Chicago, Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chicago, Illinois on RentalSaver.com!

Chicago Rentals

From $233 per night (USD)
VRBO
Mediterranean Retreat. Newly renovate 1,000 sqft.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Recently renovated 1ksqft apartment in historic Worker's Cottage with lush garden. The interiors have been layered by be ...
From $233 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Wabash 4BR - Pool, Free In & Out Parking 2
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 🌆 Spacious 4BR/3BA in Chicago's South Loop, steps from Grant Park & Millennium Park. Sleeps up to 8 (2 Full + ...
From $358 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Wabash 4BR - Pool, Free In & Out Parking 1
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 🌆 Spacious 4BR/3BA in Chicago's South Loop, steps from Grant Park & Millennium Park. Sleeps up to 8 (2 Full + ...
From $438 per night (USD)
VRBO
From $164 per night (USD)
Expedia
2BR/2BA · pet-friendly · workspace · residential garage parking · king beds
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bed/2 bath with stainless steel appliances, king beds, standing desk, fenced backyard, dog beds/bowls, and shared laun ...
From $164 per night (USD)
Expedia
From $198 per night (USD)
VRBO
2-bedroom Bronzeville Gem
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stay comfortably in Chicago at this 2-bedroom apartment. The space features two queen beds, offering guests a restful ni ...
From $198 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Cozy 2-bedroom apartment in Pilsen Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2 bedroom apartment great location. Walking distance to public transportation. The train station, pink line and bus stop ...
From $216 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Cozy Urban View Retreat Near Downtown - Sleeps 7
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Relax in this stylish top-floor retreat designed for comfort and fun! This spacious 2BR/1BA unit sleeps up to 7 and feat ...
From $95 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Wabash 4BR - Pool, Free In & Out Parking 4
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 🌆 Spacious 4BR/3BA in Chicago's South Loop, steps from Grant Park & Millennium Park. Sleeps up to 8 (2 Full + ...
From $418 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Quiet and comfortable 2BR Garden Unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Chicago is waiting for you at this 2-bedroom garden unit. Inside, guests find a peaceful space featuring one queen bed a ...
From $99 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Airy & Spacious Loft - 1BR Perfect For Long-Term Stays
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in Chicago at this nice apartment perfect for a solo traveler or couple. The space features one cozy bedroom and ...
From $126 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Welcoming 2-bedroom building with AC in vibrant Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Chicago, enjoy what this 2-bedroom building has to offer. The quaint space features one queen bed, perfect fo ...
From $155 per night (USD)
VRBO
From $83 per night (USD)
Expedia
Stylish 1BR Bucktown Pad – Blue Line Access, Free Parking & Laundry In-Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy effortless Chicago living in this thoughtfully designed 1-bedroom apartment in Bucktown. Just steps from the Weste ...
From $83 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Lux Stay in the Heart of Roscoe Village; New space with high end amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a stylish experience in Roscoe Village at this truly one of a kind, brand new space conveniently located one block ...
From $288 per night (USD)
VRBO
From $763 per night (USD)
Expedia
Chic 2-bedroom apartment in amazing Chicago with AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience Chicago like a local in this 2-bedroom apartment. This wonderful space offers heating, AC, an iron, and a hai ...
From $763 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Prime River North One-Bedroom, Steps to Dining, Shopping, Nightlife & Riverwalk.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience elevated Chicago living from the 43rd floor of this premier River north/ Gold Coast high-rise! Perfectly per ...
From $137 per night (USD)
VRBO
From $727 per night (USD)
Expedia
Lux Chicago House with 6 Bedrooms / Garage / Yard / Game Room
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Highlights: 🛏 6 beautifully decorated bedrooms with designer touches 🛁 4 luxurious bathrooms with premium finishes ...
From $727 per night (USD)
Expedia
From $286 per night (USD)
VRBO
2 Bedroom apartment free parking near transit
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Stay comfortably in Chicago at this charming 2-bedroom apartment. The space offers a cozy atmosphere with a single bathr ...
From $286 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience Chicago like a local from this bright 3rd-floor sanctuary. Located on Damen Ave, you’re steps away from the c ...
From $194 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into a sun-drenched, top-floor sanctuary with a private roof deck and sweeping skyline views. Whether you`re here f ...
From $246 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Midway Hideaway - Spacious Chicago Apartment Near Midway Airport
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Picture this: you've just landed at Midway, grabbed your bags, and within minutes you're turning the key to your own pri ...
From $244 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Logan Sq Apt | King Bed | Games | Near Blue Line
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
**WILL BE FURNISHED BY 10/5/2026** Stay in the heart of Logan Square in this stylish, game-filled apartment just a shor ...
From $269 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Golden Suite on State St | Steps to Oak St Beach & Magnificent Mile | Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Golden Suite | Gold Coast Gem Steps from Oak St Beach Welcome to Golden Suite — Your Elevated Stay in Chicago’s Gold Coa ...
From $250 per night (USD)
Expedia
From $472 per night (USD)
VRBO
NEW! Newly Renovated 3BR/2BA in Heart of Andersonville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Amazing location! Experience the unparalleled comfort and style of this brand- new, fully renovated 3BR/2BA condo nestl ...
From $472 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Plymouth Collection: 3BD 2BA High Floor with Gym
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly r ...
From $430 per night (USD)
Expedia
From $494 per night (USD)
VRBO
3-bedroom house in Chicago with AC and fitness room towels I even have foodsssss
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy a peaceful stay at this 3-bedroom house in Chicago. The welcoming space features three king beds and two bathrooms ...
From $494 per night (USD)
VRBO
From $482 per night (USD)
VRBO
NEW! Heart of East Village 2-Bed 2-Bath Peaceful Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a peaceful escape at this stylish and modern home. You'll love the quaint tree-lined street that is just steps aw ...
From $482 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Marvelous 4-bedroom townhome with Free Parking in vibrant Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Consider this townhome your home away from home while you visit Chicago. This tremendous space features four bedrooms, i ...
From $574 per night (USD)
VRBO
From $133 per night (USD)
VRBO
Blueground | West Loop, pool, nr United Center
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 $133 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Blueground | West Loop Gate, rooftop, nr 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 $116 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Modern 4BR Home ,Sleeps 10, 5 Beds, Free Parking Easy Access to Downtown&Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to a bright, fully renovated this year, and stylish home designed for families and friends! Enjoy 4 bedrooms, 5 ...
From $764 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Great Area Logan Square Apt Games Pets - Sleeps 5
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Escape to a fun, stylish 650 sq ft top-floor retreat in Chicago`s vibrant Avondale/Logan Square! Perfect for 4, this pri ...
From $231 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Landing | Amazing 1BD, Yoga Studio, Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $149 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Landing | Incredible 1BD, Gym, Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $171 per night (USD)
VRBO
From $134 per night (USD)
Expedia
Landing | Chic Studio, Clubhouse, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Soak up the best of River North at NEXT. Our fully-furnished homes are perfect for monthly or extended stays, featuring ...
From $134 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Landing | Amazing 1BD, Pool, Yoga Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $150 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Landing | Stunning 1BD, Gym, Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $168 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Landing | Stunning 1BD, Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $176 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Landing | Beautiful 1BD, Yoga Studio, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $145 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Landing | Spectacular 1BD, Yoga Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $155 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Landing | Stunning 1BD, Rooftop Lounge, Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $179 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Landing | Chic 1BD, Yoga Studio, Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Lydian in Chicago, IL! Perfect for monthly or extended stays, our fully furnished apartments feature full ...
From $134 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Landing | Modern 1BD in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $178 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Landing | Amazing 1BD in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $171 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Landing | Stunning 1BD in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $188 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Landing | Stylish Studio in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $164 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Landing | Incredible Studio in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $132 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Landing | Stylish Studio in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $172 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Landing | Modern Studio in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $163 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Landing | Amazing Studio in Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Inside Info Fremont in Chicago, IL! Perfect for monthly or extended stays, our fully-furnished apartments fea ...
From $164 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Luxe 3BR + Patio & Parking | Sleeps 9 | Lakeview
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: You'll feel it the moment you walk in — this isn't a typical rental. It's a sprawling, light-filled home on on ...
From $461 per night (USD)
Expedia
From $667 per night (USD)
VRBO
Spacious Chicago Group Home! Walk to Train & Eats
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Game Room + Yard | 7 Mi to Downtown | Bring Your Pets This 3-bed Chicago vacation rental is perfect for families and gr ...
From $667 per night (USD)
VRBO
From $201 per night (USD)
Expedia
By Wrigley Field +Reserved Parking Space +95 Walkscore + In-Unit Laundry + Patio
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Top host approved all-new construction luxury condo in a quaint 3-unit building that sleeps 5 and offers great natural l ...
From $201 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Flexhome West Town Spacious 2BR Duplex · Sleeps 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover the best of Chicago from this spacious 2-bedroom, 2-bathroom duplex apartment. Whether you`re in town for a con ...
From $211 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Luxury Fulton Market Condo - Prime Location Walking distance to Riverwalk
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay in the heart of Chicago’s West Loop. One block from Fulton Market’s award winning restaurants, bars, and cafés. Clo ...
From $282 per night (USD)
Expedia
From $148 per night (USD)
VRBO
Private Covered Garage +In-Unit Laundry+ Restaurant Row+93 Walkscore + 606 Trail
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nicknamed "Midwest Headquarters of Hip" Logan Square was voted one of the coolest places in the country by Cushman & Wak ...
From $148 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Top Rated w/Free Street Parking+ 2 King Beds 1 Single +In Unit-Laundry +1.5 Bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Newly renovated, Scandinavian inspired, apartment with all the amenities we have noted that guests desire in a home away ...
From $206 per night (USD)
Expedia
From $310 per night (USD)
VRBO
CHICAGO Portage Park Pad
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Traveling alone or with the family this apartment has the space to lounge rest or work. Located in a quite residential n ...
From $310 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Blueground | Chicago Loop, pool, nr Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious The Loop furnished one bedroom apart ...
From $129 per night (USD)
VRBO
From $109 per night (USD)
VRBO
Blueground | Chicago Loop, pool, nr Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $109 per night (USD)
VRBO
From $808 per night (USD)
Expedia
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to our bright and modern 4-bedroom corporate suite in the heart of Chicago. Designed for both comfort ...
From $808 per night (USD)
Expedia
From $744 per night (USD)
VRBO
Modern 3BR Apartment Near North Ave Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to your bright and spacious 3-bedroom Chicago retreat. Enjoy an open living area, fully equipped kitch ...
From $744 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Cozy 2-bedroom condo near O'Hare/Train/Pet OK/Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Enjoy this home away from home! * Convenient location – Close to the airport with easy access to downtown, just a short ...
From $174 per night (USD)
Expedia
From $872 per night (USD)
VRBO
Charming 5-bedroom Jefferson Park Bungalow near O’Hare
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Consider this bungalow your home away from home while you visit Chicago. This marvelous retreat features five spacious b ...
From $872 per night (USD)
VRBO
From $110 per night (USD)
VRBO
Blueground | West Loop, rooftop, nr Union Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. It’ll be easy to simply show up and start li ...
From $110 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Huge 4BR+4BTH Penthouse in West Town Hotspot!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your perfect Chicago home base w/Free Parking! Stay in a newer construction 4 Bedroom / 4 Full Bathroom Pent ...
From $590 per night (USD)
VRBO
From $119 per night (USD)
VRBO
Blueground | Chicago Loop, pool, nr Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $119 per night (USD)
VRBO
From $117 per night (USD)
VRBO
Blueground | Chicago Loop, pool, nr Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish The Loop furnished one bedroom apartm ...
From $117 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Blueground | West Loop, rooftop, nr Union Station
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. It’ll be easy to simply show up and start li ...
From $112 per night (USD)
VRBO
From $106 per night (USD)
VRBO
Blueground | Little Italy, pool, nr National Museum of Mexican Art
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Little Italy. It’ll be easy to simply show up and start ...
From $106 per night (USD)
VRBO
From $103 per night (USD)
VRBO
Blueground | Chicago Loop, pool, nr Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this studio apartment in The Loop. It’ll be easy to simply show up and start living i ...
From $103 per night (USD)
VRBO
From $133 per night (USD)
VRBO
Blueground | Chicago Loop, pool, nr Millennium Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in The Loop. It’ll be easy to simply show up and start liv ...
From $133 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Blueground | Edgewater, fitness center, nr Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this beautiful two bedroom Blueground apartment. You’ll love comin ...
From $100 per night (USD)
VRBO
From $126 per night (USD)
VRBO
Blueground | Edgewater, fitness center, nr Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Chicago, with this two bedroom apartment in Edgewater. It’ll be easy to simply show up and start li ...
From $126 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Blueground | Central Station, pool, nr Grant Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Central Station furnished two bedro ...
From $166 per night (USD)
VRBO
From $76 per night (USD)
VRBO
Blueground | Goose Island, view, nr Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to ...
From $76 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Blueground | West Loop Gate, rooftop, nr Riverwalk
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this bright West Loop Gate furnished one bedroom a ...
From $100 per night (USD)
VRBO
From $95 per night (USD)
VRBO
Cozy 2 Bed Apt - Midway Airport
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
About this space Newly rehabbed 2 bedroom 1 bathroom lower level apartment less than 5 miles from Midway Airport. 10 min ...
From $95 per night (USD)
VRBO
From $105 per night (USD)
VRBO
Blueground | West Loop Gate, pool, nr Union Station
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish West Loop Gate furnished one bedroom ...
From $105 per night (USD)
VRBO
From $97 per night (USD)
VRBO
Blueground | West Loop Gate, pool, nr Union Station
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this comfortable one bedroom Blueground apartment. You’ll love com ...
From $97 per night (USD)
VRBO
From $96 per night (USD)
VRBO
Blueground | West Loop, pool, nr Union Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this studio apartment in West Loop Gate. It’ll be easy to simply show up and start li ...
From $96 per night (USD)
VRBO
From $102 per night (USD)
VRBO
Blueground | West Loop Gate, pool, nr Union Station
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this sophisticated studio Blueground apartment. You’ll love coming ...
From $102 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Waveland Chicago 544 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ N ...
From $270 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Adorable 1-bedroom building with AC in beautiful Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Make yourself at home in this 1-bedroom Chicago retreat. This adorable building offers a cool space where guests can rel ...
From $180 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This urban oasis is situated in a historic, tree-lined neighborhood at the intersection of Ukrainian Village and East Vi ...
From $241 per night (USD)
Expedia
From $512 per night (USD)
VRBO
ConerStone House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the beauty of Chicago from this marvelous 4-bedroom house. Guests will find three queen beds and one twin bed, ...
From $512 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Marvelous 3-bedroom apartment with AC in vibrant Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover this 3-bedroom apartment in Chicago. The perfect spot features a queen bed, a full bed, and a twin bed, making ...
From $150 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Pool House- 4bd/ 2ba- in the city of Chicago
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Take a break and unwind at this peaceful oasis in Chicago. Whether you're playing games in the house or sitting by the p ...
From $326 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Blueground | West Loop, pool, nr Union Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in West Loop. It’ll be easy to simply show up and start li ...
From $100 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into a sun-drenched, top-floor sanctuary with a private roof deck and sweeping skyline views. Whether you`re here f ...
From $246 per night (USD)
VRBO
From $107 per night (USD)
VRBO
Blueground | West Loop, rooftop, nr Union Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful West Loop furnished one bedroom apa ...
From $107 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Blueground | Near North, garden, nr Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Near North Side furnished one bedro ...
From $135 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Blueground | Near North, fitness center, nr Lincoln Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $175 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Blueground | Near North, fitness center, nr Riverwalk
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 $145 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Huge 5BR Heart of Fulton Market, Duplex of dreams
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to your spacious duplex located in the Heart of Fulton Market, one of Chicago’s most exciting and sought-after n ...
From $550 per night (USD)
Expedia
From $186 per night (USD)
VRBO
South Loop 2BR Oasis w/ Patio & Gym Near McCormick Place and Soldier Field
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience a modern 2-bedroom corner suite in Chicago’s highly sought-after South Loop, just a short walk from McCormick ...
From $186 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Historic 1930s Retreat! Walk to Wicker Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Restored Funeral Home | Pet Friendly w/ Fee | Walk to Public Transit | WFH Ready Experience a one-of-a-kind stay at thi ...
From $138 per night (USD)
Expedia
From $403 per night (USD)
VRBO
NEW! Stylish 3BD/2.5BTH w/parking! United Center!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Book your next Windy City getaway at this 3-bed, 2.5-bath Chicago vacation rental. Perfect for families or friends, this ...
From $403 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Serene 2-bedroom condo with AC in vibrant Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Chicago, this delightful condo offers guests a comfortable stay with two cozy bedrooms featuring a queen bed ...
From $505 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Cozy 2-bedroom apartment on top floor in the heart of Ukrainian Village with AC.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This memorable apartment is the perfect, charming home base for your trip to Chicago. In the heart of Ukrainian Village, ...
From $152 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Chicago Stay Near Midway Airport & Orange Line
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Windy City Nest, a cozy 1-bedroom retreat in Archer Heights, Chicago. Enjoy a clean, modern space designed fo ...
From $243 per night (USD)
Expedia

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