Cook Area Rentals
From $295 per night (USD)VRBO
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 $295 per night (USD)VRBO
From $325 per night (USD)Expedia
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 $325 per night (USD)Expedia
From $240 per night (USD)VRBO
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 $240 per night (USD)VRBO
From $269 per night (USD)Expedia
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 $269 per night (USD)Expedia
From $196 per night (USD)VRBO
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 $196 per night (USD)VRBO
From $199 per night (USD)Expedia
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 $199 per night (USD)Expedia
From $180 per night (USD)VRBO
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 $180 per night (USD)VRBO
From $270 per night (USD)Expedia
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 $270 per night (USD)Expedia
From $208 per night (USD)VRBO
Feel at Home in our 2BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome! Our cozy 2-bedroom apartment is the perfect spot to relax after a day out. Enjoy a comfy living area, ...
From $208 per night (USD)VRBO
From $452 per night (USD)Expedia
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 $452 per night (USD)Expedia
From $198 per night (USD)VRBO
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 $198 per night (USD)VRBO
From $213 per night (USD)Expedia
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 $213 per night (USD)Expedia
From $218 per night (USD)VRBO
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 $218 per night (USD)VRBO
From $202 per night (USD)Expedia
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)Expedia
From $224 per night (USD)VRBO
Your Perfect 2BR Home
- 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 $224 per night (USD)VRBO
From $205 per night (USD)Expedia
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 $205 per night (USD)Expedia
From $277 per night (USD)VRBO
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 $277 per night (USD)VRBO
From $224 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 $224 per night (USD)Expedia
From $307 per night (USD)VRBO
2BR Apt Beautifully Furnished
- 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 $307 per night (USD)VRBO
From $250 per night (USD)Expedia
Warm & Stylish 2BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: A stylish and fully furnished 2-bedroom apartment perfect for up to 3 guests, offering comfort, convenience, an ...
From $250 per night (USD)Expedia
From $187 per night (USD)VRBO
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 $187 per night (USD)VRBO
From $282 per night (USD)Expedia
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 $282 per night (USD)Expedia
From $208 per night (USD)VRBO
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 $208 per night (USD)VRBO
From $190 per night (USD)Expedia
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 $190 per night (USD)Expedia
From $239 per night (USD)VRBO
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 $239 per night (USD)VRBO
From $204 per night (USD)Expedia
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 $204 per night (USD)Expedia
From $191 per night (USD)VRBO
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 $191 per night (USD)VRBO
From $312 per night (USD)Expedia
Smart & Stylish 2-Bedroom Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Our furnished 2-bedroom apartment combines space, simplicity, and location for a hassle-free stay. The Space: ...
From $312 per night (USD)Expedia
From $215 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 $215 per night (USD)VRBO
From $197 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 $197 per night (USD)Expedia
From $237 per night (USD)VRBO
Ideal 1-Bedroom Stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Well-located and fully equipped, our 1-bedroom apartment offers everything you need for a smooth stay. The Spa ...
From $237 per night (USD)VRBO
From $451 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 $451 per night (USD)Expedia
From $215 per night (USD)VRBO
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 $215 per night (USD)VRBO
From $403 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 $403 per night (USD)Expedia
From $220 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 $220 per night (USD)VRBO
From $182 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 home has everything you need to ...
From $182 per night (USD)Expedia
From $228 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 $228 per night (USD)VRBO
From $204 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 $204 per night (USD)Expedia
From $217 per night (USD)VRBO
Spacious 2BR Close to it All - Chic Apt in Skokie
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Spacious 2BR apartment in the heart of Skokie—just minutes from shops, dining, parks, and public transit. Brigh ...
From $217 per night (USD)VRBO
From $440 per night (USD)Expedia
Cozy 3BR Gem in North Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This spacious and stylish 3-bedroom gem is perfect for families, groups, or business travelers seeking comfort ...
From $440 per night (USD)Expedia
From $202 per night (USD)VRBO
2BR Cozy & Functional Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: A 2-bedroom, 1-bath apartment offering a comfortable, well-designed space—perfect for a relaxed and convenient ...
From $202 per night (USD)VRBO
From $182 per night (USD)Expedia
Chic 2BR Haven Near Irving Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Discover your Chicago home-away-from-home in the heart of Old Irving Park! This 2BR gem sits on a quiet, leafy ...
From $182 per night (USD)Expedia
From $191 per night (USD)VRBO
1-Bedroom Pad | Cozy + All-Set
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Easy, ready-to-go 1BR apartment. Fully furnished, well-located, and simple to settle into. The Space: Enjoy a ...
From $191 per night (USD)VRBO
From $170 per night (USD)Expedia
Sunny 1BR Apartment in the Surburbs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This cozy 1-bedroom apartment offers a peaceful retreat with easy access to everything Arlington Heights has to ...
From $170 per night (USD)Expedia
From $220 per night (USD)VRBO
Simple, Comfy Living - Furnished 1BR Pad
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Keep it simple at this peaceful and centrally-located place. The spacious living area is filled with natural l ...
From $220 per night (USD)VRBO
From $353 per night (USD)Expedia
3BR | Complete & Well-Located
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Our 3-bedroom apartment is warm, welcoming, and set up with all the comforts of home — including a full kitchen ...
From $353 per night (USD)Expedia
From $258 per night (USD)VRBO
Bright & Airy 1-Bedroom Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Furnished 1-bedroom apartment with 1 bathroom, a fully equipped kitchen, and dining area. Designed to sleep up ...
From $258 per night (USD)VRBO
From $188 per night (USD)Expedia
Bright & Modern 1BR in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a comfortable stay in our bright and modern one-bedroom apartment in the vibrant Hyde Park neighborhood. ...
From $188 per night (USD)Expedia
From $448 per night (USD)VRBO
Sleek Style 3BR Haven - Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: A modern home that’s both stylish and practical, offering comfort and everyday ease. Spacious 3-Bedroom Layout ...
From $448 per night (USD)VRBO
From $187 per night (USD)Expedia
Cozy & Modern Getaway 1BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: A chic spot to kick back, relax, and enjoy some fun together. The Space: This charming home has plenty of spac ...
From $187 per night (USD)Expedia
From $200 per night (USD)VRBO
Peaceful 1BR Escape in Evanston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Relax into a peaceful 1BR retreat where comfort meets calm. Tucked in a quiet suburb, this cozy space has every ...
From $200 per night (USD)VRBO
From $295 per night (USD)Expedia
Contemporary 2BR Apartment in Vibrant Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Nestled on historic E Hyde Park Blvd, this 2-bedroom apartment offers a fantastic opportunity to embrace the Hy ...
From $295 per night (USD)Expedia
From $187 per night (USD)VRBO
Vibrant 1BR Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The perfect blend of comfort and style for a fun, relaxing stay. The Space: This charming home has plenty of s ...
From $187 per night (USD)VRBO
From $226 per night (USD)Expedia
Hyde Park 1BR w/ Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Your perfect home away from home in the heart of Chicago's historic Hyde Park neighborhood. The Space: The Spa ...
From $226 per night (USD)Expedia
From $210 per night (USD)VRBO
1BR Modern Apartment near City Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This unique place boasts a distinctive style all its own, blending carefully curated design elements with a war ...
From $210 per night (USD)VRBO
From $239 per night (USD)Expedia
Cozy 2BR Apt near Parks & Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy the best of city living in this centrally located 2BR apartment—just steps from parks, shops, and local d ...
From $239 per night (USD)Expedia
From $172 per night (USD)VRBO
1BR Airy Apartment w/ Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to your cozy Cragin hideaway! This fun and comfy 1BR/1BA is perfect for couples or solo travelers. Snug ...
From $172 per night (USD)VRBO
From $676 per night (USD)Expedia
Spacious 5-bedroom house great for large groups
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Light and airy custom built home across from Humboldt Park with expansive views of the Humboldt Park pond/lake. Spacious ...
From $676 per night (USD)Expedia
From $248 per night (USD)VRBO
Twice as Nice: Chic 2BR Stay with Style & Space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to your home away from home! This cozy 2BR retreat is all about comfort with a side of style. Located n ...
From $248 per night (USD)VRBO
From $269 per night (USD)Expedia
Sleek 1BR Apt w/ Laundry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Comfortable and fully furnished 1BR apartment with all the essentials for a smooth, easy stay. The Space: Our ...
From $269 per night (USD)Expedia
From $202 per night (USD)VRBO
Well-Appointed &Vibrant 2BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Bring the whole crew to this trendy spot – perfect for family fun! The Space: The bedrooms feature comfortable ...
From $202 per night (USD)VRBO
From $252 per night (USD)Expedia
The One: A 1BR Stay That Feels Like Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This is more than just a place to stay; it’s your cozy, personal retreat. With soft lighting, comfy furnishings ...
From $252 per night (USD)Expedia
From $189 per night (USD)VRBO
Great Layout – Spacious 2BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Your perfect 2-bedroom retreat — spacious layout, modern furnishings, and instant comfort. The Space: This is ...
From $189 per night (USD)VRBO
From $284 per night (USD)Expedia
2BR Steps from Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to your home base in the heart of Chicago’s vibrant Lakeview/Wrigleyville neighborhood! This roomy and ...
From $284 per night (USD)Expedia
From $180 per night (USD)VRBO
1BR Gem by Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: 1BR Gem by Shops & Dining – Discover comfort and convenience in this stylish 1-bedroom apartment, perfectly loc ...
From $180 per night (USD)VRBO
From $204 per night (USD)Expedia
Stylish 1BR in Lakeview Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Step into comfort and style in this beautifully designed 1-bedroom apartment nestled in vibrant Lakeview. With ...
From $204 per night (USD)Expedia
From $252 per night (USD)VRBO
A chic second-floor plant-filled retreat in Chicago's Logan Square neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the charm of this Logan Square Greystone apartment, a chic second-floor plant-filled retreat in Chicago's vib ...
From $252 per night (USD)VRBO
From $987 per night (USD)VRBO
2 Designer Apts for Group Stays + Top Amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Perfect for your next group trip or corporate offsite, 'The Pop' offers two same-floor apartments for the ultim ...
From $987 per night (USD)VRBO
From $3219 per night (USD)VRBO
Exclusive Group Getaway in Vibrant West Loop
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 22
Summary: 'The Cubist' is the ultimate destination for your group's special occasion, offering four luxurious apartments ...
From $3219 per night (USD)VRBO
From $370 per night (USD)Expedia
Mid-Century Modern 2 BD APT | Walk to Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience stylish comfort in this beautifully designed, mid-century modern apartment in the heart of Wrigleyville. Enjo ...
From $370 per night (USD)Expedia
From $240 per night (USD)VRBO
Brand New 2BR Chicago City Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to your chic, new retreat in Chicago! This brand new luxury apartment is meticulously designed for comf ...
From $240 per night (USD)VRBO
From $493 per night (USD)Expedia
Classic Outside, Luxurious Inside – A True Surprise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience refined comfort in this hidden gem. Elegant design and high-end finishes lie behind an unassuming, older exte ...
From $493 per night (USD)Expedia
From $921 per night (USD)VRBO
Sleeps 18 • 8BR • Game Room • Gym • Theater
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 18
Welcome to your ultimate 8BR escape—where engaging entertainment meets thoughtful comfort. The arcade-style game room in ...
From $921 per night (USD)VRBO
From $236 per night (USD)VRBO
8 Mi to Nature Center: Streamwood Gem w/ Yard!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Great for Families | Quiet Neighborhood | 13 Mi to LEGOLAND Discovery Center Chicago Experience a rejuvenating getaway ...
From $236 per night (USD)VRBO
From $1002 per night (USD)VRBO
Spacious Apartments for Groups w/ Skyline Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Summary: 'The Tribune' is ideal for family and friends visiting West Loop’s best. Our first group of 2025 left a perfe ...
From $1002 per night (USD)VRBO
From $154 per night (USD)Expedia
Sunlit Studio with City Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Bask in natural light at Sunlit Studio with City Charm a thoughtfully designed space tucked in the heart of the ...
From $154 per night (USD)Expedia
From $177 per night (USD)VRBO
Comfy One Bed Apartment in Forest Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to your perfect Forest Park getaway! This comfortable one-bedroom, one-bath apartment offers a peaceful ...
From $177 per night (USD)VRBO
From $214 per night (USD)Expedia
Spacious 3BR Family Stay w/ Central Air & Patio; Near Lakefront and UChicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Clean, comfortable, and made for connection—enjoy summer in Chicago with friends and family. Stay cool with central air ...
From $214 per night (USD)Expedia
From $310 per night (USD)VRBO
North Chicago Spacious Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Ready to stay in CHARMING Chicago? Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 4 bedrooms, and is step ...
From $310 per night (USD)VRBO
From $306 per night (USD)Expedia
3 Bed 2.5 Bath Chicago Retreat w Balcony & Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to our charming 3-bedroom, 2.5-bathroom home in the vibrant Pilsen neighborhood of Chicago! Perfect for ...
From $306 per night (USD)Expedia
From $452 per night (USD)VRBO
Brand-New West Loop 3BR + City Views for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Experience brand-new luxury at 'The Lyric,' a stunning 3BR in in West Loop’s vibrant Fulton District. You're ...
From $452 per night (USD)VRBO
From $84 per night (USD)Expedia
Blueground | Rush & Division, fitness center, nr Lincoln Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $84 per night (USD)Expedia
From $329 per night (USD)VRBO
Updated, Prime Location, Parking Avail. - LP
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bask in natural light and timeless style in this beautifully updated 1BR, set on one of Lincoln Park’s most coveted, man ...
From $329 per night (USD)VRBO
From $416 per night (USD)Expedia
The Prestige: Designer 3BR/2BA in Prime Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Prestige- where luxury meets comfort. This spacious 3-bed, 2-bath condo sleeps 8 (3 king beds & 1 pull-ou ...
From $416 per night (USD)Expedia
From $220 per night (USD)VRBO
Luxury Unit with Rooftop Lounge & Spectacular City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 248 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $220 per night (USD)VRBO
From $303 per night (USD)Expedia
Modern Suite with Rooftop Lounge & Views of Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $303 per night (USD)Expedia
From $256 per night (USD)VRBO
Cozy 3BR Home – Family-Friendly, Near Schaumburg
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your cozy retreat in Streamwood, IL. This inviting and thoughtfully home is perfect for families, business tr ...
From $256 per night (USD)VRBO
From $153 per night (USD)Expedia
15mins DT | Wicker Park Gem | Sleeps 7 | FreePark
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Stylish 2BR/1BA unit in trendy Humboldt/Wicker Park. Unwind in a cozy, modern space with vibrant decor, a fully equipped ...
From $153 per night (USD)Expedia
From $295 per night (USD)VRBO
Come experience The Lake Shore!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come experience the Lake Shore! A corporate apartment that boast comfort, class and the PERFECT location to explore any ...
From $295 per night (USD)VRBO
From $251 per night (USD)Expedia
2BR Brownstone 7-minutes to Event Centers, Downtown, & Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Garden Oasis — your cozy home base in a historic Chicago Brownstone! Live like a local just minutes from ...
From $251 per night (USD)Expedia
From $853 per night (USD)VRBO
Entire Home in Historic Logan Square with private backyard, parking available.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Kick back & relax in this calm & stylish space! Perfect for families & large groups. I built and designed my home it's b ...
From $853 per night (USD)VRBO
From $343 per night (USD)Expedia
Sunny & Spacious Bucktown 3Bd/2Ba w/Laundry
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Condo Quality Fully Furnished and Renovated space for monthly rental. A super spacious 3 bedroom, 2 bath apa ...
From $343 per night (USD)Expedia
From $340 per night (USD)VRBO
Bright 3BR Retreat Near McCormick + Museum Campus
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The State Suite — a modern, artfully designed 3-bedroom, 1-bath apartment perfect for everyone! Just minutes ...
From $340 per night (USD)VRBO
From $282 per night (USD)Expedia
Lovely Garden Set up is Perfect for Your Morning Coffee or a Drink After Some Great Blues Music at Kingston Mines by AllSet Turnover
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This perfectly located 2 BD/2 BA unit is waiting for you to call it home for your trip to gorgeous Lincoln Park! Make y ...
From $282 per night (USD)Expedia
From $719 per night (USD)VRBO
Spectacular Gold Coast Villa Near Beach w/ Parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Gold Coast Villa Retreat — a stunning, fully renovated private home designed for families, groups, and bu ...
From $719 per night (USD)VRBO
From $222 per night (USD)Expedia
Spacious 2BR - 10 mins from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your home away from home in Chicago’s Near West Side neighborhood—just 10 minutes from downtown! This spaci ...
From $222 per night (USD)Expedia
From $174 per night (USD)VRBO
Lower level luxury
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover Chicago like a true local in this stylish 2-bedroom lower-level retreat. Perfect for small groups, this tranqui ...
From $174 per night (USD)VRBO
From $256 per night (USD)Expedia
1 GB Wi-Fi | Reserved Parking | Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: The pictures are from another apartment we have in this building. The design, furniture and layout of the apart ...
From $256 per night (USD)Expedia
From $182 per night (USD)VRBO
Cozy Condo, Sleeps 2!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Stay in the heart of Old Town, Chicago at this stylish 1-bedroom, 1-bathroom condo with a king bed, in-unit lau ...
From $182 per night (USD)VRBO
From $368 per night (USD)Expedia
Stylish Sleeps 6 1 Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Stay in this modern 2BR, 1BA apartment in Lakeview, Chicago, perfect for families, friends, or groups of up to ...
From $368 per night (USD)Expedia