Cook Area Rentals
- From $353 per night (USD)
VRBO
Downtown Penthouse Vintage Loft Pvt Balcony+Gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Welcome to our Penthouse Loft in the heart of Downtown! Guests love our home because: -It's Unique! -High loft ceilings ...
From $353 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Top floor of Historic Oak Park Home \/ 2 Car Grge
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Secluded but never isolated; 3 blocks from the L-line, next door to Hemingway's birthplace, surrounded by dozens of Fran ...
From $181 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Stylish Luxe King bed w\/Free Parkng near DT Oak Pk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous 2bed/2bath packs a powerful punch, and more amenities than you'll know what to do with. -1 Private Parkin ...
From $181 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Everthing Illinois has to offer at Your Arms Reach! Onsite Dining, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Your Illinois Adventure Awaits! 2 Affordable Units, Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $256 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Just What You Were Looking For! Free Parking, Restaurant, Near Odyssey Fun World
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Short Drive from Downtown! 2 Comfortable Units, Free Parking, Onsite Dining!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $256 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Matteson Awaits! Free Parking, Dining, Short Drive to Odyssey Fun World!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Look No Further! 3 Family-friendly Units, Onsite Restaurant, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $384 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Experience Matteson Like Never Before! Restaurant, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Friends Getaway! 2 Family-friendly Units, Onsite Restaurant, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $254 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Comfort & Convenience Awaits! Family-friendly, Free Parking, Onsite Restaurant
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Everything You Need for Your Illinois Trip! 3 Classy Units, Free Parking, Dining
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $384 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Everthing Matteson has to offer at Your Arms Reach! 3 Great Units, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $384 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Right On Your Budget! 2 Great Units, Onsite Dining, Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $256 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Perfect Staycation! 4 Family-friendly Units, Free Parking, Dining
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $511 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Prime Matteson Location! Onsite Restaurant and Bar, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $256 per night (USD)
VRBO
2 Great Units, Free Parking, Dining, Minutes to Hollywood Casino Amphitheater!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $256 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Chicago's Hidden Treasure \"Evanston, IL\" Urban Luxury with comfort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Terrace and resort-like amenities are just steps ...
From $293 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Half a mile from everything in the heart of Evanston, Illinois
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Northwestern Alumni, Disney + Fans, Neflix Aficionado, Parents, Corporate Travelers, and Evanston Adventure Seekers!! T ...
From $293 per night (USD)VRBO
- Click For Pricing
VRBO
Nice 3 bedroom fully loaded
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 1
Nice place on a very quite block, The house has plenty space Clean and sterilize. It has all Amenities to make it a very ...
Click For PricingVRBO
- From $511 per night (USD)
VRBO
Affordable Matteson Getaway! 4 Convenient Units, Onsite Dining, Free Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $511 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Dream Illinois Getaway! 4 Comfortable Units, Free Parking, Onsite Dining
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $511 per night (USD)VRBO
- From $230 per night (USD)
Expedia
The Comfy King Ranch \/King Bed\/Fast WiFi & Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This beautiful, newly remodeled, spacious, 3 bedroom 2 bath ranch style home is set back on a large lot. Its located clo ...
From $230 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Schaumburg\/Woodfield. Entire house for the whole family. 3 bedrooms.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Licensed Short Term Rental 3-bedroom 1.5 bath ranch house, located in a very quiet safe beautiful neighborhood of Schaum ...
From $185 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Charming Home with Hot Tub and Private Yard. RELAX and be at PEACE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Rare gem in the heart of Homewood. This 2-bedroom remodeled home is charming, sophisticated and discrete. It is minut ...
From $252 per night (USD)Expedia
- From $119 per night (USD)
VRBO
\"The Estates\" 2 PRIVATE BEDROOMS in our Home, Hot Tub\/Bathrooms & More
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
PRIVATE ROOMS IN OUR HOME AS WE LIVE IN THE PROPERTY. NOT ENTIRE HOUSE!!! The “Estates” is an affordable place with ...
From $119 per night (USD)VRBO
- From $915 per night (USD)
VRBO
Across From Wrigley Field, Beautiful 4 Bedroom
- 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 $915 per night (USD)VRBO
- From $100 per night (USD)
VRBO
The Perfect Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Do you want to experience Chicago without the high parking fee's, expensive hotel fee's and have your private residence? ...
From $100 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Glamping Yurt & RV\/Game Room\/Pool, Outdoor Jacuzzi, Sauna, Mini Golf, Chickens!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Opens May 1 - October 2024 Relax and unwind to our Glamping experience full of privacy and nature. This home away from ...
From $310 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Budget-Friendly Getaway! Free Parking, On-Site Restaurant, Near Odyssey Fun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Vacation Day Is Always A Great Idea! Onsite Restaurant and Bar, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This suburban Chicago property offers budget-friendly accommodations and convenience, just a short drive from downtown. ...
From $128 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Chicago's Hidden Treasure, \"EVANSTON, IL\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Northwestern Alumni, Disney + Fans, Neflix Aficionado, Parents, Corporate Travelers, and Evanston Adventure Seekers!! T ...
From $293 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Nice cozy home to experience on your vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Nice 3 bedroom 2 bathroom with laundry room. Nice walkthrough garage. The house is amazing with hardwood floors and kitc ...
From $800 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Updated Forest Park 3 BR Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming and recently updated 3BR bungalow in a friendly neighborhood is perfect for families, business travelers, ...
From $170 per night (USD)VRBO
- From $1159 per night (USD)
VRBO
Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
- 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 $1159 per night (USD)VRBO
- From $300 per night (USD)
VRBO
national historic home near downtown airports no parties no events
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
home is flexible can be arranged many ways for sleeping can be very quiet peaceful setting or opposite is located on cor ...
From $300 per night (USD)VRBO
- From $72 per night (USD)
VRBO
“The Estates Suite” PRIVATE BEDROOM in our Home
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
PRIVATE ROOM IN OUR HOME AS WE LIVE IN THE PROPERTY. NOT ENTIRE HOUSE!!! The “Estates Suite” is an affordable place wi ...
From $72 per night (USD)VRBO
- From $1022 per night (USD)
VRBO
4 Bedroom 2 Bath in Wrigley Rooftop Building
- 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 $1022 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Angie & Mike's Nest!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated three bedroom & 1 bath apartment with stainless steel appliances. The space The apartment is in the se ...
From $115 per night (USD)VRBO
- From $264 per night (USD)
VRBO
✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our apartment is located right next to the beach and a very nice path to take long walks where you can enjoy the views o ...
From $264 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Bright and Spacious 2BR 2BA Apt., FREE PARKING, Walk to Train
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This Queen Anne home built in 1876 is located in the heart of Oak Park, just a few minutes walk to Frank Lloyd Wright ho ...
From $198 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Lovely 2 Bedroom Condo With Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
lovely 2 bedroom condo with air conditioning wireless internet clothes and washing machine great place for business peo ...
From $260 per night (USD)VRBO
- From $90 per night (USD)
Expedia
Cozy modern unit w\/ easy access to downtown Chi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a newly remodeled two bedroom lower unit in the historic Oak Park suburb of Chicago. This unit is within walking d ...
From $90 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Relaxing Oak Park Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming Oak Park Bungalow offers a quiet relaxing environment to unwind after a busy day of site seeing in Chicag ...
From $155 per night (USD)VRBO
- From $362 per night (USD)
Expedia
5 Star Upscale Entire Family Neighborhood Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home is located on the River Side/ N. River Side part of Berwyn and Oak Park in a delightful quiet family neighbor ...
From $362 per night (USD)Expedia
- From $62 per night (USD)
VRBO
“The Executive” PRIVATE BEDROOM\/Bath, Hot Tub, in our Home
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
PRIVATE ROOM IN OUR HOME AS WE LIVE IN THE PROPERTY. NOT ENTIRE HOUSE!!! The “Estates Executive” is an affordable place ...
From $62 per night (USD)VRBO
- From $331 per night (USD)
Expedia
PROMO 10% WEEKLY\/12% MONTHLY DISCOUNT!\nKing Bed, High-Speed WiFi, Large Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet ...
From $331 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Family Apartment w\/ Deck + Yard Near Northwestern
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the joys of Evanston from this completely redone 2-bed, 2-bath vacation rental located just over 2 miles from ...
From $246 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Chicago Family Apartment - Kids & Pets Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Explore the Windy City with this stylish 2-bedroom, 2-bath apartment! In walking distance, you'll find a variety of loca ...
From $293 per night (USD)Expedia
- From $95 per night (USD)
VRBO
1BR Apartment - Walk to Shops - Downtown OAK PARK
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your family will be close to everything when you stay at this centrally-located place. - 4 min drive to the train - 2 mi ...
From $95 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Free Parking, Balcony near Universities, NAPA, Ravinia and train to Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this calm and stylish apartment. All new and fresh ! Sunny corner with 1bedrooms 1 bath. Moder ...
From $149 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Charming Sauk Village Ranch Home w\/ Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Looking for a suburban getaway that blends family-friendly surroundings with an easy drive to the Windy City? Then this ...
From $271 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Modern Apartment in Berwyn
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in this calm, stylish space. Located 5 miles away from Midway Airport, 20min to Down Town. 3 BD, 1BA ...
From $199 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Urban Farmhouse near O’Hare Airport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The house is over 100 years old. Has many modern amenities including central air in the summer and radiant heat in the ...
From $125 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Elegant|Brand New Remodeled|1BR|Next to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our apartment is located right next to the beach and a very nice path to take long walks where you can enjoy the views o ...
From $217 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Clean Cozy Comfortable
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Clean Cozy Comfortable 2 bedrooms apartment 2nd floor with all the amenities of home. Close to nearby local shopping an ...
From $90 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Serene Garden-Level Apt: 30 Miles to Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to the suburbs for a relaxing getaway in Steger while staying at this tastefully appointed 1-bed, 1-bath basement ...
From $136 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Lincoln Park Light Filled Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience this unique Lincoln Park loft where you’ll love the open concept space, the floor to ceiling windows, & the c ...
From $235 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Spacious Family Glenwood Estates Home w\/ Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Find your new favorite spot in the suburbs of Chicago when you stay at this 4-bedroom, 2.5-bathroom vacation rental! Thi ...
From $530 per night (USD)Expedia
- Click For Pricing
VRBO
A5 Luxurious Garden Unit Near Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a romantic getaway? Check out this intimate private unit crafted for two! Everything you see, touch & feel i ...
Click For PricingVRBO
- From $160 per night (USD)
Expedia
Large, modern 2 bedroom in the heart of Forest Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Quiet and spacious lofted 2 bedroom unit steps from the heart of downtown Forest Park's Madison St. There you will find ...
From $160 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Large apt , close to trader Joe , cta , beach NU
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Large apt , central air one story walk up , large gourmet kitchen , two full bath , three bedrooms , mater bedroom has p ...
From $399 per night (USD)VRBO
- From $281 per night (USD)
Expedia
\"Joy of Evanston\" 1BDR, KING EXEC Suite, pool+Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Terrace and resort-like amenities are just steps ...
From $281 per night (USD)Expedia
- From $478 per night (USD)
VRBO
\"Unity of Evanston\" 3 BDR+2BA ModernLuxe High Rise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Modern-Luxe experience at the Unity of Evanston Condo. Elegant finishes and a sweeping Terrace view. Resort-like amenit ...
From $478 per night (USD)VRBO
- From $380 per night (USD)
Expedia
\"Bliss of Evanston\" 180°view, 2BDR +2Bath UrbanLux
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping terrace view, resort-like ameniti ...
From $380 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Classic Oak Park Home, 11 Mi to Dtwn Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the best the Windy City has to offer at this 4-bedroom, 1.5-bathroom home in the Frank Lloyd Wright Historic ...
From $586 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Logan Square 2 BR\/1 BA-modern, near METRA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome: Located on the first floor in a typical Chicago style 3 unit building built in 1898. There is one unit above. ...
From $192 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Be sure to check out the VIDEO tour push the arrow on the third photo. Happy to accommodate same day reservations pl ...
From $300 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Charming Convenient Wilmette Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Light and art filled 3br, 1ba, fp, garage, fenced backyard. Convenient to I-94, schools, shopping. Owner reserves baseme ...
From $200 per night (USD)VRBO
- From $250 per night (USD)
VRBO
1 Bedroom | Free Breakfast Buffet, Indoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bedroom condo in Glenview. Both business and leisure travelers love to stay in our suite, which is nestled in "Th ...
From $250 per night (USD)VRBO
- From $95 per night (USD)
Expedia
Relaxing 1BR Apt in Downtown Skokie
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your home away from home! Our cozy and stylish apartment is flooded with natural light, creating a warm and i ...
From $95 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience city life; Located in Wrigley! Feel like a local! We're experienced! we've hosted more than 1000 reservati ...
From $378 per night (USD)VRBO
- From $95 per night (USD)
Expedia
Cozy 1BR Apartment in Arlington Heights
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our charming 1 bedroom, 1 bath apartment in the heart of Arlington Heights! This modern and cozy apartment is ...
From $95 per night (USD)Expedia
- Click For Pricing
Expedia
Peaceful 1BR Suburban Haven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in a serene residential area away from the city's commotion, our one-bedroom apartment offers a cozy and invitin ...
Click For PricingExpedia
- From $251 per night (USD)
VRBO
Premier Host\/Cozy Home w\/ Pool Table & Table Tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy home away from home. 7 minutes to the city of Chicago, 22 minutes to Downtown. Comfortable is what I feel when I'm ...
From $251 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $281 per night (USD)VRBO
- From $623 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $623 per night (USD)VRBO
- From $619 per night (USD)
VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $619 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $426 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $360 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $288 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Cozy1 BDRM apartment Located In The Heart Of Downtown Oak Park by Glow & Explore
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our cozy one-bedroom apartment located in the heart of downtown Oak Park, just minutes away from downtown Chi ...
From $200 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Comfortable Stay, Convenient Location! With Complimentary Airport Shuttle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $217 per night (USD)Expedia
- From $504 per night (USD)
VRBO
Your Home Away From Home! 4 Affordable Units, Pets are Allowed!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $504 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Best Value, Quality Stay! Pets are Allowed, With Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $217 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Always a Great Idea To Unwind! With Onsite Parking, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $126 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Indulge in Home Like Comfort! Pet-Friendly, w\/ Airport Shuttle Service!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $225 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Ideal Mix of Comfort and Value! 3 Relaxing Units, Pets are Welcome!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $378 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Make Your Trip More Enjoyable! Pet-friendly Property, w\/ Airport Shuttle Service
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $158 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Comfort and Relaxation! 2 Comfortable Units, Near Chicago O'Hare Int'l Airport
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $252 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Better Choice for your Vacation! Near Chicago O'Hare International Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $158 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Spacious Good-Value Accommodation! Pet-Friendly Property with Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property offers spacious guest rooms featuring plush bedding and complimentary Wi-Fi. Dine at the on-site restaurant ...
From $126 per night (USD)VRBO
- From $403 per night (USD)
VRBO
*Comfortable & Spacious Home Close to Downtown*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We are Airbnb Superhosts and have been on the platform since 2016. This is a Comfortable & Spacious beautifully furnish ...
From $403 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Cozy Lakeview apartment near Train Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Apartment is located in the charming Lakeview neighborhood steps away from the brown line train station, known for it's ...
From $153 per night (USD)VRBO
- From $160 per night (USD)
VRBO
Chic West Loop 2BR w\/ Theater & Gym, nr Restaurant Row, by Blueground
- 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 $160 per night (USD)VRBO
- From $1240 per night (USD)
VRBO
Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $1240 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Amazing City Get Away. Perfect for Entertaining!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to this beautiful hidden gem in the Logan Square neighborhood. Our guests love this place because of the lofted ...
From $750 per night (USD)VRBO
- From $700 per night (USD)
VRBO
3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Perfectly located with the best of the city at your doorstep. This modern apartment is designed with a sweet co ...
From $700 per night (USD)VRBO
- From $688 per night (USD)
VRBO
3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Perfectly located with the best of the city at your doorstep. This modern apartment is designed with a sweet co ...
From $688 per night (USD)VRBO