
Apartment vacation rentals in Oak Park
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Top-rated apartment rentals in Oak Park
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Studio Mins Walk to DT OAK PARK
You will find yourself having a comfortable stay at this centrally located studio just a 5 minute walk from Frank Lloyd Wright Home & Studio, surrounded by beautiful homes yet right next to a variety of shops, cafes and restaurants with Petersen's Ice Cream being right next door, Broken Tart cafe, and Giordano's Pizza right across the street, enjoy the beautiful architecture on a scenic 10 minute walk from this studio to Downtown Oak Park for an even bigger selection of dining and entertainment.

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.

1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 ($50 fee) for short stays. It's important to note that we have pets (cats/dog) in this home and also that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people.

Cheerful Remodel Prime Location
Relax in this newly remodeled and beautifully decorated apartment while recharging from a long day of sightseeing in the big city! We are a block from the Green Line train to downtown! With a 5 minute walk to Whole Foods, Trader Joes, and downtown Oak Park, you can't get a better location than this! Pets are welcome on a case-by-case basis, please mention your pet in your inquiry so we can learn more about them prior to approval and be sure to register them when you select number of guests.

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

The Belvidere
Charm abounds in this perfectly situated 2nd floor unit, steps to downtown Forest Park and Oak Park, where you will find shops, restaurants, grocery, cafes, parks, and more right at your fingertips! Walk to Metra, Green, or Blue Line El stop to take train into Chicago. Playground & Splashpad directly across the street! Full rehabbed kitchen & bath, enclosed back porch, fenced in backyard & parking included. Guests have described feeling immediately at home as they step into this sunlit space.

A Quiet Stay While You Are Away Oak Park
Welcome to our cozy and comfortable home located in a quiet neighborhood. Our space is perfect for couples, solo travelers, small families, and long-term stays. This is a beautiful, modernist home located in the Frank Lloyd Wright District Neighborhood, a designated historic district known for its collection of homes designed by the famous architect Frank Lloyd Wright. This district features a collection of some of his iconic designs and is a destination for architecture enthusiasts.

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. Please make a note that there will be a $30 per guest fee if more than four.

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 for outdoor space. Keyless access. 1 King/ 1 Queen bed

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.

Studio Apartment in Oak Park
Nestled in Oak Park's historic district, this charming studio apartment is within walking distance of cafes, shops, restaurants, a movie theater, and the CTA/Metra for city and suburban excursions. Featuring a comfortable queen-sized bed, a newly updated full bathroom, and a kitchenette, it sits mere steps from Ernest Hemingway's childhood home and a few blocks from Frank Lloyd Wright's residence and studio. Enjoy the serenity of this historic home and its hidden garden oasis.

Chicago-Style, Vintage, Cable & NFL PASS 42-1
→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Richly characteristic brick building, Chicago style, situated in a safe and quiet neighborhood. ★ Property Features: • One block away: Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable • Free Laundry Room • Free Parking for short stays, long stays limit spots please confirm.
Popular amenities for Oak Park apartment rentals
Weekly apartment rentals

City-Accessible Basement Retreat

Cosmopolitan Nest in Oak Park North Side

Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)

A Little Slice of Heaven in Oak Park, IL

Cozy guest studio, great for couples!

Spacious & Stylish Duplex Parking & Walkability

Cozy & Convenient Oak Park w Parking / Transit

Private apartment with retro vibe
Private apartment rentals

Modern NEW Deluxe Studio in Oak Park

Walk to Dining & L Train • King Bed • Patio

Chic & Cozy OakPark 1br apt near Chicago w/parking

2nd Floor Apartment in the Heart of Oak Park

Guest Favorite Stay in Oak Park| In Unit Laundry

Urban oasis in Oak Park

Historic Hotspot: Downtown Oak Park w/parking spot

2nd floor walk up above House. 3 bed 1 bath
Apartment rentals with a hot tub

Top Floor Views + Central Comfort

Metropolitan Escape (Indoor Pool • Fitness Center)

Super Paradise+65 Amenities*Downtown 15 Min

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Modern 4BR West Town Duplex | Best for LongStays

Belmont Pleasures - hot tub / arcade gaming room

Checkerboard Studio, Private Outdoor Hot Tub, Yard
When is the best time to visit Oak Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,596 GYD | G$21,968 GYD | G$24,479 GYD | G$23,433 GYD | G$27,617 GYD | G$28,454 GYD | G$29,500 GYD | G$29,919 GYD | G$25,734 GYD | G$27,199 GYD | G$24,479 GYD | G$25,107 GYD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about apartment rentals in Oak Park

Total vacation rentals
Explore 150 vacation rentals in Oak Park

Nightly prices starting at
Oak Park vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 11,820 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
150 of Oak Park vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Park rentals

4.8 Average rating
Oak Park stays are highly rated by guests—averaging 4.8 out of 5!
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