Vacation Rentals By Owner In Chicago, IL

Finally, a home that actually fits the whole group! Our stunning, newly-constructed Logan Square retreat was designed for connection, offering sprawling common areas for your family or friends to gather comfortably. Step outside and you`re in the heart of Chicago’s trendiest neighborhood, surrounded by top-tier eateries and local charm, all while being just minutes from the city center.`brbrExperience the perfect blend of luxury and convenience in this expansive, designer-built home. Located on the desirable East end of Logan Square, this property is specifically designed to host large groups comfortably under one roof. Whether you are planning a multi-generational family gathering, a corporate retreat, or a reunion with friends, this home offers the space you need to create lasting memories.brbrThe LayoutbrThe home is thoughtfully designed across three levels of living space:brbrThe Main Level (Gathering Hub): Flooded with natural light, this open-concept floor plan features a spacious living area, a formal dining space, and a chef-inspired kitchen. A convenient half-bath is located on this level for guests.brbrThe Upper Level (Sleeping Quarters): Features four well-appointed bedrooms:brbrPrimary Suite: King-sized bed with a private ensuite bathroom.brbrBedroom 2 & 3: Queen-sized beds with premium linens.brbrBedroom 4: Two Twin-sized beds, perfect for kids or singles.brbrGuest Bath: A full, modern bathroom serving the additional bedrooms.brbrThe Lower Level (Entertainment Zone): Boasting dramatic 14-foot ceilings, this level feels incredibly airy and spacious. It includes a large family room, two additional bedrooms, and a full bathroom.brbrHigh-End AmenitiesbrWe’ve curated every detail to ensure a seamless stay:brbrSleep in Comfort: Every bedroom features brand-new memory foam mattresses for a restful night`s sleep.brbrTech-Ready: High-speed Wi-Fi, three 4K Smart TVs, Sonos speakers, and Alexa integration throughout the home.brbrThe Kitchen: Fully stocked with high-end utensils and cookware, ready for everything from quick breakfasts to gourmet dinners.brbrEssentials Provided: Bathrooms are stocked with premium shampoo, conditioner, body wash, and plush towels. A new washer/dryer with detergent is also available for your use.brbrPrime Location & AccessbrSkip the commute! Being on the East side of Logan Square puts you closer to Downtown Chicago while keeping you in a safe, upscale residential pocket.brbrTransit: A short walk to the Blue Line train and seconds away from highway access.brbrLocal Vibes: Steps away from the Michelin-rated dining and vibrant nightlife that makes Logan Square famous.brbrParking: Includes a private 2-car garage—no need to worry about street parking.brbrCheck-in is effortless and 100% contact-free. Your private access code works on all exterior door keypads, allowing you to arrive and settle in on your own schedule. We’ve designed the process to be completely autonomous, though our team is always just a message away if you need us!brbrAlways ready to assist -- do not hesitate to text/call/email/message. You can see from my reviews that I pride myself on making sure you have a wonderful experience from start to finish. I`m also flexible with check-in and check-outs when possible and will do my best to accommodate requests.brbrBoasting gorgeous boulevards and a constantly expanding selection of restaurants and bars, Logan Square is one of the city`s trendiest neighborhoods, balancing family-friendly amenities with a thriving nightlife. Walk along Milwaukee Avenue and you`ll find cocktail bars and gastropubs as well as dive bars and late night eateries, all packed with young crowds watching local bands or playing vintage arcade games. The variety of diversions present in Logan Square attracts record lovers, musicians, pinball wizards and dining aficionados to this scenic section of Chicago.brbrThis Northwest Side neighborhood is rich in working class traditions and low-key charm. Its industrial character continues to evolve as longtime residents welcome the influx of artists, young professionals and new families drawn to the area`s affordable homes, easy access to downtown and multicultural heritage.brbrWe`re a 10 minute walk to the Logan Square blue line station, and just steps to the Diversey and California Ave. buses - you won`t have any trouble getting around town without a car from here! If you do bring your car, however, we offer on-premises garage parking and a close shot to highway on-ramp. Most of our guests grab an Uber / Lyft and enjoy the quick ride to downtown Chicago!brbr*This home is professionally curated by Hosty Co, Chicago’s premier boutique management team. We specialize in high-touch service, 5-star aesthetics, and seamless stays.*brbr**Follow the journey: Find us on social @hosty_co_chibnb for a look at our full portfolio and `insider only` Chicago neighborhood guides.**brbrTo protect the quality of our home and the harmony of our neighborhood, we specifically host:br*Corporate Travelers seeking a refined, reliable home base.br*Families visiting for holidays or major Chicago milestones.br*Urban Explorers who value a quiet, high-end retreat.brbrBooking Requirements: We operate under a strict `Good Neighbor` policy. To ensure we are the right fit for your trip:br*Tell Us Your Story: When inquiring, please include a brief note about your trip and your group. We love knowing how to best prep the space for your arrival!br*Vetting: We prioritize guests with 100% ID verification and a track record of positive reviews.br*Zero Tolerance: To maintain our home`s integrity, parties and unauthorized gatherings are strictly prohibited.brNo guests outside of your group in the homebrNo shoes inside the housebrPlease be courteous to our neighbors and observe quiet hours from 10pm - 8ambrNo smoking of any kind indoorsbrNo events or parties

Private Vacation Home

Modern Logan Square Luxury: 5 bedroom - sleeps 16!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$246.78

This 2-bedroom apartment is perfect for your escape to Chicago. Inside, guests find a charming space featuring one queen bed and one twin bed, ideal for small groups or families, with inflatable twin mattress option. This unit features brand new stainless appliances, designer tile with warm, organic finishes, separate wine bar with beverage fridge and a small desk for working from home. This space includes mini split heating/cooling and cozy gas fireplace. The spacious bathroom features double sinks and in unit washer/dryer. Whether you’re relaxing after a day of exploring the local parks/beaches, attending a White Sox game, or preparing a meal, this adorable apartment offers a comfortable and inviting atmosphere. We hope you'll enjoy your stay at our apartment.

Welcome to The Hen House - a thoughtfully rehabbed Chicago flat in Bridgeport!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$481.47

Apartment unit is conveniently located next to the Jarvis Red Line, 2 stops from Loyola and 3 miles from Northwestern. The Red Line can also take you to downtown Chicago in under 30 minutes or enjoy a leisure drive along the beautiful Lake Michigan. Located just 2 blocks from the lake, there are trails, parks and Jarvis Beach to enjoy. Also, there are many local shops and restaurants to visit. Whether you’re here for business or pleasure, there’s never a dull moment in this immaculate city.

Convenient Location Near Loyola/Northwestern

Chicago, Illinois, United States

Bed

2

Bath

6

Sleeps

$222.25

Stay luxe in the Loop. Located in the heart of Chicago’s vibrant West Loop, Luxe on Madison is your home for a flexible stay. Each apartment comes fully furnished and features a full kitchen with stainless steel appliances, plank flooring, and private balconies for soaking in city views. Enjoy resort-style perks like a rooftop lounge, 24/7 fitness center, coworking spaces, and an on-site dog park.br Guest ScreeningbrAll guests must complete CLEAR ID verification and a background check (no evictions, collections, or criminal records).brA passport is required for international guests.brbrStays of 30+ NightsbrThe primary guest must complete a soft credit check (minimum score of 550) and provide a valid SSN.brbrAfter BookingbrWe will request your email address to send a secure check-in link.brbrCredit Card RequirementbrA valid credit card is required to complete the check-in process and secure the reservation.brbrParking InformationbrParking availability, arrangements, and fees vary by property and are managed by third-party providers in some locations. Costs may apply. Please contact us prior to booking to receive specific details for your selected property.brbrPet PolicybrPet fee: $50 per pet, per stay (for stays under 30 nights); $150 per pet, per month (for stays of 30 nights or longer).brOur member service team will promptly reach out and share all details prior to your arrival.

Landing | Modern 2BD, Gym, Rooftop Lounge

Chicago, Illinois, United States

2

Bed

2

Bath

Sleeps

$148.8

Soak up the best of River North at NEXT. Our fully-furnished homes are perfect for monthly or extended stays, featuring full kitchens, quartz countertops, in-unit laundry, and floor-to-ceiling windows. Unwind poolside on the rooftop sun terrace, hit the 24-hour fitness center, or catch up on emails in the business lounge. Located steps from Old Town, Oak Street Beach, and the city’s top restaurants, bars, and parks, you'll be right in the heart of it all.br Guest ScreeningbrAll guests must complete CLEAR ID verification and a background check (no evictions, collections, or criminal records).brA passport is required for international guests.brbrStays of 30+ NightsbrThe primary guest must complete a soft credit check (minimum score of 550) and provide a valid SSN.brbrAfter BookingbrWe will request your email address to send a secure check-in link.brbrCredit Card RequirementbrA valid credit card is required to complete the check-in process and secure the reservation.brbrParking InformationbrParking availability, arrangements, and fees vary by property and are managed by third-party providers in some locations. Costs may apply. Please contact us prior to booking to receive specific details for your selected property.brbrPet PolicybrPet fee: $50 per pet, per stay (for stays under 30 nights); $150 per pet, per month (for stays of 30 nights or longer).brOur member service team will promptly reach out and share all details prior to your arrival.

Landing | Chic 1BD, Clubhouse, Pool

Chicago, Illinois, United States

Bed

Bath

Sleeps

$223.13

Take it easy at this unique and tranquil getaway. Bedroom has its own bathroom. Enough space for friends and family. Everything is steps away located in the Pilsen neighborhood. 5 min walking distance to all public transportation

Charming retreat w/fireplace

Chicago, Illinois, United States

Bed

Bath

8

Sleeps

$703.32

Stay in a luxury 2BR 2BA high-rise in downtown Chicago near Grant Park, Millennium Park, and the Lakefront. Sleeps 8 with king beds, sofa bed, and air mattress. Enjoy skyline views, fast WiFi, and a full kitchen. Building amenities include a game room, theater room, 24/7 gym, co-working lounge, rooftop, and grill deck. Walk to top restaurants, museums, shopping, and nightlife. Perfect for business, families, and group travel seeking comfort, location, and style.brbrTHE PROPERTYbr⦿ Why Guests Love Staying Here ⦿br- Downtown location near Grant Parkbr- Two king bedrooms for better sleep comfortbr- Sleeps up to 8 guests comfortablybr- Private balcony with skyline viewsbr- Spacious living room with large sectionalbr- Smart TVs with Netflixbr- Full kitchen for longer staysbr- Two full bathrooms for conveniencebr- Fast Wi-Fi for work and streamingbr- Easy self check-in with secure building accessbr- Paid private parkingbrbr⦿ Building Amenities ⦿br- Billiard Room / Game Roombr- Theater Roombr- 24/7 Fitness Centerbr- Co-Working Loungebr- Co-Working Spaces / Multifunction Roomsbr- Rooftop Accessbr- Roof Deck with GrillbrbrThis thoughtfully designed accommodation blends modern comfort with downtown energy. The open living area makes it easy to relax after exploring the city, while the dining area provides a great spot for meals, planning your day, or working remotely.brbrThe floor-to-ceiling windows bring in beautiful natural light and showcase the surrounding city views, making the space feel bright, open, and welcoming.brbr⦿ Sleeping Arrangements ⦿br✔ Bedroom 1br- King bedbr- Nightstands with lampsbr- Smart TVbrbr✔ Bedroom 2br- King bedbr- Bedside lightingbr- Smart TVbrbr✔ Living Roombr- Sofa bedbrbrAdditional Sleepingbr- Queen air mattressbrTotal sleeping capacity: 8 guestsbrbrPerfect setup for families or groups traveling together.brbr⦿ Kitchen & Dining ⦿brbrThe kitchen is equipped with everything needed for simple meals or extended stays:br✔ Refrigeratorbr✔ Stove & ovenbr✔ Microwavebr✔ Dishwasherbr✔ Coffee makerbr✔ Electric kettlebr✔ Toasterbr✔ Double sinkbr✔ Kitchen island seatingbrbrDining space includes:br- Glass dining tablebr- 4 dining chairsbr- 2 bar stoolsbrbr⦿ Entertainment & Comfort ⦿brbrEnjoy a comfortable stay with amenities designed for both relaxation and productivity:brbr- Smart TVs with Netflixbr- High-speed Wi-Fibr- Large sectional sofabr- Floor-to-ceiling windowsbr- Natural light throughoutbr- Secure building accessbr- Easy keypad entrybrbr⦿ Balcony & Views ⦿brbrStep outside onto your private balcony and enjoy the Chicago skyline. It's a perfect spot for:brbr- Morning coffeebr- Sunset viewsbr- Evening drinksbr- Photos of the citybrbr⦿ Prime Downtown Location ⦿brbrLocated at 9th Street, this home puts you in one of Chicago’s most convenient and walkable areas.brbrNearby attractions:br- Grant Park — 4 min drivebr- Millennium Park — 6 min drivebr- Navy Pier — 10 min drivebr- Field Museum — 4 min drivebr- Shedd Aquarium — 5 min drivebr- Soldier Field — 6 min drivebr- Michigan Avenue — 6 min drivebr- CTA trains — 5 min walkbr- Restaurants & cafes — steps awaybrbrPerfect for exploring without needing long commutes.brbr⦿ Perfect For ⦿brbrThis home is especially great for:br✔ Families visiting Chicagobr✔ Friends traveling togetherbr✔ Business travelersbr✔ Convention guestsbr✔ Museum visitorsbr✔ Weekend city getawaysbr✔ Extended staysbrbr⦿ Parking Information ⦿brbrParking is available in the same building garage.brbrGuests may:br- Take a ticket when enteringbr- Scan QR code to purchase parkingbrbrAlternative:brPaid street parking nearbybrbrGUEST ACCESSbrGuests have full, private access to the entire suite during their stay — including all bedrooms, bathrooms, the living area, dining space, and the fully equipped kitchen. brbrCheck-in is completely self-service using the lockbox and smart lock codes provided, making arrival easy and flexible no matter what time you get in.brbrGUEST INTERACTIONbrWe give our guests privacy, but we’re always here when you need us. brbrYou can reach us 24/7 through the VRBO app, and we respond quickly to any questions, requests, or issues.brWhether you need local recommendations, assistance during your stay, or help with anything in the home — we’re just a message away.brbrYour comfort is our priority, and we’re committed to making your stay smooth, enjoyable, and stress-free. brbrOTHER THINGS TO NOTEbr⦾ Building Amenities Informations ⦾brbr✔ Billiard Room / Game RoombrEnjoy a fun and relaxing game space — perfect for unwinding with friends or family.br- Free to usebr- Access available from 9 AM – 10 PMbr- Please contact the lobby/front desk to accessbrbr✔ Theater RoombrExperience a private movie night in a cozy theater setting.br- Available for a feebr- Reservations from 9 AM – 10 PMbr- Please contact the lobby/front desk to bookbrbr✔ Fitness Center (Gym)brStay active during your stay with full gym access.br- Free to usebr- Open 24/7 for your conveniencebrbr✔ Co-Working LoungebrPerfect for remote work, meetings, or a quiet workspace.br- Free to usebr- Comfortable and work-friendly environmentbrbr✔ Co-Working Spaces / Multifunction RoomsbrNeed a private space for meetings or work sessions br- Reservation requiredbr- Please contact the lobby/front desk to reservebrbr✔ Rooftop AccessbrTake in the city views and relax above it all.brbr✔ Roof Deck with GrillbrEnjoy outdoor dining and skyline views.br- Free to usebr- Open daily from 8 AM – 9 PMbrbr⦾ Frequently Asked Questions ⦾brbr• Is parking available brYes! There is street parking around the property — a mix of free and paid depending on the block and time. It’s usually easy to find a spot.brbr• How do we check in brSelf-check-in is easy with lockboxes at the building entrance. You’ll receive the exact lockbox code and door code before arrival for a smooth, contactless entry.brbr• Are the suites shared with anyone else brNo. Each booking gives you exclusive access to the entire suite — kitchen, bedrooms, bathrooms, living area & laundry.brbr• Do you allow early check-in or late check-out brThis depends on availability! Please message us, and we’ll do our best to accommodate your request.brbr• How fast is the WiFi brSuper fast and reliable — perfect for work, streaming, or video calls.brbr• Do you allow pets brAs much as we love furr babies, unfortunately our property doesn't allow them in the area.

29th Floor 2BR Suite with Balcony and Gym

Chicago, Illinois, United States

Bed

Bath

Sleeps

$347.18

Welcome to your home away from home! This cozy apartment offers a warm and inviting atmosphere, perfect for study, work, or leisure stays. Enjoy the convenient location near local attractions like Lincoln Square, Albany Park, and more. With easy access to downtown Chicago via CTA buses and the Blue Line, you’ll find plenty to explore in this vibrant neighborhood, including diverse dining options, cultural sites, and recreational activities. The property is about 5 minutes away from the nearest CTA Blue Line station and and approximately 15 minutes away from Downtown. Experience a delightful retreat with us!

Vibrant 1BR Apt, Explore Chicago's Hidden Gems!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$951.92

Bring the whole crew to this spacious Irving Park home packed w/fun! Shoot pool, kick back with smart TVs in almost every room, spread out in the huge living/dining areas, and cook up a storm in the fully-equipped kitchen. Sleeps comfortably with multiple bedrooms and bathrooms. Just 15–25 min Uber to Wrigley Field, Downtown, The Bean, Soldier Field, United Center, Salt Shed, Riverwalk, and more. Perfect for families, friend groups, Cubs trips, concert weekends, or a relaxed Chicago home base!brbrClassic early-1900s Chicago Craftsman Foursquare loaded with vintage charm, beautifully preserved with iconic Chicago front porch. brbrSTEP INSIDE THIS CLASSIC CHICAGO HOME AND FEEL THE FLOWbrbrLiving RoombrbrAs you enter the cozy foyer, the staircase to the second floor is on your right. To your left, you’ll find the bright “frunchroom” (Chicago speak for living room) with an oversized L-shaped sectional, 65” Fire TV & soundbar – perfect for movie nights. brbrKitchen & Dining AreabrbrStraight ahead is the dining area with a large leather banquet and table – ideal for family meals, morning coffee, or getting some work done. brbrThe dining area seamlessly flows into the chef’s kitchen, fully equipped with everything you need to cook for a crowd (holiday feasts, game-day spreads, you name it). An 8-foot peninsula doubles as extra prep space or a casual snack bar (with power at either ends of the peninsula). brbrCoffee BarbrbrThe kitchen is fully equipped to cater to all your coffee and tea needs! You’ll find a 12-cup drip coffee maker, a Keurig single-serve coffee maker, a French Press, and even a coffee bean grinder for freshly ground coffee. To make things easier for you, we’ve stocked the coffee station with Keurig pods, packets of sugar and Splenda, as well as Nestlé Coffee Mate creamer singles.brbrFor tea lovers, there’s an electric tea kettle available for use, perfect for brewing tea or preparing other hot beverages.brbrGame RoombrbrOn the other side of the peninsula is the game room: Bar box pool table, 75” smart TV & soundbar, and plenty of space to watch the game, shoot pool, or just hang out. The open layout keeps everyone connected while still giving distinct zones for relaxing, dining, and playing. It’s the perfect mix of vintage Chicago charm and modern hangout vibes!brbrYOUR SLEEP & COMFORT IS OUR PRIORITYbrbrThe home has five private bedrooms with luxury hotel-quality bedding:brbr-100% organic cotton sheets br-Allergen-free duvets (cool in summer, warm in winter) br-Pillow mix for side, back & stomach sleepers br-Room darkening blinds in every bedroom br-Bedside charging outlets/USBbrbrSECOND FLOOR (3 bedrooms + large full bathroom) brBright shared bath with plenty of natural light brHooks lining the hallway & inside every walk-in closet – great for towels, hoodies, robesbrbr-Bedroom 1: King bed, two nightstands, walk-in closet, ceiling fan, two mid-century chairs for a private retreatbr-Bedroom 2: Two full-size beds, one nightstand, ceiling fan, two small benches, 55” Fire TV, huge walk-in closet, full-length mirrorbr-Bedroom 3: Queen bed, two nightstands, ceiling fan, large walk-in closet off hallway, leather chaise brbrFIRST FLOOR bedroom suite (1 bedroom + full bathroom) brBedroom 4 is located just off the kitchenbrPrivate bathroom with walk-in shower, high toilet & support barbrHooks lining the wall brbrBedroom 4: br-Full-over-full bunk bed supports 1,000 lbs of distributed weight, plenty of headroom on bottom, sturdy 18 wide stairs lead to top bunk which has 30 headroom,br-Walk-in closet, 55” Fire TV, desk/table, backyard views, room darkening blindsbrbrBASEMENT (1 bedroom + full bathroom) brPrivate bath with walk-in showerbrFull-size washer & dryer right outside the bedroombrbrBedroom 5:br-Two twin bedsbr-40” TV with two comfy bean bags, wall tic-tac-toe and checkersbr-Fun cotton-canvas tent playhouse (kids love it!) brbrSleep well wherever you land!brbrHI-TECH & HASSLE-FREE HOMEbrbrStay connected and comfortable with smart tech throughout:br-Blazing-fast Wi-Fi powered by enterprise-grade Unifi access points on every level – perfect for streaming, work calls, or group FaceTimes br-Nest thermostat (located in 1st floor game room) monitors the temperature on each floorbr-Keyless entry via Schlage smart lock – your own unique code sent before check-in (no keys to lose!) br-All TVs hardwired with Cat6 + smart soundbars (Bluetooth-ready for Spotify, Apple Music, etc.) br-Exterior security cameras for peace of mindbrbrPlay hard, stream harder, relax completely – the tech just works.

Private Vacation Home

Giant 5-Bedroom Home w/ Pool Table, 15 Min to Wrigley & Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$570.28

Summary:brbrReady to stay in MODERN Chicago Our NEWLY FINISHED 2-level masterpiece has IMPECCABLE DESIGN, 4 bedrooms, IN-UNIT LAUNDRY and a spacious island to eat or WORK. Walk across the street to HAMLIN PARK for PUBLIC POOL, BASKETBALL or OUTDOOR RELAXATION. Social distance w/ digital check-in to avoid in-person interaction. Our team has trained in proper disinfection/deep cleaning before/after your stay.brbrbrbrThe Space:brbr- *Bathroom Essentialsbrbr- Self check-inbrbr- In-unit laundrybrbr- Fully-equipped kitchenbrbr- 2 storiesbrbr- Across the street from one of Chicago’s famous parks with a PUBLIC POOL!brbrbrbrLakeview Highlights:brbr- Across the street from Hamlin Park - outdoor sports/activities, walking, picnics, relaxation and morebrbr- 9 minute drive to Wrigley Field - world-famous Chicago Cubs baseball & classic Chicago barsbrbr- 15 minute walk to Diversery River Bowling - countless lanes, TVs and killer fried foodbrbr- Chicago’s most delicious food - Owen & Engine delectable burgers / Duke of Perth all-you-can-eat fish & chips Wed/Fribrbr- Walkability score: 91brbrbrbrGetting Around:brbr- 16 minute walk to the CTA 'L' train station (Brown Line)brbr- 15 minute drive to The Loop downtownbrbr- 18 minute drive to O'Hare airportbrbr- Conveniently located by expressway.brbrbrbrGuest Access:brbrYou’ll have the apartment all to yourself. $50 for early check in, only available if we do not have a guest the night before (not available on weekends). We do not offer late check-out. Building secured with 2 Ring cameras in the front and back building lobbies.brbrbrbrThe Neighborhood:brbrLakeview is a quiet residential neighborhood just a few miles northwest of downtown Chicago. This apartment is perfect for groups who want to get away from the hustle and bustle of downtown while still having quick and convenient access to everything Chicago has to offer. In addition, we are very close to Wrigleyville and Wrigley Field if you are in town for a Cubs game or want to experience all the great restaurants/nightlife. The apartment is walking distance to the shops, restaurants and bars in the neighborhood. Also, guests can walk to the Roscoe Village attractions located on Roscoe Street.brbrbrbrLakeview Highlights:brbr- Across the street from Hamlin Park - outdoor sports/activities, walking, picnics, relaxation and morebrbr- 9 minute drive to Wrigley Field - world-famous Chicago Cubs baseball & classic Chicago barsbrbr- 15 minute walk to Diversery River Bowling - countless lanes, TVs and killer fried foodbrbr- Chicago’s most delicious food - Owen & Engine delectable burgers / Duke of Perth all-you-can-eat fish & chips Wed/Fribrbr- Walkability score: 91brbrbrbrGetting Around:brbrFor guests bringing a car, please note that this home does not include a designated parking spot, we do have free street parking on our street Barry and Hoyne (first come, first serve) and we recommend using SpotHero to find/reserve a parking spot! There are plenty of Uber/Lyft and taxis throughout the neighborhood as well. If you have luggage before your designated check in time we highly suggest using the website bagbnb to drop off bags when you explore the city!brbrbrbr- 16 minute walk to the CTA 'L' train station (Brown Line)brbr- 15 minute drive to The Loop downtownbrbr- 18 minute drive to O'Hare airportbrbr- 5.3 miles away from Magnificent Milebrbr- Conveniently located by expressway.brbrbrbrOther Things to Note:brbrBefore we can confirm any booking, we do need to know:brbr1. What brings you into town brbr2. How many people will be staying at the home brbr3. Do you expect any visitors, if so how many brbrbrbrPUBLIC POOL ACROSS THE STREET!brbrbrbrApartment is split on two levels:brbr1. ENTRANCE ON 2ND FLOOR (bottom level) - living room, kitchen, laundry closet, and 2 bedroomsbrbr2. 3rd Floor (top level) - 2 bedroomsbrbr brbr We hosted thousands of guests across 7 states, with an average rating of 4.6 stars.brbrbrbrWe may require an ID & signed Rental Agreement or a refundable deposit prior to check in.brbrbrbrWe only provide the initial supplies for the stay. If more are needed throughout the trip, It will be the guest's responsibility.brbrbrbrWe do not have keys or access to our mailbox.brbrbrbrWe do have Ring Cameras outside the property. Any blocking of the cameras will lead to an automatic eviction, forfeiture of security deposit, no refund and a fine. Please do not block these camerasbrbrbrbr$250 lockout fee if needed to call a locksmith to let in. If keys at property and lost this charge will apply. If no keys, this will not be applicable unless tampering was made with our digital door lock systembrbrbrbrLicense number: R22000079081brbrbrbrInteraction with Guests:brbrOur concierge team is available from 10am–8pm Sunday-Thursday and 10am–12am Friday and Saturday. Messages received outside of these hours will be addressed promptly the following day. We curate a refined, hands-off experience so you can immerse yourself in comfort and relaxation — with attentive support whenever needed.brbrbrbrSunday - Thursday: 10am - 8pmbrbrFriday & Saturday: 10am -12am

Condo

Modern 4 Bedroom Apt Next to Park&Pool | Lakeview

Chicago, Illinois, United States

Bed

Bath

8

Sleeps

$264.8

Relax in this inviting studio featuring two queen beds for a restful night’s sleep. The open living area includes a comfortable sofa and a large smart TV, perfect for movie nights or unwinding after a day of exploring the city. A dedicated study table is available for work or planning your day, and fast, reliable Wi-Fi keeps you connected throughout your stay.brFull Bathroombr The clean, well-maintained bathroom comes with a shower/tub combo, sink, and toilet. Essentials such as shampoo, conditioner, body wash, hand soap, and fresh towels are provided for your convenience, ensuring a refreshing start or end to your day.brFully Equipped KitchenbrPrepare meals with ease in the kitchen, complete with a full-size refrigerator, gas stove with oven, microwave, toaster, and coffee maker. Granite countertops add a sleek, modern touch to the space.brParkingbrStreet parking is available nearby—please check local signs and restrictions.brAccessibilitybrThe unit is located on the second floor and accessible by stairs only.brEnjoy a comfortable, home-like stay in Chicago, just minutes from top dining, shopping, and all the city has to offer!

Cozy Studio with Two Queen Beds in Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$675.89

Summary:brbrWelcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for comfort and style. Enjoy fully equipped kitchens, tranquil bedrooms with plush bedding, and state-of-the-art amenities. Steps from top dining, shopping, and attractions with easy public transport access. Discover your perfect Chicago getaway!brbrbrbrThe Space:brbr• Master Suite: King bed, en-suite bathroombrbr• Guest Suite: King bed, en-suite bathroombrbr• Second Guest Suite: King bedbrbr• Third Guest Suite: King bedbrbr• Queen floor mattress availablebrbr• Huge windows offering spectacular views of the citybrbr• Washer & dryerbrbr• Fully-equipped kitchen brbr• Flat Screen TV/Cablebrbr• High-speed Internetbrbr• Stainless steel appliancesbrbr• Spacious, walk-in closetsbrbr• Individually controlled heat and airbrbr• Shampoo, conditioner, & body wash in bathroomsbrbr• Hair dryerbrbr• Iron/ironing boardbrbrbrbrAs part of our commitment to providing a premium experience, we offer complimentary starter items to kickstart your stay like shampoo, body wash, conditioner, hand soap, toilet paper, laundry detergent and kitchen supplies like coffee, tea, cooking oil, paper towels and seasonings. These items are thoughtfully provided to ensure you have everything you need upon arrival. However, please note that they are starter supplies and not be replenished during your stay. If you require additional supplies beyond the initial offering, we recommend local stores or delivery services for your convenience.brbrbrbrGuest Access:brbrEasy and convenient self check-in is available at this property. You’ll have full access to the apartment and building amenities during your stay.brbrbrbrThe Neighborhood:brbrPerfectly positioned at the crossroads of Old Town, Lincoln Park, and the Clybourn Corridor, this location lets you experience Chicago’s best mix of shopping, dining, and culture. Step outside to explore the New City shopping plaza, enjoy a show at the Second City Theater, or stroll along the North Branch Trail toward the lakefront. Within minutes, you’ll find stylish boutiques, gyms, Whole Foods Market, Trader Joe’s, and some of the city’s most beloved restaurants and coffee houses.brbrbrbrTransit: Multiple bus lines and the Red Line train nearby for direct access downtown and to the Loop.brbrCoffee: Sweetwaters Coffee & Tea (3 min), Printer’s Row Coffee (5 min).brbrDining: Boka, Ada Street, and Armitage Alehouse all within a short walk.brbrParks: Oz Park and the Lincoln Park Boardwalk are nearby for morning runs or weekend strolls.brbrbrbrWhether you’re here for work, leisure, or family time, you’ll love how easily connected this area is to River North nightlife, the Magnificent Mile, and Lake Michigan’s scenic paths.brbrbrbrGetting Around:brbrYou are minutes away from bus and train stops. brbrbrbrWe find some of our guests prefer to use Uber or Lyft, which is a very convenient and cheap way to get around the city.brbrbrbrOther Things to Note:brbrPlease note:brbrThis listing includes multiple 4-bedroom homes with the same layout, bed sizes, and amenities, though furnishings and décor may vary slightly. Guests will be assigned one of the available homes prior to check-in, and all homes meet the same standard shown in the photos.brbrbrbr- The building features a central HVAC system that provides year-round comfort. Heating and cooling operate seasonally to keep the temperature pleasant. Guests can adjust the in-unit temperature within the range set by the building.brbr- Building maintenance staff may occasionally need access, but we’ll always provide advance notice whenever possible.brbr- Daily housekeeping isn’t included, though it can be arranged for an additional fee.brbr- Early check-in or late check-out may be available for $149 per service, depending on availability.brbr- On-site parking is available for $69 per night, per spot. Multiple spots can be reserved based on availability. Spots are limited and fill up fast - we recommend securing yours as early as possible. Please message us with your dates to reserve.brbr- Package delivery availability may vary by building - message us for details.brbr- Date changes that shorten or move a reservation follow the standard cancellation policy.brbrbrbrFor your security and a smooth check-in process:brbr- A refundable $500 security deposit is required.brbr- A valid government-issued ID and matching credit card must be provided before check-in.brbr- A short rental agreement will be sent electronically after booking.brbr- Some buildings may require a brief background check as part of management policy.brbr- Local residents (within two hours of the property) cannot book for same-day arrival.brbrbrbrWhile we strive to offer a peaceful experience, please be aware that city or building maintenance, construction, or temporary water/elevator servicing may occasionally occur. These events are outside our control and do not qualify for compensation.brbrbrbrInteraction with Guests:brbrOur online team is available 24/7 to assist you every step of the way - from booking to checkout, ensuring a smooth and comfortable stay.

Private Vacation Home

ENVITAE Hotel, 4BR Luxury Modern Apartments

Chicago, Illinois, United States

Bed

Bath

10

Sleeps

$336.45

Come enjoy this newly renovated LUXE 4 bedroom 1 bathroom condo with all the bells and whistles on the entire second floor of a two flat building! All bedrooms have LG Smart TV'S! Located with a 5 minute drive to The University of Chicago, Hyde Park, The Cultural Center, The Dusable Museum, and will be walking distance to the new Obama Library. A 30 minute drive to Midway airport 1 hour to Ohare. Chicago’s downtown, McCormick Place, and museums 30 minute drive. Located 4 blocks to Greenline L' brWelcome to Woodlawn Luxe!brDecorated with trendy decor with a warm welcoming atmosphere! Take your shoes off at the door and enjoy your stay! brbrThis freshly painted, newly renovated, beautifully decorated condo is just what you need to help you enjoy your stay in Chicago!br✅️4 bedroom 1 bathroombr✅️Livingroom with marble wall and color changing electric fireplace. br✅️High ceilings with beautiful ceiling fan.br✅️4 bedrooms with comfortable beds and stylish decor.br✅️All bedrooms have LG Smart TV'S for your convenience br✅️Marble walls in bathroom with color changing, Bluetooth, mirror to help with makeup application. br✅️Dining room with color accent wall.br✅️Kitchen with high end stainless steel appliances.br✅️Kitchen supplies provided to help your stay feel more comfortable. Kurage machine, pots, pans, cookie sheet, coffee mugs, wine glasses, and utensils including chop sticks!br✅️Dedication work space with desk, chair, printer and paper. br✅️Backyard with grill, gazebo, fire pit, and seating.br✅️Iron, ironing board, blow dryer, bodywash, shampoo, and conditioner. br✅️Board games provided for fun times with family and friends. br✅️Kids- pack n play with sheets and blanket, bouncer, Kids books, and child chair in living room. Toddler eating set with bowl, plate, cup, spoon and fork.br✅️All TV's are Smart TV's so you can sign intobr✅️Strong Wifi throughout condo br✅️Plenty of free parking brbr We also offer special occasion setups at the property! Flower bouquets, money bouquets, and balloon bouquets for an additional charge. Message for pricing.brbrThe house rules-brbrYou must be 21 or older to book- ID will be requested!brNo loud music or load activity- any load music or load activity that is asked to stop with no change will be a $500 fee brNo parties - $500 finebrNo unauthorized guests- $120 extra PER PERSON!brNo petsbrNo smoking - $500 FINE any evidence of smoking on property brNo sleeping on leather couch $500 finebrQuiet time is between 10pm - 9ambrbrPlease respect tenants in the building and the property.

Condo

Woodlawn LUXE! Welcome Home! 4 bedroom condo!

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$407.0

Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished one bedroom apartment with its modern decor, fully equipped kitchen, and bright living room with great views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI819)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your charming living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with fully stocked linens, you’ll fall in love with everything this River North apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished apartment is located in River North, Chicago’s most trendy neighborhood. The bridges combined with the river walk offer incredible views. Nearby on Michigan Avenue is the city’s premier shopping area. One of the neighborhood’s biggest assets is the walk-to-work appeal. Young professionals, who live and work in the area, can quickly get to the office in the morning and just as easily enjoy an after-work drink, as the area is considered a premier entertainment center. Don’t miss a stroll on Kinzie and Hubbard streets. Merchandise Mart, the iconic building with showrooms, shops, and office space, is only a 5 minute walk. The Loop is just across the bridge and is about 5 minute walk.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is located near a railway, so expect to hear moderate noise when trains pass

Spacious River North 1BR w/ Gym, Pool & Roof, nr Riverwalk, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$314.88

Welcome to Pierce Ave. — a beautifully remodeled private apartment in one of Chicago's most beloved residential neighborhoods.brbrThe entire space is yours. No shared entrances, no shared spaces — just a thoughtfully designed home that feels right from the moment you walk in.brbrThe fully equipped kitchen has everything for real cooking — French door refrigerator, dishwasher, microwave, stove, all utensils and appliances. Fresh linens, towels, and toiletries are provided. Coffee and tea are stocked and waiting for you.brbrStep outside to your private back porch — fire up the charcoal grill, settle into the sitting area, and enjoy a Chicago evening in your own outdoor space.brbrOutside your door, you're steps from two of Chicago's most iconic outdoor destinations — the 606 Bloomingdale Trail stretching across the city's most vibrant districts, and Humboldt Park, one of Chicago's largest historic parks with lagoons, open lawns, and year-round outdoor life. Logan Square, Bucktown, Wicker Park, and Ukrainian Village are all minutes away.brbrTraveling with a larger group The unit next door — Karlov Inn — is on the same floor of the same building and can be reserved together to host up to 10 guests. Message us and we'll make it seamless.brbrThis is the kind of place you'll want to come back to.

Newly Remodeled Gem | Heart of Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1158.74

Experience the Windy City's elegance & charm from our central, downtown locationbrbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 220 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Paid valet parking – 1 space(s), available for $77 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $27.26 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $75 per stay up to 7 days and $150 for longer staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Laundry dryer is not available in the unit.brbr✦ Microwave, tea kettle, and coffee maker are only available upon request.brbr✦ Complimentary Bicyclesbrbr✦ The required refundable security deposit is charged per night on a valid credit card.

Make Your Trip More Enjoyable! 3 Relaxing Units, Near Art Institute of Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1543.79

Experience the Windy City's elegance & charm from our central, downtown locationbrbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 220 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Paid valet parking – 1 space(s), available for $77 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $400 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $27.26 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $75 per stay up to 7 days and $150 for longer staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Laundry dryer is not available in the unit.brbr✦ Microwave, tea kettle, and coffee maker are only available upon request.brbr✦ Complimentary Bicyclesbrbr✦ The required refundable security deposit is charged per night on a valid credit card.

Ideal Mix of Comfort and Value! 4 Comfortable Units, Near Ohio Street Beach

Chicago, Illinois, United States

Bed

Bath

16

Sleeps

$518.9

Experience the Windy City's elegance & charm from our central, downtown locationbrbrThis listing is for a room within a hotel.brbr✦ Your room is 550 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Paid valet parking – 1 space(s), available for $77 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $27.26 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $75 per stay up to 7 days and $150 for longer staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Laundry dryer is not available in the unit.brbr✦ Microwave, tea kettle, and coffee maker are only available upon request.brbr✦ Complimentary Bicyclesbrbr✦ The required refundable security deposit is charged per night on a valid credit card.

Enjoy a Hassle-Free Stay! Near Buckingham Memorial Fountain, Pets are Allowed

Chicago, Illinois, United States

Bed

Bath

Sleeps

$474.34

Experience the Windy City's elegance & charm from our central, downtown locationbrbrThis listing is for a room within a hotel.brbr✦ Your room is 549 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Paid valet parking – 1 space(s), available for $77 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $27.26 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $75 per stay up to 7 days and $150 for longer staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Laundry dryer is not available in the unit.brbr✦ Microwave, tea kettle, and coffee maker are only available upon request.brbr✦ Complimentary Bicyclesbrbr✦ The required refundable security deposit is charged per night on a valid credit card.

Just What You Were Looking For! Near Chicago Museum of Contemporary Art

Chicago, Illinois, United States

Bed

Bath