Chicago Rentals
From $385 per night (USD)VRBO
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $385 per night (USD)VRBO
From $504 per night (USD)VRBO
Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $504 per night (USD)VRBO
From $723 per night (USD)VRBO
Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $723 per night (USD)VRBO
From $193 per night (USD)VRBO
5 Mi to Dtwn: Ukrainian Village Apartment!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Walk to Restaurants | Sleek Furnishings Make the most of your next Windy City adventure when you book this updated Chic ...
From $193 per night (USD)VRBO
From $425 per night (USD)VRBO
House with garage, outdoor dining and basement bar
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to this superb house in picturesque Chicago. With 4 queen beds spread across 4 bedrooms and 3 bathrooms equipped ...
From $425 per night (USD)VRBO
From $230 per night (USD)Expedia
Two Bedroom - Tranquil Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our enchanting 2-bedroom, 1-bathroom haven nestled in the vibrant heart of Wrightwood, Chicago. Ideal for fam ...
From $230 per night (USD)Expedia
From $648 per night (USD)VRBO
Peaceful Oasis - Captivating Six-Bedroom Escape
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Discover the charm of Wrightwood, Chicago, from the comfort of our enchanting 6-bedroom, 3-bathroom rental haven. You wi ...
From $648 per night (USD)VRBO
From $597 per night (USD)Expedia
Charming house in Oak Park. Free parking. 15 mins to downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Chicago at its finest is just a stay away. Enjoy the luxury of being a mere 15 mins from downtown Chicago with a peacef ...
From $597 per night (USD)Expedia
From $179 per night (USD)VRBO
Stylish and Cozy 2BR, Family Friendly, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to this beautifully remodeled, modern 2-bedroom, 1-bathroom apartment, perfectly situated in the lively and dive ...
From $179 per night (USD)VRBO
From $259 per night (USD)Expedia
Gold Coast 2 Bedroom Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2BR Retreat in Gold Coast – Stylish & Newly Renovated! Experience the best of Chicago’s Gold Coast in this brand ...
From $259 per night (USD)Expedia
From $212 per night (USD)VRBO
Blueground | West Loop, gym & bbq, nr Willis Tower
- 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 $212 per night (USD)VRBO
From $521 per night (USD)Expedia
Your Chicago Home Base – 4BR, 2BA, Sleeps 15, Ideal for Families & Groups!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Your Chicago Home Away from Home! This spacious and modern 4-bedroom, 2-bathroom home comfortably sleeps up ...
From $521 per night (USD)Expedia
From $420 per night (USD)VRBO
4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Free garage parking!!! Fabulous and expansive! 4 bedroom and 3 full bathroom apartment set in trendy Humboldt Park. The ...
From $420 per night (USD)VRBO
From $208 per night (USD)VRBO
Close to Downtown Chicago! Fully furnished with utilities included!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Stay comfortably in Oak Park at this 2 bedroom apartment. Marvelous 2 queen beds await guests in this wonderful space e ...
From $208 per night (USD)VRBO
From $187 per night (USD)VRBO
Heart of Chicago, Double Queen @ The Chicago Hotel Collection Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $187 per night (USD)VRBO
From $249 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile Upscale Saint Clair Suite, 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $249 per night (USD)VRBO
From $167 per night (USD)VRBO
City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $167 per night (USD)VRBO
From $83 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile Sleek Standard Double Queen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $83 per night (USD)VRBO
From $452 per night (USD)VRBO
Game Room • Fire-pit • Playground • Gym • Billiard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
This playful Chicago hideaway mixes retro charm with cozy comfort. Fire up the arcade, challenge your crew to pool or fo ...
From $452 per night (USD)VRBO
From $169 per night (USD)Expedia
Cozy 1 Bedroom Apt near Logan Sq Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This stylish place to stay is perfect for individuals couples or group trips. Kick back and relax in this calm, newly re ...
From $169 per night (USD)Expedia
From $272 per night (USD)VRBO
Lovely 1BR/1BA in the Heart of Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Requires walking up 2 flights of stairs. Welcome to this charming studio apartment in the heart of Lincoln Square! Enjoy ...
From $272 per night (USD)VRBO
From $199 per night (USD)Expedia
Spacious loft in the heart of West Town, Noble Square Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Chicago from one of the best neighborhoods Chicago has to offer! This oversized loft boasts high ceilings, a ba ...
From $199 per night (USD)Expedia
From $202 per night (USD)VRBO
Cozy unit steps from Loyola Uni with AC, WiFi, fitness room and big TV
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Chicago, this amazing apartment offers a cool living room with 1 queen bed. Guests can enjoy amenities like W ...
From $202 per night (USD)VRBO
From $349 per night (USD)Expedia
Stunning New Renovation 1BR/1BA in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Requires climbing an 8 step staircase to unit. Welcome to your charming 1BR|1BA retreat in the heart of Andersonville! T ...
From $349 per night (USD)Expedia
From $417 per night (USD)VRBO
5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
Spacious 1000 sq feet 1st floor unit 2BR 1BA In the heart of beautiful and fun Lakeview located minutes from Wrigleyvil ...
From $417 per night (USD)VRBO
From $312 per night (USD)Expedia
Marvelous Newly Renovated 1BR/1BA Near Lakeview
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Requires climbing 2 flights of stairs. Welcome to your stylish 1-bedroom, 1-bath apartment in vibrant Lakeview, Chicago! ...
From $312 per night (USD)Expedia
Click For PricingVRBO
Blueground | River North, pool & AC, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North furnished one bedroom apa ...
Click For PricingVRBO
From $667 per night (USD)Expedia
Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
3-Story 1,700 sqft Home | Sleeps 12 DM for YOUR SPECIAL RATE! ! Free Private Garage ! Hot Tub ! 360° Roof Deck with Sk ...
From $667 per night (USD)Expedia
From $210 per night (USD)VRBO
Sleeps 4 • Stylish Stay with Workspace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
👉 Step into this sleek 1BR in Chicago, where modern design meets functionality. With its chic black and gold furnishing ...
From $210 per night (USD)VRBO
From $270 per night (USD)Expedia
Sleeps 4 • New Modern 1BR • Workspace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
👉 Experience modern comfort at this cozy 1BR in Chicago. The stylish living room features a dedicated workspace, perfec ...
From $270 per night (USD)Expedia
From $215 per night (USD)VRBO
2BR Fitness Pad • Private Gym • Sleeps 7
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
👉 This stylish 2BR apartment combines sleek, modern design with an active lifestyle. The minimalist, urban space is per ...
From $215 per night (USD)VRBO
From $202 per night (USD)Expedia
Sleeps 7 • Huge Projector • Designated Workspace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
👉 Escape to this stylish 2BR retreat in Chicago, where comfort meets convenience. The space blends cozy, modern design ...
From $202 per night (USD)Expedia
From $141 per night (USD)VRBO
Blueground | River North, pool & AC, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North furnished one bedroo ...
From $141 per night (USD)VRBO
From $106 per night (USD)Expedia
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Chicago Loop furnished one bedroom ap ...
From $106 per night (USD)Expedia
From $234 per night (USD)VRBO
3BR Modern Apt • Gym • Workspace • Quiet Location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
✨ The place is really nice she just set it up so all the furniture is brand new and also there`s a treadmill and some gy ...
From $234 per night (USD)VRBO
From $326 per night (USD)Expedia
New Modern 3BR • Gym • Workspace • Quiet Location
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
✨Clean and comfortable space. Accurate description. Safe street. Would love to stay again! ✨ 📢 Welcome to the perfec ...
From $326 per night (USD)Expedia
From $207 per night (USD)VRBO
Walk to Blue Line: Sleek Apartment in Bucktown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Ample Natural Lighting | Central A/C | 5 Mi to Downtown Make the most of your Windy City getaway with this 2-bedroom, 1 ...
From $207 per night (USD)VRBO
From $337 per night (USD)VRBO
The Ultimate Chicago Experience! Close to Chicago Riverwalk and Picasso Statue
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $337 per night (USD)VRBO
From $380 per night (USD)VRBO
Ideal Mix of Comfort and Value! 2 Comfortable Units, Near Marina City!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $380 per night (USD)VRBO
From $589 per night (USD)VRBO
4 Spacious Units Close to Navy Pier and Willis Tower! Parking, Pets Allowed!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $589 per night (USD)VRBO
From $148 per night (USD)VRBO
Perfect for your Chicago Getaway! Close to Midway Airport! Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $148 per night (USD)VRBO
From $148 per night (USD)VRBO
Beach Getaway! Minutes to Street Beach and Ohio Street Beach! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $148 per night (USD)VRBO
From $558 per night (USD)VRBO
Better Choice for your Vacation! 3 Convenient Units, Close to Chicago Riverwalk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $558 per night (USD)VRBO
From $294 per night (USD)VRBO
Group Vacation! 2 Spacious Units Near Oak Street Beach! Onsite Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $294 per night (USD)VRBO
From $402 per night (USD)VRBO
3-Story Townhome, Free Parking, Private Patio, Washer-Dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: This unique townhome is in one of the most prestigious neighborhoods in Chicago: southeast Lincoln Park. Walk t ...
From $402 per night (USD)VRBO
From $1173 per night (USD)Expedia
Longterm living in Chicago: 3BR Luxury Lakefront@Oak St Beach--pool, gym, decks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to this luxury 2200sf condo in Chicago, on a high floor with lake views, pool and deck. This gorgeous condo boast ...
From $1173 per night (USD)Expedia
From $484 per night (USD)VRBO
Goose Island Gem, Stay & Connect, In a 4BR
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: For groups ready to experience Chicago's energy, 'The Vibe' is your perfect 4BR home base. It's a promise of ...
From $484 per night (USD)VRBO
From $378 per night (USD)Expedia
Cozy 3BR on Chicago's North Side & Free Parking On-premises!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this cozy, well-appointed 3-bedroom condo, offering everything you need for a comfortable stay in Chicago. En ...
From $378 per night (USD)Expedia
From $282 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $282 per night (USD)VRBO
From $281 per night (USD)Expedia
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $281 per night (USD)Expedia
From $275 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $275 per night (USD)VRBO
From $464 per night (USD)Expedia
Wrigleyville Suites Room 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $464 per night (USD)Expedia
From $464 per night (USD)VRBO
Wrigleyville Suites Room 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $464 per night (USD)VRBO
From $134 per night (USD)Expedia
Blueground | West Loop, gym & bbq, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
From $134 per night (USD)Expedia
From $156 per night (USD)VRBO
Blueground | West Loop, pool & gym, nr park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Fulton Market District with views over the city. It’ll ...
From $156 per night (USD)VRBO
From $174 per night (USD)Expedia
Beautiful Newly Renovated 3BR/2BA in the Heart of Andersonville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the unparalleled comfort and style of this brand-new, fully renovated 3-bedroom, 2-bathroom condo nestled in ...
From $174 per night (USD)Expedia
From $191 per night (USD)VRBO
Enjoy this NEW CONSTRUCTION 3-bedroom apartment in EXCELENT LOCATION!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this Just REMODELED Apartment, EXCELLENT LOCATION! *7min from United Center *14min to Willis Tower *1 block from 2 ...
From $191 per night (USD)VRBO
From $267 per night (USD)Expedia
Historic 3BR Retreat Near Univ of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Chicago from this charming 3-bedroom apartment. There is one room each with queen size beds and a ...
From $267 per night (USD)Expedia
From $291 per night (USD)VRBO
Luxurious King Suite Offering Comfort and Style in Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 398 sq. ft, equipped with complimentary toiletries, high defi ...
From $291 per night (USD)VRBO
From $302 per night (USD)VRBO
Relax in a Spacious King Suite with Stunning Views of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 395 sq. ft, equipped with complimentary toiletries, high defi ...
From $302 per night (USD)VRBO
From $301 per night (USD)VRBO
Reliance King Suite at Staypineapple, An Iconic Hotel, The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 395 sq. ft, equipped with complimentary toiletries, high defi ...
From $301 per night (USD)VRBO
From $291 per night (USD)VRBO
Millennium Park King Suite at Staypineapple, An Iconic Hotel, The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 398 sq. ft, equipped with complimentary toiletries, high defi ...
From $291 per night (USD)VRBO
From $193 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr Willis Tower
- 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 $193 per night (USD)VRBO
From $107 per night (USD)Expedia
2 Mi to Red Line: Chicago Home Near Sherman Park
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 9
New Kitchen Appliances | Dogs Allowed w/ Fee | Security System | 8 Mi to Grant Park Enjoy easy access to top Chicago at ...
From $107 per night (USD)Expedia
From $413 per night (USD)VRBO
Gorgeous Parisian Retreat on University of Chicago Campus
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to La Château Lumière – Your Radiant Parisian Retreat in the Heart of Historic Chicago. Nestled in the vibrant W ...
From $413 per night (USD)VRBO
From $494 per night (USD)Expedia
Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Your cozy getaway awaits in Chicago at this superb apartment. With 4 bedrooms including 1 king, 1 queen, and 2 full beds ...
From $494 per night (USD)Expedia
From $1020 per night (USD)VRBO
Beautiful Unit CHI in Prime River North - top floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: This beautiful unit located on the top floor in downtown is perfect for families, children and corporate gather ...
From $1020 per night (USD)VRBO
From $322 per night (USD)Expedia
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart T ...
From $322 per night (USD)Expedia
From $1697 per night (USD)VRBO
Birthday?Anniversary?Showers?3500 sq ft, sleeps 16
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Your Ultimate Getaway! From the moment you arrive, you’ll be greeted by an ultra-modern brick home, newly bu ...
From $1697 per night (USD)VRBO
From $105 per night (USD)Expedia
Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Be my guest! Jorie here, a Chicago native, I love to explore the city and always have great recs on coffee shops, restau ...
From $105 per night (USD)Expedia
From $111 per night (USD)VRBO
Chic 3-bedroom apartment with WiFi and AC in delightful Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Experience Chicago like a local in this 3-bedroom apartment. The space features 1 king bed and 2 queen beds, perfect for ...
From $111 per night (USD)VRBO
From $218 per night (USD)Expedia
Chic 2-Bedroom Condo in Gold Coast – Modern & Newl
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the elegance of Chicago’s iconic Gold Coast neighborhood in this newly rehabbed, modern 2-bedroom condo. Thou ...
From $218 per night (USD)Expedia
From $162 per night (USD)VRBO
Cozy 2-bedroom apartment in awesome Chicago with Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your cozy home away from home in Chicago's vibrant 60618! This newly remodeled 2-bedroom apartment offers mod ...
From $162 per night (USD)VRBO
From $925 per night (USD)Expedia
Chic Entire home for Large Groups - Chicago - Bucktown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Kick back and relax in this calm, stylish space that features 4 bedrooms, a large basement with bar, fully stocked kitch ...
From $925 per night (USD)Expedia
From $157 per night (USD)VRBO
1BR Gem in Prime, Vibrant Location Walk To Dining and Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in our inviting 1BR apartment, featuring 1 queen bed for a restful night’s sleep. The cozy living area offers a la ...
From $157 per night (USD)VRBO
From $286 per night (USD)Expedia
2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2-bedroom apartment in Chicago’s peaceful South Loop. Located across from McCormick Place and Wintrust Stadium, ...
From $286 per night (USD)Expedia
From $98 per night (USD)VRBO
Charming Chicago 3-bed / 1 Bath Apartment. Extend 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 $98 per night (USD)VRBO
From $322 per night (USD)Expedia
Urban Gem in Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to our stylish and spacious three-bedroom gem, tucked away in the heart of Logan Square. Whether you’re a foodie ...
From $322 per night (USD)Expedia
From $161 per night (USD)VRBO
Charming 2-bedroom apartment in enchanting Chicago with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this 2-bedroom Chicago retreat. This excellent apartment features 2 queen beds, a cozy living r ...
From $161 per night (USD)VRBO
From $245 per night (USD)Expedia
Be our guest in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover this fabulous 2-bedroom gem in Chicago. This soothing apartment features 1 king bed and 1 queen bed, a cozy bat ...
From $245 per night (USD)Expedia
From $1170 per night (USD)VRBO
This holiday home is a 4 bedroom(s), 2 bathrooms, located in Chicago, IL.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
🌟 New 4BR Duplex in Uptown/Edgewater! 🌟 This ultra-modern 2500+ SF duplex is steps from Lake Michigan, Andersonville, ...
From $1170 per night (USD)VRBO
From $437 per night (USD)VRBO
Game Day Getaway - 3BR in Vibrant Wrigleyville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
An excellent location in the vibrant heart of Wrigleyville! It's a brief 5-minute stroll to Wrigley Field and just aroun ...
From $437 per night (USD)VRBO
From $997 per night (USD)VRBO
Modern 6BR House Steps to Wrigleyville
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Fantastic location in the heart of Wrigleyville! Just a 5-minute walk to Wrigley Field and a block from The Metro concer ...
From $997 per night (USD)VRBO
From $539 per night (USD)VRBO
Explore the City: Sleek 2BR Gem in North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the historic charm of North Side Chicago at our cozy residence. Tucked away in a quiet neighborhood with tree-l ...
From $539 per night (USD)VRBO
From $418 per night (USD)VRBO
Chic Studio with WiFi and AC in Beautiful Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Greatly situated in Logan Square! Just a stone's throw away from excellent restaurants, cafes, the square itself, and an ...
From $418 per night (USD)VRBO
From $360 per night (USD)Expedia
Spacious 4BR Home. Your Cozy Home Away from Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious & Stylish 4-Bedroom Retreat | Perfect for Families & Groups Welcome to your perfect Chicago getaway! This bea ...
From $360 per night (USD)Expedia
From $156 per night (USD)VRBO
Cozy Clean Chicago Apartment Free Street Parking Near Downtown Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Private entrance Super clean basement apartment Quiet West Rogers Park neighborhood Free & easy street parking In-un ...
From $156 per night (USD)VRBO
From $182 per night (USD)Expedia
Modern 3BR/2BA Retreat with Deck, Grill, and 2GB Speed WiFi in Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Visiting Chicago for work, a game or a concert? Reside at this stylish sanctuary in Albany Park to complete your experie ...
From $182 per night (USD)Expedia
From $211 per night (USD)VRBO
Stylish 4BR/2BA Apartment with Office, Deck, Grill, and 2GB WiFi in Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visiting Chicago for work, a game or a concert? Reside at this stylish sanctuary in Albany Park to complete your experie ...
From $211 per night (USD)VRBO
From $160 per night (USD)Expedia
Cozy studio in Andersonville Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly constructed studio offers a stylish, modern space just steps from Clark Street—home to some of the best resta ...
From $160 per night (USD)Expedia
From $304 per night (USD)VRBO
Amazing Location 3BR Gem in Logan Square w Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Prime location in Logan Square! Steps away from numerous top-tier restaurants, cafes, the square itself, and a plethora ...
From $304 per night (USD)VRBO
From $119 per night (USD)Expedia
Charming 2-bed Garden condo in beautiful Chicago + WiFi, AC, & private parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Your cozy getaway awaits in Chicago at this enchanting condo. With 2 welcoming bedrooms featuring queen beds and 2 seren ...
From $119 per night (USD)Expedia
From $892 per night (USD)VRBO
Four Cozy Queen Rooms! Perfect for Family & Friends, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $892 per night (USD)VRBO
From $359 per night (USD)Expedia
McCormick Cozy 3Bedroom with Optional Parking for 8 guests
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
• MESSAGE US for SPECIAL RATES • State street location • Minutes walk to McCormick Convention Center • 4K Roku HDTVs in ...
From $359 per night (USD)Expedia
From $243 per night (USD)VRBO
NEW Private West Loop 1br with Backyard near Green Line and CTA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This place is a true hidden gem. I’ve lived in Chicago for over two decades and travel often, so when I designed this sp ...
From $243 per night (USD)VRBO
From $205 per night (USD)Expedia
Luxurious 3 Bedroom Apartment in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your cozy getaway awaits in Chicago at this fabulous house. With 3 bedrooms including 2 queen beds and 1 sofa bed, this ...
From $205 per night (USD)Expedia
From $256 per night (USD)VRBO
Serene 3-bedroom apartment in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our stunning retreat, perfect for families or friends seeking a stylish getaway. This beautifully designed un ...
From $256 per night (USD)VRBO
From $558 per night (USD)Expedia
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Modern Elegance Meets Historic Charm! Stunning 4-bed, 3.5-bath fully renovated home in the heart of the historic GAP dis ...
From $558 per night (USD)Expedia
From $468 per night (USD)VRBO
3-bedroom apartment in Chicago Medical District, 5 mins from United Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Chicago at this 3-bedroom apartment. Each bedroom features a cozy queen bed, perfect for a good nigh ...
From $468 per night (USD)VRBO
From $366 per night (USD)Expedia
Spacious 3BR in South Loop Near McCormick - Optional Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The State Suite — a modern, artfully designed 3-bedroom, 2-bath apartment perfect for everyone! Just minutes ...
From $366 per night (USD)Expedia