
Vacation rentals with a patio in Oak Park
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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.

Cozy, Walkable Apt. w/ Kitch. & 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 apartment w/ full kitchen is perfect for tourists, couples, 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.

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.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

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. Furnished rooftop with views of downtown. 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 in living room and all bedrooms.

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.

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

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).

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.

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Enjoy a fully renovated first-floor 2-bedroom apartment on a peaceful, tree-lined street. Clean, modern, and designed for comfort and tranquility. Steps from dining and shopping, with easy access to the Metra, CTA Pink Line, and direct bus to Midway. Downtown Chicago is 20 minutes away; the United Center and Soldier Field just 15 minutes. A stylish, private retreat combining luxury, comfort, and convenience. Along with a designated parking spot on property.
Popular amenities for Oak Park patio rentals
Apartment rentals with a patio

Spacious Downtown 3BR with Free Parking

Logan Square 2BR Garden Unit

King Sleep Number Bed – No Cleaning Fee

Vibrant & Chic Apt On Quiet St in Andersonville

Spacious 3 bdrm apt. near NU + Chicago + lake.

Urban Oasis with Skylights and Cozy Queen Beds

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

The Cosmopolitan Unit
House rentals with a patio

The Architectural Haven

Spacious Designer Oasis: Game Room - Yard - Garage

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

Elegant 4bedroom, 5 bathroom home on a great block

BoHo House | Chic, 1903 Chicago Workers Cottage

Entire first floor in Lincoln Square!

OakPark Gem. Family-Friendly Getaway near Downtown

Spacious Oak Park 4bd/3.5ba and Parking
Condo rentals with a patio

Int. Designer’s Lakeview Duplex w/private backyard

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed

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

Logan Square Beauty with 2 Bedrooms W/parking

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

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

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,032 GYD | G$30,333 GYD | G$30,752 GYD | G$30,333 GYD | G$33,262 GYD | G$33,890 GYD | G$33,681 GYD | G$33,053 GYD | G$31,589 GYD | G$32,844 GYD | G$31,798 GYD | G$32,216 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 120 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 11,810 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
120 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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- Rentals with a patio Cook County
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- Rentals with a patio United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower





