
House holiday rentals in Cook County
Find and book unique houses on Airbnb
Top-rated house rentals in Cook County
Guests agree: these houses are highly rated for location, cleanliness and more.

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
1 King, 1 Queen, 1 Sofa Bed, 2 Air Mattresses (1 Full, 1Queen) 1 Pack n Play Enjoy your stay in this cozy modern home that sits on an oversized lot with luxury amenities and a spacious front yard with exceptional landscaping. The property has a car port in back which allows parking for 2 cars. The ideal getaway to grill up some food and relax in the jacuzzi hot tub year round! We are pet friendly! NO CHORES! Please reach out with any questions you may have before booking Hot tub 5-6 Person Spa

Unique porcelain-enamel paneled "Lustron" home
This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Flat in Lincoln Park 2-Flat Central to Everything
Historic, newly renovated flat in the heart of Lincoln Park, with garage! A block from the famous Blues club "Kingston Mines". Close to great bars and restaurants, including Alinea, the only restaurant in Chicago awarded 3 Michelin Stars. A mile to Lincoln Park Zoo, less than 1-1/2 miles to the lake. Beautiful yard (shared with lower unit) has gas grill, patio, deck, and a garage space. Enjoy the Lincoln Park area in this unique home that offers everything you need for your holiday in Chicago.

LAVISH LINCOLN PARK Home w/ Patio +attached garage
Escape into this Lincoln Park Hidden Gem! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Gorgeous master en-suite with marble bath + walkout patio! - Fast WiFi (1000 mbps) - Very comfy beds! - Attached, private garage is huge bonus! - Red line (North/Clybourn) station 0.2 miles away (3-5 minute walk)

Clean, Comfy 1st Floor w/ Kitchen & Parking
Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Retro Modern Bungalow | fire pit | free parking
Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Modern Victorian Charm | A+ Location in OP
Your family will be close to everything when you stay at this centrally-located Victorian home in the heart of the historic Frank Lloyd Wright district. The walkable location is perhaps one of the best features of this newly updated Victorian. Walk to local restaurants, coffee shops, ice cream and parks. This vacation rental is steps away from the FLW studio and Hemingway museum. Free parking. Steps from the Metra or CTA line. 15 minute drive to downtown Chicago. 22 minute drive to airport.

Boho Chic Coach House 30Min to downtown W/ Parking
Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Boulderstrewn: Historic Homewood home
Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Peaceful Modern Full House in Trendy Bridgeport
Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.
Popular amenities for house rentals in Cook County
House rentals with a pool

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Munster hide away

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

Family-Friendly Suburban Getaway Near Chicago

Entire House With Pool - Backyard Beach Getaway

Friends-Inspired Vintage Vibes House near Chicago

King Queen Bunk Bed Cozy Munster MiniGolfHouse

Paradise with Pool & Games
Weekly house rentals

Amazing Location! Spacious Duplex Getaway

*King Bed-Updated-Laundry-Near NWU-Hospitals+More

3BD Home Mins from Airport | Free Wi-Fi + Parking

Cozy Home in Brookfield

BoHo House - A Chic, 1903 Chicago Workers Cottage

*New* Luxury Wrigley Penthouse, Free Parking

House in Skokie-Your Cozy Home Away from Home!

Unique and Historic Lustron Home
Private house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Cute & Cozy Westmont, IL House Near the Best Areas

Tranquil Hideaway

A ranch home within the outskirts of Chicago

Private Logan Square Garden Apt

Big house in the BEST Location!

Hoosier Home - 5 min walk to the beach

Luxury Home in Schererville-garage use included!
Destinations to explore
- Rentals with a washing machine and dryer Cook County
- Private suite rentals Cook County
- Rentals with a patio Cook County
- Apartment rentals Cook County
- Fitness-friendly rentals Cook County
- Guest house rentals Cook County
- Loft rentals Cook County
- Rentals with a kayak Cook County
- Serviced apartment rentals Cook County
- Family-friendly rentals Cook County
- Pet-friendly rentals Cook County
- Rentals with a sauna Cook County
- Rentals with an accessible-height toilet Cook County
- Rentals with pools Cook County
- Beachfront rentals Cook County
- Rentals with outdoor seating Cook County
- Rentals with an EV charger Cook County
- Waterfront rentals Cook County
- Rentals with an accessible-height bed Cook County
- Smoking-friendly rentals Cook County
- Bed and breakfasts Cook County
- Villa rentals Cook County
- Luxury rentals Cook County
- Rentals with a cinema Cook County
- Rentals with a hot tub Cook County
- Rentals with breakfast Cook County
- Rentals with a firepit Cook County
- Flat rentals Cook County
- Rentals with lake access Cook County
- Rentals with beach access Cook County
- Townhouse rentals Cook County
- Boutique hotels Cook County
- Rentals with a fireplace Cook County
- Rentals with a balcony Cook County
- House rentals Illinois
- House rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Things to do Cook County
- Entertainment Cook County
- Tours Cook County
- Food and drink Cook County
- Sports activities Cook County
- Nature and outdoors Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Sports activities Illinois
- Food and drink Illinois
- Art and culture Illinois
- Tours Illinois
- Nature and outdoors Illinois
- Sightseeing Illinois
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Art and culture United States
- Tours United States




