Alquileres vacacionales en Oak Park

Favorito entre huéspedes preferido

Favorito entre huéspedes

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.

Favorito entre huéspedes preferido

Favorito entre huéspedes

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

Favorito entre huéspedes preferido

Favorito entre huéspedes

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

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.

Favorito entre huéspedes preferido

Favorito entre huéspedes

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.

Wonderful 1BR Retreat with Balcony in Oak Park

3rd-floor unit with elevator access and a balcony. This stylish 1BR/1BA apartment offers the perfect blend of comfort and practicality. Enjoy a fully equipped kitchen, a cozy yet spacious living area, and sleek, contemporary finishes throughout. Guests also have access to building amenities, including a fully equipped gym and a rooftop with beautiful views. Just 15 minutes from Chicago, it’s an ideal home base for a relaxing and convenient stay.

Favorito entre huéspedes preferido

Favorito entre huéspedes

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.

Favorito entre huéspedes preferido

Favorito entre huéspedes

Victorian Charm in Historic Oak Park Free Parking

This historic Queen Anne home built in 1889 is in the heart of Oak Park. Centrally located and within walking distance to all tourist attractions, public transportation, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago Perfect for long-term stays. We kindly ask that you read our full listing description and our house rules prior to booking.

Architect-Designed 3BR Oak Park Flat

Experience historic Oak Park in our beautifully renovated 3-bedroom apartment. Blending 1920s charm with modern luxury, this space comfortably fits families or groups. Features a dedicated workspace, new kitchen, and a shared roof deck. Located steps from the Green Line, offering a quick, direct ride to downtown Chicago. Perfect for exploring both Oak Park's cultural gems and the Windy City.

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!

Favorito entre huéspedes preferido

Favorito entre huéspedes

Lovely Central Oak Park TH w/parking & on Green el

Great central Oak Park location, close to everything including dining, Green Line, Metra, and OPRF High School. Enjoy farm fresh produce, eggs, and cheese or pick up some famous Farmers Market Donuts from the Oak Park Farmers Market just steps out your front door every Saturday May-October. Free (driveway) parking for one car. Backyard & deck space off the kitchen.