Chicago Rentals
From $1088 per night (USD)VRBO
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Located inside one of the iconic Wrigley Rooftops, and just a few steps away from Wrigley Field, this apartment offers a ...
From $1088 per night (USD)VRBO
From $1088 per night (USD)Expedia
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up and ...
From $1088 per night (USD)Expedia
From $1088 per night (USD)VRBO
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to the Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up ...
From $1088 per night (USD)VRBO
From $134 per night (USD)VRBO
Trendy Loop Jr 1BR w/ Game Room, nr Park & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty The Loop furnished one bedroom apartme ...
From $134 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)Expedia
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)Expedia
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)Expedia
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)Expedia
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)VRBO
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)VRBO
From $180 per night (USD)Expedia
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)Expedia
From $118 per night (USD)VRBO
Charming Newly Updated 3-bed Chicago Apartment. Extended Stay Discount
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy home away from home which offers comfort and practicality. We are pleased to offer a fully furnished ...
From $118 per night (USD)VRBO
From $330 per night (USD)VRBO
Quiet 3-bedroom house in amazing Chicago with WiFi & AC. Near Everything!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom house in Chicago is perfect for your escape to the Windy City. With 3 queen beds, 1.5 bathrooms featuring ...
From $330 per night (USD)VRBO
From $505 per night (USD)VRBO
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)VRBO
From $152 per night (USD)Expedia
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)Expedia
From $243 per night (USD)VRBO
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)VRBO
From $108 per night (USD)VRBO
Blueground | Fulton Market District, pool, nr Union Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District. It’ll be easy to simply show up ...
From $108 per night (USD)VRBO
From $235 per night (USD)VRBO
Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $235 per night (USD)VRBO
From $683 per night (USD)Expedia
2 Spacious Units Close to Navy Pier! Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $683 per night (USD)Expedia
From $235 per night (USD)VRBO
Downtown Chicago Stay | 1 King Bed | Near River North
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Chicago’s vibrant River North neighborhood, this hotel offers easy access to top attractions like the Magnifi ...
From $235 per night (USD)VRBO
From $996 per night (USD)Expedia
Group Vacation! 4 Comfortable Units, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 4 separate rooms withi ...
From $996 per night (USD)Expedia
From $230 per night (USD)VRBO
River North Stay | 1 Unit | Near Chicago Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Chicago's River North neighborhood, this hotel offers easy access to popular attractions like the Magnificent ...
From $230 per night (USD)VRBO
From $749 per night (USD)Expedia
Recharge & Relax! Three Comfortable Units for Group Travel Near Willis Tower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 3 separate rooms withi ...
From $749 per night (USD)Expedia
From $500 per night (USD)VRBO
Vacation Day Is Always A Great Idea! Two Great Units, Close to Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 2 separate rooms withi ...
From $500 per night (USD)VRBO
From $235 per night (USD)Expedia
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $235 per night (USD)Expedia
From $101 per night (USD)VRBO
Blueground | West Loop Gate, pool, nr Union Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop Gate. It’ll be easy to simply show up and sta ...
From $101 per night (USD)VRBO
From $145 per night (USD)VRBO
Blueground | Cabrini-Green, pool, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Cabrini-Green furnished one bedroom apar ...
From $145 per night (USD)VRBO
From $110 per night (USD)VRBO
Blueground | Chicago Loop, rooftop, 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 $110 per night (USD)VRBO
From $111 per night (USD)VRBO
Blueground | Little Italy, pool, nr Union Park
- 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 $111 per night (USD)VRBO
From $133 per night (USD)VRBO
3 Bedroom Chicago Apartment w/ Large Kitchen & In-Unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Unwind in Chicago at this delightful apartment. With 3 bedrooms featuring a king bed, heating, in-unit laundry, and wind ...
From $133 per night (USD)VRBO
From $777 per night (USD)Expedia
3BR Art Deco retreat with garage.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This thoughtfully designed 1,400 sq ft residence is just a 1-minute walk from Wrigley Field. Blending historic character ...
From $777 per night (USD)Expedia
From $131 per night (USD)VRBO
Blueground | Rush & Division, rooftop, nr Lake Shore
- 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 $131 per night (USD)VRBO
From $171 per night (USD)VRBO
Blueground | Rush & Division, rooftop, nr Lakefront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this spacious two bedroom Blueground apartment. You’ll love coming ...
From $171 per night (USD)VRBO
From $130 per night (USD)VRBO
Blueground | Central Station, pool, nr Grant Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful one bedroom Blueground apartment. You’ll love comin ...
From $130 per night (USD)VRBO
From $207 per night (USD)VRBO
Blueground | Rush & Division, rooftop, nr Lake Shore Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this spacious Gold Coast furnished two bedroom apa ...
From $207 per night (USD)VRBO
From $118 per night (USD)VRBO
Blueground | Central Station, pool, nr Grant Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Central Station furnished one bedro ...
From $118 per night (USD)VRBO
From $299 per night (USD)Expedia
Spacious Modern 3BR • Top‑Floor + Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Recharge in Your Edgewater Oasis Spacious modern top‑floor 3BR with a private street‑facing deck and an enclosed sunroom ...
From $299 per night (USD)Expedia
From $109 per night (USD)VRBO
Luxury Furnished Garden Unit in North Park. Stylish, Modern & Peaceful
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This property is available for 32+ day stays only (mid-term rental)! Kick back and relax in this calm, stylish space. Th ...
From $109 per night (USD)VRBO
From $766 per night (USD)Expedia
Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to affluential Bronzeville neighborhood. Bronzeville jazz room is a luxury living space. Designed for small grou ...
From $766 per night (USD)Expedia
From $468 per night (USD)VRBO
1 Free Parking, Gym, Balcony, Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Stunning 3 bedroom West Loop apartment with 1 Garage Parking Space, Private Balcony with 1 king bed, 2 full be ...
From $468 per night (USD)VRBO
From $235 per night (USD)Expedia
River North Stay | 1 Unit | Near Chicago Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Chicago's vibrant River North neighborhood, this hotel offers easy access to downtown attractions such as the ...
From $235 per night (USD)Expedia
From $212 per night (USD)VRBO
Spacious 1BR - Free Parking, Golf & Midway Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
More Space. Free Parking. Unbeatable Location. Skip the cramped city stays — this spacious 1-bedroom Chicago apartment ...
From $212 per night (USD)VRBO
From $382 per night (USD)Expedia
Minutes to Wrigley - Games Arcades - Patio - Sleeps 12
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 12
1000 sq feet 2nd floor unit 3BR 1BA In the heart of beautiful, fun, and safe Lakeview East/Wrigley Located minutes from ...
From $382 per night (USD)Expedia
From $253 per night (USD)VRBO
Chicago Boutique Hideaway • Private Deck, Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: A rare private outdoor deck with fire pit—your own cozy escape. Tucked away behind a historic Chicago home, ...
From $253 per night (USD)VRBO
From $328 per night (USD)VRBO
Boutique Retreat • Private Patio + Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Maison Jardin Soleil! A historic home built in 1885 and recently updated for timeless charm and m ...
From $328 per night (USD)VRBO
From $151 per night (USD)VRBO
Blueground | Cabrini-Green, pool, nr Chicago River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this bright one bedroom Blueground apartment. You’ll love coming h ...
From $151 per night (USD)VRBO
From $358 per night (USD)Expedia
Lincoln Park Apt: Walk to Beach, Shops & Dining!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to this charming 1-bedroom, 2-bath vacation rental in the heart of Lincoln Park! Located near top attractions lik ...
From $358 per night (USD)Expedia
From $1216 per night (USD)VRBO
Steps to Lake & Beach! Multi-Level Oakland Haven
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
3 Mi to McCormick Place & Museum Campus | 4 Mi to Downtown | Fire Pit + BBQ | Basketball Court Experience the perfect b ...
From $1216 per night (USD)VRBO
From $273 per night (USD)VRBO
Stunning Fully Furnished 3BR/3BA Mid-Century Modern Duplex in Historic Old Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO YOUR OLD TOWN RETREAT Step into modern Chicago living with historic charm. This exquisitely appointed 1,700 ...
From $273 per night (USD)VRBO
From $199 per night (USD)VRBO
Spacious 3-bedroom retreat in West Logan with modern amenities, perfect for families looking to relax and explore vibrant Logan Square.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This spacious and stylish 3-bedroom apartment is perfect for family or groups. With its own private entrance. Enjoy free ...
From $199 per night (USD)VRBO
From $142 per night (USD)VRBO
Modern 2B Irving Park Gem / Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Spacious, newly renovated 2BR in Irving Park—perfect for families and groups up to 5. Enjoy a bright living area, full k ...
From $142 per night (USD)VRBO
From $205 per night (USD)VRBO
Comfortable and Trendy Design 1BR in Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Requires walking up 2 flights of stairs. Old building that has radiant heat controlled by building management. Located ...
From $205 per night (USD)VRBO
From $388 per night (USD)VRBO
Bucktown Home - Rooftop Deck, Game Rm, & Garage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Welcome to our wonderful home in Chicago! This spacious Bucktown retreat is designed for unforgettable group ...
From $388 per night (USD)VRBO
From $341 per night (USD)VRBO
2R- ❤️ Stylish and Cozy 2BR in Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Welcome to Chicago! Our large 2-bedroom / 1 bathroom apartment unit is perfect for getaway to Chicago. Stretch out on ...
From $341 per night (USD)VRBO
From $269 per night (USD)Expedia
3BR Spacious Home Away From Home. Coziest neighborhood in Chicago.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Windy City and home of amazing restaurants, great sports teams, and of course the lake! Whether you are t ...
From $269 per night (USD)Expedia
From $353 per night (USD)VRBO
Urban Oasis - Walk to Restaurants, Transit & More!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This is a sunny and cozy 2BR coach house at the border of two of Chicago's most sought-after neighborhoods, Li ...
From $353 per night (USD)VRBO
From $940 per night (USD)VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w/ 2,000 sqft Private Roof-Deck!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $940 per night (USD)VRBO
From $100 per night (USD)VRBO
Bright South Loop 1BR w/ Pool, Gym, walk to Museum Campus, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Central Station with views over the city. It’ll be easy ...
From $100 per night (USD)VRBO
From $113 per night (USD)VRBO
Roomy South Loop 1BR w/ Pool, Lounge, walk to CTA Trains, by Blueground
- 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 $113 per night (USD)VRBO
From $703 per night (USD)VRBO
Soft Palate & Warm Bricks At A Rogers Park Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Meet NEW and CHARM with exposed brick, dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, ope ...
From $703 per night (USD)VRBO
From $1080 per night (USD)Expedia
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 24
Temporarily live in the best neighborhood in Chicago in an amazing Furnished Custom Single Family Home brought to you by ...
From $1080 per night (USD)Expedia
From $545 per night (USD)VRBO
2-Story Penthouse -Views, Fireplace, Pool, Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: The Penthouses at Grand Plaza PH#4: Soar above Chicago in this stunning 2-story penthouse with unmatched sky ...
From $545 per night (USD)VRBO
From $253 per night (USD)Expedia
52nd Floor MagMile Penthouse Views Fireplace Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#9 Experience elevated city living from this stunning penthouse, soaring 52 sto ...
From $253 per night (USD)Expedia
From $253 per night (USD)VRBO
51st Floor MagMile Penthouse Views Balcony Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#7 Experience elevated city living from this stunning penthouse, soaring 52 sto ...
From $253 per night (USD)VRBO
From $679 per night (USD)Expedia
Historic luxury townhouse on Chicago's Gold Coast
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our stunning Townhouse located in the lavish Gold Coast of Chicago—one of the most sought-after loc ...
From $679 per night (USD)Expedia
From $459 per night (USD)VRBO
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Chicago from our cozy 3-bedroom Lincoln Park retreat! This unique condo blends historic charm, featuring 20-f ...
From $459 per night (USD)VRBO
From $285 per night (USD)Expedia
Remodeled, spacious and bright apartment — near Loyola, beach & subway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautifully remodeled, modern, spacious, and luxuriously furnished 3 bedroom, 2 bath private city apartment. ...
From $285 per night (USD)Expedia
From $201 per night (USD)VRBO
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of Chicago's premier entertainment district • Walk Score 93 (“Walker’s Paradise”) • Free street par ...
From $201 per night (USD)VRBO
From $536 per night (USD)Expedia
2-Story Penthouse Views, Fireplace, Pool, Gym
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Soar above Chicago in this stunning 2-story luxury penthouse with unmatched city & Lake Michigan views. This 2 ...
From $536 per night (USD)Expedia
From $308 per night (USD)VRBO
Exquisite Rogers Park 1bd/1bath Apt. Near Evanston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Recently remodeled 1 bedroom, 1 bath, plus sleeper sofa and kitchen with modern finishes on the top floor of a nice owne ...
From $308 per night (USD)VRBO
From $124 per night (USD)VRBO
Tasteful Streeterville 1BR w/ Gym, Pool, near Navy Pier, by Blueground
- 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 $124 per night (USD)VRBO
From $141 per night (USD)VRBO
Bright Streeterville 2BR w/ Gym, Pool, near Navy Pier, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $141 per night (USD)VRBO
From $231 per night (USD)Expedia
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! ...
From $231 per night (USD)Expedia
From $808 per night (USD)VRBO
55th-Floor 3BR Duplex Penthouse Lake & City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Experience Chicago from a true 55th-floor duplex penthouse in the heart of River North. This spacious 3BR/2BA ...
From $808 per night (USD)VRBO
From $253 per night (USD)Expedia
52nd Floor MagMile Penthouse Views Fireplace Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#5 Experience elevated city living from this stunning penthouse, soaring 52 s ...
From $253 per night (USD)Expedia
From $287 per night (USD)VRBO
53 Floor MagMile Penthouse Views, Balcony, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: The Penthouses at Grand Plaza PH#6 Soar 53 floors above Chicago in this stunning 2-BR penthouse with breathta ...
From $287 per night (USD)VRBO
From $674 per night (USD)Expedia
Historic 1920s Private Bungalow Near Logan Square, pool and beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Before every reservation this home is Professionally CLEANED and SANITIZED thoroughly from top to bottom. The only spac ...
From $674 per night (USD)Expedia
From $267 per night (USD)VRBO
Luxurious 3Br with parking on premises 🌔
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This unique place has a style all its own. Modern/cozy feel. Freshly renovated. Enjoy the hassle-free parking on the pre ...
From $267 per night (USD)VRBO
From $257 per night (USD)Expedia
Belmont House, Classy & Chic/walk to Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous home is smack-dab in one of the hottest neighborhoods in Chicago, a 3/4 mile 15 minute walk to Wrigley Fie ...
From $257 per night (USD)Expedia
From $343 per night (USD)VRBO
2 Rooftops, 2 Car Garage, 4 Stories
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: Why pay $$$ Chi parking when you have a 2 CAR GARAGE DOWNTOWN? Our 4br/3.5ba rowhome has 4 levels & 2 ROOFTOPS ...
From $343 per night (USD)VRBO
From $192 per night (USD)VRBO
Bright/Cozy/Hip 2/1 Apt | Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy Chicago as a Chicagoan and welcome to the historic now hip neighborhood of Logan Square. It is a must se ...
From $192 per night (USD)VRBO
From $391 per night (USD)VRBO
Chicago Riverhouse with private fenced in oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the ...
From $391 per night (USD)VRBO
From $122 per night (USD)VRBO
Mod River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North Side with views over the city. It’ll be easy ...
From $122 per night (USD)VRBO
From $143 per night (USD)VRBO
Trendy River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- 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 $143 per night (USD)VRBO
From $487 per night (USD)Expedia
Private Historic Coach House Wicker Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Location, location, location! Private quiet clean coach house with two bedrooms and one bath in the heart of Wicker Park ...
From $487 per night (USD)Expedia
From $601 per night (USD)VRBO
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $601 per night (USD)VRBO
From $317 per night (USD)Expedia
Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $317 per night (USD)Expedia