
Holiday rentals with a patio in Oak Park
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Oak Park
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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.

Stunning 2bd 1bath w/free parking, W/D & fireplace
Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will love renting our entire flat. It has all the comforts of home located on a beautiful block in the historic Frank Lloyd Wright District in Oak Park. Here, you will be close to The Frank Lloyd Wright Home/Studio, downtown Oak Park, amazing restaurants and attractions, the Green and Blue line trains that will take you to downtown Chicago, and major highways and shopping centers.

Sunny 1 bedroom apartment 1 block from restaurants
This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Bright & Gorgeous- 5* Location- Queen Beds - Pkg
Leave your worries behind at this peaceful, secure retreat with plenty of space to relax. 2nd-floor duplex to 3rd floor. Just a 15-minute drive to/from downtown. Easily walk to everything: - Groceries, sushi, coffee shop, brewery - Nightlife, live music, and great food - Playgrounds, parks, public pool, & tennis courts Enjoy all the comforts of home in a charming, urban-suburban mix. - Only 1.5 blocks to the Oak Park Av. CTA "L" Blue Line stop & I-290 Housebroken dogs welcome.

Circle Back Modern Apartment
Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

The Green Bungalow: Charming 1-BR apt. with patio
Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

Clean & Comfy, Central Loc. & Parking, Sleeps 4
Our Oak Park, recently remodeled garden unit is 3 blocks to the train with free parking in upscale, safe, walkable Oak Park. Enjoy some time in our little urban farm. Check out the gardens and visit our 6 friendly hens. This non-smoking studio with a kitchenette is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Cheerful Oak Park Apartment
Welcome to our lovely space, located above a unique piano restoration shop. Spacious and relaxing, with plenty to enjoy staying in, and 5-minutes walking distance to cafes, grocery, bars, restaurants, and more. The apartment is down the street from a Botanic Garden, and there is a nice arts district nearby. Easily accessible to downtown Oak Park and Chicago with nearby public transportation and expressway (downtown Chicago is about 25-35 min. drive, 35-45 min. by train).

Downtown Oak Park - Luxury 3 bed 3.5 bath Townhome
Entire townhome located in charming downtown Oak Park. Luxury accommodations. Free Parking. Dog friendly. Highly-walkable area. Attached two-car garage. Chicago's El and Metra train stops a short 2-block walk. Both trains bring you to the heart of downtown with the El extending into many Chicago neighborhoods. Shopping, restaurants, Target, Trader Joe's and Frank Lloyd Wright homes within walking distance. TVs logged into Hulu, Disney +, ESPN, Netflix and HBO Max.

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Home in Forest Park Upstairs.
In this cozy apartment you will have a functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. The property is located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit.
Popular amenities for rentals with patio in Oak Park
Flat rentals with a patio

Family-Friendly 2BD/2BA Prime Location (+parking)

Wicker Park Walk-Up Condo

Sleeps 12 | Free Parking | Rooftop | Near Downtown

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Vibrant & Chic Apt On Quiet St in Andersonville

Humboldt Park Retreat: Skylights & Queen Beds

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
House rentals with a patio

Spacious Designer Oasis: Game Room - Yard - Garage

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

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Private Logan Square Garden Apt

Boho Chic Coach House 30Min to downtown W/ Parking

American 4-square in Oak Park FREE garage parking

Cozy Home by O'Hare + EV Plug

Cozy/Spacious WFH Family Friendly w Permit Parking
Apartment rentals with a patio

Christmas in the City- Holiday Duplex in Lakeview

Luxuriously bright 3-bedroom condo: The Treehouse

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Spacious 4 Bedroom Condo

Wicker Park/Bucktown condo with large balcony
When is the best time to visit Oak Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 SGD | $189 SGD | $192 SGD | $189 SGD | $207 SGD | $211 SGD | $210 SGD | $206 SGD | $197 SGD | $194 SGD | $194 SGD | $194 SGD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about holiday rentals with a patio in Oak Park

Total holiday rentals
Explore 120 holiday rentals in Oak Park

Nightly prices starting at
Oak Park holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 11,520 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
120 of Oak Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oak Park rentals

4.8 Average rating
Oak Park stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Chicago Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Columbus Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- House rentals Oak Park
- Rentals with a washing machine and dryer Oak Park
- Rentals with a fireplace Oak Park
- Rentals with outdoor seating Oak Park
- Rentals with a firepit Oak Park
- Pet-friendly rentals Oak Park
- Fitness-friendly rentals Oak Park
- Family-friendly rentals Oak Park
- Flat rentals Oak Park
- Apartment rentals Oak Park
- Rentals with a patio Cook County
- Rentals with a patio Illinois
- Rentals with a patio 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
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- The Beverly Country Club
- Raging Waves Waterpark
- The 606




