Vacation rentals with a patio in Oak Park

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Top-rated patio rentals in Oak Park

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Guest favorite

Apartment in Forest Park

4.99 out of 5 average rating, 90 reviews

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.

Feb 14 – 21

R2,201 ZAR per night

Guest favorite

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

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!

Sep 29 – Oct 6

R2,321 ZAR per night

Superhost

Home in Oak Park

5.0 out of 5 average rating, 4 reviews

Bright Studio Newly Remodeled

Our cozy, newly remodeled basement apartment is 3 blocks to the train with free parking in an upscale, safe, walkable part of historic Oak Park. This clean, non-smoking studio with a kitchenette is perfect for tourists, families, or business travelers. We require no check-out cleaning. Also included: hi-speed wifi and workspace. Easy highway access. Near both the airports. No parties or additional guests allowed. Minimum age to book 25. Go to my hosting profile to see additional units.

Jul 1 – 8

R3,301 ZAR per night

Guest favorite

Apartment in Berwyn

4.87 out of 5 average rating, 137 reviews

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.

Jul 19 – 26

R1,953 ZAR per night

Guest favorite

Home in Oak Park

4.8 out of 5 average rating, 15 reviews

The Maple Place

This is the first floor private unit of a delightful retreat located in the renowned Frank Lloyd Wright district with a perfect blend of modern comforts and captivating architecture. Enjoy spacious rooms, high ceilings, or step onto the balcony deck while enjoying your morning coffee. Central Oak Park: 3 blocks Train Station: 4 blocks Downtown Chicago: 15-20m drive/15m Metra Whole Foods: 6 blocks Trader Joe’s: 2 blocks Austin Gardens: 2 blocks We can't wait to host you!

Jun 24 – Jul 1

R6,119 ZAR per night

Guest favorite

Apartment in Oak Park

5.0 out of 5 average rating, 65 reviews

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).

Jul 23 – 30

R2,638 ZAR per night

Guest favorite

Townhouse in Oak Park

4.91 out of 5 average rating, 78 reviews

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.

Sep 2 – 9

R5,319 ZAR per night

Superhost

Condo in Oak Park

4.78 out of 5 average rating, 49 reviews

Lovely condo in the heart of Downtown Oak Park!

The whole group will enjoy easy access to everything from this centrally located place. 2 bedrooms, 2 baths, lots of living space. Open concept kitchen, living, dining, and extra space for work/play space. In-unit laundry. Great outdoor deck, free parking all in the heart of downtown Oak Park with restaurants, theater, street fests, parks, green line/metra for easy access to Chicago. Quiet unit with its own entrance and no shared walls. You will love it here!

Nov 1 – 8

R3,040 ZAR per night

Guest favorite

Apartment in Forest Park

4.96 out of 5 average rating, 28 reviews

Clean and Comfy Updated Apt in Convenient Location

Comfortable, clean and stylish living with spacious living room and dining area. Super cute eat-in kitchen and bathroom have been totally renovated. 2 bedrooms with comfortable mattresses: one queen and one full. Outside spaces are charming w fire pit and bbq grill. Laundry and 1 parking spot included. Short walk to downtown Forest Park for dining and shopping. Easy access to 290, blue line and airport. Small town feel with big city access.

Sep 9 – 16

R3,013 ZAR per night

Guest favorite

Apartment in Forest Park

4.95 out of 5 average rating, 59 reviews

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!

Jan 28 – Feb 4

R2,088 ZAR per night

Guest favorite

Apartment in Cicero

4.98 out of 5 average rating, 202 reviews

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

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

Jan 1 – 8

R2,315 ZAR per night

Guest favorite

Guest suite in Wheaton

4.85 out of 5 average rating, 103 reviews

Cozy Wheaton Home

Cozy lower level apartment close to DT Wheaton & Glen Ellyn, restaurants, coffee shops, and shopping. Only 40 minutes outside of the DT Chicago! Train station is walking distance. You'll have the entire lower level of our home to yourself! You'll be able to enjoy your own private entrance, living space, and parking . There is everything you need, coffee, tea, mini fridge, microwave, and a comfy couch with a Firestick TV!

Oct 3 – 10

R2,339 ZAR per night