BR Apt in Lakeview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Kick back and relax in this calm, stylish space. Featuring a modern design, the apartment boasts a spacious liv ...

    From $243 per night (USD)

    VRBO

    Details
  • Sleek and cozy 1BR Apartment
    From $231 per night (USD)

    Expedia

    Sleek and cozy 1BR Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to your sleek and cozy Evanston getaway! Located on quiet, tree-lined Hartrey Avenue, this stylish 1-be ...

    From $231 per night (USD)

    Expedia

    Details