Cook Area Rentals
From $578 per night (USD)VRBO
Spacious 1BR apartment in welcoming Chicago with Garage Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Get ready to relax in this 1-bedroom apartment in Chicago. The space offers a peaceful retreat with cozy heating and air ...
From $578 per night (USD)VRBO
From $891 per night (USD)Expedia
Logan Sq 4BR Duplex • Garage • Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Perched on the entire third floor of a classic Chicago brick building, this private 4-bedroom, 2-bath duplex gives your ...
From $891 per night (USD)Expedia
From $224 per night (USD)VRBO
Stylish Midway Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our Chicago home! This comfortable 2-bedroom retreat is perfect for families, couples, business travelers, or ...
From $224 per night (USD)VRBO
From $68 per night (USD)Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North Side furnished studio apa ...
From $68 per night (USD)Expedia
From $150 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Near North Side. It’ll be easy to simply show up and st ...
From $150 per night (USD)VRBO
From $89 per night (USD)Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this bright Near North Side furnished studio apart ...
From $89 per night (USD)Expedia
From $75 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Near North Side. It’ll be easy to simply show up and start l ...
From $75 per night (USD)VRBO
From $156 per night (USD)Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Near North Side furnished one bedroom ap ...
From $156 per night (USD)Expedia
From $98 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North Side furnished one bedroo ...
From $98 per night (USD)VRBO
From $154 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Tribune Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North Side. It’ll be easy to simply show up and st ...
From $154 per night (USD)VRBO
From $155 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Chicago River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $155 per night (USD)VRBO
From $98 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Chicago River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty studio Blueground apartment. You’ll love coming home t ...
From $98 per night (USD)VRBO
From $172 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Near North Side. It’ll be easy to simply show up and st ...
From $172 per night (USD)VRBO
From $73 per night (USD)Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Near North Side furnished studio apart ...
From $73 per night (USD)Expedia
From $77 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Near North Side furnished one bedroom ...
From $77 per night (USD)VRBO
From $151 per night (USD)Expedia
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North Side furnished two b ...
From $151 per night (USD)Expedia
From $149 per night (USD)VRBO
Blueground | Near North Side, rooftop, nr Riverwalk
- Bedrooms:
- 2
- 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 $149 per night (USD)VRBO
From $396 per night (USD)Expedia
Cozy Chic 4BD 2BA Oak Park Penthouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You will enjoy easy access to everything from this centrally located place near downtown Oak Park, right on Division St. ...
From $396 per night (USD)Expedia
From $621 per night (USD)VRBO
Modern& Spacious 2BR in Prime Location with 1 Parking Spot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your home in the heart of Chicago's iconic Lincoln Park neighborhood! This beautifully appointed 1-bedroom ap ...
From $621 per night (USD)VRBO
From $474 per night (USD)Expedia
2 br, 2 bt, UChicago Coachman's Guesthouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom, 2 full bath, stand alone UChicago Coachman's House sleeps 5 comfortably. Less than 1/2 mile to the UChic ...
From $474 per night (USD)Expedia
From $178 per night (USD)VRBO
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stay close to George Clayson House Museum and Legoland Discovery Center! This listing is for a room within a hotel. ✦ ...
From $178 per night (USD)VRBO
From $101 per night (USD)Expedia
2-bedroom apartment in Downtown Skokie AC,Walk to train shoppings restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Skokie apartment boasts 2 inviting bedrooms, each furnished with a comfortable queen bed. The fantastic bathroom fe ...
From $101 per night (USD)Expedia
From $348 per night (USD)VRBO
Luxury King Bed • Remodeled Safe Chicago Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to River Chicago 362 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ✨ What ...
From $348 per night (USD)VRBO
From $228 per night (USD)Expedia
Cozy 1-Bedroom House in Tranquil Skokie With Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your cozy, sun-filled hideaway—perfect for families, couples, professionals, or small groups seeking both com ...
From $228 per night (USD)Expedia
From $284 per night (USD)VRBO
Chicago Haven simple comfort with a touch of style
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Chicago Haven blends modern comfort with a welcoming, home-like atmosphere-ideal for solo travelers, professionals and f ...
From $284 per night (USD)VRBO
From $986 per night (USD)Expedia
Gold Coast Pristine 5BR - 3.5BA - Patio - Parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Free Garage Parking!! Experience the best of Chicago in this stunning multi-level Gold Coast residence. Perfect for gro ...
From $986 per night (USD)Expedia
From $313 per night (USD)VRBO
Charming 3BR Home With 2 Parking Spot, Near Transit & Shopping,
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This memorable house is the perfect home base for your trip to Skokie. Guests will find three king bedrooms that offer p ...
From $313 per night (USD)VRBO
From $394 per night (USD)Expedia
Stylish 5BR West Loop Retreat with Optional Parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Experience comfortable city living in this home near Downtown Chicago. Featuring hardwood floors, stainless steel applia ...
From $394 per night (USD)Expedia
From $226 per night (USD)VRBO
Bright and Spacious 2-Bedroom Skokie Home – With 2 Parking Spots
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Skokie, this charming 2-bedroom house offers the perfect retreat for guests seeking comfort and style. Both s ...
From $226 per night (USD)VRBO
From $234 per night (USD)Expedia
Modern 2-Bedroom House with Free Parking and Convenient Location,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your stylish Skokie stay—a cozy and practical 2-bedroom getaway designed with both comfort and convenience in ...
From $234 per night (USD)Expedia
From $131 per night (USD)VRBO
Affordable and Convenient Room with King-Size Bed – Ideal for Relaxing Stays
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $131 per night (USD)VRBO
From $131 per night (USD)VRBO
Plan Your Stay in a Peaceful Room w/ King Bed Near Midway International Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $131 per night (USD)VRBO
From $144 per night (USD)VRBO
Affordable Stay Near Midway Airport – King-Size Comfort + Convenient Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $144 per night (USD)VRBO
From $144 per night (USD)VRBO
Budget-Friendly King Room Perfect for a Relaxing Getaway near Soldier Field
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our rooms offer comfort and convenience with plush beds, free Wi-Fi, flat-screen TVs, and private bathrooms. Just 1.8 mi ...
From $144 per night (USD)VRBO
From $129 per night (USD)VRBO
Entire Apartment Next to Wrigley Field.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious 2-Bedroom Apartment Steps from Wrigley Field Enjoy the best of Chicago from this stylish and spacious 2-bedroo ...
From $129 per night (USD)VRBO
From $112 per night (USD)Expedia
Warm Modern 2BR • Walkable Roscoe Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A calm, furnished 2BR in a classic 1912 two-flat in Roscoe Village. Original stained glass, built-ins, wood floors, dini ...
From $112 per night (USD)Expedia
From $334 per night (USD)VRBO
Casa Arlington, cozy, updated, close to all shopping.Home away from home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make yourself at home in this 3-bedroom Arlington Heights house. The space features 2 queen beds and 1 full bed, perfect ...
From $334 per night (USD)VRBO
From $382 per night (USD)Expedia
Calling all Cubs Fans: Beautiful 4-bedroom condo across from Wrigley Field
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This 4-bedroom condo is perfect for your escape to Wrigleyville in Chicago. The lovely space features a king bed, two qu ...
From $382 per night (USD)Expedia
From $297 per night (USD)VRBO
Dreamy South Loop Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your cloud-like escape in Chicago's South Loop. This bright, spacious retreat is designed for comfort, featur ...
From $297 per night (USD)VRBO
From $610 per night (USD)Expedia
Spacious 4-bedroom townhome in fantastic Bronzeville Chicago Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Stay in this beautiful 4BR, 3.5BA greystone in historic Bronzeville—just a few doors from the former home of Bo Diddley, ...
From $610 per night (USD)Expedia
From $531 per night (USD)VRBO
Spacious 5-bedroom house in Chicago with AC Near Obama Center & UChicago
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to your spacious Chicago home away from home! This beautifully furnished 5-bedroom, 2.5-bath home is perfect for ...
From $531 per night (USD)VRBO
From $646 per night (USD)Expedia
3-bedroom house in lovely Matteson with cool AC breeze
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Matteson at this 3-bedroom house. The space features a king bed, a full bed, and a twin bed, perfect ...
From $646 per night (USD)Expedia
From $237 per night (USD)VRBO
The Nook • Vintage Flat Near Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $237 per night (USD)VRBO
From $382 per night (USD)Expedia
One-of-a-Kind Apartment In Old Town!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This unique and spacious two bedroom garden unit is the perfect place for anyone visiting Chicago! You won't r ...
From $382 per night (USD)Expedia
From $317 per night (USD)VRBO
Feelin’ Nauti Near Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: I took a perfectly nice little flat on a beautiful street and filled it with great things...I want my guests t ...
From $317 per night (USD)VRBO
From $288 per night (USD)Expedia
Fifty Shades of Greige
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: I’m an interior designer and longtime Superhost who believes you deserve better than scratchy sheets and a sus ...
From $288 per night (USD)Expedia
From $265 per night (USD)VRBO
The Sassy Sanctuary at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $265 per night (USD)VRBO
From $230 per night (USD)Expedia
The Shingle Life near Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: I took a perfectly nice little flat on a beautiful street and filled it with great things...I want my guests t ...
From $230 per night (USD)Expedia
From $234 per night (USD)VRBO
The Lilac Loveshack at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $234 per night (USD)VRBO
From $245 per night (USD)Expedia
Campy! Wrigley Campground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $245 per night (USD)Expedia
From $217 per night (USD)VRBO
A Hand-some Place Near Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: I’m an interior designer and longtime Superhost who believes you deserve better than scratchy sheets and a sus ...
From $217 per night (USD)VRBO
From $341 per night (USD)Expedia
The Fratterhorn at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $341 per night (USD)Expedia
From $230 per night (USD)VRBO
No Place Like Gnome at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in a ...
From $230 per night (USD)VRBO
From $229 per night (USD)Expedia
A Novel Situation at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in a ...
From $229 per night (USD)Expedia
From $250 per night (USD)VRBO
Keepin’ it Golden at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $250 per night (USD)VRBO
From $308 per night (USD)Expedia
The Codfather at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: The location literally can't be beat, with the apartment a short walk from Wrigley Field, the bustling Southpo ...
From $308 per night (USD)Expedia
From $393 per night (USD)VRBO
The Ivy Flat | Designer 4BR Steps to Wrigley Field
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This 4BR/2BA apartment is a 7-minute walk from Wrigley Field and perfect for groups. There's tons of room to s ...
From $393 per night (USD)VRBO
From $254 per night (USD)Expedia
Sunnyside Up! • Vintage 1 Bed at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: My new place has lots of room to spread out and all of the quirky charm that vintage buildings offer up. The l ...
From $254 per night (USD)Expedia
From $403 per night (USD)VRBO
The Mason - Luxe 2BR Designer Flat in Bucktown/WP
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: We invite you to spend your next trip in this beautifully remodeled 2BR flat in Chicago's iconic Wicker Park n ...
From $403 per night (USD)VRBO
From $240 per night (USD)Expedia
Feelin’ Blue-tiful at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in a ...
From $240 per night (USD)Expedia
From $229 per night (USD)VRBO
Taj Ma-small at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: I think you are just going to love my apartment. The space features wonderful large windows in both rooms and ...
From $229 per night (USD)VRBO
From $254 per night (USD)Expedia
Tickled Pink • Vintage 1 Bed at Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: My new place has lots of room to spread out and all of the quirky charm that vintage buildings offer up. The l ...
From $254 per night (USD)Expedia
From $787 per night (USD)VRBO
Pristine Gold Coast 3BD - 2BA - Free Parking - Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FREE GARAGE PARKING! Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and indoor games. Experience the ...
From $787 per night (USD)VRBO
From $1493 per night (USD)Expedia
Gold Coast Pristine 5BR - 3.5BA - Patio - Parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Free Garage Parking!! Experience the best of Chicago in this stunning multi-level Gold Coast residence. Perfect for gro ...
From $1493 per night (USD)Expedia
From $1444 per night (USD)VRBO
Gold Coast Home - Rooftop - PoolTable - Parking - Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxurious Gold Coast Townhome – Offers Indoor Games, Rooftop, Parking & More! Experience the best of Chicago in this st ...
From $1444 per night (USD)VRBO
From $342 per night (USD)Expedia
Pristine Chicago Home - 3BD - 2BA - Free Parking - 2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Parking!! Step into luxury in this modern loft with 3 bedrooms, and 2 bathrooms & experience the feeling of being a ...
From $342 per night (USD)Expedia
From $627 per night (USD)VRBO
Pool Table! Pet-Friendly Haven 6 Mi to Rate Field
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1 Mi to Red Line | Main Living Area + Social Lounge | Spacious Backyard | 10 Mi to Downtown Designed for groups who lov ...
From $627 per night (USD)VRBO
From $725 per night (USD)Expedia
2,400 SF 4BR + 2 Parking | Steps to Wrigley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience The Clubhouse at Wrigley Thoughtfully designed for gathering, relaxing, and making memories, The Clubhouse a ...
From $725 per night (USD)Expedia
From $342 per night (USD)VRBO
Pristine 2BD - 2.5BD Duplex - Chicago - Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover comfort and privacy in our stylish duplex apartment just steps from Lake Michigan. This 2-bedroom, 2.5-bath hom ...
From $342 per night (USD)VRBO
From $613 per night (USD)Expedia
Elegant Historic Duplex in Old Town • Lincoln Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of Chicago’s historic Old Town from this beautiful duplex on a quiet, tree-lined street. Steps to W ...
From $613 per night (USD)Expedia
From $106 per night (USD)VRBO
Cozy 1 bed, furnished apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the beauty of Wrigelyville in this furnished 1-bedroom apartment. Step into a peaceful space where comfort meet ...
From $106 per night (USD)VRBO
From $292 per night (USD)Expedia
Spacious 4 bedroom/3 full bathroom Family Friendly Perfect for Group& Long Stays
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
★ 4 Bedrooms, 3 full bathrooms ★ Can sleep 9 people ★ Rest peacefully in a king-size bed ★ Open Kitchen Floorplan ★ Stay ...
From $292 per night (USD)Expedia
From $479 per night (USD)VRBO
Luxury Wrigley Getaway | 2BR + Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the best of Wrigleyville in this stylish 2-bedroom retreat with free parking. Perfect for couples, small fami ...
From $479 per night (USD)VRBO
From $157 per night (USD)Expedia
Vibrant Getaway in the Windy City of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a peaceful stay at this 3-bedroom one bath apartment in Chicago offers the perfect blend of city proximity and res ...
From $157 per night (USD)Expedia
From $421 per night (USD)VRBO
Memorable Vacation, Short Drive To Arlington Heights Historical Museum!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Stay close to George Clayson House Museum and Legoland Discovery Center! This listing is for 2 separate rooms within a ...
From $421 per night (USD)VRBO
From $227 per night (USD)Expedia
Beautiful 32' RV located in Chicago's South suburb - A unique experience!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Alsip like a local in this charming one bedroom mobile home. Whether you are looking for a romantic getaway ...
From $227 per night (USD)Expedia
From $334 per night (USD)VRBO
Chicago O’Hare Modern Hotel‑Style Stay w/parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your stylish hotel‑inspired getaway near Chicago’s O’Hare Airport! This bright and spacious 1‑bedroom condo i ...
From $334 per night (USD)VRBO
From $344 per night (USD)Expedia
Beautifully furnished one bedroom loft located in Chicago's South side suburb
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in Alsip at this cool house perfect for a relaxing getaway. With one comfortable bedroom and two bathrooms, guest ...
From $344 per night (USD)Expedia
From $620 per night (USD)VRBO
Wrigley Luxe Stay | 3BR | Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the comfort of our beautifully designed 3-bedroom home just minutes from Wrigley Field! Perfect for families, frie ...
From $620 per night (USD)VRBO
From $426 per night (USD)Expedia
Luxury 4BR Home with Spa Tub & fire place Near UChicago & Obama Center
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, g ...
From $426 per night (USD)Expedia
From $256 per night (USD)VRBO
Charming 3-bedroom townhome in vibrant Evanston - 30 day min.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly designer-remodeled 3-bedroom, 2.5-bath corner townhome in a quiet residential neighborhood, just a short walk to E ...
From $256 per night (USD)VRBO
From $574 per night (USD)Expedia
Stunning 3bdrm, steps to North Eastern University, Luxurious, Gourmet kitchen🌟
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Greetings from “The Bernard at Hollywood Park” located on the Northside of Chicago! Our luxury three bedroom, one bath a ...
From $574 per night (USD)Expedia
From $417 per night (USD)VRBO
Stunning 4-bedroom house with 2 living areas perfect for relaxing stays
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your cozy getaway awaits at this gorgeous house. With four bedrooms, each featuring a queen bed, guests can relax comfor ...
From $417 per night (USD)VRBO
From $531 per night (USD)Expedia
Beautiful Mid-Century Oasis in South Shore.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This mid century masterpiece is one of kind, offering a beautiful open living space with lots of natural light through a ...
From $531 per night (USD)Expedia
From $337 per night (USD)VRBO
Luxury Penthouse Collection PH2 - Fulton Market
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Summary: BRAND NEW PENTHOUSE IN FULTON MARKET! Enjoy your new private penthouse in one of Chicago's newest and mos ...
From $337 per night (USD)VRBO
From $384 per night (USD)Expedia
Luxury Penthouse Collection PH1 - Fulton Market
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: BRAND NEW PENTHOUSE IN FULTON MARKET! Enjoy your new private penthouse in one of Chicago's newest and mos ...
From $384 per night (USD)Expedia
From $485 per night (USD)VRBO
Luxury Penthouse Collection PH4 - Fulton Market
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: BRAND NEW PENTHOUSE IN FULTON MARKET! Enjoy your new private penthouse in one of Chicago's newest and mos ...
From $485 per night (USD)VRBO
From $333 per night (USD)Expedia
Luxury Penthouse Collection PH3 - Fulton Market
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Summary: BRAND NEW PENTHOUSE IN FULTON MARKET! Enjoy your new private penthouse in one of Chicago's newest and mos ...
From $333 per night (USD)Expedia
From $276 per night (USD)VRBO
2 Stylish Rooms Close to Green Lake, Pet-Friendly & w/ Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $276 per night (USD)VRBO
From $145 per night (USD)VRBO
Affordable Pet-Friendly Room w/ Free Parking – Ideal Family & Group Stays
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $145 per night (USD)VRBO
From $243 per night (USD)VRBO
Peaceful & Comfy Room w/ Free Parking + Nearby Access to South Holland Metro
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $243 per night (USD)VRBO
From $145 per night (USD)VRBO
Charming Pet-Friendly Room w/ Free Parking - Near South Holland Metro
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $145 per night (USD)VRBO
From $188 per night (USD)VRBO
Tranquil Room w/ Free Parking - Green Lake - 1.9 miles away | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $188 per night (USD)VRBO
From $243 per night (USD)VRBO
Comfortable Suite w/ Jacuzzi & Free Parking – Ideal Couple’s Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $243 per night (USD)VRBO
From $123 per night (USD)VRBO
Affordable Room Near I-94 w/ Free Parking | Green Lake - 1.9 miles away
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $123 per night (USD)VRBO
From $188 per night (USD)VRBO
Comfortable Pet-Friendly Room | Ideal for Solo & Couple Trips w/ Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $188 per night (USD)VRBO
From $276 per night (USD)VRBO
2 Pet-Friendly Rooms Near South Holland Metro | Convenient I-94 Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $276 per night (USD)VRBO
From $123 per night (USD)VRBO
Pet-Friendly Room w/ Free Parking – Great for Solo & Business Travelers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer a relaxing retreat with modern rooms featuring flat-screen TVs, a refrigerator, and a microwave. Conveniently l ...
From $123 per night (USD)VRBO
From $220 per night (USD)VRBO
Cozy Coach House - Step Outside to Frank Lloyd Wright Architectural Icons!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private coach house in the heart of Oak Park’s Frank Lloyd Wright Historic District. Tucked away and peaceful, yet just ...
From $220 per night (USD)VRBO
From $255 per night (USD)Expedia
Near UChicago, 3BR Apt, Parking, W/D, 2 Workspaces
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Work-ready 3BR, 2BA apartment located just minutes from UChicago and several major hospitals. Once inside, everything is ...
From $255 per night (USD)Expedia