
Holiday rentals with a patio in Oak Park
Find and book unique rentals with patio on Airbnb
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 €35 per night before taxes and fees

Verified guest reviews
Over 11,810 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 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!
Top-rated rentals with patio in Oak Park
Guests agree: these rentals with a patio 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.

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

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 & Bright Townhome near O’hare -Self Check In-
Escape into this Montclare Masterpiece! Be one of the first guests to enjoy our revitalized, fully-stocked home with attached deck. This 3-level home comes with a spacious, light-flooded living area with attached open kitchen w/ SS appliances, granite countertops/ backsplash, and accent lighting - perfect for larger groups. On the third level you'll find 2 elegant bedrooms with ample closet space, updated full bathroom, and in unit washer and dryer provide all the essentials and more!

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.

Clean, Central Studio/ Urban Farm, Parking, for 4
Escape to an enchanting garden studio nestled in Oak Park's famous historic district. Discover our private urban farm with full gardens and 6 cheerful hens. Stroll to charming stores, cafes, and restaurants, or hop the nearby "L" for effortless Chicago adventures. Free parking, easy airport access. This serene, non-smoking studio with a kitchenette requires no check-out chores. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Studio Apartment in Oak Park
Nestled in Oak Park's historic district, this charming studio apartment is within walking distance of cafes, shops, restaurants, a movie theater, and the CTA/Metra for city and suburban excursions. Featuring a comfortable queen-sized bed, a newly updated full bathroom, and a kitchenette, it sits mere steps from Ernest Hemingway's childhood home and a few blocks from Frank Lloyd Wright's residence and studio. Enjoy the serenity of this historic home and its hidden garden oasis.

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).

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 away from Home - Walk to train & Restaurants!
A wonderful and stylish retreat with walkability to local amenities and less than half a mile to the train which takes you into the city. The neighborhood park, pool, and fitness center is just 3 blocks away, the neighborhood grocery store is 2 blocks, and the downtown area of Forest Park is less than a mile! Leave your car in the included parking space and enjoy local restaurants and shops or hop on the train to get into the city of Chicago!
Popular amenities for rentals with patio in Oak Park
Flat rentals with a patio

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Beverly Cottage Loft

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

King Sleep Number Bed – No Cleaning Fee

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

The Cosmopolitan Unit

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

The Green Bungalow: Charming 1-BR apt. with patio
House rentals with a patio

Remodeled | Game room | Fire Pit | 5 Min to Zoo

Modern Boho house in Lombard 7 min to Metra

Victorian House in Heart of Rogers Park

Entire first floor in Lincoln Square!

A Comfortable Stay While You are Away in Oak Park

3 bed/2 bath by United Center w/ private parking

Beautiful Chicago Greystone

Cozy 2 bedroom house/w garage in Skokie
Apartment rentals with a patio

Lovely top floor 2BR/2BA, steps from everything!

Logan Square Beauty with 2 Bedrooms W/parking

Chicago Oasis | Spa Bath, Patio & Fireplace

Can't Beat This 2min Walk to Wrigley!

Wrigleyville Updated Condo with Free Parking

Spacious 4 Bedroom Condo

Wicker Park/Bucktown condo with large balcony

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
When is the best time to visit Oak Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €118 | €120 | €133 | €127 | €139 | €142 | €141 | €138 | €132 | €137 | €133 | €135 |
| 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 |
Destinations to explore
- Chicago Holiday rentals
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- Pet-friendly rentals Oak Park
- Rentals with a firepit Oak Park
- Rentals with a fireplace Oak Park
- Family-friendly rentals Oak Park
- Apartment rentals Oak Park
- Rentals with a washing machine and dryer Oak Park
- Flat rentals Oak Park
- Fitness-friendly rentals Oak Park
- House rentals Oak Park
- Rentals with outdoor seating Oak Park
- Rentals with a patio Cook County
- Rentals with a patio Illinois
- Rentals with a patio United States
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Union Park
- Wilmot Mountain Ski Resort
- Washington Park Zoo





