Home Vacation Rentals By Owner In Oak Park, IL

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$234.73

/ Nightly
Apartment

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Oak Park, Illinois, United States

This beautifully designed, fully equipped apartment offers comfort, space, and convenience in one of Oak Park’s most desirable neighborhoods. Ideal for families, groups, and extended stays, this home comfortably accommodates up to 6 guests with modern furnishings and thoughtful amenities throughout.brbrKey Featuresbr1 private parking spot directly behind the buildingbrSuper-fast WiFibr2-bedroom, 2-bathroom layoutbrShared laundry room near the unitbrBrand new, stylish furniture throughoutbrSleeps up to 6 guests comfortablybrBlackout blinds in bedrooms for better sleepbrSleeping ArrangementsbrPrimary BedroombrKing bed with premium mattress, luxury linens, and high-quality pillowsbr2 extra-large walk-in closetsbrRollaway bed availablebrAir conditioning and ceiling fanbrPrivate en-suite bathroom for added comfort and privacybrGuest Bedroombr2 full-size bedsbrLarge walk-in closetbrAccess to guest bathroombrAir conditioning and ceiling fanbrFamily-Friendly Amenities (Available Upon Request After Booking)brbrTo ensure everything is prepared for your arrival, please request the following after booking:brbrPortable cribbrHigh chairbrBaby bowls, spoons, and cupsbrRollaway bed for additional sleeping spacebrbrThese items will be set up prior to check-in for your convenience.brbrLiving RoombrComfortable seating with modern, stylish furniturebr4K Smart TV with streaming servicesbrBoard games and card games for family entertainmentbrPremium pillows with varying firmness for personalized comfortbrFully Equipped KitchenbrbrPerfect for long-term stays or home-cooked meals:brbrStainless steel appliancesbrCookware set including pots, pans, and baking traysbrChef knives and full cooking utensilsbrPlates, bowls, cups, mugs, and wine glassesbrRice maker, waffle maker, and slow cookerbrComplimentary coffee (regular and decaf), tea, creamer, and sugarbrBrita water jug and bottled waterbrbrBathroomsbrbrClean, modern, and fully stocked:brbrShampoo, conditioner, and body washbrSoft luxury towelsbrFull-size hair dryerbrHand soap and essential toiletriesbrAdditional ComfortsbrIron and ironing boardbrPremium bedding throughoutbrQuiet residential environmentbrLocation HighlightsbrbrEnjoy quick access to Oak Park and downtown Chicago attractions:brbr4-minute drive to Scoville Parkbr6-minute drive to CTA Green Line (Harlem & Lake) for downtown Chicago accessbr8-minute drive to CTA Blue Line for direct city accessbr6-minute drive to downtown Oak Park and Classic Lake Street Theatrebr9-minute drive to Dominican Universitybr15-minute drive to downtown Chicago (The Loop, Millennium Park, Michigan Avenue)brbrSurrounded by restaurants, cafés, grocery stores, gyms, boutiques, parks, bars, and farmers markets.brbrImportant NotesbrFirst-floor apartment with a few steps required to enter the building and unitbrLocated in a shared condo building with working professionalsbrOccasional daytime noise may be heard from neighboring unitsbrQuiet hours apply only to this unit, not the entire buildingbrbrWhy Guests Love This HomebrSpacious layout ideal for families and groupsbrModern, brand-new furnishings and high-end finishesbrFully stocked kitchen for long-term or short-term staysbrEasy access to trains and downtown ChicagobrSafe, quiet, and walkable neighborhoodbrBook Your StaybrbrThis home is designed to provide a seamless, comfortable, and elevated stay experience. Whether you're visiting for family travel, work, or exploring Chicago, this space offers the perfect balance of comfort, location, and convenience.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(22)

$267.34

/ Nightly
Private Vacation Home

Oak Park, IL, entire house, short walk to train.

Oak Park, Illinois, United States

Welcome to this Oak Park home, conveniently minutes from the main expressway, train station, downtown Chicago, and the Medical Center. This entire Oak Park house is ideal for travelers seeking a tranquil and welcoming space to unwind in after a long day, medical professionals, patients visiting the Medical Center, and families needing long-term housing. The residence is minutes from downtown Oak Park and the historical landmarks of Frank Lloyd Wright's home and studio.brbrThis Oak Park property features a welcoming one-bedroom with a king-sized bed, a queen-sized bed, and a full-size bed. Additionally, it offers a well-appointed desk, generous storage space, and a cozy floor layout. Guests will have exclusive access to a private bathroom, as well as their own living room, dining area, and a spacious kitchen. The delightful backyard patio provides a serene setting for morning coffee or evening relaxation.brbrExperience the harmonious blend of comfort and convenience at our vacation home, complete with high-speed internet for seamless streaming, working, and exploring during your stay. We invite you to enjoy a refreshed and rejuvenating experience in this charming Oak Park abode.brbrbrWe have a full stock of things you need and things you don’t need until you need them. All-new designs and furniture, 75 ft driveway for off-street parking. There is a brand new 55 Roku TV, two 42 Roku TVs, and high-speed fiber WIFI service. We have a new washer and dryer on the premises.brbrWhen the reservation is confirmed, the address will be provided three days before 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. br
Bed 3

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Bath 1

Bath

Sleep 8

Sleeps

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Exceptional(1)

$310.15

/ Nightly
Apartment

Mins to DT & Frank Lloyd Wright

Oak Park, Illinois, United States

This charming 1 bedroom 1 bath apartment is conveniently located right next to an ice cream shop (Petersen's Ice Cream), coffee shop (Broken Tart), restaurants including Giordano's and only a 4 minute walk to Frank Lloyd Wright home and studio and just a 10 minute walk to Downtown Oak Park which offers more charm and a great selection of restaurants and cafes.brbr★★ GENERAL RULES ★ ★brDo not disrespect the Neighbors.brPlease follow check-in and out instructions.brNo smoking, vaping, or use of marijuana at anytime anywhere on the property. Smoking of any kind will result in an additional charge (listed below).brDo not have more guests (regardless of age) than stated in your reservation and no unapproved visitors. Any overnight visitors not on the Reservation will be considered an additional guest for the reservation and will result in an additional guest fee (listed below).brNo loud music or disturbances, especially noise past 10pm.brWe are not responsible or liable for any accidents, injuries, or illness that occurs while on the premises. We are not responsible for the loss of personal belongings or valuables during your stay.brWe cannot be responsible for any items left behind. Shipping items that have been left behind will result in an additional charge (listed below). Items may be donated or disposed of at our discretion 2 days after your scheduled departure.brbrFEES: A $50 handling fee must be paid prior to any request for our staff to return a lost item left in the unit. brFEES: Lost TV remote control will result in a $25 Charge.brFEES: Unapproved Late Check Out fees: $75 for every 30 minutes past check-out. brFEES: Smoking of any kind will result in a $250 deodorization fee.brFEES: Tampering of any kind to the security systems, smoke detectors, noise monitoring device, exterior cameras or any other permanent electronic device in the effort to disable, damage, unplug or degrade the use of these systems will result in an immediate $250 charge.brbr★★ PET RULES ★★brPets must be approved prior to booking. Dogs allowed. Cats allowed. NO BIRDS, HAMSTERS, MICE, OR ANY OTHER PETS. brPets must be added onto reservation as an additional guest and pay an additional fee.brPets are not allowed on the bed or furniture at anytime during the stay.brPets must be taken out to do their business and not go inside the home or patio. You MUST pick up after your pet. brPet cannot mark indoors.brPet cannot be washed or showered in tubs or sinks.brbr★★ PET FEES ★★brFEES: Pet Rent is $50 for each pet or $10 per pet/ per night, whichever is greater.brFEES: Unauthorized Pets will result in an additional $250 charge per pet on top of pet rent.brFEES: Pet urinating inside will result in a $100 floor disinfecting charge.brFEES: Pet showered in tub or sinks will result in a $200 Charge.brFEES: Pet hairs found on sheets or furniture will result in $60 Charge.brbr★★ Early Check-In ★★brEarly Arrival after 2 PM CST for $40.00.brSuper Early Arrival after 12:30 PM CST for $55.00.brRed-Eye Arrival any time after 9 AM CST for $100.00.brbr★★ Late Check-Out★★brLate Check-out until 12 PM CST for $40.00.brSuper Late Check-out until 1:30 PM CST for $55.00. brMega Late Checkout any time until 5 PM CST for $100.brbrIf you’d like to take advantage of any of these options, please let us know. brP.S. This offer is subject to availability and can change before you have the time to respond.
Bed 1

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Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(1)

$2624.33

/ Nightly
Apartment

Modern Victorian With Old World Charm

Oak Park, Illinois, United States

This historic Queen Anne home built in 1889 is in the heart of Oak Park, just a few minutes walk to Frank Lloyd Wright home and studio, the largest collection of his homes, Unity Temple and Ernest Hemingway’s birthplace home and museum.brLOCATION, location, location!!!!! It is centrally located, steps from all tourist attractions, public transportation, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Chicago and Oak Park.brbrEverything is new in this modern, bright and spacious 2 bedroom – 1 bathroom 1st floor apartment, the entire apartment has been renovated but still has the charm of an older home. 11” high ceilings, stained glass , majestic windows, hardwood floors, pocket door, French doors, veranda etc. Super clean space with everything you need for your stay, including:brbrFully equipped kitchen with new stainless steel appliances, granite countertops and everything you need to prepare a meal, including:brbr - dishwasher br - microwave ovenbr - Coffee maker br - Toasterbr - Tea Kettlebr - Brita water filterbr - Complimentary Coffee, tea, sugar and some pantry staples.brbrBathroom - bathtub, Kohler fixtures, tissue, shampoo, conditioner, body wash, hair dryer and fresh towelsbr br-FREE private parkingbr-Window air conditioningbr-Radiant heatbr-High speed internet, Cablebr-Shared laundry facility br-Iron and ironing boardbrbrbrWe 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’ve read the full listing description and house rules, thank you!
Bed 2

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Bath 1

Bath

Sleep 6

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Exceptional(3)

$298.85

/ Nightly
Private Vacation Home

Pet Friendly: 8 Mi to Chicago - Fenced Backyard!

Oak Park, Illinois, United States

Pet Friendly w/ Fee | Oak Park Arts District LocationbrbrDiscover the vibrant city of Chicago when you stay at this delightful 3-bedroom, 1-bath vacation rental in Oak Park, IL! This property is within walking distance of parks, a public pool, and the Oak Park Conservatory. After a busy day exploring the Brookfield Zoo or venturing off to the Chicago Riverwalk, unwind in the home's living room and throw a movie on the Smart TV. Your memorable trip is just around the corner!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 twin bed w/ twin trundlebr- Bedroom 2: 1 twin bedbr- Bedroom 3: 1 full bedbr- Living Room: 1 sleeper sofabr- Dining Room: 1 full futonbrbrHOME FEATURESbr- Furnished patiobr- Smart TVbr- Dining tables, breakfast barbr- Laptop-friendly workspacebrbrKITCHEN br- Stove/oven, refrigerator, microwavebr- Drip coffee maker, kettlebr- Cooking basics, dishware/flatwarebr- Paper towels/trash bagsbrbrGENERAL br- Free WiFi br- Central air conditioning/heatbr- Linens/towels, complimentary toiletries, hair dryerbr- Washer/dryer, hangers, iron/boardbr- Keyless entrybrbrFAQbr- Pet fee (paid pre-trip)br- 3 exterior security cameras (facing out)br- Fireplace (decorative only)brbrACCESSIBILITYbr- 2-level home, 6 steps to enterbrbrPARKINGbr- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- 0.7 miles to Oak Park Conservatory & 4 miles to Garfield Park Conservatory br- 6 miles to Brookfield Zoo br- Approximately 8 miles to Downtown Chicago: Willis Tower, Little Italy, The Art Institute of Chicago, Greektown, River West, Fulton River District, River North, Magnificent Mile, Streeterville, Chicago Riverwalk, New Eastside, Navy Pier, Millenium Parkbr- 2-3 miles to Ernest Hemingway Birthplace Museum & Frank Lloyd Wright Home br- 8 miles to Chicago Midway Int’l Airport & 13 miles to Chicago O'Hare Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 2 pets max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- The 2-level property requires 6 steps to enterbr- The fireplace is decorative and is not available for guest use br- Street parking is prohibited from 2:00 AM to 6:00 AMbr- Your safety matters. This property features 3 external security cameras. Camera 1 is located on the front door facing the entryway area, camera 2 is located on the back door facing the backyard area, and camera 3 is located on the parking lot facing the parking area. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound continuously
Bed 3

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Bath 1

Bath

Sleep 9

Sleeps

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$330.07

/ Nightly
Private Vacation Home

Shop, Dine & Unwind: Oak Park Home w/ Private Yard

Oak Park, Illinois, United States

8 Mi to Dtwn Chicago | Easy Access to Public Transportation | Remote Workers WelcomebrbrArt lovers, foodies, and city explorers — your home base awaits in Oak Park! This 4-bedroom, 2-bath vacation rental is perfect for those who love Chicago’s vibrant energy but prefer their nights a little quieter. Ready to explore Spend your afternoons shopping and sightseeing in town, then end your evenings with a fan-favorite movie on the big screen. Stop scrolling and start planning!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 full bedsbrbrHOME HIGHLIGHTSbr- Smart TVsbr- Indoor & outdoor dining tablesbr- Laptop-friendly workspacebr- Fenced-in yardbrbrKITCHENbr- Refrigerator, microwave, stove/oven, dishwasherbr- Drip coffee maker (coffee provided)br- Cooking basics, dishware/flatwarebrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Linens & towels, trash bags & paper towelsbr- Complimentary toiletriesbr- Washer/dryerbrbrFAQbr- 4 exterior security cameras (outward facing)br- Quiet hours (10:00 PM-7:00 AM) brbrACCESSIBILITYbr- 2-story home, 8 steps required to enterbr- 1st-floor bedrooms & full bathroombrbrPARKINGbr- Designated spaces (3 vehicles)br- No overnight street parkingbrbr-- THE LOCATION --brbr- Near restaurants & local green spacesbr- Walk to Oak Park Conservatory & 4 miles to Garfield Park Conservatorybr- 2 miles to Frank Lloyd Wright Home & Studiobr- 2 miles to Downtown Oak Parkbr- 3 miles to North Riverside Park Mallbr- 5 miles to Brookfield Zoobr- 7 miles to Chicago Midway International Airport & 13 miles to Chicago O'Hare International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 7:00 AM brbrADDITIONAL INFORMATIONbr- Your safety matters. This property features 4 exterior security cameras. Camera 1 is a doorbell camera at the front door facing the entryway and street, camera 2 is on the back of the house facing the backyard and parking area, camera 3 is on the north side of the house facing the side yard, and camera 4 is on the south side of the house facing the side yard. The cameras are outward facing and do not look into any interior spaces. They record video and audio when motion is detectedbr- This 2-story home requires 8 steps to enter; it features bedrooms and a full bathroom on the 1st floor
Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps

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$350.6

/ Nightly
Apartment

Studio Mins Walk to DT OAK PARK

Oak Park, Illinois, United States

This centrally located studio is just a 5-minute walk from the iconic Frank Lloyd Wright Home and Studio, surrounded by beautiful historic homes and steps away from a variety of shops, cafés, and restaurants. Enjoy local favorites like Peterson's Ice Cream and Broken Tart right next door, with Giordano's just across the street. Take in the stunning architecture on a scenic 10-minute walk to Downtown Oak Park, where you’ll find an even wider selection of dining, shopping, and entertainment.brbrPLEASE NOTE THAT THIS STUDIO IS LOCATED ON THE 2ND FLOOR AND REQUIRES CLIMBING APPROXIMATELY 12 STEPS TO ACCESS THE UNIT.brbr★★ GENERAL RULES ★ ★ brDo not disrespect the Neighbors. brbrNo smoking, vaping, or use of marijuana at anytime anywhere on the property. Smoking of any kind will result in an additional charge (listed below). brbrDo not have more guests (regardless of age) than stated in your reservation and no unapproved visitors. Any overnight visitors not on the reservation will be considered an additional guest for the reservation and will result in an additional guest fee (listed below). brbrNo loud music or disturbances, especially noise past 10pm. brbrWe are not responsible or liable for any accidents, injuries, or illness that occurs while on the premises. brbrWe are not responsible for the loss of personal belongings or valuables during your stay. brbrWe cannot be responsible for any items left behind. Shipping items that have been left behind will result in an additional charge (listed below). Items may be donated or disposed of at our discretion 2 days after your scheduled departure. brbrFEES: A $50 handling fee must be paid prior to any request for our staff to return a lost item left in the unit. brFEES: Lost TV remote control will result in a $25 Charge. brFEES: Unapproved Late Check Out fees: $75 for every 30 minutes past check-out.brFEES: Smoking of any kind will result in a $250 deodorization fee. brFEES: Tampering of any kind to the security systems, smoke detectors, noise monitoring device, exterior cameras or any other permanent electronic device in the effort to disable, damage, unplug or degrade the use of these systems will result in an immediate $250 charge. brbr★★ PET RULES ★★ Pets must be approved prior to booking. Dogs allowed. Cats allowed. NO BIRDS, HAMSTERS, MICE, OR ANY OTHER PETS. Pets must be added onto reservation as an additional guests and guests must pay an additional fee (listed below). brbrPets are not allowed on the bed or furniture at anytime during the stay. brPets must be taken out to do their business and not go inside the home or patio. brYou MUST pick up after your pet. Pet cannot mark indoors. brbr★★ PET FEES ★★ brFEES: Pet Rent is $65 for pets brFEES: Pet urinating inside will result in a $100 floor disinfecting charge. brFEES: Pet hairs found on sheets or furniture will result in $60 Charge. brbr★★ Early Check-In ★★ brEarly Arrival after 2 PM CST for $40.00. brSuper Early Arrival after 12:30 PM CST for $55.00. brRed-Eye Arrival any time after 9 AM CST for $100.00. brbr★★ Late Check-Out★★ brLate Check-out until 12 PM CST for $40.00. brSuper Late Check-out until 1:30 PM CST for $55.00. brMega Late Checkout any time until 5 PM CST for $100. brbrIf you’d like to take advantage of any of these options, please let us know.
Bed 1

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Bath 1

Bath

Sleep 2

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Exceptional(3)

$812.87

/ Nightly
Private Vacation Home

8 Bedrooms, 3 Full Bathrooms, 2 Kitchens and 2 Parking Spaces

Oak Park, Illinois, United States

This House was built in 1902 and was modified into 2 apartments in the 1940's. The house has 3 levels and many stairs. It has quirks and oddities but is prefect for large groups. This house can comfortably sleep a total of 12 people. This home is a unique opportunity for 2 family's traveling together or a group of 8 adults traveling for business or pleasure. Each bedroom has only 1 bed. Each floor has a full bathroom for a total of 3. You will be renting the entire house which includes 2 separate apartments. The upstairs unit comfortably sleeps 5. There is a 3 bedrooms unit upstairs with the King bed, its own kitchen, bathroom and laundry. The first floor unit comfortably sleeps 7. The first floor unit has 4 bedrooms, a kitchen and bathroom on the first floor. One of the bedrooms on the first floor is tiny. The basement has the main suite with a Queen bed. Also the full bathroom down stairs has a heated floor. Full size laundry machines downstairs as well. This house has a lot of stairs and there is a spiral stair case in the living room that gets you down to the basement bedroom. Both units have a back deck for that morning cup of Joe. Fully fenced in backyard for the kids to safely play. Both kitchens fully stocked. Plenty of towels. I live close by and respond to all questions immediately. This house is close to the expressway, you can be downtown Chicago in 15 minutes with no traffic. Walking distance to Blue Line or the Green Line. Grocery stores, restaurant's, and drug stores in close proximity. Dunkin Donut's 1 block away. ONLY TWO PARKING SPACE INCLUDED.
Bed 8

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Bath 3

Bath

Sleep 10

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