Vacation Condo Rentals By Owner In Chicago, IL

Open floor plan apartment with 2 bedrooms, 1 den/office with desk. Located in a quiet and clean family-oriented neighborhood (Hermosa). Great place to stay to attend one of the many concerts and festivals in the Chicago area. Short drive or bike ride to nearest 606 entrance. Cermak grocery store 2 blocks down. Aldi, Burlington, Cook Brothers, and Dollar Tree also close by. Queen air mattress included with the rental. Additional sleeping space can be arranged for bigger groups at an additional cost.

Affordable Apartment- Perfect for family time or a good time in Chicago.

Chicago, Illinois, United States

Bed

1

Bath

Sleeps

$663.09

Discover the perfect blend of style, comfort, and convenience in this beautifully remodeled 3-bedroom, 2.5-bathroom home. Just minutes from downtown and steps from the shores of Lake Michigan, this spacious retreat offers a thoughtfully designed layout ideal for families, friends, or peaceful getaways.brbrEnjoy high-end finishes, modern furnishings, and an open-concept living space that invites relaxation and connection. Whether you're sipping coffee on the porch, preparing meals in the gourmet kitchen, or unwinding in the serene bedrooms, every detail is crafted for a memorable stay.brbrHighlights:brbr3 spacious bedrooms with premium beddingbr2.5 modern bathrooms with luxury fixturesbrFully equipped kitchen with stylish designbrCozy living area perfect for gatheringsbrPrivate outdoor space for relaxationbrPrime location near Lake Michigan and downtown attractionsbrPerfect for family vacations, weekend retreats, or extended stays—your luxury escape awaits.

Luxury 3 bedroom in Chicago, minutes from downtown and steps from Lake Michigan

Chicago, Illinois, United States

Bed

Bath

Sleeps

$504.91

Enjoy a peaceful escape at this stylish and modern home. You'll love thebrbrquaint tree-lined street that is just steps away from amazing restaurants, anbrbrexciting nightlife and all that the city has to offer. Inside you'll find yourbrbrsanctuary, including an ensuite primary bathroom with a relaxing jacuzzi tub,brbrthe convenience of an in-unit washer and dryer. Or, perhaps you'd like to havebrbra glass of wine on the back patio that has a view of the John Hancockbrbrbuilding. This home has all you need! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbrbrbr

NEW! Heart of East Village 2-Bed 2-Bath Peaceful Oasis

Chicago, Illinois, United States

Bed

Bath

4

Sleeps

$552.92

Amazing location! Experience the unparalleled comfort and style of this brand-brbrnew, fully renovated 3BR/2BA condo nestled in the heart of Andersonville!brbrSteps to Clark St shops, dining. 7min to beach. Stylish, full eat-in kitchen,brbrdining area, workspace, Wi-Fi, 65 4K TV, central AC/heat, in unit W/D, winebrbrcooler. brbr brbrSpa-inspired bathrooms: en suite w/heated towel rack, rainfall shower, doublebrbrvanity, Italian tile. brbr brbrFree easy street parking, close to transit, and nearby parks. Enjoy urbanbrbrluxury! brbrSpa-inspired bathrooms: en suite w/heated towel rack, rainfall shower, doublebrbrvanity, Italian tile. brbr brbrFree easy street parking, close to transit, and nearby parks. Enjoy urbanbrbrluxury! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbrIf you are bringing a pet, only 1 dog is permitted. Pets are limited to 1brbrunless it's a service pet and cats are not allowed. Please send an inquiry ifbrbryou have further questions.brbrbrbr

NEW! Newly Renovated 3BR/2BA in Heart of Andersonville

Chicago, Illinois, United States

Bed

Bath

Sleeps

$240.17

51st Floor! Best Value in Chicago! Luxe condo in a FANTASTIC location! Perfect for vacation, short-term housing or corporate rental. High-rise condominium situated in Chicago's premium Gold Coast/River North neighborhood, infused with many amenities and outstanding views of the City and Lake Michigan. We have the perks! Amenities include swimming in the pool, relaxing on the deck, grilling on the sundeck, working out at the exercise room and use of the business center. Surrounded by many Chicago attractions including shopping on the Magnificent Mile, restaurants and nightlife in River North and Gold Coast. brbrAlso see our other condos #499693 & #2844690 for additional availability.brbrThis fully furnished upscale condo with 2 bedrooms - each with walk-in closet, 2 baths, open kitchen with high end stainless steel appliances, custom cabinets, beautiful granite counter-tops, living area, dining area, and entertainment area with wine console. Full size front load washer and dryer in unit. Fireplace, large screen TVs in both bedrooms and living area. Netflix provided for your enjoyment. Nothing else to bring except for your suitcases!brbrLocated on the 51st floor gives you amazing views of Chicago, Michigan Avenue, Lake Michigan and landmark buildings - John Hancock, Willis Tower, NBC tower, Wrigley Building, to name a few. 24/7 doorman for great security. Parking also available at an additional cost. A Chicago ordinance requires a minimum of one-month rental.

Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities

Chicago, Illinois, United States

Bed

Bath

4

Sleeps

$365.32

Top host approved all-new construction luxury condo in a quaint 3-unit building that sleeps 5 and offers great natural light. High ceilings with an open-concept living and dining room. Central air conditioning, in-unit washer and dryer, and workspace.brbrOur guests also have access to our common area cafe-style outdoor patio that sports a green living wall, lights, and an area to unwind. An oasis in the middle of the city!brbrThe spacebrLuxury 3 bedroom and 1 bathroom private condo unit.brbr-Dedicated rear compact parking spotbr-In-unit full-size laundrybr-Fast Wi-Fi with Eero Mesh Systembr-Smart TVs in each bedroom and living roombr-Nest thermostat dedicated to your unit for your comfortbr-Private water heater for your unit, no need to share hot waterbr-Combined sleeping and desk setup for ease of working from home in the 3rd bedroom.br-Blackout shades in each bedroombrbrbrOther things to notebrWalking up a set of stairs is necessary to access this unit.brbrbrbrRegistration DetailsbrR25000132636

By Wrigley Field +Reserved Parking Space +95 Walkscore + In-Unit Laundry + Patio

Chicago, Illinois, United States

Bed

1

Bath

5

Sleeps

$453.8

Game Room + Yard | 7 Mi to Downtown | Bring Your PetsbrbrThis 3-bed Chicago vacation rental is perfect for families and groups of up to 6 guests. The open living area features foosball and arcade games for fun nights in the quiet Ravenswood neighborhood. Beyond the front door, you can walk to Wrigley Field and local cafes or catch the Brown Line just 2 blocks away. Plus, this prime location offers easy access to Montrose Beach. Book your Windy City home!brbr-- THE PROPERTY --brbrR26000139095brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbrbrKEY FEATURESbr- Spacious layout ideal for groups & familiesbr- Foosball + arcade table for game nightsbr- Fenced yard perfect for dogsbr- Front porch seatingbr- Washer & dryerbr- 2 Smart TVsbr- 6-person dining areabr- Ceiling fansbrbrKITCHENbr- Refrigerator, stove/oven, microwavebr- Cooking basics, dishware & flatwarebr- Pod coffee maker (starter coffee provided)brbrACCESSIBILITYbr- Single-story condo on 1st floorbr- 8 steps to enterbrbrPARKINGbr- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Walkable neighborhood w/ restaurants, coffee & essentials nearbybr- Walk to Brown Line (2 blocks) & Metra (4 blocks)br- 1 mile to Wrigley Field (walking distance)br- 1 mile to The Riviera Theatrebr- 2 miles to Montrose Beachbr- 3 miles to Loyola University Chicagobr- 5 miles to Lincoln Park Zoobr- 7 miles to Navy Pier, Millennium Park & Chicago Riverwalkbrbr-- 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)br- 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 8:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story apartment on the 1st floor requires 8 steps to enterbr- The homeowner lives in the upstairs unit on-site, with a completely separate entrance. Guests will have full privacy in their space

Spacious Chicago Group Home! Walk to Train & Eats

Chicago, Illinois, United States

Bed

Bath

Sleeps

$445.94

Experience the perfect blend of space, comfort, and location in this beautifully appointed 3-bedroom, 2-bath condo in the heart of Hyde Park. Whether you're visiting Chicago for work, family, or a weekend getaway, this inviting home offers everything you need for a memorable stay.brbrThe SpacebrDesigned with both style and functionality in mind, this spacious condo features an open yet cozy layout with distinct living and dining areas—perfect for relaxing, entertaining, or spending quality time together.brbrSleeping & Layout:brbrPrimary Bedroom: King bed + private full bathroom + Twin to King Extendable DaybedbrSecond Bedroom: Queen bedbrThird Bedroom: Two Twin beds (great for kids or extra guests)brOptional sofa/air mattress for additional sleeping spacebrTwo full bathrooms with fresh towels and essential toiletriesbrbrHome Features:brbrBright, airy living room with comfortable seatingbrDedicated dining room—ideal for group meals or game nightsbrFully equipped kitchen with everything you need to cookbrPrivate back deck—perfect for morning coffee or evening unwindingbrHigh-speed Wi-Fi + workspace for remote workbrSmart TV for streaming entertainmentbrIn-unit laundry for added conveniencebrCentral heat & A/C for year-round comfortbrbrLocation – Prime Hyde ParkbrSituated on a quiet, tree-lined street, you’ll be just minutes from some of Chicago’s most beloved destinations:brbrUniversity of Chicago campusbrLake Michigan, beaches, and scenic trailsbrMcCormick Place Convention CenterbrLocal cafés, restaurants, and boutique shopsbrMuseums and cultural landmarksbrQuick and easy access to downtown ChicagobrbrPerfect For:brbrFamilies visiting students or exploring the citybrGroups traveling together who want space and comfort. Business travelers or academics needing longer stays. Anyone looking for a peaceful neighborhood with city accessbrbrGuest AccessbrEnjoy full, private access to the entire condo, including the back deck.brbrWhy You’ll Love ItbrThis home offers the rare combination of generous space, thoughtful amenities, and a prime location. Start your day with coffee on the deck, explore Hyde Park’s charm, and return to a comfortable, relaxing space that truly feels like home.brbrBook your stay today and enjoy Chicago in comfort and style!

Elegant 3BR/2BA Hyde Park Retreat ~ Private Deck ~ Near UChicago & Lakefront

Chicago, Illinois, United States

Bed

Bath

Sleeps

$237.53

Immerse yourself in the vibrant energy of Chicago while enjoying the elegance of our greystone apartment. Located within a 10- 15 minute drive to downtown, you can effortlessly walk or bike to the scenic trails along Lake Michigan/ Lake Shore Drive. This urban oasis offers a perfect blend of city living, providing a comfortable haven after a day of exploring the dynamic surroundings. This location is close to Museums, Aquarium, Planetarium, U of Chicago as well as McCormick Place.brbrThe spacebrUnwind in our remodeled 1 - Bedroom Greystone with Den/Office and 1.5 Baths. Complete with a spacious King-sized bed for a restful stay. The space also offers a full kitchen, and a nice-sized living room that brings in great natural light, as well as Central Air & Heating. Off the back of the house is a deck overlooking historic Lakeshore Drive.

Lakeside Retreat: Charming Greystone Near Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$289.22

This newly updated 2 bedroom, 1 bath condo has everything you need to makebrbryour Chicago stay perfect! The home was thoughtfully designed with Swedishbrbrtouches to pay tribute to Andersonville's Swedish roots. Located in the heartbrbrof Andersonville on a quiet tree-lined street, you're within short walkingbrbrdistance to local cafes, restaurants, shops and bars. It's also perfectlybrbrsituated to take advantage of the neighborhood's summertime festivals andbrbrevents! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund. brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: R26000141145brbrbrbr

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

Chicago, Illinois, United States

Bed

Bath

Sleeps

$576.73

Stunning Chicago condo, where modern luxury meets comfort in a spacious two-level layout. Enjoy 2 cozy fireplaces, 3 bedrooms, 2 living rooms. Working remote Ideal with 2 standing desks! 2.5 bathrooms add luxury with rain & steam shower and tub. 2 living rooms provide ample space to unwind. Step outside to a private rooftop terrace with dining and BBQ. Duplex, two-story condo with stairs. Centrally located near downtown and the Blue Line, this family-friendly gem includes a Nespresso machine and four TVs for your entertainment!br

ChiCasa West Town Paradise

Chicago, Illinois, United States

Bed

Bath

7

Sleeps

$122.1

Welcome to your home away from home—an upscale, sun-filled 1-bedroom condo located on the 41st floor in the heart of Chicago’s vibrant River North neighborhood. Designed for comfort, convenience, and style, this thoughtfully appointed unit offers breathtaking, unobstructed views of the Chicago skyline and a luxurious living experience perfect for extended stays, business travel, or relocation.brbrKey Features:brbrUnbeatable Views: Floor-to-ceiling windows showcase sweeping vistas of the city skyline and allow natural light to pour in throughout the day.brbrSpacious Layout: The open-concept living space features hardwood floors, high ceilings, and a warm, modern aesthetic. Ideal for both work and relaxation.brbrComfortable Bedroom: Rest easy in a plush king-size bed with premium linens. The bedroom also includes a dedicated work desk and a large walk-in closet to help you stay organized during your stay.brbrLiving Room: Enjoy a comfortable sectional sofa with a queen pull-out bed, a smart TV with streaming options, and a Bluetooth sound system—perfect for movie nights or relaxing evenings.brbrFully Equipped Kitchen: Prepare meals with ease in the granite-counter kitchen that includes a Keurig coffee maker, reverse osmosis filtered water, spices, cookware, dinnerware, utensils, and all the kitchen essentials you may need.brbrBathroom: Features a full-sized tub/shower combo, oversized vanity, and dual storage closets for toiletries, towels, and personal items.brbrAbundant Storage: Ample space for luggage, groceries, and clothing—ideal for long stays.brbrbrFull-Amenity Building Includes:brbr24/7 door staff and securitybrbrFitness center with cardio and weightsbrbrIndoor swimming pool and hot tubbrbrMovie theater room and loungebrbrBusiness center and community spacesbrbrLaundry facilities on-site (not in unit)brbrResident-only app for building updates and amenitiesbrbrbrOptional Services (additional fee):brbrReserved Parking: Secure spot available in the building’s garage, located conveniently near the elevator.brbrProfessional Cleaning: Mid-stay or regular cleaning services can be arranged upon request.brbrbrPrime Location:brbrJust 1 block from Northwestern Memorial HospitalbrbrSteps to the Magnificent Mile shopping districtbrbrSurrounded by top-rated restaurants, museums, art galleries, and public transportationbrbr5 blocks from Ohio Street Beach and Lake MichiganbrbrEasy access to grocery stores, pharmacies, and downtown attractionsbrbrbrUtilities & Extras Included:brbrHigh-speed Wi-FibrbrElectricity, water, heating/cooling, and cable TV all included in your stay—no hidden costsbrbrbrPerfect for:brbrHealthcare professionals on assignmentbrbrCorporate travelers or remote workersbrbrRelocating individuals or couplesbrbrLong-term vacationers looking to enjoy the best of ChicagobrbrbrImportant Notes:brbrMinimum stay: 32 nightsbrbrNo smoking or parties allowed in the unit or buildingbrbrSigned rental agreement required prior to move-in (per building association)brbrbrWhether you're sipping coffee with the skyline as your backdrop, walking to a morning meeting at Northwestern, or unwinding in the rooftop pool after a day of city adventures, this River North gem delivers a seamless blend of comfort, convenience, and luxury.brbrReady to make this your next extended-stay haven in Chicago Reach out with your travel dates and any questions—we're happy to help you feel right at home.

Luxury 1BR Condo – Views, Comfort, & Style

Chicago, Illinois, United States

Bed

Bath

Sleeps

$409.02

Meet NEW and CHARM with exposed brick, dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open shelving, gourmet kitchen seats 6, stainless steel appliances, Custom wood counters,5 range oven w/Broan hood, soft close cabinets,coffee machine or walk to Starbucks across the street. Grocery store(Jewel), UPS,Walgreens, Marshalls, LA Fitness, wine shop, Red Line, Metra, CTA Transportation, Evanston, Lake,Beaches, and Restaurants all in walking distance.Loyola and Northwestern 10 minutes away...Only bring your clothes and your ready to go!brbrCleaning fee is $355 for stays of 30 days or less; additional Flat $150 per 30-days for longer term stays. Also, look at our other 2 units in the building.brbrHouse Rules:br-Upon booking we require a list of all full legal names of you and your guests, a four digit code to gain access to the building, a copy of the driver's license, state ID or passport (must submit to owner at the time of booking)br-No additional guests allowed if not on the list ($100 per night, per guest if not authorized). br-Additional guests: $45 per person, per diem.br-Must reserve the amount of parking spots needed. First come, first served.br-First parking spot free, (additional vehicle $25 per diem, per vehicle)br-Early Check-In Fee: $45br-No street shoes worn in building at all times ($100 fine)br-No Pets. ($500 Fine)br-No smoking allowed in building ($1,000 fine)br-Unauthorized gathering or party is fined at $500 nightly.brbrCheck out our other two units...brVRBO 1351676brVRBO 1348787

Soft Palate & Warm Bricks At A Rogers Park Home

Chicago, Illinois, United States

Bed

Bath

Sleeps

$874.97

Feel at Home, Unwind, and Enjoy the amenities you deserve at our 3bed 2-Story Penthouse.brbrMost homes don’t provide professional service along with “local vibes.” Guests love staying with us because:br✅Central location near Grant Park, Soldier Field, Art Institute& Museums!br✅1 Free parking passbr✅FAST WIFIbr✅En-suite Laundrybr✅The Lake & Park are 2 blocks awaybr✅2 KING beds + 1 Queen bedbr✅Private Rooftop Deck w/ stunning viewsbr✅Amenity Floor (Gym, Pool, Lounge, Doggy Park)br✅1 block from Red `L` subwaybrbrThis is rated the top 5 Airbnbs in Chicago.brbrThe SpacebrImmerse yourself in the Heart of Chicago. Give yourself and your group a safe, secure experience away from the stress and noise of everyday life.brbrThis rare downtown penthouse spans two levels and sits 28 floors above the city, offering expansive skyline views throughout the home.brEntry Levelbr• 2 spacious bedrooms with KING beds br• 1 full bathroom br• Walk-in closet in the primary bedroom brUpper Levelbr• Open-concept living room br• Fully equipped kitchen br• Private outdoor balcony br• 3rd bedroom with Queen bed br• Panoramic city views throughout br• Perfect for families, groups, business travelers, and extended stays.brbrBuilding AmenitiesbrGuests have full access to the building’s luxury amenity floor, including:brIndoor poolbrFitness center/gymbrResident loungebrDoggy parkbrShared common spacesbrPlease be respectful of residents and other guests while using shared amenities.brbrLocation – South Loop / Downtown ChicagobrbrThe South Loop is one of Chicago’s most vibrant and centrally located neighborhoods, blending lakefront beauty, historic architecture, nightlife, museums, parks, and entertainment.brbrNearby attractions include:brGrant ParkbrSoldier FieldbrMuseum CampusbrShedd AquariumbrField MuseumbrAdler PlanetariumbrMcCormick PlacebrNortherly IslandbrArt Institute of ChicagobrbrYou’ll also be surrounded by excellent restaurants, coffee shops, music venues, and nightlife while still enjoying a quieter residential atmosphere compared to other downtown neighborhoods.brbrGetting AroundbrWe are conveniently located near the Polk subway stop and public transportation.brbrFor most guests, we recommend:brWalkingbrUber/LyftbrPublic transitbrbrA car is usually unnecessary, though 1 free parking pass is included with your stay.brbrGuest Access & CommunicationbrYou’ll have full private access to the penthouse and all available building amenities.brWe are available whenever needed, and our digital house manual provides detailed instructions and recommendations to help make your stay seamless.brbrHVAC / Heating & Cooling InformationbrThe building uses a centralized single-duct HVAC system, meaning the building provides either heat or air conditioning depending on the season, as determined by city regulations.brbrTo maximize comfort:brEach floor has its own thermostatbrFans and a portable HVAC unit are providedbrSet thermostats to “Heat” during colder months and “Cool” during warmer monthsbrbrHouse Rules & Important InformationbrTo ensure a smooth and enjoyable stay for everyone, please review the following before booking:brbrRefundable Security Deposit: A $300 refundable security deposit will be held (not charged) by Chicago Hospitality Club on your card. Any damages or additional charges may be deducted. VRBO handles platform payments separately, while the deposit is processed by Chicago Hospitality Club, so both may appear on your statement. The deposit is automatically released 3–7 days after checkout.brbrRefund Processing PolicybrIn the event of a guest-initiated cancellation, any bank fees or payment processing charges incurred will be the responsibility of the guest and will be deducted from the refund amount.brBooking Requirementsbr• Minimum age to book: 27 years oldbr• No local guests (city or suburbs)br• All guest names and ages must be registered before check-inbr• Online check-in form and signed rental agreement are required before check-in instructions are releasedbr• As part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes.brbr• Last-Minute BookingsbrAll same-day reservations require host approval. Please message us before booking so we can confirm availability and ensure the home is fully prepared for your arrival.brbrOccupancy & Extra GuestsbrThe base rate includes up to 5 guests.brAdditional guests:br• $25 per guest, per night, for the full stay, for stays exceeding 4 guestsbrExample:br1 additional guest staying 5 nights = $125 extra guest fee.brbrQuiet Hours & Noise Policybr• Quiet hours: 10:00 PM – 8:00 AMbr• Parties and events are strictly prohibitedbr• A noise monitoring device is installed inside the home to monitor decibel levels only (it does not record conversations)brNoise violations may result in:br• Warningbr• Eviction without refundbr• Charges up to $1,000brParty in Unit or Common Area - Up to $2,000.00 plus any damages to the unitbrbrSmoking PolicybrSmoking is strictly prohibited inside the unit and common areas.brViolation fee:br• Minimum $500 chargebr• Possible eviction without refundbrbrPet Policybr• Small pets (under 20 lbs, non-shedding): $250 pet feebr• Large pets (over 20 lbs): $300 pet fee plus $200 refundable security deposit and subject to host approvalbrIf the pet sheds, additional $150 refundable deposit is requiredbrbrUnauthorized pets:br• $250 penalty plus any damages or additional cleaning costsbrbrCheck-In & Check-Outbr• Check-in: 4:00 PMbr• Check-out: 10:00 AMbrEarly check-ins and late check-outs may be available depending on cleaning schedules: $50 per hour feebrUnauthorized late check-out may result in charges up to the cost of impacted nights.brbrKeys, Parking & Accessbr• Your reservation includes 1 parking card for the attached parking garagebr• Lost keys: minimum $100 feebr• Lost fob: minimum $150 feebr• Lockout/re-entry assistance: $50 fee if keys are left insidebrFor loss prevention, some keys/fobs may contain an AirTag. These are only used to locate missing keys and are never used to track guests. Guests are not required to carry the key at all times, but we recommend keeping the AirTag attached to help avoid replacement charges if the key is misplaced.brbrCleaning, Damages & Missing Itemsbr• Excessive cleaning after checkout: up to $125 per additional cleaning hourbr• Stays of 14+ nights require a mandatory mid-stay cleaning, scheduled with the guest in advance. Additional cleaning fees apply.br• Damaged or missing items: charged based on replacement costbr• Forgotten belongings: $75 minimum handling/shipping feebrbrFamilies Traveling with Young ChildrenbrFor groups traveling with two or more children under 14 years old, a refundable security deposit may be required as a precaution against accidental damage. The deposit is fully refundable, provided there is no damage to the property after a standard post-checkout inspection.brbrUnresponsive GuestsbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation.brResponse time limits:br• Same-day bookings: within 2 hoursbr• Future bookings: within 8 hoursbr________________________________________brFrequently Asked QuestionsbrbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: Do I need to bring towels, a hair dryer, or linens brA: Nope! we provide all these things. We also provide you and your guests with a starter pack of toilet papersbrbrQ:Is the gym and amenity floor shared brA: Yes. Please be respectful of residents and other guests using shared spaces.brbrQ: Can I store luggage before check-in or after check-out brA: We recommend using nearby luggage storage services such as Radical Storage if your travel schedule does not align with check-in/check-out times.brbrQ:Can I come and go freely brA: Absolutely.brbrQ: Is the home professionally cleaned brA: Yes, and we take pride in providing a clean home for guests.brbrQ: Are the beds comfortable brA: Very — Some guests say they`re the best they`ve ever slept on!brbrQ: What is my total booking price brA: Airbnb calculates the final total, including taxes and platform fees, after you enter your dates. Pricing may vary daily based on demand.br________________________________________brRegistration DetailsbrRegistration #: R24000113941brbrLegal NoticebrNo Agency Relationship. Nothing herein contained shall be deemed to authorize or empower either party to act as agent for the other party to this Agreement, or to conduct business in the name, or for the account, of the other party to this Agreement.brOur prices include all fees. No hidden fees.

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

Chicago, Illinois, United States

Bed

Bath

Sleeps

$523.97

Completely rehabbed 3 bedroom 2 bathroom high end, 2nd floor condo in a historic greystone, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking included.brbrunit amenities : 3 bedrooms, 2 baths, full kitchen, living room fireplace, washer and dryer in the unit.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

Wrigleyville Inn - Unit 2

Chicago, Illinois, United States

Bed

Bath

Sleeps

$387.47

Completely rehabbed 2 bedroom 1 bathroom high end, garden floor condo in a historic greystone, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking included.brbrunit amenities: 2 bedrooms, 1 baths, full kitchen, living room, washer and dryer in the unit.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

Wrigleyville Inn - Garden Unit

Chicago, Illinois, United States

Bed

Bath

Sleeps

$466.21

Completely rehabilliated 3 bedroom and 2 bathroom high end, 1st floor condo in a historic Greystone. Only a 5 minute walk to Wrigley Field. And only a 2 minute walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking is included.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

Wrigleyville Inn - Unit 1

Chicago, Illinois, United States

Bed

Bath

Sleeps

$481.26

Completely rehabbed 3 bedroom 2 bathroom high end, 3rd floor condo in a historic greystone, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking included.brbrunit amenities: 3 bedrooms, 2 baths, full kitchen, living room fireplace, washer and dryer in the unit.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

Wrigleyville Inn - Unit 3

Chicago, Illinois, United States

Bed

Bath

Sleeps

$255.37

This is an entire 2 bedroom condo on the main floor of a 3 unit condo building! Bedroom, bathroom, kitchen, living and dining room. Enjoy a stylish experience at this centrally-located home near downtown and O'Hare. This bright and airy newly remodeled entire unit offers spacious areas for your stay so you can enjoy an amazing getaway while visiting Chicago.

The Blissful In Between

Chicago, Illinois, United States