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

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 UP to THE 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.

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.

Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4
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.

Lovely, spacious 2bd, 1bath home w/free parking
Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Escape into this spacious, Chicago Penthouse! 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! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

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.

Home in Forest Park downstairs.
Enjoy a private ground floor apartment which is centrally-located with easy access , to the city. You will have a functional kitchen, laundry facility outside your back door and fast internet. Forest Park is located about 20 minutes from downtown Chicago and about 30 minutes from O’Hara international airport. You are within walking distance of many boutiques, restaurants, parks and also public transportation. Please make a note that there will be a $30 per guest fee if more than four.

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.

Colorful & Peaceful Boho-Chic Unit in Logan Square
Kick back & relax in your home away from home in our stylish, spacious and peaceful abode in the center of the Logan Square neighborhood, close to downtown and the CTA Blue Line. Featuring incredible natural light, modern amenities & beautiful artwork, the apartment is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Milwaukee Avenue, you're only blocks away from local breweries, restaurants, coffee shops and much more!

Downtown Park #11 - Mich Ave PH | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

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).

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).
Popular amenities for Oak Park patio rentals
Apartment rentals with a patio

NorthSide Chicago duplex 5-BD,2King size-free park

The Metropolitan Retreat (Fitness Center • Sauna)

Vibrant & Chic Apt On Quiet St in Andersonville

Stylish Retreat – 2 min to Transit, Fast WiFi

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Bright & Modern Apt | Steps to Lake, Train, Food

Colorful Bucktown Garden Apartment

Welcome to the Witch Castle!
House rentals with a patio

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

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

Modern Boho house in Lombard 7 min to Metra

Unique porcelain-enamel paneled "Lustron" home

BoHo House - A Chic, 1903 Chicago Workers Cottage

Boho Chic Coach House 30Min to downtown W/ Parking

Cozy Home by O'Hare + EV Plug

Quiet cul-de-sac with huge fenced in backyard
Condo rentals with a patio

Luxuriously bright 3-bedroom condo: The Treehouse

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

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

Spacious 4 Bedroom Condo

2-story condo / 3-Minute walk to Wrigley Field

Wicker Park/Bucktown condo with outdoor patio

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

Private hot tub - King bed suite - Free parking
When is the best time to visit Oak Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,033 GYD | G$30,334 GYD | G$30,753 GYD | G$30,334 GYD | G$33,263 GYD | G$33,891 GYD | G$33,682 GYD | G$33,054 GYD | G$31,590 GYD | G$31,171 GYD | G$31,171 GYD | G$31,171 GYD |
| 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 vacation rentals with a patio in Oak Park

Total vacation rentals
Explore 130 vacation rentals in Oak Park

Nightly prices starting at
Oak Park vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 11,440 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
130 of Oak Park vacation rentals include wi-fi 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!
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Garfield Park Conservatory
- Wilmot Mountain Ski Resort
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




