Vacation Rentals By Owner In Oak Park, IL

$693.8

Elevated Gem - Sleeps 12 - 20 mins to Downtown Chicago

Oak Park, Illinois, United States

Summary:brbrWelcome to a beautifully designed 5-bedroom, 3-bath home nestled in the heart of Oak Park, IL — where charm, comfort, and convenience meet. Just steps away from restaurants, cafes , shops, and essentials.brbrbrbrThe Space:brbrProfessionally managed by SA Properties for a clean and seamless living experience. We’re proud to have a fantastic rating across each of our listings and look forward to making you feel at home!brbrbrbr•5 spacious bedrooms brbr⎯▹Bedroom #1: King-size bed (located on the main floor)brbr⎯▹Bedroom #2: Queen-size bed (located on the main floor)brbr⎯▹Bedroom #3: Queen-size bed (located on the main floor)brbr⎯▹Bedroom #4: King-size bed (located on the lower floor)brbr⎯▹Bedroom #5: Queen-size bed (located on the lower floor)brbr⎯▹We also have two twin rollaway beds for sleep arrangement for up to 12 people!brbr•3 full bathrooms with premium toiletries and fluffy towelsbrbr⎯▹Bathroom #1 (located on the main floor)brbr⎯▹Bathroom #2 (located on the main floor)brbr⎯▹Bathroom #3 (located on the lower floor)brbr• Fully equipped chef’s kitchen with stainless-steel appliances and cookwarebrbr• Automatic Drip Coffee maker + Single Serve Pod Coffee machine + kitchen essentials includedbrbr• Stylish living room with smart TV and streaming accessbrbr• Formal dining area for family meals and gatheringsbrbr• Washer & dryer for your conveniencebrbr• Private backyard — perfect for morning coffee or evening wind-downsbrbrbrbr~ EXPERIENCE OVERVIEW ~brbr• High-speed Wi-Fi for work & streamingbrbr• Washer & dryer (detergent included)brbr• Professionally cleaned after each staybrbrbrbrA starter supply of coffee, filters, creamer, sugar, salt, pepper, paper towels, toilet paper, bath soap, dish soap, shampoo, conditioner, dishwasher tablets, and trash bags is provided; however, guests may need to bring additional supplies.brbrbrbr~ NEARBY ATTRACTIONS ~brbr» Frank Lloyd Wright Home & Studio – Explore the iconic architect’s masterpiece and walking tours of his historic district.brbr» Ernest Hemingway Birthplace Museum – Visit the childhood home of one of America’s most famous authors.brbr» Downtown Oak Park – Stroll through charming streets filled with cafés, boutiques, and restaurants.brbr» Oak Park Conservatory – Lush indoor gardens and exotic plants, perfect for a peaceful afternoon.brbr» Unity Temple – A UNESCO World Heritage Site designed by Frank Lloyd Wright.brbr» Ridgeland Common Recreation Complex – Pool, ice rink, and fitness center for all ages.brbr» Buzz Café – Local favorite for breakfast and coffee in the Arts District.brbr» Madison Street Shopping District – Trendy restaurants, shops, and local breweries.brbrbrbr~ NEARBY DINING ~brbr» Maya Del Sol – Lively Latin American dining & patio vibesbrbr» Rustico – Italian & Mediterranean brunch + dinner favoritesbrbr» Citrine Café – Modern Mediterranean fare & craft cocktailsbrbr» Hemmingway’s Bistro – French-inspired seafood & romantic atmospherebrbr» Avenue Ale House – Casual rooftop bar & American comfort foodbrbrbrbr~ FREQUENTLY ASKED QUESTIONS ~brbrbrbrIS THERE PARKING AVAILABLE brbr▹▹▹ Yes! Parking can be done in the 2 car garage. Garage access from alley. We will leave one garage door opener on the dining table.brbrbrbrARE PETS ALLOWED brbr▹▹▹ Absolutely! While we love and welcome pets, we do have a pet fee of $250 per pet per reservation. Please add your pet to your reservation before booking.brbrbrbrIS THE HOME SUITABLE FOR WORKING REMOTELY brbr▹▹▹ Absolutely! We have high-speed Wi-Fi, and the living spaces are comfortable for work or study.brbrbrbr♥ A NOTE FROM YOUR HOSTbrbrbrbrWe can’t wait to welcome you to our Oak Park Home! Whether you’re here to relax or explore, we’re dedicated to making your stay enjoyable and memorable. Don’t hesitate to reach out if you have any questions or need local recommendations.brbrbrbrSincerely,brbrYour Host, Sapbrbr– SA PropertiesbrbrbrbrGuest Access:brbr⎯▹ Full access to the entire house and outdoor spacesbrbr⎯▹ Smart lock entry; details provided before check-inbrbr⎯▹ Garage parking can accommodate 2 carsbrbrbrbrThe Neighborhood:brbr Peaceful & ResidentialbrbrOak Park is known for its historic neighborhood, well-kept homes, and a calm suburban feel. It’s ideal for families, business travelers, or anyone looking for a relaxed stay away from the bustle of downtown Chicago.brbr Convenient LocationbrbrThe neighborhood is just a short drive from major highways like I-290 and I-294, making it easy to get to downtown Chicago (about 20 minutes away), Oak Brook’s shopping and dining, or O’Hare International Airport.brbr Parks & NaturebrbrGuests can enjoy nearby Wolf Road Prairie Nature Preserve and Westchester Woods, perfect for walks, birdwatching, or simply spending time outdoors. Brookfield Zoo—a Chicago landmark—is less than 15 minutes away.brbr Dining & ShoppingbrbrOak Park is close to Oakbrook Center, one of the premier shopping malls in the Chicago area, featuring upscale shops, entertainment, and dining. Locally, there are plenty of casual restaurants, cafés, and family-friendly spots within a 5–10 minute drive.brbr ‍ ‍ Family-Friendly AtmospherebrbrThe area has safe streets, neighborhood parks, and community amenities, making it very family-oriented. Guests often appreciate the quiet evenings after exploring the city.brbrbrbrGetting Around:brbr• By Car: Most guests find it easiest to drive. Westchester offers quick access to major expressways (I-290, I-294, and I-88), putting you about 25 minutes from downtown Chicago and less than 20 minutes from O’Hare Airport.brbr• Public Transit: The Forest Park Blue Line CTA Station is about a 10-minute drive away, offering direct train service into downtown Chicago without the hassle of parking. Metra commuter rail stations in nearby La Grange and Brookfield also provide quick city access.brbr• Ride-Shares & Taxis: Uber and Lyft are widely available and reliable in the area.brbr• Local Amenities: Grocery stores, coffee shops, and restaurants are just a few minutes’ drive from the home, so daily errands are simple and convenient.brbrbrbrOther Things to Note:brbr• Must be at least 21 years old to bookbrbr• Pet fee: $250 per pet per reservation; add your pet to bookingbrbr• No smoking allowed inside the homebrbr• ID and check-in form required before arrivalbrbrbrbrInteraction with Guests:brbr⎯▹ Guests have 24/7 access to our guest service desk for any needsbrbr⎯▹ Available via phone or text for local tips and supportbrbr⎯▹ We respect your privacy but are always here to assist

5

Bed

3

Bath

12

Sleeps

$186.98

/ Nightly

Apartment

Oak Park Queen

Oak Park, Illinois, United States

What this place offersbrBathroombrHair dryerbrCleaning productsbrShampoobrBody soapbrHot waterbrShower gelbrBedroom and laundrybrPaid washer – In buildingbrPaid dryer – In buildingbrHangersbrExtra pillows and blanketsbrIronbrSafebrMosquito netbrEntertainmentbrTVbrHeating and coolingbrCeiling fanbrRadiant heatingbrHome safetybrSecurity cameras on propertybrSmoke alarmbrCarbon monoxide alarmbrInternet and officebrWifibrKitchen and diningbrKitchenbrSpace where guests can cook their own mealsbrMicrowavebrCooking basicsbrPots and pans, oil, salt and pepperbrDishes and silverwarebrBowls, chopsticks, plates, cups, etc.brFreezerbrGas cookerbrOvenbrCoffee maker: Keurig coffee machinebrWine glassesbrWaste compactorbrCoffeebrOutdoorbrShared back garden – Fully fencedbrAn open space on the property usually covered in grass

Bed

Bath

Sleeps

$190.18

/ Nightly

Private Vacation Home

Cozy Coach House - Step Outside to Frank Lloyd Wright Architectural Icons!

Oak Park, Illinois, United States

Private coach house in the heart of Oak Park’s Frank Lloyd Wright Historic District. Tucked away and peaceful, yet just steps from world-famous architecture, museums, restaurants, shops, parks, and transit. Walk everywhere or hop into Chicago with ease. A rare blend of central location, and quiet retreat - perfect for architecture lovers and city explorers alike! Room to sleep 3, play and dine - but you'll want to explore the local scene, shops, and easy access to Chicago and Western Suburbs!

Bed

Bath

Sleeps

$789.91

/ Nightly

Private Vacation Home

Oak Park Victorian by FLW Studio

Oak Park, Illinois, United States

Experience timeless charm and modern comfort in this beautifully updated 4-bedroom Victorian home, located in Oak Park’s iconic Frank Lloyd Wright Historic District. Designed for families and groups, the home comfortably sleeps up to 8 guests and offers the perfect blend of historic character and contemporary amenities.brbrWalk to local shops, restaurants, and landmarks, or enjoy a quick 15-minute drive to downtown Chicago with easy access to public transit. Private parking included.brbrThe SpacebrStep into a thoughtfully renovated 110-year-old Victorian, where original architectural details meet stylish, modern updates for a warm and welcoming stay.brbrBedrooms & Bathroomsbr • 4 spacious bedroomsbr • 2 Queen bedsbr • 2 Full bedsbr • 2 full bathrooms, well-appointed and updatedbrbrLiving & Gathering Areasbr • Bright, comfortable living spacesbr • Bonus TV room with a cozy daybed—perfect for relaxing or movie nightsbrbrKitchen & Diningbr • Fully equipped kitchen with:br • Dishwasherbr • Refrigerator with filtered waterbr • Oven & microwavebr • Coffee maker, toaster, and blenderbr • Dining room seating for 6 guestsbrbrWork & Entertainmentbr • Dedicated workspace with deskbr • High-speed Wi-Fi (95 Mbps)br • Smart TV with Netflix, Disney+, Prime Video, and HBO MaxbrbrComfort & Conveniencebr • Classic radiant heatbr • Window A/C unitsbr • In-unit washer and dryerbr • Family-friendly amenities available upon request:br • Pack ’n Playbr • High chairbrbrGuest Accessbr • Entire home is private and exclusively yoursbr • Contactless self check-in with secure access codebr • Private driveway parking for up to 3 vehiclesbrbrOff-Limits Areasbr • Unfinished attic and basement are not accessible to guests for safety and maintenance reasonsbrbrbrOther Things to Notebr • Safety: Smoke alarms, carbon monoxide detectors, and fire extinguisher installedbr • Exterior Security Cameras:brThree motion-activated Ring cameras monitor exterior areas only:br • Front street (east)br • Side street (north)br • Backyard/garage (south)brNo interior cameras—your privacy is fully respected.brbrHouse Rulesbr • Strict no parties or large gatheringsbr • Maximum occupancy: 8 guestsbr • Only registered guests are permitted on the propertybrbrIdeal Forbr✔ Familiesbr✔ Small groupsbr✔ Longer staysbr✔ Guests who appreciate historic homes with modern comfortbr✔ Easy access to Chicago without city congestion

4

Bed

2

Bath

8

Sleeps

$215.6

/ Nightly

Apartment

Sunny Coach House in Historic Oak Park

Oak Park, Illinois, United States

This bright, cozy coach house is your ideal base in Oak Park. It was originally the coachman's quarters behind a 1909 Prairie-style house, now converted into modern guest lodging. brbrThe coach house is above the garage at the end of a long driveway (free parking included!) on a quiet street, in the heart of the Frank Lloyd Wright district. It's a short walk from the FLW home and studio, Ernest Hemingway's birthplace, vibrant downtown Oak Park, and trains to downtown Chicago.

Bed

Bath

Sleeps

$260.82

/ Nightly

Private Vacation Home

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

Oak Park, Illinois, United States

Summary:brThis Arts District located beautiful Retro Cottage in the heart of Oak Park.brbrWalk 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.brbrWe kindly ask that you read our full listing description and our house rules prior to booking.brbrThe Space:brLooking forward to hosting you at this Bright, Charming & Clean 2 bedroom – 1 bathroom Retro Cottage with private front yard! The entire location has been renovated but also has the charm and vibe of an older home. This location has all you need for a comfortable stay-onsite laundry, fully equipped kitchen (gas stove and oven) and 2 FREE parking spaces in the rear driveway!brbr• Bathroom - Tub/shower combination (half the size of a normal tub). For your stay we provide shampoo, conditioner, body wash, hair dryer and fresh towels.brbr• Bedroom 1 - Queen size bed - Ceiling fan and floor fan with cooling capabilities provided in this room. You can leave the door open for window AC of living room to cool you down as well.brbr• Bedroom 2 - Two twin size beds- second twin bed is a trundle bed. Window AC unit in this room.brbr• Radiant heat and window air conditioning (two AC units- one in 2nd bedroom and one in the living room area, it is enough to cool the entire unit if left on high cool setting)brbr• Free parking for two vehicles in our private driveway in back of our property. Please note: there is no access by car in the front of the property, access is through the alley.brbr• High speed internetbrbr• Laundry in-unit and freebrbr• Toaster, Microwave & Blenderbrbr• Private front lawn and patio with bistro lightsbrbr• 2 free parking spots in driveway directly behind homebrbr• Fully stocked kitchen with plenty of pots and pans, chef knives, cooking utensils, cups, plates, coffee and tea mugs and wine glasses which makes this a great place for a long-term staybrbr• Window Air Conditioning in one bedroom and living room and ceiling fan and floor fan in other bedroom to keep you cool in the summers.brbr• Fully stocked bathroom with lovely hand soap, shampoo, conditioner, body wash, full-size hair dryer and nice, soft, luxury towels.brbr• Living room offers a sofa that doubles as a futon for your convenience brbr• 4K 55in Smart TV brbr• 5 min walk to L Blue line train to take to downtown ChicagobrbrAlso this location is:brbr• 5min drive to Grocery Store br• 5min walk to Buzz Cafebr• 4min to Mills Park or Randolph Tot Lot for the entire familybr• 15min to downtown Chicago and see The Bean, Mag Mile on Michigan Avebr• 4- 5mins to nearby restaurants, gyms, boutiques, bars, and farmers markets.brbrGuest Access:brYou will have access to the entire property.brbrThe Neighborhood:brLocated just 5 mins to the L train in downtown Oak Park, Frank Lloyd Wright Home/Studio, Ernest Hemingway Museum, as are shops, dining and entertainment. The iconic Bean, Willis Tower, in Chicago is a mere 15 min drive away. This location offers Free parking, fast WiFi, fully stocked kitchen, and multiple sleeping spaces that accommodates a maximum of 5 friends or family members in a beautiful tree line quiet residential neighborhood.brbrWalk 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.brbrGetting Around:brUber, rental car and L train are all easy and great ways to get around the city!brbrOther Things to Note:br***Please read our house rules and nuances with the home prior to bookingbrbr*** OCCUPANCY LIMIT IS 5 - NO VISITORS ALLOWEDbrbr***Person booking must be 21 years or older. No third party bookings please. Per Airbnb regulations, the person making the reservation must be one of the guests for the entire stay.brbr***We want to make sure that your stay exceeds your expectations. When booking or submitting a booking request, please tell us about yourselves, your interest in our home and indicate that you have read the full listing and house rules, thank you!!!brbr***Property is equipped with cameras that record all motion in its range. All cameras are on exterior of property. There are no recording devices inside the home.brbrInteraction with Guests:brWelcome to your home away from home! I am available for any questions or feedback you may have. Please contact me through the App and I will do all I can to best assist you! I am here to make sure your stay is relaxing and enjoyable!

Bed

Bath

Sleeps

$405.69

/ Nightly

Apartment

Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train

Oak Park, Illinois, United States

Chic + spacious w/A+ location! 2024 gut-rehab. One of two apartments a two-flat. This unit = Main floor + finished bsmnt. 3 bdrms + 2.5 baths. Steps to FLW Home. 20 min to dwntwn Chicago. Walk to dining, shops, trains. Open living/dining/kitchen/sunroom. Powder room. Primary w/king + ensuite. 2nd bdrm w/queen + 3rd bdrm w/2 double beds, walk-in closet. 2nd full bath + work/game room. Coffee bar, pantry, washer/dryer. Private entry/deck. Driveway parking. **Upstairs apartment is not included.brbr

Bed

Bath

Sleeps

$534.08

/ Nightly

Private Vacation Home

New! 10-min to Downtown

Oak Park, Illinois, United States

Summary:brbrStay in style at this newly remodeled 4 Bedrooms (2 per floor) and 2 Full Bathrooms (1 per floor) retreat in Oak Park. Just minutes from Chicago, this elegant home offers a spacious layout with refined finishes, a fully equipped kitchen, and a stylish living area ideal for relaxation or entertainment. Enjoy nearby dining, shopping, and the charm of Oak Park's historic neighborhood, all with the ease of quick access to the city. Truly a perfect location and gorgeous home with tons of natural lighting and space for up to 8 guests!brbrbrbrThe Space:brbrProfessionally managed by SA Properties for a clean and seamless experience. We're proud to have a fantastic rating across each of our listings and look forward to making you feel at home! This charming home spans two floors with a unique castle-like shape and spacious fenced backyard. brbr⎯▹Park with kids play area at walkable distance brbrbrbr• 4 spacious bedrooms: brbr⎯▹ Bedroom #1/Master: King-size bed (located on the 2nd floor) brbr⎯▹ Bedroom #2: Queen-size bed (located on the main/1st floor)brbr⎯▹ Bedroom #3: Queen-size bed (located on the main/1st floor)brbr⎯▹ Bedroom #4: Queen-size bed (located on the 2nd floor) brbr• 2 full bathrooms stocked w/ quality essentialsbrbr⎯▹ Bedroom #1: Full bathroom w/ Tub (located on the main/1st floor)brbr⎯▹ Bedroom #2: Full bathroom w/ Walk-in Shower (located on the 2nd floor) brbr• Fresh, soft linens + towels provided for each guest brbr• Fully equipped kitchen for all your cooking needs brbr• Automatic Drip Coffee maker + Single Serve Pod Coffee machine + kitchen essentials includedbrbr• Stylish living area perfect for relaxation and gatherings brbr• High-speed WiFi for remote work or streaming brbrbrbr~ EXPERIENCE OVERVIEW ~ brbr• Newly remodeled w/ luxurious finishes brbr• High-speed WiFi throughout the home brbr• Elegant living area for entertaining or relaxing brbr• Family-friendly layout perfect for groups brbr• Washer & dryer (detergent included) brbr• Professionally cleaned after each stay brbrbrbrA starter supply of coffee, filters, creamer, sugar, salt, pepper, paper towels, toilet paper, bath soap, dish soap, shampoo, conditioner, dishwasher tablets, and trash bags is provided; however, guests may need to bring additional supplies. brbrbrbr~ NEARBY ATTRACTIONS ~ brbr» Frank Lloyd Wright Home & Studio → 5 mins brbr» Ernest Hemingway Museum → 6 mins brbr» Oak Park Conservatory → 8 mins brbr» Brookfield Zoo → 15 mins brbr» Garfield Park Conservatory → 15 mins brbr» Downtown Chicago → 20 mins brbr» Morton Arboretum → 30 mins brbr» Indiana Dunes National Park → 1 hr brbrbrbr~ NEARBY DINING ~ brbr» Hemmingway's Bistro (French) → 6 mins brbr» Lou Malnati's Pizzeria (Pizza) → 5 mins brbr» Maya Del Sol (Latin American) → 5 mins brbr» Citrine Cafe (American) → 8 mins brbr» The Little Gem Cafe (European) → 7 mins brbr» The Publican (American) → 20 mins brbr» Wild Onion Tied House (Brewery) → 6 mins brbr» Trattoria 225 (Italian) → 10 mins brbrbrbr~ FREQUENTLY ASKED QUESTIONS ~ brbrbrbrQ) IS THIS AREA SAFE AND FAMILY-FRIENDLY brbr»»» Yes! Oak Park is a welcoming, family-friendly neighborhood with plenty of parks, cultural sites, and a friendly local community. brbrbrbrQ) HOW CLOSE IS THIS HOME TO CHICAGO'S TOP ATTRACTIONS brbr»»» You're only 20 minutes from downtown Chicago and close to local Oak Park highlights like the Frank Lloyd Wright Home and Studio. brbrbrbrQ) IS THE HOME EQUIPPED FOR REMOTE WORK brbr»»» Absolutely! High-speed WiFi is available throughout, with comfortable spaces to work or study. brbrbrbr♥ A NOTE FROM YOUR HOST brbrWe're excited to welcome you to our Oak Park retreat! Whether you're here to explore the city, relax, or make memories with friends and family, we're here to ensure your stay is comfortable and enjoyable. Please reach out anytime for assistance or recommendations. brbrbrbrSincerely, Your Host, brbrSap - SA PropertiesbrbrbrbrGuest Access:brbr⎯▹ Full access to the entire house and outdoor spacesbrbr⎯▹ Smart lock entry; details provided before check-inbrbr⎯▹ Alleyway access to Garage parking can accommodate 1 carbrbrbrbrThe Neighborhood:brbr Peaceful & ResidentialbrbrOak Park is known for its historic neighborhood, well-kept homes, and a calm suburban feel. It’s ideal for families, business travelers, or anyone looking for a relaxed stay away from the bustle of downtown Chicago.brbr Convenient LocationbrbrThe neighborhood is just a short drive from major highways like I-290 and I-294, making it easy to get to downtown Chicago (about 20 minutes away), Oak Brook’s shopping and dining, or O’Hare International Airport. This house is close to major hospitals as well.brbr Parks & NaturebrbrGuests can enjoy nearby Wolf Road Prairie Nature Preserve, Oak Park Conservatory, and Westchester Woods, perfect for walks, birdwatching, or simply spending time outdoors. Brookfield Zoo—a Chicago landmark—is less than 15 minutes away. Park with kids play area at a walkable distance few blocks away. brbr Dining & ShoppingbrbrOak Park is close to Oakbrook Center, one of the premier shopping malls in the Chicago area, featuring upscale shops, entertainment, and dining. Locally, there are plenty of casual restaurants, cafés, and family-friendly spots within a 5–10 minute drive.brbr ‍ ‍ Family-Friendly AtmospherebrbrThe area has safe streets, neighborhood parks, and community amenities, making it very family-oriented. Guests often appreciate the quiet evenings after exploring the city.brbrbrbrGetting Around:brbr• By Car: Most guests find it easiest to drive. Oak Park offers quick access to major expressways (I-290, I-294, and I-88), putting you about 20 minutes from downtown Chicago, O’Hare Airport, and Midway Airport.brbr• Public Transit: The Blue Line CTA Station is at a walking distance away, offering direct train service into downtown Chicago without the hassle of parking. Metra commuter rail stations in Oak Park also provide quick city access.brbr• Ride-Shares & Taxis: Uber and Lyft are widely available and reliable in the area.brbr• Local Amenities: Grocery stores, coffee shops, and restaurants are just a few minutes’ drive from the home, so daily errands are simple and convenient.brbrbrbrOther Things to Note:brbrParking:brbr• 1 Car parking available in the garage. Garage access is through alleybrbr• Additional street parking available with few restrictionsbrbr• Public parking spaces in close proximitybrbrbrbrOther:brbr• Must be at least 21 years old to bookbrbr• Pet fee: $200 per pet per reservation; add your pet to bookingbrbr• No smoking allowed inside the homebrbr• ID and check-in form required before arrivalbrbrbrbrInteraction with Guests:brbr⎯▹ Guests have 24/7 access to our guest service desk for any needsbrbr⎯▹ Available via phone or text for local tips and supportbrbr⎯▹ We respect your privacy but are always here to assist

Bed

Bath

Sleeps

$353.0

/ Nightly

Apartment

First floor of Historic Oak Park Villa, Grge:2Cars

Oak Park, Illinois, United States

We offer an 1,800 SQFT, three bedroom 1st floor home with spacious dining room, living room, top of the line kitchen, generous office space and inviting TV room. Includes two garages for 1 mid size and 1 small car. brbrWalking distance from Cheney Mansion Wedding Venue. The meticulously preserved building was designed by the EE Roberts, famous for designing his prairie style homes to meet the the wishes of contemporary families. ENTIRE BUILDING HOUSING 12 PERSONS CAN BE RENTED ON REQUEST. brbrNext to Hemingway's birth place, walking distance from FLW studios, and the Oak Park & Lake restaurant district, you are in the smack-center of Historic Oak Park. brbr30 min from ORD, MDW and the Loop. A three block walk to the L. brbrExcellent get away opportunity for families and professionals. brThis historic property was originally designed by E.E. Roberts, a renowned Oak Park architect who’s Prairie Style houses were built to satisfy the needs of contemporary clients. As a result EE Roberts outperforms Frank Lloyd Wright in the numbers of buildings erected in Oak Park. Staying in this home, will help you experience why EE Roberts was the architect of choice for so many clients.brbrThis secluded Roberts Villa neighbors the birthplace of Ernest Hemingway. You are 4 blocks from the L-line and 30 min from the Loop, MDW and ORD. Experience an ambiance that supports the work-from-home Urban Professional, combining it with a multibedroom layout designed to accommodate family and friends. The flow of the apartments with their bedrooms, dining-room, TV-room, living room and kitchen combined with ample office space makes them ideal for both business travel and family vacations.brbrShared washer and dryer in the basement.

Bed

Bath

Sleeps

$248.93

/ Nightly

Apartment

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

Oak Park, Illinois, United States

2 bedrooms apartment in charming downtown Oak Park.brbrChicago's El and Metra train stops a short 2min walk. Both trains bring you to the heart of downtown with the El extending into many Chicago neighborhoods.brbrShopping, restaurants, Target, Trader Joe's and Frank Lloyd Wright homes within walking distance.br➢ Fast, Dedicated Wifibr➢ Free parking for 1 car in garage and then free street parkingbr➢ 11 miles to Chicago DowntownbrbrIf you are traveling with kids, we have:br➢ Graco Pack 'n Play Portable Playardbr➢ High chairbr-Children dinnerware and utensilsbrbr- 4k HDTVbr- 2 bedrooms and 1 bathroom apartmentbr- 2 Queen Size Bed, 1 Full size Sofabed and 1 Queen Size Air Mattressbr- A/C + Heatbr- Shared Washer and Dryer in lower level.br- Access code will be sent to you on day of check-inbr- 11 miles to Downtown ChicagobrbrGuest accessbrThe entire apartment is yours to enjoy! Please make yourself comfortable in our home.brLaundromat in walking distance right at the corner. Apartment is private entire unit.brbrVideo cameras at front and back doors outside of apartment, no cameras inside. brbrSmoking allowed on balcony WITH DOORS CLOSED and do not throw your butts over the railings. Bring ashtray or keep ashes and butts in can or bottle to prevent fires.brbr***Pet rules****brNo more than 2 small dogs under 50lbsbrMust be potty trained (no using pads inside)brMust stay off furniturebrMust be crated when left alone in apartmentbrMust pick up after them outside immediatelybrNo bathes given in our apartment.brNO EXCEPTIONSbrNO CATS OWNER IS ALLERGICbrbrThere are dogs allowed in our building so you will hear dogs barking when you are in the hallway area.brbr

Bed

Bath

Sleeps

$304.57

/ Nightly

Apartment

Charming Loft: King Bd/Elevator/Train/Bus/Shops

Oak Park, Illinois, United States

Keep it simple at this peaceful and centrally-located place. brbrStay includes: br*King Bd br*50' smart TV br*Fast Wifi br*Fully Stocked Kitchen + Microwave + Fridge + Coffe maker + Tea brbrRent our bright and cozy loft located just a few blocks from Historic Downtown Oak Park.

Bed

Bath

Sleeps

$380.72

/ Nightly

Apartment

Charming 3 beds 2 full baths close to Chicago long renters welcome

Oak Park, Illinois, United States

From the moment you arrive, to the time you leave, you will know you are some place special! 1 assign parking space availablebrbrLocated Close to Chicago city in the Oak Park area only 20 minutes train ride to the city and only 5 minutes walking to the Green Line or Blue Line and Metra.brbrThe Apartment is carefully maintained to ensure the most enjoyable stay. The apartment includes top-of-the-line amenities to accommodate your needs. Make one of our vacation rentals your home away from home. Please contact us by phone or email anytime and we guarantee a prompt response for your vacation in Chicago city.brWith 3 bedrooms and 2 full baths recently renovated the apartment is perfect for family vacation . The house hold up to 6 people comfortable.

Bed

Bath

Sleeps

$204.4

/ Nightly

Private Vacation Home

A quiet stay while you are away

Oak Park, Illinois, United States

This is a gorgeous home in the Frank Loyd Wright historic district in Oak Park, Illinois. You will sleep on a super comfy queen bed in one large bedroom and a queen bed in the other bedroom. There is a private bathroom for guests right off the bedrooms. You have free access to a mini-refrigerator, coffee, and tea. By popular demand on Sunday, I will cook the famous Js breakfast potatoes and more. You have access to a beautiful park across the street and an enclosed porch for lounging.brbrWhen the reservation is confirmed, the address will be provided three days prior to check-in.brbrA Breath of Fresh AirbrThis property has noise and smoke detectors.brbrThe use of tobacco, marijuana, cigars, and vaping products is strictly prohibited on the premises, except for designated areas. brbrUnauthorized gatherings or parties are strictly prohibited.

2

Bed

1

Bath

4

Sleeps

$175.16

/ Nightly

Apartment

Cozy modern unit w/ easy access to downtown Chi

Oak Park, Illinois, United States

Enjoy a newly remodeled two bedroom lower unit in the historic Oak Park suburb of Chicago. This unit is within walking distance to local cafes, amazing restaurants, ice cream shops, and a grocery store to meet all your needs. Explore the nearby Frank Lloyd Wright district and the birthplace of Ernest Hemingway. Walk two blocks to the train leading to all neighborhoods of Chicago, or simply enjoy a relaxing stay in the cozy apartment.brEasy access from all nearby airports.brPet friendly.

2

Bed

1

Bath

5

Sleeps

$184.25

/ Nightly

Condo

Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park, Illinois, United States

Stay in one of the most desirable residential neighborhoods in Oak Park — a quiet, tree-lined setting just minutes from downtown Chicago. This stylish and comfortable condo is ideal for couples, families, groups, and business travelers, offering space, convenience, and a true “home away from home” experience for up to 5 guests.brbrPrime LocationbrbrEnjoy unbeatable access to both Oak Park charm and downtown Chicago energy:brbr4 minutes to the Green Line “L” train for direct access to downtown Chicagobr15 minutes to The Bean, Willis Tower, and Michigan AvenuebrWalking distance to Frank Lloyd Wright Home & Studio and Ernest Hemingway Museumbr5-minute walk to grocery stores, restaurants, cafés, bars, gyms, boutiques, and farmers marketsbrMinutes from Classic Lake Theatre and Scoville ParkbrbrThis location gives you the best of both worlds: peaceful neighborhood living with fast access to everything Chicago has to offer.brbrThe SpacebrbrA clean, quiet, and well-maintained first-floor condo designed for comfort, convenience, and longer stays.brbrSleeping Arrangements (Sleeps up to 5)br1 queen bed with premium pillows, high-quality linens, and comfortersbr1 sofa bed in the living roombr2 rollaway beds for additional guestsbrIncluded AmenitiesbrbrDesigned to make your stay effortless and comfortable:brbrDedicated free parking spot directly behind the buildingbrUltra-fast WiFi for work or streamingbr55” 4K Smart TV with streaming accessbrWindow air conditioning and ceiling fansbrLarge walk-in closet for storagebrBoard games and card games for entertainmentbrLaundry room close to the unitbrFully Stocked KitchenbrbrIdeal for short or extended stays:brbrFull cookware set including pots and pansbrChef knives and cooking utensilsbrPlates, bowls, cups, mugs, and wine glassesbrComplimentary coffee, decaf coffee, tea, creamer, and sugarbrBathroom AmenitiesbrbrClean, well-stocked, and designed for comfort:brbrShampoo, conditioner, and body washbrSoft, high-quality towelsbrHair dryerbrCurling iron and straightenerbrbrGood to KnowbrFirst-floor unit with a few steps required to enter the building and apartmentbrLocated in a quiet condo community with other residentsbrOccasional daytime noise may be heard due to normal neighborhood activitybrQuiet hours apply within the unitbrbrWhy Guests Love Staying HerebrSafe, peaceful, and highly walkable neighborhoodbrQuick and easy access to downtown ChicagobrSurrounded by dining, shopping, and entertainmentbrPerfect for families, groups, and extended staysbrComfortable sleeping setup for up to 5 guestsbrBook Your StaybrbrExperience the perfect balance of Chicago city access and Oak Park neighborhood charm. This is an ideal home base whether you're visiting for work, leisure, or an extended stay.

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$196.32

/ Nightly

Apartment

Award-winning, charming, 1-bedroom apartment with AC, WiFi in Pleasant Oak Park

Oak Park, Illinois, United States

Relax in comfort in this 1-bedroom 2nd floor apartment located in Historic village of Oak Park. Impeccably restored, the space is styled with mcm furnishings and has updated amenities. A king bed in the bedroom and a cozy futon in the living room, offer sleeping arrangements for up to four. The bathroom features a walk-in shower, beautiful tile work, hairdryer, soaps and toiletries for convenience. This art-filled space also includes amenities like WiFi, heating, and AC. Labeled a Chicagoland gem by many returning guests, the apartment is near the birthplace of Ernest Hemingway, Frank Lloyd Wright Home/Studio. The apartment features gallery walls by local artists, including the hosts original artwork. Walking distance to live music (Fitzgerald's, Friendly Music Community), and restaurants. Easy street parking and kitchen well stocked. Private porch. Perfect for long and short term stays.brbrHost, Lacy Coligan was the #1 Top New Host in Illinois in 2021, https://news.airbnb.com/the-number-one-new-host-in-each-us-state/

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$315.91

/ Nightly

Apartment

Cozy 3 Bdrm. Apt. sleeps 5 guests in the historic neighborhood of Oak Park IL

Oak Park, Illinois, United States

. Great for family/ friends get away, great for working groups, especially Healthcare professionals, as the unit 1 block away from blue line train 20 min ride to the Medical district, Downtown Loop, West Look, South Loop 30 min train ride br .

3

Bed

1

Bath

5

Sleeps

$306.42

/ Nightly

Apartment

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

Oak Park, Illinois, United States

The apartment is exclusively yours, without interruption for the duration of your stay, so relax, unwind, and make yourself at home.brbrUnwind in the stylish two-bedroom apt on Austin BLVD. brThe suburb is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through the suburb of Chicago and the region easily from this prime location. Once you are ready to relax, retreat to the comfy apt.br✔ Fully Equipped Kitchenbr✔ Comfortable Bedroom w/ Queen bed br✔ Office Deskbr✔ High-Speed Wi-Fibr✔ Free on-street parking brLearn more below!brThe space:brThe modern and comfy getaway will leave you in awe with its carefully picked amenity list spread over the entire unit. Stylish wooden floors extend throughout the entire apartment. brbr★ LIVING ROOM ★brIt is ideal for relaxing and enjoying the company of friends and family while watching a good movie or a show.br✔ Comfortable Sofas with Pillowsbr✔ Flat-Screen TVbr✔ Coffee Tablebr✔ Office Desk with a Chairbrbr★ KITCHEN & DINING ★brThe kitchen area with numerous cooking appliances and spacious countertops. brIf you want to take a break from the City restaurants, then this is the place for you.brbr✔ Stovebr✔ Ovenbr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Toasterbr✔ Sink - Hot & Cold Waterbr✔ Traysbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr✔ Dining Table with space for 6 peoplebrbr★ BEDROOM ★brThe bedroom features a comfortable bed designed to provide you with the perfect resting experience.brBesides the hotel-like comfort, the bedroom is furnished to meet all your business needs.br✔ Queen–Size Bed with Pillows, Linens, and Sheetsbr✔ Wardrobe with Hangersbrbr★ BATHROOM ★brThe apartment features spacious 2 full bathrooms stocked with all necessities and essential toiletries, so you need to bring your own.br✔ Bath with a Showerbr✔ Wash Basinbr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Essential ToiletriesbrbrOther than the already mentioned amenities, our home is also equipped with:br✔ High-Speed Wi-Fibr✔ Air Conditioningbr✔ Heatingbr✔ Washer/Dryer (in the basement of the building – small fee $10/use) brbrThere is a camera outside of the unit and near the back of the building for security purposes only. We have a noise-detecting device inside the unit, it does not record conversations it just records noise decibels.brbr✔ Navy Pier: A popular tourist destination featuring restaurants, shops, boat tours, and various attractions.brbr✔ Millennium Park: A public park known for its iconic Cloud Gate sculpture (also called The Bean), outdoor art installations, and events.brbr✔ Art Institute of Chicago: A renowned art museum housing a vast collection of artworks from different periods and cultures.brbr✔ Magnificent Mile: A famous shopping district on Michigan Avenue offering a wide range of upscale stores, boutiques, and restaurants.brbr✔ Chicago Riverwalk: A scenic pedestrian pathway along the Chicago River with restaurants, cafes, and beautiful views.brbr✔ Museum Campus: A park area housing the Adler Planetarium, the Shedd Aquarium, and the Field Museum of Natural History.brbr✔ Grant Park: A large urban park featuring Buckingham Fountain, gardens, sculptures, and hosting various events and festivals.brbr✔ Theatre District: Located in the Loop, offering a range of theaters with Broadway shows, musicals, and performances.brbr✔ Lincoln Park Zoo: A free-entry zoo in Lincoln Park with a variety of animals and exhibits.brbr✔ Chicago History Museum: A museum dedicated to preserving and showcasing Chicago's history and culture.brbrbrPet fee: $75brLost Key: $250 brEarly Check in fee: $50brLate check out fee: $150brbr***Early check-in and late check-out may be possible, but we won't know until the day of check-in/out.brbrHeath, the safety and well-being of our guests are of utmost importance to us. For this reason, we use abrthorough and extensive process of cleaning after each check-out.brIn case your preferred dates are already taken, or you are traveling in a larger group, please check our profile as we offer more listings in the city.brThank you very much for your understanding.

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$3114.36

/ Nightly

Apartment

5 bedroom with 5 beds and 2 bathrooms

Oak Park, Illinois, United States

First floorbrOne of the bedrooms on the first floor is tiny. brThe three other bedrooms are small, one has no closet. brbrBasementbrThe main bedroom is downstairs. To get down you must use a spiral staircase. Also the bigger bathroom is downstairs with a heated floor. brbrThis house was built in 1902, modified and split into 2 apartments sometime in the 40's. It has oddities and quirks. It has 2 back doors. You must watch your step throughout. brbrThis House is in the Heart of Oak Park. Centrally located one block from Madison St. Easy access to the expressway. 1- 24 hour private parking space is included. Walking distance from either the Blue Line Train or the Green Line Train. Business travelers delight. Each room has one bed. Dunkin Doughnuts, McDonald's and CVS all within a 5 minute walk. Close to Oak Park River Forest Highschool and Fenwick Highschool.brbrIf you have more than 1 cars additional parking information can be found here : http://www.ppprk.com/park

5

Bed

2

Bath

6

Sleeps

$587.14

/ Nightly

Apartment

Expansive 4BD - Steps from downtown - Oak Park

Oak Park, Illinois, United States

Experience a refined stay in one of Oak Park’s most walkable pockets. This large-scale apartment provides a quiet residential sanctuary while keeping you minutes away from the best dining and transit in the area. With 4beds and 2 spacious baths, a fully equipped kitchen and large gathering areas this quiet residential setting is perfect for your stay. This conveniently located property is walking distance to downtown Oak Park. As seasoned renters we pride ourselves on providing great stays.brbrWelcome to this spacious and inviting first-floor apartment located at the heart of Oak Park. Designed for comfort and convenience, this beautifully laid-out home features four private bedrooms, including one king bed and three queen beds, making it ideal for families, groups or business travelers. The apartment offers two full bathrooms, allowing guests to relax and get ready with ease. The first-floor location provides easy access, perfect for guests seeking convenience. Thoughtfully arranged living spaces offer plenty of room to unwind after a day of exploring. Situated on a quiet tree-lined street, the property is just minutes away from downtown Oak Park, public transportation, restaurants, shopping and world-famous Frank Lloyd Wright architecture. This home combines space, comfort, and an unbeatable location for a memorable stay.brbrCheck-in is effortless and 100% contact-free. Your private access code works on all exterior door keypads, allowing you to arrive and settle in on your own schedule. We’ve designed the process to be completely autonomous, though our team is always just a message away if you need us!brbr*This home is professionally curated by Hosty Co, Chicago’s premier boutique management team. We specialize in high-touch service, 5-star aesthetics, and seamless stays.*brbr**Follow the journey: Find us on social @hosty_co_chibnb for a look at our full portfolio and `insider only` Chicago neighborhood guides.**brbrTo protect the quality of our home and the harmony of our neighborhood, we specifically host:br*Corporate Travelers seeking a refined, reliable home base.br*Families visiting for holidays or major Chicago milestones.br*Urban Explorers who value a quiet, high-end retreat.brbrBooking Requirements: We operate under a strict `Good Neighbor` policy. To ensure we are the right fit for your trip:br*Tell Us Your Story: When inquiring, please include a brief note about your trip and your group. We love knowing how to best prep the space for your arrival!br*Vetting: We prioritize guests with 100% ID verification and a track record of positive reviews.br*Zero Tolerance: To maintain our home`s integrity, parties and unauthorized gatherings are strictly prohibited.

4

Bed

2

Bath

8

Sleeps

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