Ferienunterkünfte in Oak Park

Oak Park Space+Style Duplex Parking+Walk to Train

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

Serene 1-Bedroom Suite in Oak Park (Free Parking!)

This serene, one-bedroom unit is nestled beneath our cozy Oak Park bungalow, with free off-street parking, strong Wi-Fi, and within walking distance of the Chicago Blue Line, which can take you into the city or to O'Hare. We are just 8 miles west of downtown to Chicago. Full of natural light and thoughtfully furnished with a kitchenette, coffee nook, large-screen TV, and dedicated workspace, this private unit is a comfortable retreat perfect for solo travelers or couples seeking a quiet stay.

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.

Coach House•Theater•Parking•6 minute Walk to FLW

Welcome to our fully stocked 2BR Coach House in Oak Park! This thoughtfully designed home offers free parking, central AC/heat, in-unit laundry, fast Wi-Fi, a private backyard, and more. Unwind in the board game and arcade room or relax in the theater room equipped with a 75” TV with complementary snacks and drinks. Perfect for families, couples, remote workers, or friends seeking a private, comfortable home base with easy access to downtown Chicago and all Oak Park offers.

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.

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.

Stylish Coachhouse in lovely Oak Park!

Enjoy the privacy and artistry of your very own coachhouse. The interior is a personalized mix of artistic, industrial and farmhouse. Cool colors, personalized details and local art included. You have your own washer, dryer, complete kitchen, and private patio space. Walk the lovely neighborhood, to the L train, or even to a local brewery.

Coachhouse in central OP 4 blk to L

Just updated, furnished 1 BR 1 BA apt in Frank Lloyd Wright Historic District. Parking, kitchen, washer/dryer in unit, Air/Heat, Smart TV. Free wifi. Central location: 1 blk to farmers market, near Hemingway / Frank Lloyd Wright attractions. 4 blocks to green line. 20 min ride to downtown Chicago. Available for longer term stays.