Vacation rentals with a patio in Oak Park

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Top-rated accommodations with an outdoor patio in Oak Park

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Rental unit in Edgewater

4.9 out of 5 average rating, 90 reviews

Adorable Private Edgewater Suite

Cozy exposed brick, garden unit on a quiet street, perfect for relaxing after a night out in the city! Comfy, queen-sized bed, full kitchenette and gated private side entrance so its the perfect spot for your trip to Chicago! We are right by the exciting nightlife of Andersonville and a 10 minute walk to the beach/start of the Lakefront trail. Public Transit is close and easily accessible, the redline "L" can get you downtown in a half-hour train ride. Close to Loyola University, Go Ramblers!

Guest favourite

Condo in Lincoln Park

4.88 out of 5 average rating, 145 reviews

Stunning 3 BR in prime Chicago location!

Enjoy the ultimate Chicago experience with a comfortable stay at this large, luxurious, sun-filled stylish 3BR condo. Unbeatable central location in an upscale Lincoln Park neighborhood puts all the very best of Chicago within easy reach. Surrounded by spectacular restaurants, bars, theaters and world-class architecture. 1200 acres of Lincoln Park, a world class Zoo, Wrigley Field, Navy Pier, Art Institute, River North and Downtown attractions are only a 5-10 minute ride or a quick train away.

Superhost

Home in Highland Park

5 out of 5 average rating, 27 reviews

Sanctuary on the Ravine

Take it easy at this unique and tranquil get away, walking distance to Ravinia and Beaches 3 Blocks.This historic, beautifully decorated and well maintained home has a lovely, peaceful & serene setting. Multiple indoor and outdoor seating arrangements. Fully stocked kitchen that opens to family room looking out onto several multilevel brick patios and a quiet, private ravine. The extra large living room has a down feathered sectional couch that seats up to 10 people. No parties or gatherings

Superhost

Rental unit in Avondale

4.8 out of 5 average rating, 10 reviews

Minimalistic Avondale - 3 bedrooms 1 bathroom

Come have a relaxing stay in a Modern Minimalistic apartment in the center of the bustling Logan Square neighborhood. With 3 bedrooms each having full-sized beds, a bathroom and plenty of space, it is perfect for a vacation. Nearby there are star studded restaurants such as the Sipping Turtle, Warlord Steakhouse, Lula Cafe, Ryu BBQ, Loaf lounge, Mother's Ruin, Poke Okie, and Taco's Tequilas to name a few. Walking distance to 2 CTA train stations and stone throw away from the I-94 expressway.

Guest favourite

Rental unit in Wicker Park

4.97 out of 5 average rating, 119 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Guest favourite

Home in Lombard

5 out of 5 average rating, 10 reviews

Spacious Home in Chicago Suburbs

Enjoy your stay in Chicagoland in this gorgeous, newly updated home. After a full day of sightseeing in the Windy City or hitting the local shops and attractions, this is a restful homebase to return to. The spacious fenced-in backyard and patio, a comfortable and tastefully furnished basement, and the full kitchen with amenities provide the perfect environment to unwind. You’ll find plenty of seating, sleeping accommodations for nearly a dozen, and an open layout that fosters connection.

Superhost

Rental unit in Chicago

4.84 out of 5 average rating, 43 reviews

Lovely 3 bedroom rental unit with patio

This stylish 3 bedroom 1 bathroom is perfect for the entire family! The apartment offers comfortable sleeping accommodation's for 5 with 2 dedicated off street parking spaces available; free on-street parking is also available. You will have access to the entire 1st floor unit with patio, except for locked closets. 3 bedrooms have 1 Queen, 1 Full and 1 Twin Size, along with a living room couch (does not contain a sleeper). 3 mins to I-94 and walking distance to METRA commuter train station.

Superhost

Home in Austin

4.89 out of 5 average rating, 53 reviews

A Comfortable Stay While You are Away

Welcome to this Oak Park home, conveniently minutes from the main expressway, train station, downtown Chicago, and the Medical Center. This entire Oak Park house is ideal for travelers seeking a tranquil and welcoming space to unwind in after a long day, medical professionals, visiting patients at the Medical Center, and families needing long-term housing. The residence is minutes from downtown Oak Park and the historical landmarks of Frank Lloyd Wright's home and studio.

Superhost

Rental unit in Lake View

4.64 out of 5 average rating, 47 reviews

Chic 2bd - Vibrant Lakeview-2 floors |Free Parking

Welcome to our stylish 2bed/2bath condo in the heart of Lakeview! Our space has an open, split-level floor plan, free parking, a deck for the summer months and is steps from the L train. Nearby theatres, restaurants, Wrigley Field and Lake Michigan! Your trip to Chicago will be memorable and unique! Enjoy the swing chair, large dining table, or WFH at the stylish desk. Watch Netflix on the flat-screen after exploring all the neighborhood has to offer.

Superhost

Rental unit in Lincoln Park

4.75 out of 5 average rating, 28 reviews

Beautiful Lincoln’s Guestplace

Enjoy a stylish experience at this brand new apartment in the heart of Lincoln Park and right to the Lake with wonderful, clean and safe beach! This gorgeous, just renovated place has a private entrance, 1 bedrooms and luxury kitchen with a shared front yard. we're surrounded by the best shops and restaurants in CHI. I provide all the essentials to make your stay comfortable. Toilet paper, soaps, shampoos, towels, linens and Nespresso coffee!

Guest favourite

Rental unit in Forest Park

4.85 out of 5 average rating, 172 reviews

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.

Guest favourite

Rental unit in Near North Side

4.91 out of 5 average rating, 111 reviews

Modern 3BR with Private Rooftop & Free Parking

A beautiful modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.