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Space & Style Near Downtown Parking+Walk To It All

A warm, curated home with two floors of living space. Perfect for families with kids, groups of friends and multi-generational living. The main floor + finished basement total 3 bdrms + 2.5 baths. Primary suite is on the main floor. Two secondary bedrooms are on the lower w/ a full bath. 20 min to downtown Chicago. Walk to dining + train+ FLW Home. Open living/dining/kitchen/sunroom. Remote work space. Coffee bar. Private entry/deck. Driveway parking. Central AC. Upstairs apartment is separate.

SuperHost and Super Location Central OP

4.98 Star Superhost rating for this ideal Centrally-located, light, bright, spacious 2 bedroom 1 bath 2nd floor unit in a beautifully updated vintage building! Central air and forced air heat, hardwood floors throughout. Wonderful floor plan to enjoy your stay while you are "in", Near public transportation when you want to "be on the go"! Designated work space, high speed WIFI and 1 parking space on premises. Deck off the kitchen.. Keyless access. 1 King/ 1 Queen bed.Owner lives on the 1st floor

Rockin' 2Bed steps to shops/food/train

This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

Historic Hotspot: Downtown Oak Park w/parking spot

Short and long-term stays are welcome. Oak Park is known for its historic homes, treelined streets, and downtown area filled with shops and eateries - you’ll appreciate the location. The area is walkable and has easy access to all transportation lines. One off-street parking spot included. The spacious apartment is great for families, small groups, business stays and events. We can provide things such as a changing pad, high-chair, etc. Long-term stays will have access to washer and dryer.

3BR/1BA With Private Garage, Near Train & Shops

Experience the comfort of our spacious, modern apartment in Oak Park's Historic Gunderson District. Walk to parks, the train station, restaurants, cafés, and local shops in this vibrant, walkable neighborhood. The home features 3 bedrooms with queen-size beds, 1 full bathroom, a cozy living area, and an air mattress available upon request. Enjoy high-speed Wi-Fi, a fully equipped kitchen, in-unit laundry, private garage parking, and easy access to downtown Chicago in just 15–20 minutes.

Guest Favorite Stay in Oak Park| In Unit Laundry

2nd-floor unit with elevator access. Older building with radiant heat managed by the building. Includes an all-in-one electric washer and dryer. Welcome to your stylish Oak Park retreat! This newly remodeled 2BR/2BA apartment blends modern comfort with historic charm. Enjoy a bright space with a full kitchen, cozy living area, and designer touches. Walk to shops, cafes, and parks, or use nearby transit for easy access to Chicago. Perfect for families, friends, or business stays.

Top floor of Historic Oak Park Home /2 Car Garage

Secluded but never isolated; 3 blocks from the L-line, next door to Hemingway's birthplace, surrounded by dozens of Frank Lloyd Wright homes, 30 min from the Loop, MDW and ORD, makes this location an ideal platform for the cultural explorer. Experience an ambiance that supports the work-from-home Urban Professional, combining it with a multibedroom layout designed to accommodate family and friends. Gig-speed internet supports sophisticated professional and gaming applications.

Oak Park Victorian by FLW Studio

Discover historic charm in our updated 4-bedroom Victorian home in the iconic Frank Lloyd Wright district. Comfortably sleeps 8. Features a fully equipped kitchen, dedicated workspace, and modern amenities. Perfectly located for exploring local gems on foot or a quick 15-min drive to downtown Chicago. Enjoy private parking and easy access to public transit. Ideal for families and groups seeking a stylish, central retreat.

Peaceful Oak Park Condo Next to Green Line Metro

Very private, quiet space amidst the activity of Downtown Oak Park. The layout of the space is ideal, as bedrooms are at one end, and the living space is at the other. Private outdoor deck. Oak Park is a beautiful neighborhood full of great places to eat, drink, and shop. Metro and Green line is steps away which means access to anywhere in the city of Chicago. Private parking too!

Urban oasis in Oak Park

Steps to all of Oak Park and next to the train to downtown. Your cool and centrally-located apartment is near everything that Oak Park and Forest Park have to offer: cafes, great restaurants, shopping, parks, yoga studios, Frank Lloyd Wright, Hemingway District and so much more! Best location in Oak Park on a quiet, tree lined street but super close to restaurants, cafes and shopping!

Bright & Spacious Victorian-FREE PKG walk to train

This historic Queen Anne home built in 1889 is in the heart of Oak Park. Walk to all tourist attractions, public transportation that takes you directly to downtown Chicago, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago. We kindly ask that you read our full listing description and our house rules prior to booking.

2-bedroom Apartment in the heart of Oak Park

You and your family will be at the center of Oak Park and a walking distance from architecturally significant homes and the L Train to downtown Chicago. Frank Lloyd Wright's home and studio are a two-minute walk as are shops, dining and entertainment. The apartment features two bedrooms, a large living/dining area and a basement with a foosball and a movie projector.