Chicago Rentals
From $206 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 $206 per night (USD)VRBO
From $262 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 $262 per night (USD)Expedia
From $231 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 $231 per night (USD)VRBO
From $214 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 $214 per night (USD)Expedia
From $205 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 $205 per night (USD)VRBO
From $431 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 $431 per night (USD)Expedia
From $203 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 $203 per night (USD)VRBO
From $326 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 $326 per night (USD)Expedia
From $202 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 $202 per night (USD)VRBO
From $253 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 $253 per night (USD)Expedia
From $224 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 $224 per night (USD)VRBO
From $197 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 $197 per night (USD)Expedia
From $237 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 $237 per night (USD)VRBO
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
From $206 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 $206 per night (USD)VRBO
From $203 per night (USD)Expedia
Cozy 1-Bedroom Apartment - Sunnyside 2N
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a stylish experience at this centrally-located place. The Space: This fully furnished 1-bedroom apartmen ...
From $203 per night (USD)Expedia
From $437 per night (USD)VRBO
Stylish 4BR South Loop Home State 23-202
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Experience Chicago in style at our beautifully furnished four-bedroom house, complete with three full bathrooms ...
From $437 per night (USD)VRBO
From $281 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 $281 per night (USD)Expedia
From $194 per night (USD)VRBO
Ideal & Spacious 1BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Make lasting memories with the family in this chic and comfy space. The Space: The bedrooms feature comfortabl ...
From $194 per night (USD)VRBO
From $243 per night (USD)Expedia
Your 2BR Home in the City
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to Your 2BR Home in the City – where comfort, convenience, and style come together. This thoughtfully d ...
From $243 per night (USD)Expedia
From $224 per night (USD)VRBO
Harmonious 2BR Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience comfort and balance in this harmonious 2-bedroom, 1-bath apartment. Featuring an open living area, m ...
From $224 per night (USD)VRBO
From $213 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 $213 per night (USD)Expedia
From $252 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 $252 per night (USD)VRBO
From $253 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 $253 per night (USD)Expedia
From $272 per night (USD)Expedia
1BR Spot, Fully Furnished
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Cozy, fully furnished 1-bedroom—move-in ready and designed for comfort. The Space: Our classy 1-bedroom, 1-bat ...
From $272 per night (USD)Expedia
From $265 per night (USD)Expedia
Hyde Park Haven | 2BR Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Your cozy 2BR retreat in the heart of Chicago’s historic Hyde Park neighborhood. What You’ll Love: • 2 Comfort ...
From $265 per night (USD)Expedia
From $211 per night (USD)VRBO
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 $211 per night (USD)VRBO
From $252 per night (USD)Expedia
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 $252 per night (USD)Expedia
From $202 per night (USD)VRBO
Delightful 1BR Apt in Ravenswood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Discover a one-of-a-kind escape in this uniquely styled 1-bedroom apartment. With modern design, cozy furnishin ...
From $202 per night (USD)VRBO
From $208 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 $208 per night (USD)Expedia
From $314 per night (USD)VRBO
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 $314 per night (USD)VRBO
From $227 per night (USD)Expedia
Comfortable 2BR Chicago Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Warm, comfy, and perfect for families—this 2BR/1BA in East Albany Park features two spacious king beds, a full ...
From $227 per night (USD)Expedia
From $206 per night (USD)VRBO
Vibrant 1BRApt in Roscoe Village
- 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 $206 per night (USD)VRBO
From $206 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 $206 per night (USD)Expedia
From $206 per night (USD)VRBO
Chic Retreat: Cozy 1BR Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Sink into comfort in this stylish hideaway. Modern 1BR/1BA in the heart of Hyde Park—perfect for couples, solo ...
From $206 per night (USD)VRBO
From $246 per night (USD)Expedia
Cozy 3BR with Contemporary Vibe
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This cozy 3-bedroom apartment offers a perfect blend of comfort and modern style. With spacious rooms and an op ...
From $246 per night (USD)Expedia
From $205 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 $205 per night (USD)VRBO
From $247 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 $247 per night (USD)Expedia
From $211 per night (USD)VRBO
1BR in Prime Hyde Park Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a stylish experience at this centrally-located place. The Space: Experience the best of urban living in ...
From $211 per night (USD)VRBO
From $190 per night (USD)Expedia
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 $190 per night (USD)Expedia
From $390 per night (USD)VRBO
Spacious 4BR Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your home away from home in the charming Rogers Park neighborhood! This spacious 4-bedroom, 2-bath a ...
From $390 per night (USD)VRBO
From $194 per night (USD)Expedia
1BR Serene and Cozy Chicago Apt!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Discover comfort in this serene 1BR Chicago apartment, perfect for solo travelers or couples. Nestled in a quie ...
From $194 per night (USD)Expedia
From $781 per night (USD)VRBO
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 $781 per night (USD)VRBO
From $203 per night (USD)Expedia
1BR Chic & Sunny Place
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Feel at home in our furnished 1-bedroom with a comfy living room, full kitchen, and private bath. Everything yo ...
From $203 per night (USD)Expedia
From $243 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 $243 per night (USD)VRBO
From $313 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 $313 per night (USD)Expedia
From $214 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 $214 per night (USD)VRBO
From $194 per night (USD)Expedia
Prime City Stay in a 1BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Fully furnished 1-bedroom apartment in a prime location. Move-in ready with everything you need for comfortable ...
From $194 per night (USD)Expedia
From $217 per night (USD)VRBO
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 $217 per night (USD)VRBO
From $266 per night (USD)Expedia
3BR Apt - Prime & Spacious
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: A 3-bedroom place with 2 bathrooms, full kitchen, in-unit washer/dryer, and Wi-Fi. There's a dining table too, ...
From $266 per night (USD)Expedia
From $219 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 $219 per night (USD)VRBO
From $226 per night (USD)Expedia
Perfect Stay - Modern 2BR Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: Welcome to your happy place in Lakeview! This fun and inviting 2BR/1BA is perfect for a small group or family. ...
From $226 per night (USD)Expedia
From $231 per night (USD)VRBO
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 $231 per night (USD)VRBO
From $197 per night (USD)Expedia
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 $197 per night (USD)Expedia
From $217 per night (USD)VRBO
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 $217 per night (USD)VRBO
From $140 per night (USD)Expedia
Walk to Metra: Long-Term Getaway in Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Near Public Transportation | Traveling Nurses Welcome | In-Unit Laundry Your next extended stay in Chicago starts here! ...
From $140 per night (USD)Expedia
From $265 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 $265 per night (USD)VRBO
From $1384 per night (USD)VRBO
2 Designer Apts, Same Floor, Top-Tier Amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover 'The Pop,' your group's ideal home base in the West Loop, featuring two stylish apartments on the same ...
From $1384 per night (USD)VRBO
From $2594 per night (USD)VRBO
Luxe Group Getaway, Steps from West Loop's Best
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 22
Summary: Experience the ideal group getaway in Chicago's West Loop, enjoying both shared moments and the luxury of perso ...
From $2594 per night (USD)VRBO
From $324 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 $324 per night (USD)Expedia
From $228 per night (USD)VRBO
Complete 1BR Home Sum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Step into comfort and style in this beautifully furnished 1-bedroom apartment designed for easy living. With sl ...
From $228 per night (USD)VRBO
From $206 per night (USD)Expedia
Bright 1BR Unit in a Prime Spot
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience the ease of living in a bright, fully furnished 1-bedroom apartment in a desirable neighborhood. Th ...
From $206 per night (USD)Expedia
From $200 per night (USD)VRBO
Chicago/Beverly/Evergreen Park Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This stylish unit... - Conveniently located 20 mins from Downtown Chicago. - 9 mins from Walmart, Target, Ross, Burling ...
From $200 per night (USD)VRBO
From $324 per night (USD)Expedia
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 $324 per night (USD)Expedia
From $206 per night (USD)VRBO
Perfect 1BR Spot near Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a fully furnished 1BR/1BA unit with a full kitchen and cozy living space. Conveniently located near parks ...
From $206 per night (USD)VRBO
From $897 per night (USD)Expedia
Sleeps 18+, 8BR Kids Room, 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 $897 per night (USD)Expedia
From $230 per night (USD)VRBO
Blissful Chicago Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a beautiful apartment only a short walk away from Clark street which features amazing nightlife and some of the ...
From $230 per night (USD)VRBO
From $254 per night (USD)Expedia
NEW Eco Stay by UChicago, Lakefront & Hyde Park!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy comfort and sustainability in this beautifully designed South Side retreat. Located in a modern, solar-powered gre ...
From $254 per night (USD)Expedia
From $1335 per night (USD)VRBO
Fulton Group Stay: 2 Apartments, Skyline Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Summary: Accommodate your group in style at 'The Tribune', our collection of two amazing apartments in West Loop’s Fulto ...
From $1335 per night (USD)VRBO
From $189 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 $189 per night (USD)Expedia
From $200 per night (USD)VRBO
Urban Studio Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Nestled in Chicago’s lively Lakeview neighborhood, this area blends classic charm with modern city living. Stro ...
From $200 per night (USD)VRBO
From $200 per night (USD)Expedia
Cozy Charm Studio Apt in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Step into this uniquely styled studio that blends comfort, function, and personality in one cozy space. Perfect ...
From $200 per night (USD)Expedia
From $203 per night (USD)VRBO
Cozy 1BR Apt Near Dining & Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Enjoy a stylish stay in this centrally located 1-bedroom retreat, thoughtfully designed for comfort and conveni ...
From $203 per night (USD)VRBO
From $179 per night (USD)VRBO
West Loop Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Fantastic unit in the 6th floor of a full amenity building hosting gorgeous views of the city. Locating in the center of ...
From $179 per night (USD)VRBO
From $241 per night (USD)VRBO
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 $241 per night (USD)VRBO
From $385 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 $385 per night (USD)VRBO
From $323 per night (USD)VRBO
3 Bed 2 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 $323 per night (USD)VRBO
From $794 per night (USD)Expedia
Brand-New 3BR: City Views, Prime West Loop Spot
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Your search for the perfect spot in Chicago ends here. 'The Lyric', a brand-new 3BR apartment in West Loop’s vi ...
From $794 per night (USD)Expedia
From $90 per night (USD)VRBO
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 $90 per night (USD)VRBO
From $422 per night (USD)Expedia
This apartment is a 1 bedroom(s), 1 bathrooms, located in Chicago, IL.
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $422 per night (USD)Expedia
From $522 per night (USD)VRBO
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 $522 per night (USD)VRBO
From $489 per night (USD)Expedia
2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $489 per night (USD)Expedia
From $231 per night (USD)VRBO
Cozy Room with Rooftop Lounge & City Views in River North
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $231 per night (USD)VRBO
From $559 per night (USD)Expedia
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $559 per night (USD)Expedia
From $200 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 $200 per night (USD)VRBO
From $276 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 $276 per night (USD)Expedia
From $466 per night (USD)VRBO
2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $466 per night (USD)VRBO
From $391 per night (USD)Expedia
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $391 per night (USD)Expedia
From $243 per night (USD)VRBO
Spacious Room with Rooftop Lounge & Scenic Views of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $243 per night (USD)VRBO
From $104 per night (USD)VRBO
Private Room + Bathroom In Historic Luxury Loft w Skyline Views & Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This historic converted 2 Bedroom loft space features 270 degree views of Chicago with nearly 20 foot ceilings and a pri ...
From $104 per night (USD)VRBO
From $201 per night (USD)VRBO
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 $201 per night (USD)VRBO
From $324 per night (USD)Expedia
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 $324 per night (USD)Expedia
From $277 per night (USD)VRBO
Bright + Cozy 3-bedroom apartment, Sleeps 8 plus Crib, Prime HP/Wicker Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
3B1B unit for 8 people plus a crib. Great West Wicker Park, Humboldt Park location (in coveted 60622 area code) just 0.9 ...
From $277 per night (USD)VRBO
From $226 per night (USD)Expedia
Charming Cozy 2BR Haven w/Crib Near Hip WickerPark
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2B1B unit for 6 people plus a crib. Great West Wicker Park location (in coveted 60622 area code) just 0.9 miles from Dam ...
From $226 per night (USD)Expedia
From $781 per night (USD)VRBO
Devon House Summary:
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: One of the 77 Chicago Communities, Norwood Park is just 15 miles from Downtown Chicago & less than 15 minutes f ...
From $781 per night (USD)VRBO
From $272 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 $272 per night (USD)Expedia
From $898 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 $898 per night (USD)VRBO
From $470 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 $470 per night (USD)Expedia
From $322 per night (USD)VRBO
Flexhome East Village 2BR H2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The space: The apartment sleeps up to 4 with a comfy queen bed in each room plus flexible seating areas so you can work ...
From $322 per night (USD)VRBO
From $218 per night (USD)Expedia
Flexhome Ukrainian Village 2BR D1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please review the House Rules before booking as we reserve the right to end the stay if violated: 1. No parties, gather ...
From $218 per night (USD)Expedia