Vacation Home Rentals By Owner In Chicago, IL

$178.23

Charming 4-bedroom house with AC and WiFi in fabulous Chicago

Chicago, Illinois, United States

Discover this fantastic 4-bedroom gem in Chicago. This superb house comes equipped with all the essentials for a comfortable stay, including WiFi, AC, heating, and a hair dryer. Experience what Chicago has to offer with a stay at our house.

4

Bed

2

Bath

6

Sleeps

$723.52

/ Nightly

Private Vacation Home

Steps to Lake & Beach! Multi-Level Oakland Haven

Chicago, Illinois, United States

3 Mi to McCormick Place & Museum Campus | 4 Mi to Downtown | Fire Pit + BBQ | Basketball CourtbrbrExperience the perfect blend of city energy and lakeside relaxation at this expansive Chicago vacation rental! Start your morning with a stroll to Oakwood Beach, then cheer on the Bears at Soldier Field or dive into history at the Field Museum. As evening rolls in, retreat to one of the decks to sip cocktails and catch up with the whole crew. Your Windy City getaway is ready for you!brbr-- THE PROPERTY --brbrR24000117504brbrOUTDOOR LIVINGbr- Furnished upper & lower decksbr- Half-court basketball courtbr- Grill, fire pitbrbrINDOOR LIVINGbr- Open-concept layoutbr- 5 Smart TVsbr- 8-person dining area, high-top seatingbr- Office w/ dedicated workspacebr- Washer/dryerbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Cooking & baking basics, dishware/flatwarebr- 2 mini refrigerators, 3 microwavesbr- 2 drip coffee makers (coffee provided)brbrACCESSIBILITYbr- Multi-level home, 10 steps to enterbr- All bedrooms on 2nd floor & 3rd floorbrbrPARKINGbr- Driveway (5 vehicles)brbr-- THE LOCATION --brbr- Nestled in Oakland neighborhood on Chicago's South Sidebr- Walk to Oakwood Beach, Burnham Park & Lake Michiganbr- 2 miles to The University of Chicago & Hyde Parkbr- 3 miles to Soldier Fieldbr- 4 miles to McCormick Place, Field Museum & Shedd Aquariumbr- 5 miles to Millennium Park & Chicago Riverwalkbr- 11 miles to Wrigley Fieldbrbr-- 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 Smoking / No Vaping / No Pets**br- Smoking or vaping outdoors must be away from doors and windowsbr- Dispose of cigarette waste properly and not in the yard or on the pavementbrbr**Quiet, Professional Environment - Primarily on 1st Floor**brbr- Quiet hours: **8:00 PM – 8:00 AM**br- Excessive noise and loud sounds are prohibited.br- No parties, events, or gatheringsbr- No unregistered visitors unless pre-approvedbr- Avoid slamming doors or disruptive movementbr- Headphones required for gamingbr- Television and music volumes to be maintained below 50% of max volumebr- Phone and video calls must be kept at low volumebr- No speakerphone use on first floorbrbr**Kitchen & Food Etiquette**brbr- If you cook, you must cleanbr- Return the kitchen to its original conditionbr- Wipe down counters, stovetops, and sinks after use using soap and water or provided vinegar and water spray bottlesbr- Do not leave dishes in the sinkbr- Please rinse dishes before loading into dishwasherbr- Only adults 21 years or older are allowed to use the range and stovebr- The cooktop and oven exhaust fan must be used — on high — during most cookingbr- Always double or triple check that you have turned off all burners and the oven when finished using thembrbr**Laundry Etiquette**brbr- Clean the lint trap before and after each usebr- Do not overfill with and use only liquid detergent; follow machine directionsbrbr**Trash & Recycling**brbr- Garbage must be taken out daily if full and if raw meats are disposed ofbr- Please utilize the refuse containers located at the rear of the premisesbr- Recycle in the blue container out backbr- Do not litter indoors or outdoorsbrbr**Bathroom Expectations**brbr- Maintain decorum in the half bathroom; keep it clean and presentablebr- Keep bathroom surfaces tidy; remove hair from drainsbr- Do not flush paper towels or sanitary napkinsbrbr**Garbage Disposal Rules**brbr- The garbage disposal is **not** a grinderbr- **Do not dispose of eggshells or food debris** in the garbage disposalbr- Do not use garbage disposal for eggshells, and vegetable and meat skinsbr- The garbage disposal is meant for exceedingly small food itemsbr- Do not pour grease and liquids that coagulatebrbr**Respect for Spaces**brbr- Respect spaces at all timesbr- Clean up after yourself in all common areasbr- Clean up outdoor areas after usebrbr**Energy & Home Systems**brbr- Turn lights off in common and private areas when not in usebr- The thermostat automatically adjusts to help save energy.br- Each suite includes supplemental heating and cooling appliancesbr- Do not tamper with thermostats, smoke detectors, or security devicesbrbr**Shoes & Cleanliness**brbr- Remove outdoor shoes in the foyer, and immediately after entering from the veranda and/or backdoorbr- Outdoor shoes are not permitted to walk around indoorsbrbr**Maintenance & Safety**brbr- Report any damages immediately to your Guest Contactbr- Report any mechanical, electrical, or appliance issuesbr- Be mindful of water and energy usagebr- Treat furnishings, appliances, and fixtures with carebr- Report all lapses in cleaning by the cleaning staffbr- Report all cleaning recommendationsbr- Please report any damages that occur to both the Guest Contact and EvolvebrbrADDITIONAL INFORMATIONbr- This multi-level home requires 10 steps to enter and interior stairs to access all bedrooms

Bed

Bath

Sleeps

$724.3

/ Nightly

Private Vacation Home

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

Chicago, Illinois, United States

Imagine a stone castle, medieval style; except this one has an 85 HDTV, Wifi, 16' long granite bar with full kitchen and appliances. The warm glow of recessed lighting and polished concrete floors create an atmosphere that is comfortable and unique. Lot's of space with over 2,000 square feet; fully rehabbed with all newly appointed features. A secure building with a private entrance, free parking. Perfect for large groups of up to 20 friends and family; located in East Lakeview.

Bed

Bath

Sleeps

$400.94

/ Nightly

Private Vacation Home

jane's house a boutique historical flat in chicago - close to everything!

Chicago, Illinois, United States

Jane's house is a cozy 130 year old victorian Italianate remodeled into a modern open concept living space. Our unique home has a style all its own curated from years of local Chicago finds. Located in the East Village/Ukrainian Village neighborhoods of West town. You'll find our location is convenient to everything! PLEASE NOTE .. Jane's house is an OPEN floor plan with a gourmet style kitchen and catwalk leading you to your own private rooftop. Jane's house is the perfect stay for a couple, girls trip or family of 4.brbrDISCLAIMER: this is a pet free home. owner has allergies. NO PETS or SERVICE ANIMALS thank youbr

Bed

Bath

Sleeps

$827.43

/ Nightly

Private Vacation Home

4BR Bright City Retreat-Sleeps 12-Garage Parking

Chicago, Illinois, United States

Enjoy a modern Chicago getaway in this comfortable 4-bedroom home, ideal for families, business travelers, or groups.brbrFor safety, exterior cameras are at the front door, back door, and garage, and are motion-activated only. No indoor cameras.brbr***Please Note: The basement unit is privately occupied, has a separate entrance, and is not part of the rental. Guests have exclusive access to the main home only.***brbrThe spacebrThis thoughtfully designed home is both stylish and functional, offering plenty of space for groups while maintaining a warm and inviting atmosphere. Whether you're here for a weekend getaway, a business trip, or a family vacation, you’ll find everything you need for a comfortable stay.brbrWhat You’ll Love:br✔ 4 Spacious Bedrooms – Cozy, well-appointed rooms with plush bedding for a restful night’s sleep.brbrSleeping Arrangements:brBedroom 1: KingbrBedroom 2: QueenbrBedroom 3: QueenbrBedroom 4: QueenbrbrLiving Room: Pull-out couch-Full, Queen air mattressbrbr✔ Fully Equipped Kitchen – Cook and dine with ease using modern appliances.brbr✔ Bright & Open Living Space – Perfect for relaxing, working, or spending time with loved ones.brbr✔ 3 Bathrooms – Clean, modern, and stocked with essentials.brbr✔ High-Speed WiFi & Smart TVs – Stay connected and entertained during your stay.brbr✔ Washer & Dryer – Hassle-free laundry for longer stays.brbr✔ Prime Location – Easy access to top attractions, dining, shopping, and public transit.brbrWe’d love to host you! Feel free to reach out with any questions. Whether you're visiting for work, family, or leisure, this home is ready to welcome you.brbrFor safety, exterior cameras are at the front door, back door (not active), and garage, and are motion-activated only. No indoor camerasbrbrGuest accessbrGuests have full and private access to the main home, including:brbr4 bedroomsbrbr3 bathroomsbrbrFully equipped kitchenbrbrLiving and dining areasbrbrLaundry facilitiesbrbrOutdoor spacesbrbrFor safety, exterior cameras are at the front door, back door (not active), and garage, and are motion-activated only. No indoor camerasbrbr*Reminder: The basement unit is not part of the rental and is accessed separately by a long-term occupant. Your privacy in the main home is completely maintained.brbr✔ Self-check-in available for a smooth and flexible arrivalbr✔ Free on-site parkingbr✔ High-speed WiFi & Smart TVsbr✔ Fully equipped kitchen for home-cooked mealsbr✔ Washer & dryer for added conveniencebrbrOther things to notebrCheck-out: We kindly ask that you check out on or before 11:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests.brbrNo pets allowedbrbrNo Smoking: Smoking is strictly prohibited inside the home and within any common areas. Please respect this policy to maintain a clean and smoke-free environment.brbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially at night.brbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property.brbrIf you have any questions or need further clarification about these policies, please feel free to contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.

Bed

Bath

Sleeps

$661.0

/ Nightly

Private Vacation Home

BoHo House - A Chic, 1903 Chicago Workers Cottage

Chicago, Illinois, United States

Welcome to BoHo House – a charming, airy bohemian gem built in 1903. This beautifully designed 3BR home is just a short walk from Chicago's popular bars, restaurants, and coffee shops. Enjoy the peaceful private fenced backyard, perfect for your pup to roam, complete with an adorable outdoor space. Host a cozy patio dinner by the fire or unwind indoors with a movie. Just 20 minutes from ORD, 10 minutes to downtown, with 800+ Mbps WiFi, free coffee and snacks, and secure 2-car garage parking!brbrKey Features:br☞ Sleeps 8 comfortablybr☞ Located in hip Avondale Neighborhoodbr☞ Walkable to CTA Linebr☞ Private, fully fenced backyardbr☞ Secure 2-car garagebr☞ Pet-friendly spacebr☞ Dedicated work desk for remote-friendly staysbr☞ Up to 800 Mbps high-speed WiFibr☞ Family-friendly: baby gates, high chair, travel cribbrbrBedrooms & Bathrooms:br☞ 3 thoughtfully styled bedrooms upstairs, each with unique decorbr☞ Master bedroom includes a TV, closet, and nightstand with built-in powerbr☞ Second bedroom has a dedicated desk with power access — ideal for remote workbr☞ Sleek first-floor bathroom with a tubbr☞ Sleeps 8 + additional amenities for little ones (travel crib, high chair, baby gates)brbrLiving, Dining & Kitchen:br☞ Open living room with plenty of seating and a large TVbr☞ Beautiful dining room with seating for 8 and a fun, Insta-worthy photo wallbr☞ Newly redesigned kitchen with quartz countertops, stainless steel appliances, and gold finishes — stylish and fully stocked for all your cooking needsbrbrOutdoor Spaces:br☞ Private, fully fenced backyard with string lights and cozy seatingbr☞ Grill for BBQs and a fire pit for evening hangs, gas includedbr☞ Secure 2-car garage + 1 street parking pass included upon requestbr☞ Pet-friendly! Let your pup roam safelybrbrOptional Wellness Add-On:brElevate your stay with personalized wellness services from Holistic Vitality. Offerings include yoga, meditation, strength training, and sound baths — all led by a seasoned professional. Perfect for group relaxation or a solo reset. Ask us for more details!brbrLocation & Accessibility:br☞ Located on the border of Logan Square and Avondale — 10-minute walk to the CTA Blue Linebr☞ Walkable to dozens of bars, coffee shops, restaurants, and grocery storesbr☞ Exterior security cameras for peace of mindbr☞ Smart lock access with unique codes provided for each guest. Never shared with anyone elsebrbrHost Support:br☞ 500+ Stays Hosted | Superhost | 24/7 Availabilitybr☞ We take our guests' experience seriously — let us know how we can make your stay even more comfortable!

Bed

Bath

Sleeps

$225.32

/ Nightly

Private Vacation Home

Cozy & Near Downtown, Hyde Park & the Metra

Chicago, Illinois, United States

Welcome to our charming apartment in Chicago! This inviting building features 2 bedrooms, each with a comfortable queen bed and large TV, and a cozy bathroom equipped with a bidet and bathtub and shower. Enjoy essential amenities including air conditioning, heating, and complimentary WiFi, and large office room ensuring a delightful stay. Conveniently located just 6 minutes from the Metra line to downtown, our apartment offers easy access to a variety of outstanding restaurants, museums, and the scenic lakefront. Guests will also benefit from private garage access for stress-free in-and-out access. Experience a comfortable and memorable stay at our lovely apartment!

2

Bed

1

Bath

4

Sleeps

$619.92

/ Nightly

Private Vacation Home

Westloop Spacious 4 bdrm Duplex with parking & workout area

Chicago, Illinois, United States

Centrally located duplex-down, ideal for families and groups of up to 10. Features 4 bedrooms (2 King, 2 Queen), 3 full bathrooms, and an additional queen bed in the lower-level family room. Enjoy two living areas, a private outdoor space, and a Peloton and Concept2 rower. Half a block from Union Park, steps away from Randolph St Restaurant Row (think Michelin-starred favorites), the Green and Pink Lines, and near the Illinois Medical District; easy access to all of Chicago.brbrPerfect for large groups and families, this spacious duplex-down offers the comfort and convenience of a true home away from home — without the hassle of coordinating multiple cramped hotel rooms. After a day exploring Chicago, relax in plush beds and enjoy plenty of space to spread out across two levels, featuring both a main living room and a separate family room. Step outside to a private 700-square-foot outdoor space, ideal for gathering and unwinding together.brbrFor guests who like to stay active, the home also includes a Peloton bike and a Concept2 rowing machine. With a full kitchen, in-unit laundry, gated covered parking, and thoughtful amenities throughout, everything is set up for a comfortable, easy, and memorable stay in Chicago.brbrConveniently located just half a block from Union Park, this home puts you in one of Chicago’s most vibrant neighborhoods. At the edge of the park begins Randolph Street Restaurant Row, one of the city’s premier dining destinations, featuring acclaimed restaurants such as Little Goat and Smyth, along with many other award-winning and Michelin-starred options.brbrGetting around is easy: the Chicago 'L' Green Line and Chicago 'L' Pink Line stations are just 2.5 blocks away, and the University of Illinois Hospital & Health Sciences System and Illinois Medical District are only half a mile from the property. The home is also conveniently located near the United Center, making it an excellent choice for concerts, sporting events, and entertainment. Whether you're visiting for dining, sightseeing, or work, you'll have convenient access to everything Chicago has to offer.brbrThis listing is one of two units on the property; this unit is the duplex-down.brbrPlease Note:br- No parties or events. Unauthorized parties fine is $500.br- Police response fine due to disturbances: $1,000br- No smoking anywhere on the property ($1,000 penalty if we smell/detect smoke)br- No pets allowed ($250 fee if pets are brought onsite)br- Return shipping for forgotten items: $75br- Please remove shoes indoorsbrbrbrThere are 6 steps to enter the home, and interior stairs to access the lower level.brbrAsk about our promotions!

4

Bed

3

Bath

10

Sleeps

$394.23

/ Nightly

Private Vacation Home

Family-Friendly Home with Style & Space

Chicago, Illinois, United States

Welcome to your Chicago getaway! This residence blends mid-century charm with modern updates, offering a warm and inviting space in the heart of the historic Chatham neighborhood. With four bedrooms and generous living areas, it’s perfect for vacationers seeking space, privacy, and easy access to city attractions.brbr ️ Interior Featuresbr4 comfortable bedrooms with fresh linens and ample storagebrbr2 full bathrooms with updated fixtures and clean designbrbrSpacious living room with large windows and natural lightbrbrFully equipped kitchen with modern appliances and dining areabrbrFinished basement ideal for lounging, working remotely, or extra sleeping spacebrbrSmart TV, Wi-Fi, and central air conditioning includedbrbr Exterior & AmenitiesbrPrivate backyard with space for outdoor dining or relaxationbrbrDetached garage and driveway parkingbrbrQuiet residential street with tree-lined sidewalksbrbrWell-maintained lawn and landscapingbrbr Location HighlightsbrSituated in Chatham, a culturally rich and historic neighborhoodbrbrClose to Chicago State University, Stony Island Avenue, and Lake Shore DrivebrbrEasy access to public transportation, making downtown Chicago just a short ride awaybrbrNearby attractions include Jackson Park, Museum of Science and Industry, and Lake Michigan beachesbrbr Perfect ForbrFamily vacationsbrbrGroup getawaysbrbrBusiness tripsbrbrExtended staysbrbrWhether you're visiting for leisure or work, this home offers a peaceful retreat with all the essentials to make your stay memorable. Book now and enjoy the comfort of a full home while exploring the vibrant city of Chicago!

Bed

Bath

Sleeps

$968.51

/ Nightly

Private Vacation Home

LUX 3-Level Chicago Home +garage & patio

Chicago, Illinois, United States

Escape into our new, 3,300 sq ft, Boho-styled home!brbrGuests love this home because:brbr- Steps away from top-notch restaurants/entertainment on bustling Division St.br- Close to every popular attraction that makes Chicago so greatbr- Perfect for family/friend vacays! br- Open-floor plan for entertaining!br- Top-floor jungle nookbr- Entertaining basement with wet bar/arcade & board games/foosball!br- Fast WiFi br- 2-car garage and private outdoor patio!br- 7 minute walk (0.3 miles) from blue line (CTA L)brbrEnjoy our freshly, renovated fully-stocked home. This 3-level Wicker Park home offers all you will need plus more when visiting Chicago. The location and neighborhood are hard to beat when it comes to safety and reputation!brbrPull in to this spacious garage, and escape into this beautiful, tranquil layout. Welcome yourself to this Boho-styled home featuring:brbr* King master en-suite with memory-foam mattress on top/2nd floorbr* 2nd Bedroom with 2 full-sized beds with memory-foam mattress on top/2nd floorbr* 3rd Bedroom with bunk bed which also has 2 full-sized beds with memory-foam mattress on top/2nd floor br* 4th Bedroom is in the basement right next to full bathroom br-4 fully-stocked full bathrooms with towels & body wash, shampoo, conditioner. There are 2 bathrooms on the top/2nd floor, 1 on the main level, and another in the basement.br* Fold-out sofa (full-size) in top/2nd floor living room br* We also supply a couple queen air mattresses in the basement if neededbrbr* A Custom Chef's Kitchen stocked w/ all needed appliances: utensils/pots/pans/dinnerware/glassesbr* Dining room table to seat 6, and kitchen bar to seat 3. Basement also has a dining table to seat 4.br* Wet built-in bar w/ mini-fridge in basement br* Basement game room including foosball table, NBA Jam and Mortal Kombat arcade games. A selection of board games are provided for a fun night in. br* Custom built-in cabinetry and shelving throughout brbrOther things to note about the space:brbr-In/Out Access is hard to beat!br-Smart thermostat! Dual temperature controlled (2 HVAC systems for optimal heating/cooling).br-Sound machines in each bedroom to provide for a restful night's sleepbr-Living areas each have large, SMART TV w/ cable provided through YouTube TV. SMART TV on each level! br-Workspace areas throughoutbr-Patio off the kitchen/dining roombr-In-unit washer/dryer, and Hardwood floors through out. Quiet neighborhood. It is a truly unbeatable Wicker Park location.brDONE TO PERFECTION! brCLOSE TO RETAIL, ENTERTAINMENT, AND RESTAURANTS. brbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day. Wicker Park is considered one of Chicago's safest neighborhood with many family homes.brbrQ: PARKING brA: Our 2-car garage is a huge bonus to this property. Not paying for parking in this area of Chicago is a huge plus! brbrQ: Do I need to bring towels, shampoo/conditioner/body wash, a hair dryer, or linens A: Nope! we provide all these things.brbrQ: When can I check in or check out A: Check in is 4PM and check out is 10AM. Early check-ins can be difficult if there are guests who check out on the same day of your check-in. brbrQ: Can I come and go as I please A: Yes. And we wouldn't trust any listing with which this isn't the case. brbrQ: Is the place professionally cleaned between guests A: Yes, and we take pride in providing a clean home for guests. brbrQ: What's my total booking price A: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and it actually uses some crazy algorithm to adjust it automatically, so we don't actually control this. brbrQ: Are the beds comfortable A: Very. Some guests say they're the best they've ever slept on!brbrAccess: You have full access to this home through the front entrance or garage! We have a two car garage available for your use. The house is a 7 minute walk to the blue line train stop and walkable to many shops, bars, restaurants, and grocery stores.brbrOTHER DETAILS TO NOTE: We have a strict no house party policy and require that only registered guests are allowed on the property. There are security cameras at each entrance outside and Minut noise sensors to deter parties per City of Chicago regulations. Rest assured there are no audio or video recording devices in the house. Many of our neighbors have young kids so we ask that you maintain outdoor quiet hours from 10pm to 8am. We want you to have fun during your stay, but please abide by City of Chicago regulations and our house rules. Any booking found in violation will be removed without refund.brbr-Building security prohibits residents of (city of Chicago/suburbs) unless exception due to certain circumstances!! This has nothing to do with national origin, as any nationality is welcome to book! br-Quiet hours: 10pm to 8ambr-Unauthorized Late Check Out -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr-Smoking in Home/Common Area (rooftop stairs) - $500.00 minimum charge and eviction from Rental Unitbr-Excessive Cleaning - Up to $125.00 per hour of additional cleaning neededbrDamaged or Missing Items - Varies depending on cost of itembrUnauthorized Pets - $250.00 plus any damages or additional cleaning costs incurredbrNoise Complaints Complaint: potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00brParty in Home- Up to $2,000.00 plus any damages. brForgotten Personal Belongings - $75.00 minimum chargebrbrYou will be sent all relevant check-in steps (simple access guide) along with the house manual which includes our local recommendations. All through Goog. Doc links 2 days before your check in :)brbrFor families traveling with children, we have an assortment of toys, books, and board games for all ages as well as kid-friendly dinnerware. We have a high chair and travel crib with sheet available for your use. Please request/remind us before check in if needing during your stay!brbrAvailable 24/7.brWe look forward to hosting you soon!brIf you have any questions, please let us know :)

Bed

Bath

Sleeps

$451.44

/ Nightly

Private Vacation Home

LakeHouse with rooftop and views of lake.

Chicago, Illinois, United States

Beautifully renovated luxury residence featuring 3 spacious suites, designer furnishings, antique Murano and Luminaire chandeliers, Young Chang grand piano, new wood flooring, and a spectacular rooftop deck with Lake Michigan views. Family-friendly and ideal for executive or extended stays, the home offers peaceful, elegant living with premium appliances, private terraces, and thoughtfully curated interiors designed for comfort and relaxation. About This SpacebrThis extraordinary three-level residence offers a rare blend of modern luxury, timeless craftsmanship, and peaceful living. Fully renovated with premium materials and carefully curated interiors, the home was designed to feel both elevated and welcoming, equally suited for family stays, executive travel, relocation housing, and extended visits.brFrom the moment you enter, the home feels light, airy, and serene. Ten-foot ceilings, expansive windows, warm wood flooring, and elegant lighting create an atmosphere of calm sophistication throughout every level.brbrd extended stays.brbrSleeping ArrangementsbrFirst FloorbrSpacious entertainment/living areabrFully equipped kitchenbrOne large bedroom suitebrOne full bathroom. brSecond FloorbrTwo oversized private suitesbrPrivate terraces attached to both suitesbrEnsuite bathroomsbrMini refrigerators and microwaves in each suitebrLarge laundry room with utility sinkbrSide-by-side washer and dryerbrThird LevelbrExpansive rooftop deck with open sky views and glimpses toward Lake MichiganbrLounge seating areas ideal for quiet mornings, reading, yoga, coffee, or evening relaxationbrOutdoor SpacesbrThe outdoor areas were designed for comfort and peaceful enjoyment:brRooftop lounge seatingbrGarden surroundingsbrFire table areasbrComfortable outdoor diningbrRelaxation seating and terracesbrbrThe backyard area may occasionally be shared and is intended for respectful enjoyment only.brFamily-Friendly EnvironmentbrbrThis residence is intentionally maintained as a clean, safe, and family-oriented environment. We ask all guests to help us preserve the quality and condition of the home and furnishings.brbrSecurity & SafetybrFor guest safety and property security:brExterior cameras monitor entrances onlybrNo cameras are located inside the homebrGuests may view exterior camera feeds on the HDMI monitor systembrWiFi and security equipment must remain connected at all timesbrThe entire interior residence is exclusively private for registered guests.

3

Bed

3

Bath

12

Sleeps

$671.96

/ Nightly

Private Vacation Home

Spacious 5-bedroom building with WiFi, AC in beautiful Chicago

Chicago, Illinois, United States

Make yourself at home in this superb 6-bedroom Chicago retreat. With amenities like a washing machine, WiFi, and AC, guests can enjoy a comfortable stay. Our place is equipped for both long or short stays to make your holiday one to remember.

6

Bed

2

Bath

9

Sleeps

$681.01

/ Nightly

Private Vacation Home

Near Lake and Museum • Modern • Game Area

Chicago, Illinois, United States

Welcome to 76th Chicago 535 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay.brbrStylish South Shore Escape | Walk to Lake, Near Hyde Park and Downtown. Welcome to your home away from home in South Shore, Chicago, just a 5-minute walk to Lake Michigan and a quick drive to Hyde Park, the Museum of Science and Industry, and the future Obama Presidential Library.brbrPerfect for group stays, business travelers, or relaxing getaways, this stylishly updated space offers modern comfort in a peaceful neighborhood steeped in Chicago history.brbr⭐ HIGHLIGHTS⭐br▪️ 5 Bedrooms: 3x Queen Beds, 4x Single Beds, 1x Queen Pullout Sofa Bed, 1x Air Mattressbr▪️ 2 Full-Bathrooms and 1 Half-Bathroombr▪️ Fully Equipped Kitchenbr▪️ Spacious Living Areabr▪️ Entertainment: Game Ares - Pool Tablebr▪️ Free Wi-Fi br▪️ Central Air Conditioning and Heatingbr▪️ Family-friendly Amenities: Pack ’n Play/Travel Crib (w/ fee and bring your own bedding)br▪️ On-site Washer and Dryerbr▪️ Fireplacebr▪️ Charcoal Grill ♨️ br▪️ Free Garage (2 cars) + Street Parking (first-come, first-served)br▪️ Pets Welcome with a Feebr▪️ Maximum Capacity: 12 brbrNote: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections..brbrbr⭐ BEDROOMS ⭐br✔️Clothing Storagebr✔️Hangersbrbr▪️ Bedroom 1: br✔️ Queen Bedbr✔️ Smart TVbrbr▪️ Bedroom 2: br✔️ Queen Bedbr✔️ Smart TVbrbr▪️ Bedroom 3: br✔️ 2 Single Bedbr✔️ Smart TVbrbr▪️ Bedroom4: br✔️ Single Bedbr✔️ Smart TVbrbr▪️ Bedroom 5: Queen Bed, Queen Pullout Sofa Bed and Single Bedbrbr✔️ Additional Sleeping Space: Air Mattress with a fee (does not include setup, please also note an air mattress is NOT automatically provided and MUST be requested)brbrbr⭐ BATHROOMS ⭐br✔️ Fresh Towels and Linensbr✔️ Hair Dryerbrbr▪️ Bathroom 1: Full-Bathroom - Shower and Tub Combo br▪️ Bathroom 2: Full-Bathroom - Showerbr▪️ Bathroom 3: Half-Bathroombrbrbr⭐ KITCHEN and DINING ⭐br✔️ Refrigerator, Freezer, Stove, Oven, Microwavebr✔️ Toaster, Blender, Electric Kettle, Baking Sheet, Coffee Maker, Wine Glasses br✔️ Dishwasher, Dishware and Flatwarebr✔️ Essential Cooking and Dining Utensilsbr✔️ Spacious Dining Table for 6 and Breakfast Bar for 2brbrbr⭐ LIVING ROOM ⭐br✔️ Comfortable Sofabr✔️ Smart TVbrbr⭐ ENTERTAINMENT ⭐br br▪️ Game Areabr✔️ Pool Table brbrbr⭐ LAUNDRY AREA ⭐brOur convenient laundry area makes keeping up with chores effortless. Equipped with essential appliances, it's designed to handle your laundry needs efficiently and seamlessly.br✔️ Washer and Dryerbr✔️ Iron and Iron Boardbrbrbr✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home.✨brbr✨ Book Today and Let Us Take Care Of You In Chicago! ✨brbr▪️ We hold a security deposit during your stay, which will be fully refunded after check-out, provided there are no damages to the property.br▪️ Please take a moment to read our House Rules in the House Rules section.br▪️ This property comfortably accommodates up to 12 guests, but we are happy to consider hosting up to 13 guests if needed for an additional cost of $30 for the 13th guest sleeping on the Air Mattress.br▪️ Traveling with little ones We’ve got you covered with Pack ’n Play and/or high chair available upon request. Fee of $10 (bring your own bedding).br▪️ Surveillance or recording devices on property. We use a noise monitoring device. It does NOT record actual sounds or conversations. It simply monitors the noise level (measured in decibels). Video recording devices only monitor the exterior of the home. The noise sensors are only intended to alert us if the noise is loud enough to disturb the neighbors.br▪️ We offer options for early check-in, subject to availability and fees.br▪️ Mid-stay cleaning and other concierge services are available upon request for an additional fee.brbr✔️ Unregistered guests are not allowed. br✔️ Pets are welcome with a fee. Max # of pets: 1; Pet Fee Applies for $150; Allowed Pets: 20lbs limit. Pets must be registered and reported to the host. Ensure that they are well-behaved and that you take necessary precautions to prevent any damage and extra cleaning. Pet owners will be responsible for any extra cleaning fees or damages caused.br✔️ No smoking and vaping within the property’s premises. We reserve the right to charge a $500 smoking fee if the policy is violated.br✔️ No parties, events, or large gatherings allowed. br✔️ Please observe quiet hours from 10PM to 8AM.br✔️ Respect the neighbors. Do not park on their premises or cause any disturbances.br✔️ Respect the home. Do not break or damage anything. Maintain cleanliness throughout your stay.br✔️ Do not flush anything down the toilet to avoid plumbing issues.br✔️ Follow the guidebook instructions. Guests will be held responsible for any issues that arise from not adhering to these instructions.br✔️ Adhere to the standard check-in and check-out time. Early check-in and late checkout are subject to the host's approval. br✔️ All furniture, appliances, and items should be returned to their original place. Missing and/or damaged items may result in additional charges.br✔️ View Rental Agreement, Photo ID, and Security Deposit may be required upon check-in.br✔️ We reserve the right to charge a fee if ANY of the policy is violated.br✔️ Please be advised that there are security cameras at every entry point to the property that are monitored 24/7. There are noise alert systems in the property that alert us immediately if noise goes above preset decibel levels. The noise sensors are only intended to alert us if the noise is loud enough to disturb the neighbors. In the event the noise alert is activated and/or if unapproved visitors access the property, the authorities will be contacted immediately.br✔️ Do not leave food or debris that can attract pests.br✔️ When checking out, do not leave windows open and doors unlocked.br✔️ Please do not cook anything that leaves a lingering odor.br✔️ Please take off your shoes after entering the unit.br✔️ Do not adhere or tape ANYTHING to walls and surfaces.br✔️ Do not use white towels, sheets, or washcloths to remove makeup ($10 fee per towel will be charged).br✔️ Loud music, voices, vibrations, or any audible disturbance loud enough to disturb neighbors is prohibited.

Bed

Bath

Sleeps

$586.0

/ Nightly

Private Vacation Home

Bronzeville-Lakefront property, near Sox, McCormick, Museums & Downtown Chicago.

Chicago, Illinois, United States

Modern luxury awaits you in your Urban Oasis. New construction with all new finishes and stylish decor. Great natural light,brviews of Lake Michigan and Chicago Skyline.brbrTake advantage of countless attractions that the Windy City has to offer.brbrLicense numberbrR22000085636

Bed

Bath

Sleeps

$304.81

/ Nightly

Private Vacation Home

Victorian Mansion in Garfield Park

Chicago, Illinois, United States

‘Griffin Mansion’ | Victorian Period Furniture | 8 Mi to Lincoln Park Zoo Lights | Walk to Garfield ParkbrbrExperience city life to its fullest from this Chicago vacation rental! Nestled in East Garfield Park, the apartment offers a convenient location about a half-mile from the Green Line and the Conservatory. The heart of the city is just 5 miles away! Spend time sledding at Northerly Island, have a hot chocolate at one of Chicago’s cozy cafes, or attend Wrigleyville’s Winter Wonderland!brbr-- THE PROPERTY --brbrR23000097667brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bed br- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 twin bedbrbrOUTDOOR SPACEbr- Fenced-in yardbr- Balcony, dining tables, gas & charcoal grillsbrbrINDOOR LIVINGbr- 5 Smart TVs w/ cable, board gamesbr- 2 electric fireplacesbr- Pianobr- Jacuzzi tubbr- Bistro tablebrbrKITCHENbr- Refrigerator, stove/ovenbr- Drip coffee maker, toaster oven, kettlebr- Cooking basics, dishware & flatwarebrbrGENERALbr- Free WiFibr- Window A/C, central heating, ceiling fansbr- Washer/dryerbr- Linens & towelsbr- Complimentary toiletries, hair dryersbr- Keyless entrybr- Trash bags & paper towelsbrbrFAQbr- Homeowner on-site (upstairs unit)br- Delicate decorbr- 7 exterior security cameras (facing out)brbrACCESSIBILITYbr- Stairs required for entrybr- Single-story apartment on 2nd floorbrbrPARKINGbr- Street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Walk to Garfield Parkbr- Walk to bus stop & 0.6 miles to CTA/Green Linebr- 5 miles to Millennium Park & Grant Park in Downtown Chicagobr- 5-10 miles from museums, sporting events, zoos, and morebr- 7 miles to Oak Street Beachbr- 8 miles to Chicago Midway International Airport & 15 miles to 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-inbrbrADDITIONAL INFORMATIONbr- This single-story apartment is on the building’s 2nd floor and requires stairs for entrybr- This property features delicate decor, including glass tables and sharp and expensive decorations, and may not be suitable for young childrenbr- The homeowner lives on-site, in the the1st-floor unit with a separate entrance, and may be present during your staybr- Your safety matters. This property features 7 exterior security cameras: camera 1 is a doorbell camera facing the front outdoor entry, cameras 2 and 3 are located on the west wall facing north and south from the side of the house, cameras 4, 5, and 6 are located on the back of the house facing the back yard and garden, and camera 7 is located at the back door facing the outdoor entrance. The cameras are outward facing and do not look into interior spaces. The cameras do not actively record video or sound while guests are in residence

3

Bed

1

Bath

5

Sleeps

$450.91

/ Nightly

Private Vacation Home

4-bedroom townhome in superb Chicago

Chicago, Illinois, United States

This Chicago townhome boasts 4 inviting bedrooms, including 1 king bed and 3 queen beds. With 4 bathrooms equipped with showers and bidets, guests will feel right at home. The fabulous property features heating, an iron, and AC for ultimate comfort. It's easy to see why you'll be able to unwind at our place. This townhome was built in 2023.

Bed

Bath

Sleeps

$1282.72

/ Nightly

Private Vacation Home

Fantastic Home in Wicker Park

Chicago, Illinois, United States

Excitement awaits in this beautiful 5 bed 3.5 bath home in Wicker Park. With 3 spacious living areas, a chefs kitchen and a dedicated dining area this home will have plenty of room for your group.brbrThe home has 2 garage parking spots, free street parking available, a washer & dryer and a location that allows you to walk to shopping, bars and restaurants.brbr5 Bedroom, 3.5 Bath with 12 Beds in the home (4 Queens, 1 King, 4 Twin Beds, 1 Queen Pullout Sofa and 1 Queen Air Mattresses). Large kitchen, dining room table and 3 TV / living areas. 2 indoor parking spaces w/ EV charger and free street parking are available.brbrWe have a 3D tour of the home if you are interested in seeing it please let us know!brbrYou will have access to the entire house!brbrThe property is located less than .5 miles from the heart of Wicker Park filled with shops, restaurants and a farmer’s market every Sunday. 10 minute walk to the Blue Line to O’Hare and Downtown. If you are wanting to explore other parts of the city it is less than 3 miles to Wrigley Field and the United Center and less than 5 miles to Millennium Park, the Magnificent Mile, Navy Pier and the Art Institute.brbr*** 3D Virtual Tour Available! To take the tour and virtually walk the property go to photos find the photo that is a QR code and scan it with your phone or a friends.***brbrDamen Blue Line Train is less than .5 miles away.brbrThe front entrance doorbell has a ring camera and that has visibility to those going in and out. There is also a camera over the side door and back porch. There are no other cameras anywhere on the property.brbrHouse Rules:brbr1. Please read over and agree to the rental agreement before booking. Any damages or house rule violations will be deducted from the damage deposit.br2. Please note we may require that you answer a few questions after booking. We look forward to hosting you!br3. If full payment is not received 28 days prior to your stay we reserve the right to cancel your stay and keep the amount already paid.brRental Agreement and House Rules: Once you book, you agree to these terms.brbrGeneral Principles:brbr• These House Rules are intended to ensure that our property, the neighbors, and the community are respected. Rest assured, there should be no problems if you follow the Rules. But if you feel you cannot follow them, we ask that you do not book with us. br• Please respect our property, the neighbors, and the neighborhood. br• Parties, both large and small, are strictly prohibited. Family and friends may visit for a bit provided that they observe these Rules.br• Please keep the noise to a minimum. This is especially important after 10 p.m. Guests, including family and friends, are not permitted past 10 p.m. brbrZero Tolerance Policies:brbr• If you throw any party, large or small, or engage in any drug use, including marijuana use, we will require you to immediately leave the property and impose all applicable fines below. Our neighbors report all parties, and we enforce these rules strictly.br• Smoking of any kind is strictly prohibited inside the property.brbrDamage Deposit and Fines: brbr• If any party is thrown, large or small, you will be fined $1000 and will be required to immediately leave the property. br• If anyone smokes in the property, you will be fined $350.br• Excessive noise may subject you to a $100 fine.br• If more people stay at the property than the number of guests stated in the reservation, you will be fined $25 per unidentified person each night. If the total number of guests exceeds the maximum number specified in the listing, you will be fined $50 per extra guest per night, and we will either not return your damage deposit or fine you an additional $100.br• Failure to return the garage door opener will result in a $150 fine. br• If anything is stolen, missing, or damaged, you will be fined, or your damage deposit will be reduced, three times the replacement cost for the missing item. If you make a timely report that any item was damaged, you will only be charged for the replacement cost. Theft will result in a $500 minimum fine.br• On rare occasion, when our home is left unusually dirty, the cleaner charges extra cleaning fees. If this occurs, then you will be charged $50 for each additional hour of cleaning beyond the allotted cleaning time.br• If you fail to check out at 11:00 a.m. on the last day of your stay, then you will be fined: (1) $1 for each minute you stay past 12 p.m. for the first hour; and (2) an additional $50 at 12:01 p.m. and for each subsequent hour.bro For example, if you check out at 1:05 p.m., then you will be charged $60 for staying from 11:00 a.m. until 12:00 a.m., $50 for staying past 12:01 p.m., and $50 for staying past 1:01 p.m., for a total of $160. brbrPrior to Booking:bro We require that you have verified your email and phone number through the rental site. We also encourage you to provide additional identify verification such as your social media profile, a government-issued ID and a clear image of yourself.brbrAfter Booking:br• After booking with us and before your stay, we will require you to send us a picture of your government-issued ID. (We respect your privacy. This security process is no different from a hotel requiring you to present your ID upon arrival.) Upon receipt of your ID, we will send you the access instructions for the unit approximately one week before your stay or else immediately if your stay is less than one week away.bro We may call you to conduct a final screening. If we reach out to you, access instructions will not be released until we speak. If we do not hear back from you in 24-48 hours after reaching out for the screening, we may ask you to cancel your reservation.brbrbrCheck-out:br• Check-out is at 11 am on the last day of your stay. This check-out time applies to all stays unless: (1) an alternate plan has been agreed to and (2) payment for late check-out or extending your stay has been made. The alternate check-out plan and payment must be made at a reasonable time before the last day of your stay.bro Checking out on time is extremely important. We cannot offer last-minute exceptions. The cleaners will clean the home right after your stay, and new guests often check in shortly thereafter.

Bed

Bath

Sleeps

$709.5

/ Nightly

Private Vacation Home

Luxury Hyde Park Haven- Perfect for families and digital nomads. Pet Friendly.

Chicago, Illinois, United States

Welcome to our contemporary, luxurious living experience! This 4BR Chicago home with a gym is ideal for an unforgettable family vacation, a trip with friends, or a group of digital nomads. Our home is conveniently located near downtown Hyde Park, the University of Chicago campus, Lake Michigan, and the upcoming Barack Obama Presidential Center!brbrThis elegant home features 4 bedrooms, 3.5 bathrooms, and a gym. The entire house can comfortably accommodate 8 guests.brbrOur exquisite, pet friendly retreat near Hyde Park in Chicago, Illinois! This exquisite home boasts four spacious bedrooms and three and a half stylishly designed bathrooms. Nestled in a prime location, our property offers convenient access to downtown Hyde Park, the University of Chicago campus, Bronzeville, breathtaking Lake Michigan, and the highly anticipated Barack Obama Presidential Center. Our location is a mere 10-minute drive from the Science and Industry Museum, offering easy access to one of Chicago's most popular attractions. Additionally, downtown Chicago is just 15 minutes away, providing endless opportunities for shopping, dining, and entertainment.brbrDesigned for both relaxation and productivity, this home boasts multiple living rooms and a spacious kitchen, perfect for socializing with family and friends. For those who need to work remotely, there are several desks and multiple monitors available to make your work-from-home experience seamless.brbrStep into this elegant sanctuary and be enchanted by its modern charm. With four beautifully appointed bedrooms, there's ample space for a total of eight guests to enjoy a comfortable stay. Each bedroom is thoughtfully furnished with plush beds and cozy linens, ensuring a restful night's sleep.brbrThe private garage and outdoor space provide convenience and privacy, while the pet-friendly atmosphere ensures that even your four-legged companions can enjoy their stay.brbrThe bathrooms in this home are a true indulgence. Featuring contemporary fixtures and luxurious amenities, they offer a serene escape where you can unwind and rejuvenate after a day of exploring the vibrant city.brbrStay fit and energized during your stay by taking advantage of our on-site gym. Equipped with state-of-the-art fitness equipment, it provides the perfect opportunity to maintain your workout routine while enjoying the comforts of home.brbrWhen you're not out experiencing the cultural wonders of Hyde Park or immersing yourself in the historical richness of the University of Chicago, relax in the spacious living areas. Enjoy a perfect gathering space for conversations and quality time with loved ones.brbrThe fully equipped kitchen is a chef's dream, complete with modern appliances and ample counter space. Prepare delicious meals and dine together in the elegant dining area, creating memorable moments and indulging in culinary delights.brbrAs the day winds down, retreat to the cozy outdoor patio,where you can sip on a refreshing beverage, soak up the vibrant atmosphere, and revel in the tranquility of your private outdoor oasis.brbrFor those seeking adventure, the visit nearby Lake Michigan with its stunning views and recreational opportunities. Explore the waterfront, take a leisurely stroll along the scenic trails, or simply relax on the sandy shores.brbrWith its unbeatable location, luxurious amenities, and ample space for eight guests, our Hyde Park retreat is the perfect choice for an unforgettable stay in Chicago. Book your stay with us today and experience the pinnacle of comfort, convenience, and elegance in the Windy City.br

4

Bed

3

Bath

8

Sleeps

$289.62

/ Nightly

Private Vacation Home

Large Home, Full in-home Gym, washer/dryer, flat Screen TVs, WiFi, and MORE!

Chicago, Illinois, United States

Everything you need under one roof. Full in-house gym with stationary bike, weights, weighted Hula Hoop, dedicated Yoga area w/mats, two adult riding bikes available for use; full kitchen w/ just about everything you’ll need from dishes to spices, dining room, 3bdrm 3 FULL baths, spacious soaking tub. Upstairs yoga area can be a separate loft w/ TV, private office space or reading zone w/ Skylight, Dedicated TEA station w/ plenty of tasty selections. Game area, so many games + darts, full basement, dedicated dry bar, washer/dryer & HUGE backyard with brick patio, large Deck, plenty of driveway parking and street parking. Oh & REAL plants in most rooms for increased air quality.brbrLocated in the heart of Chicago's Historic South Shore Hyde Park Neighborhood. Close to public transportation. Shops. Food. ADDED BONUS: Across the street from the FAMOUS ROBINSON-OBAMA HOME (Michelle Obama's childhood home... yes the one she and Barack lived in during his first term campaign ) minutes from beach/ lake shore bike trail/science and industry museum/ Jackson park golf course/ and the soon to be Obama Library. 10 min drive to UChicago Hyde Park Campus.brbrThis is a HOME away from Home with plenty of space for multiple friends to have their own area and come together when desired.

3

Bed

3

Bath

8

Sleeps

$407.99

/ Nightly

Private Vacation Home

NEW! Stylish 3BD/2.5BTH w/parking! United Center!

Chicago, Illinois, United States

Book your next Windy City getaway at this 3-bed, 2.5-bath Chicago vacation rental. Perfect for families or friends, this updated home has an open living area, a full kitchen, fenced outdoor space, and proximity to top attractions. Catch a Blackhawks game at United Center, take in the Lake Michigan views at Oak Street Beach, or head downtown for sightseeing and nightlife! And public transport is easy with the L station being just a mile away!

3

Bed

2

Bath

6

Sleeps

Vacation Home Rentals By Owner In Chicago, IL

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