Vacation Rentals By Owner In Chicago, IL

Escape to a stylish stay in this modern, charming, family-friendly home just minutes from picturesque downtown Chicago. With three comfortable bedrooms featuring a king, queen, and twin daybed with trundle twin, guests can enjoy a restful night’s sleep. The two and a half bathrooms include refreshing showers, soap, lotion, towels, and a convenient hair dryer, making mornings easy and pleasant. Stay comfortable inside with heating and air conditioning, while thoughtful touches like an iron and steamer will help packed clothes become unwrinkled. Relax in the open living space and cook in the fully equipped kitchen. Step outside to a private backyard with a patio, grill, and fire pit—perfect for gatherings. Steps from the “L” train Green Line taking you to museums, restaurants, Riverwalk, and stadiums. This home is the ideal base for exploring the city while enjoying comfort, convenience, and memorable moments. Whether relaxing after a day of exploring or gathering for a cozy evening, this lovely home offers a welcoming retreat. We look forward to hosting you at our place.

Discover the Heart of Chicago from Our Modern 3 Bed/ 2.5 Bath Home

Chicago, Illinois, United States

Bed

Bath

Sleeps

$233.48

Chicago is waiting for you at this 3-bedroom apartment. Each bedroom features a king bed, offering guests a tremendous amount of comfort. The two bathrooms include a jetted bathtub, perfect for unwinding after a day of exploring. Inside, guests enjoy a soothing atmosphere with climate control to keep things just right. Whether you’re freshening up with the hair dryer or staying active in the fitness room, this gorgeous space has you covered. You’re sure to make fantastic memories with a stay at our place.

Hyde Park University of Chicago Penthouse 3 bedroom/2 bathroom + gym & office

Chicago, Illinois, United States

Bed

Bath

7

Sleeps

$902.67

Your Chicago adventure begins at this 7-bedroom house. This charming home features a mix of cozy beds, including 4 queen beds, a king bed, a twin bed, and a futon, perfect for groups of all sizes. Guests can unwind in one of the 5 bathrooms, each equipped with showers and bathtubs. The welcoming living room offers a sofa bed, creating extra space to relax or gather. With heating and air conditioning, comfort is always within reach. Fall in love with Chicago and enjoy the magic it has to offer.

Spacious 7-bedroom house in gorgeous Lincoln Park Chicago with AC

Chicago, Illinois, United States

Bed

Bath

Sleeps

$518.88

Escape to this apartment in picturesque Chicago. With 3 comfortable bedrooms featuring 2 queen beds and 1 king bed, guests find plenty of space to relax. The chef's kitchen makes entertaining a breeze, and whether you’re unwinding in the living area or catching up on rest, this brilliant apartment offers a delightful retreat. It's great place to call homebase while you’re exploring Andersonville, chilling at the beach, going to a show or enjoying all Chicago has to offer. There's easy access to public transportation, so a car isn't needed. If you are driving, there's easy, free parking on this quiet one-way street.brbrThis thoughtfully restored Classic Chicago Greystone, built in 1904, is just steps from vibrant Andersonville’s restaurants, shops and cafes. With 3 bedrooms (2 queens, 1 king), a fully equipped kitchen, 3 Roku TVs, in-unit laundry, and a central location, it’s ideal for relaxing weekends, remote work, or attending concerts, festivals or Cubs games. This calming, character-filled home is near some of the best Chicago has to offer.brbr3 Bedrooms, 1 bath, Entire (Private) unit in a renovated Classic Chicago Greystone. Sleeps 6 comfortably. brbr2nd floor light filled unit with 1 King, 2 Queen Beds, with new Casper foam mattresses - third bedroom has French doors and can convert into an office upon request. brbrLarge Living and Dinning Rooms, dedicated workspace and full sized washer dryer. brbrNewly renovated, full Kitchen remodeled in 2025, with all quartz counter tops and a 4x6 island. brbrIn-unit washer and dryerbrThree 55” 4K Roku smart TVs (living room + both main bedrooms)brFast and reliable Wi-Fi (1,000 Mbps), ideal for streaming, remote work, and video callsbrbrEasy to find free parking on the street.brbrWe welcome pets (dogs/cats) under 40 lbs.brbrFabulous location, close to everything Andersonville has to offer near Clark and Foster. Easy walk 20 minute walk to Foster Beach. Note that Andersonville was named the 2nd coolest neighborhood in the world by time out magazine in 2019 and 2021. Additionally, Andersonville was named the 4th best neighborhood in the USA in 2015.brbrYou'll be a short 8-minute drive to Wrigley Field, and the Wrigleyville entertainment District. It's also just 3-stops away on the redline train. Easy commute to Downtown, Halsted street, several music venues and all the lakefront attractions. brbrPopular local Restaurants:brbrLady Gregory’s, Big Jones, Little Bad Wolf, Hopleaf, Bar Roma, Calo, Lost Larson, m.henry, Replay, Dollup Diner and Fiya to name a few.brbrNearby(walkable) Entertainment:brbrChicago Magic Lounge (1 block away) – A speakeasy-style venue with mind-blowing magic shows in a swanky cocktail loungebrbrGreen Mill Cocktail Lounge – Legendary 1920s jazz clubbrbrThe Riviera Theatre & Aragon Ballroom – Classic venues for live music, both just 15 minutes away on footbrbrThe Neo-Futurist Theater – Experimental and original live performancesbrbrBlack ensemble theater.brbrWhether you’re planning a weekend getaway, a Cubs game, a remote work escape, or a longer Chicago stay, this classic Greystone offers the perfect balance of comfort, charm, and location.

Vibrant, walkable Andersonville Gem-easy access to Wrigley, venues and Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$168.97

Fully furnished 2-bedroom apartment in west Chicago perfect for traveling professionals, visiting family, monthly, or insurance housing. Utilities and Wi-Fi included, ideal for long-term stays of 28+ days.brbrClose to West Suburban Medical Center, Loretto Hospital, Mount Sinai, and public transit. Easy access to downtown Chicago.brbrWhether you're here for a weekend getaway or an extended stay, our serene apartment provides the perfect home base for your adventures. We'll be available to answer any questions while you stay at our place.

Furnished 2BR Apt. I Long Stays Welcome I Utilities Incl. I Car Rental Available

Chicago, Illinois, United States

Bed

Bath

5

Sleeps

$210.0

Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped The Loop home with stunning views over the city. (ID #CHI961)brbrDesigned with you in mindbrbrGorgeous furniture, fully equipped kitchen, smart TV, and a premium wireless speaker are just a few of the amenities you’ll find inside this one bedroom apartment. Ideally located in Chicago, you’ll find a lot to love outside as well. When you’re ready to relax, you’ll be happy to discover every Blueground bedroom comes with superior quality mattresses, fully stocked linens, and cozy towels. We handle everything so you can simply show up and start living. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - 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 rental is situated in the most dynamic and convenient place to live in Chicago, The Loop. With its endless shopping, fine dining, stunning park, river and lake views, and entertainment opportunities, everything is possible at a moment’s notice. The area is a cultural getaway for professionals and students, who can combine work with pleasure. Discover landmark buildings like the Willis Tower and The Art Institute of Chicago. Millenium Park, near Lake Michigan, is always worth a visit. The Loop is within reach of accessible transportation, offering non-stop public transit, buses, and taxis. Union Station is approximately a 10 minute train ride.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.

Terrific Loop 1BR w/ Gym & Roof Deck, nr Millennium Park, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$150.0

Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished one bedroom apartment with its modern decor, fully equipped kitchen, and roomy living room with great high floor views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI962)brbrDesigned with you in mindbrbrGorgeous furniture, fully equipped kitchen, smart TV, and a premium wireless speaker are just a few of the amenities you’ll find inside this one bedroom apartment. Ideally located in Chicago, you’ll find a lot to love outside as well. When you’re ready to relax, you’ll be happy to discover every Blueground bedroom comes with superior quality mattresses, fully stocked linens, and cozy towels. We handle everything so you can simply show up and start living. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - 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 rental is situated in the most dynamic and convenient place to live in Chicago, The Loop. With its endless shopping, fine dining, stunning park, river and lake views, and entertainment opportunities, everything is possible at a moment’s notice. The area is a cultural getaway for professionals and students, who can combine work with pleasure. Discover landmark buildings like the Willis Tower and The Art Institute of Chicago. Millenium Park, near Lake Michigan, is always worth a visit. The Loop is within reach of accessible transportation, offering non-stop public transit, buses, and taxis. Union Station is approximately a 10 minute train ride.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's central location means it can be noisy at times

Serene Loop 1BR w/ Theater & Lounge, on Michigan Ave, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$505.67

Discover your stylish retreat in Avondale! This beautifully appointed 3-bedroom apartment seamlessly blends modern luxury with sustainable living.brSun-drenched, open-concept living space, leading to a chef`s dream kitchen. Featuring sleek stainless steel appliances, custom cabinetry, and ample counter space, it`s perfect for culinary adventures.brThis eco-conscious building boasts insulated walls, green construction, and solar panels providing complimentary electricity.brbrPlease contact me via app or my cellphonebrbrIMPORTANT!brbrThis first-floor apartment provides a dynamic living environment, situated directly between the activity of second-floor residents above and a basement apartment below. As a result, you can expect to hear the sounds of daily life from both floors, contributing to the overall atmosphere of the original building built in 1924. This includes footsteps and conversations from above, as well as ambient noises from the apartment beneath.brbrIf you are particularly sensitive to noise or are looking for a completely silent environment, this may not be the ideal accommodation for you. brbrWe appreciate your understanding and hope you enjoy your stay!brBy booking, you agree to all of the house rules listed on our listing and rental agreement. Here it is again for your reference: By booking, you agree to all of the following house rules:brbrbr1. Smoking and drug use are not allowed inside the unit, on the premises or in the hallways of the building. This includes vapes, weed, or other illegal substances. There is a $1000 fine if discovered.brbr2. Parties are not allowed in this property, including loud music. There is a fee of $1000 if a party is discovered or if a neighbor complains about excessive noise. Quiet Hours: 10pm - 8am.brbr3. If an excessive mess is discovered after your stay, you will be charged accordingly on top of the standard cleaning fee. Please leave only 1 bag of trash in the can maximum at the property.brbr4. The cleaning that you pay for is to pay for how you find the home. Please leave it as you found it when you first arrived (more or less). If you do not pick up after yourself sufficiently after you check out, you may be charged an additional cleaning fee, price depends how long it takes to clean up after you (we hire 3rd party cleaners to come clean). We don’t expect you to scrub the home but simply pick up your trash and leave it decent enough that your mom would be proud! (=brbr5. Standard check-out is 11 am. Late check-out must be requested 24 hours before your checkout and it is $20/Flat fee. We will let you know what time we can accommodate.brbr6. Standard check-in is at 3 pm. Early check-in must be requested at time of booking and is subject to availability. The fee is $20/hr. We will let you know what time we can accommodate. If you arrive early at the property without letting us know, you will have to wait until check-in time.brbr7. Everything in the home is inventoried. We will charge for any missing or damaged items. Please message us if you need extra items.brbr8. Any cleaning issues must be reported within a reasonable time of check-in so that we can help resolve any issues you may have.brbr9. We do not allow packages/mail to be sent to the address you’re staying at. You may deliver items to the door, or to a local FedEx/UPS. We cannot help you to retrieve delivered mail.brbr10. You are booking with a valid government-issued ID and are not engaging in fraud or identity theft.brbr11. There are security cameras outside of the unit at the entrance. Blocking or disconnecting these devices will lead to immediate termination of your stay with no refund.brbr12. No shoes in the house, please take them off in the front. If you wear shoes in the house please make sure they are clean.brbr13. Please do not wash hair down the drain, no one likes clogged drains and we all know how problematic hair and drains can be, please treat it as your own home. Flush it down the toilet or throw it in the garbage bins provided.brbr14. Please make sure to use your real photo on your Airbnb profile picture. brbr15. Any unauthorized guests staying over will be charged an extra $100/night/guestbrbr16. If you open it, close it; if you borrow it, return it; if you turn it on, turn it off; if you break it, fix it; if you use it, take care of it; if you make a mess, clean it up; if you move it, put it back

Modern Design 3 BDR Apartment

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$775.34

Perched on the entire third floor of a classic Chicago brick building, this private 4-bedroom, 2-bath duplex gives your group the space most city listings simply don’t.brbrbrNo one above you. No shared upper floors. Just your own full-level retreat in Logan Square.brbrbrDesigned specifically for groups of up to 8 guests who want separation without sacrificing togetherness.brbrSleep Comfortably — Not Crammedbrbrbr• Bedroom 1 — King bedbrbr• Bedroom 2 — Queen bedbrbr• Bedroom 3 — Queen bedbrbr• Bedroom 4 — Queen bedbrbrFour true bedrooms. No sofas counted as beds.brbrEveryone gets a real room.brbrThis is why it works so well for two families traveling together, wedding weekends, and corporate stays.brbrBuilt for GatheringbrbrThe open living space and dining area make it easy to relax, work remotely, or share meals together.brbr• Fully equipped kitchenbrbr• Dining table for group mealsbrbr• Fast WiFi for work or streamingbrbr• Smart TVsbrbrbrComfortable for a weekend. Practical for a month.brbrPrivate Garage Parking Option (Rare Chicago Advantage)brbrA private garage spot is available when reserved in advance.brbrIf you’ve stayed in Chicago before, you know how valuable that is.brbrbrbrAdditional street parking is nearby and we also provide daily passes for Davlin Court.brbrThis removes one of the biggest stresses of city travel.brbrLocation That Actually WorksbrbrbrSituated between Logan Square and Avondale:brbr• Restaurants and coffee shops within walking distancebrbr• Grocery stores nearbybrbr• CTA Blue Line accessbrbr• Quick ride to downtownbrbrbrYou’re close to the energy without being in the chaos.

Logan Sq 4BR Duplex • Garage • Sleeps 8

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1585.14

2400 sf 4-story home in Chicago's East Village. 5 baths, spacious living rooms, fireplace, en-suite spa bath, 2 terraces with skyline views, dine-in kitchen. Modern amenities include Wi-Fi, flat TVs, one-car (small/medium) attached garage. Centrally located by the Division corridor. Walk to Milwaukee 'L' stationbrbrEnjoy 4 beds, 3 FULL and 2 HALF BATHROOMS - more than most large-capacity listings in the area. Prepare gourmet meals in the chef's kitchen with marble countertops and stainless appliances. Dine in style with a full dining setbrbrBedrooms feature king bed (primary), queen beds (3rd bedroom and 4th floor open space), and one full-sized bed (1st floor bedroom). Main bedroom with an en-suite spa bathroom with dual vanity, glass shower, and free-standing bathtub. Top level is a converted family room and features a queen bed, workspace, additional living space, games, and a private terrace with skyline viewsbrbrAdditional features include fireplace, floor-to-ceiling windows, two queen and one single air mattresses and secure digital lockbrbrOur prime downtown location is only 3 subway stops (~12 minutes) from the Loop, Michigan Ave, shopping, museums, and Lake Michigan. Enjoy close proximity to I-90/94, United Center, and restaurants like Carbone, Yuzu sushi, Beatnik, Bordel, and more. Find our local recommendations in our house manualsbrbrPlease note, towels are provided per guests BOOKED. We can accommodate up to 12 guests but charge after the 8th guest. We welcome pets without a fee. That goes without saying WE AREN’T ALLERGEN-FREE

EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE

Chicago, Illinois, United States

Bed

Bath

10

Sleeps

$91.02

Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its residents' unique way of saying it. :) This vibrantly curated apartment is designed for comfortable extended stays that may make you consider making Chicago home, or at least make sure you feel at home while you're here. You will be welcomed into a well-appointed space with cozy linens, sparkling clean bathrooms and warm touches at every turn.brbr2 colorful queen size beds with cozy duvets and 4 pillows on each bed. Large bright bathroom in master with glass enclosed shower. Hallway bathroom features tub and shower. Both baths include body wash, fresh linens and makeup towels. The TV is loaded with streaming apps for guests to log in with their own credentials. Dining table seats 4 and kitchen features breakfast bar with 4 additional counter stools. There are hangers in the closet and a fully stocked kitchen (dishes, glassware, flatware, pots, pans, bakeware, and cooking utensils).

The Jewels, 2 bed/2 bath, UChicago 2mi, Parking, DTWN 15mi

Chicago, Illinois, United States

Bed

Bath

Sleeps

$329.4

Summary:brbrStay in a clean and comfortable 1-bedroom home in Chicago’s Near North Side. The unit has a cozy living room, full kitchen, quiet bedroom, and fast Wi-Fi. It’s close to River North, Old Town, the Mag Mile, and top restaurants. CTA trains and buses are nearby, making it easy to get around. A simple and convenient place to relax while exploring the city.brbrbrbrThe Space:brbrThe space is designed for easy, relaxing stays whether you're here for work, a weekend getaway, or long-term travel. It has a clean layout, modern finishes, and everything you need to feel at home.brbrbrbrYou’ll have a cozy living room to unwind, a fully equipped kitchen for simple cooking, a peaceful bedroom with plenty of storage, and a clean bathroom stocked with essentials. The unit gets good natural light and offers a quiet retreat while still being close to everything downtown.brbrbrbrThe location is one of the best parts. You're minutes from River North, Old Town, and the Gold Coast, giving you quick access to Chicago’s top restaurants, coffee shops, and attractions. Getting around is easy with nearby train lines, buses, and highways.brbrbrbrIt’s a simple, comfortable home in a lively neighborhood for travelers who want convenience and local feel.brbrbrbrGuest Access:brbrGuests will have access to the entire unit during their stay. Entry is handled through secure check-in instructions, which are provided before arrival.brbrbrbrThe Neighborhood:brbrThe home sits in Chicago’s Near North Side, one of the city’s most dynamic and convenient neighborhoods. It’s close to River North, Old Town, and Cabrini Green, giving guests easy access to both trendy spots and local favorites.brbrbrbrYou’re near grocery stores, cafés, parks, and fitness centers. The area continues to grow, making it a great mix of residential comfort and urban energy.brbrbrbrTransportation is simple. The CTA Red Line, Brown Line, and several bus routes are close by. You also have quick access to Lakeshore Drive and the expressways if you're traveling around the city.brbrbrbr5–10 minutes awaybrbrDowntown ChicagobrbrRiver North nightlife and restaurantsbrbrOld Town’s boutiques and comedy clubs (like The Second City)brbrNorth Avenue BeachbrbrChicago History MuseumbrbrMagnificent Mile shoppingbrbrOak Street BeachbrbrChicago RiverwalkbrbrbrbrLocal favoritesbrbrJeni’s Ice CreambrbrThe Goddess and GrocerbrbrLou Malnati’s PizzeriabrbrHappy Camper PizzabrbrFirkin & Pheasant (gastropub)brbrDollop Coffee Co.brbrTarget and Whole Foods nearbybrbrbrbrAttractions a short ride awaybrbrNavy PierbrbrMillennium ParkbrbrWillis TowerbrbrLincoln Park ZoobrbrWicker ParkbrbrUnited Center (for concerts and NBA games)brbrbrbrGetting Around:brbrNearest CTA Station:brbrChicago (Brown Line & Purple Line) – about a 10 to 12 minute walk.brbrbrbrFrom this station, guests can reach:brbrThe Loop / Downtown: Brown Line toward Kimball → get off at any of the downtown stops like Merchandise Mart, Washington/Wells, or Quincy.brbrbrbrMerchandise Mart: 1 stop southbrbrbrbrRiver North: 1 to 2 stops southbrbrbrbrOld Town: Walkable, or take the Brown Line north to SedgwickbrbrbrbrLincoln Park: Brown Line north to FullertonbrbrbrbrWrigley Field: Transfer to the Red Line at Fullerton → ride to AddisonbrbrbrbrO’Hare Airport: Brown Line south → transfer at Clark/Lake → Blue Line to O’HarebrbrbrbrMidway Airport: Brown Line south → transfer at Harold Washington Library → Orange Line to MidwaybrbrbrbrNearest Bus Lines (shorter walk):brbr#66 Chicago Ave: Main route for shops, restaurants, and downtown accessbrbrbrbr#8 Halsted: Runs north-south through River West, Goose Island, and Little Italybrbrbrbr#22 Clark: Great for River North, Gold Coast, and Andersonvillebrbrbrbr***These three routes make it easy for guests to reach most key spots without a car.brbrbrbrOther Things to Note:brbrWe might need additional ID for security and verification. Only registered guests are allowed.brbrbrbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$611.61

Summary:brbrA calm and well-styled space with an open-layout living area and kitchen, plus 2 bedrooms and 1 bathroom. A comfortable retreat in the heart of the city.brbrbrbrThe Space:brbrWelcome to your stylish and comfortable retreat on the 3rd floor, perfectly situated near downtown Chicago. Our fully furnished 2-bedroom, 1-bathroom apartment offers a modern and inviting space, ideal for both short and long stays.brbrbrbrThe open-layout living area and kitchen create a bright, airy environment for cooking, relaxing, or entertaining. The kitchen comes fully equipped with all essentials, while the living area provides a cozy spot to unwind after a busy day in the city.brbrbrbrThe bedrooms are thoughtfully furnished for comfort, featuring a king bed in the main bedroom and queen bed in the other room making it ideal for families or groups.brbrbrbrWith a calm and well-styled interior, this unit is a peaceful urban escape while being just minutes from the heart of downtown Chicago.brbrbrbrGuest Access:brbrGuests will have access to the entire unit during their stay. Entry is handled through secure check-in instructions, which are provided before arrival.brbrbrbrThe Neighborhood:brbrNestled in Chicago’s Near North Side, this home offers a perfect blend of urban energy and residential comfort. Just minutes from River North, Old Town, and Cabrini Green, guests have easy access to both trendy hotspots and beloved local favorites.brbrbrbrThe neighborhood is filled with grocery stores, cafés, parks, and fitness centers, making daily life convenient while keeping you close to the city’s vibrant culture.brbrbrbrGetting around is effortless with the CTA Red and Brown Lines nearby, multiple bus routes, and quick access to Lakeshore Drive and the expressways for exploring Chicago.brbrbrbrWithin 5–10 minutes:brbrDowntown ChicagobrbrRiver North nightlife and restaurantsbrbrOld Town boutiques and comedy clubs (like The Second City)brbrNorth Avenue BeachbrbrChicago History MuseumbrbrMagnificent Mile shoppingbrbrOak Street BeachbrbrChicago RiverwalkbrbrbrbrLocal favorites:brbrJeni’s Ice CreambrbrThe Goddess and GrocerbrbrLou Malnati’s PizzeriabrbrHappy Camper PizzabrbrFirkin & Pheasant (gastropub)brbrDollop Coffee Co.brbrTarget and Whole FoodsbrbrbrbrA short ride to:brbrNavy PierbrbrMillennium ParkbrbrWillis TowerbrbrLincoln Park ZoobrbrWicker ParkbrbrUnited Center (concerts and NBA games)brbrbrbrGetting Around:brbrClosest CTA Station:brbrChicago Station (Brown & Purple Lines) – roughly a 10–12 minute walk.brbrbrbrFrom this station, guests can conveniently reach:brbrThe Loop / Downtown: Take the Brown Line toward Kimball and get off at any downtown stop, such as Merchandise Mart, Washington/Wells, or Quincy.brbrbrbrMerchandise Mart: 1 stop southbrbrbrbrRiver North: 1–2 stops southbrbrbrbrOld Town: Walkable, or take the Brown Line north to SedgwickbrbrbrbrLincoln Park: Brown Line north to FullertonbrbrbrbrWrigley Field: Transfer to the Red Line at Fullerton, then ride to AddisonbrbrbrbrO’Hare Airport: Brown Line south → transfer at Clark/Lake → Blue Line to O’HarebrbrbrbrMidway Airport: Brown Line south → transfer at Harold Washington Library → Orange Line to MidwaybrbrbrbrNearby Bus Routes (short walk):brbr#66 Chicago Ave: Main route for shops, restaurants, and downtown accessbrbrbrbr#8 Halsted: Runs north-south through River West, Goose Island, and Little Italybrbrbrbr#22 Clark: Ideal for reaching River North, Gold Coast, and AndersonvillebrbrbrbrThese routes make it simple for guests to explore the city and reach key destinations without needing a car.brbrbrbrOther Things to Note:brbrWe might need additional ID for security and verification. Only registered guests are allowed.brbrbrbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

Stylish Japanese-Themed 2BR Apt Close to Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

Select Dates for Price

We believe that a clean space makes for a happy community. Let's all contribute to keeping this place tidy:brbr- **Wash your dishes** after use.br- If you sprinkle while you tinkle, **please be sweet and wipe the seat**.br- Always put the **toilet seat down**.brbrThe host will handle taking out the rubbish and restocking toilet paper and paper towels. If anything is running low, just let me know!brbrThank you for helping us maintain a pleasant environment for everyone!brbrGuest accessbrWelcome to your cozy abode! To find your haven, spot door #2brbrAs you step into the space through the upwards stairway. Your private room awaits.brbrcleanliness of this shared spaces is the responsibility of the guest. cheap cleaning fee means taking on the responsibility brbrA little heads up: Our home holds a darling history as an old house. While its character is unmatched, please be mindful of the breakers – they may act up if too many things are plugged in. Fear not! In case of a power blip or any concern, reach out, and I'll swiftly resolve it. Your comfort is our priority in this timeless retreat!brbrplease notice fridge, bathroom and bathroom cubby labeled with room number, that is your dedicated space for personal food, toiletries and shower itemsbrbrDuring your staybrEmbracing the joy of motherhood, I'm often occupied with my little ones, and I naturally tend to keep a quieter presence. While I may not actively seek interactions with my guests, I'm here to ensure your comfort and am responsive to any complaints BEFORE the reviews come in! just let me know. Feel free to enjoy your personal space by keeping your door closed and locked. brbr Welcome to our home! Your needs matter – reach out anytime via the app or when you see Genova on premises. Your privacy is cherished, and a 5-star experience is my goal. Enjoy your stay! brbryou'll need to let me know what is needed as I am currently consistently able to provide clean linen and a place to rest at an affordable price. so please let me know if there's any upkeep that may be necessary or if tp almost runs out for example. I'll restock.brbrbrcleanliness of this shared spaces is the responsibility of the guest. cheap cleaning fee means taking on the responsibility brbrplease leave any shared space better than you found it. I have affordable prices and count on my guests to create a collective environment of cleanliness and harmony

Bright & Cozy 4BR Apartment• Perfect Chicago Location

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1563.14

Summary:brbrWelcome to the Chicago Mid-Century Gem, an extraordinary urban retreat. brbrbrbr- Four bedrooms and 3.5 bathrooms brbr- Spacious living area with a chef's kitchen brbr- Rooftop deck with bar for outdoor entertaining brbr- Finished lower level with family/rec room and wet bar brbr- 1200 sqft heated garage with 3 parking spaces brbr- Master suite with jetted tub and custom closet brbrbrbrBook your stay with TheDreamRentals today!brbrbrbrThe Space:brbrWelcome to the Chicago Mid-Century Gem, an extraordinary urban retreat located mere steps from the renowned United Center. This expansive home is a masterpiece of design, offering not only four bedrooms and 3.5 bathrooms but also a sprawling basement with a full bar, a rooftop deck featuring its own bar, and a generous garage. Upon entry, you will be greeted by the main living space with a spacious dining area next to your chef's kitchen that's fully equipped.brbrbrbrComfortable Accommodation:brbr- Master bedroom with a king bed, custom bathroom featuring a 2 person jetted tub, bidet, and a California Closetbrbr- Bedroom 2 with a king bed and a single bedbrbr- Bedroom 3 with king bedbrbr- Final bedroom with 4 double sized beds brbrbrbrInterior Feeling:brbr- Expansive main living areabrbr- Chef's kitchen fully equipped for all your cooking needsbrbr- Family room with a balcony and a large HD TVbrbr- Floating iron staircase with walnut treads leading to the upper levelbrbr- Galley style laundry area on the upper levelbrbr- Fully-finished Lower Level with a family/rec room, wet bar, full bath, and additional bedroombrbrbrbrOutdoor Bliss:brbr- Large rooftop deck perfect for summer entertainingbrbr- Rooftop includes a hot tub, sauna, and a bbqbrbr- Private garage with three parking spaces availablebrbrbrbrDelightful Dining:brbr- Spacious dining area adjacent to the kitchenbrbr- Ideal for family meals or gatherings with friendsbrbrbrbrProfessional Cleaning:brbr- The property is maintained to the highest standards of cleanliness and hygienebrbrbrbrBook with us today and enjoy exclusive discounts with our trusted local vendors! Elevate your stay with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Let us help you create an unforgettable experience from start to finish!brbrbrbrGuest Access:brbrGuests will access the home via an entry code to the garage door and then a lockbox inside of the garage for access to the home.brbrbrbrThe Neighborhood:brbrWest Town is one of Chicago’s most vibrant and evolving neighborhoods, known for its mix of historic charm and modern energy. Tree-lined streets are filled with classic brick walk-ups, trendy cafes, local boutiques, and some of the city’s best restaurants and nightlife. The area includes popular pockets like Wicker Park and Ukrainian Village, offering a creative, artsy atmosphere with plenty to explore just steps from your door. Guests love West Town for its easy access to downtown Chicago, nearby public transportation, and its perfect balance of residential comfort and urban excitement.brbrbrbrGetting Around:brbrIt is convenient whether you’re arriving by plane, car, or public transit. From O'Hare International Airport (about 30–40 minutes by car), guests can take a taxi or rideshare directly to the property, or hop on the CTA Blue Line toward downtown and transfer to a bus or rideshare for the final stretch. From Midway International Airport (about 25–30 minutes by car), rideshare is the quickest option, or take the Orange Line downtown and connect to a bus heading west. If driving, the home is easily accessible from I-290 (Eisenhower Expressway). For those using public transportation, several CTA bus routes run along Washington Boulevard and nearby major streets, with quick connections to downtown and surrounding neighborhoods.brbrbrbrOther Things to Note:brbrWe're excited to welcome you to the Chicago Mid-Century Gem and want to ensure you have a seamless and enjoyable stay. Here are some additional details to keep in mind:brbrbrbrCheck-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. Should you need early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request.brbrbrbrHouse Manual: Upon booking confirmation, you'll receive a comprehensive house manual that includes important information about the property's amenities, operating instructions, and local recommendations. We recommend giving it a read to make the most of your stay.brbrbrbrSmoking Policy: For the comfort and safety of all guests, smoking is strictly prohibited within the property. If you wish to smoke, please use the designated outdoor areas and dispose of cigarette butts responsibly.brbrbrbrPets: While we adore our furry friends, we regret to inform you that this property is not pet-friendly. We appreciate your understanding in adhering to this policy.brbrbrbrQuiet Hours: Kindly respect the outside quiet hours between 9:00 PM and 8:00 AM to ensure a peaceful environment for all guests and neighbors.brbrbrbrEvent and Gatherings: The Chicago Mid-Century Gem is ideal for small gatherings and celebrations. However, please inform us in advance if you plan to host an event, as additional arrangements may be necessary.brbrbrbrSecurity: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $500 will be required before check in.brbrbrbrMonitoring: We have camera's outside of the home for your safety. It will be recording during the reservations. Tampering with these will result in a fine.brbrbrbrRegistration number: R25000130691brbrShared Housing Unit Operation License Number: 2823378brbrbrbrInteraction with Guests:brbrSupport at Your Fingertips: Should you have any questions, need recommendations, or encounter any issues during your stay, feel free to reach out to us. We're just a message or call away and are dedicated to ensuring your comfort.brbrbrbrFeedback Welcomed: We value your feedback and would love to hear about your experience. If there's anything we can do to enhance your stay or if you have suggestions for improvement, please don't hesitate to share.brbrbrbrOur goal is to strike the perfect balance between being available to meet your needs and respecting your desire for a tranquil and enjoyable stay.

United Center Compound w/Rooftop, Hot Tub, Sauna

Chicago, Illinois, United States

Bed

Bath

18

Sleeps

$115.59

Your Chicago adventure begins at this 2-bedroom apartment. The space features two bedrooms and a third bedroom used as an office. First featuring a cool queen bed in the master suite. A wonderful 2nd bedroom with a full bed, perfect for a fabulous stay. Enjoy WiFi, heating, AC, a washing machine, a hair dryer, and an iron during your visit. Experience what Chicago has to offer with a stay at our apartment. All the comforts of home in this modern clean Chicago Apartment. Top floor owners unit. Perfect for a group, remote workers or medical students, on rotation. Full kitchen with everything that you need, plus a full sized washer and dryer in the apartment. The block the apartment is located on is friendly and safe. Close to to Rush Oak Park Hospital, Community First Health and Humbolt Park Health. Plenty of street parking.

Chic 2-bedroom apartment in fabulous Chicago with AC, WiFi

Chicago, Illinois, United States

Bed

Bath

Sleeps

$454.64

Summary:brbrReady to stay in CHARMING Chicago Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 4 bedrooms, and is steps from the city’s best food on CLARK street. Our Edgewater neighborhood has you under a mile to the beach and under half a mile to the “L” TRAIN to explore all of Chicago. 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 Essentials - Self check-in - Fully-equipped kitchen - Steps from Chicago’s best food on CLARK street - Walk to the BEACH and “L” TRAIN! Lakewood Balmoral - Andersonville Highlights: - Close walk to Clark Street - restaurants, entertainment, local coffee - 13 minute drive to Wrigley Field - world-famous Chicago Cubs baseball & classic Chicago bars -Close to multiple beaches - TVs and killer fried food - Chicago’s most delicious food - Anteprima (delicious Italian), Pizza Lobo, Greek 2 U Grill (we love the beet salad, pork belly yeero, and shrimp skewers; say hi to Vicky for us), Marty’s Martini (dessert drinks), Atmosphere: An LGBTA+ bar and dance venue. - Local coffee and shopping - The Understudy Coffee and Books (the best espresso tonic!), Cowboys and Astronauts (men’s clothing and home decor) - Walkability score: 91 (“walker’s paradise”) Getting Around: - 11 minute walk to the CTA 'L' train station (Red Line) - 20 minute drive to The Loop downtown - 30-45 minute drive to O'Hare airportbrbrbrbrGuest Access:brbrYou’ll have the apartment all to yourself. Building secured w/ Ring camerasbrbrbrbrThe Neighborhood:brbrDining and Drinks Recommendations We highly recommend checking out these local spots, all located just west of our house on Clark Street: • Anteprima: Delicious Italian cuisine. • Pizza Lobo: Great spot for some tasty pizza. • Greek 2 U Grill: Delicious Greek food at an affordable price. We love the beet salad, pork belly yeero, and shrimp skewers. Say hi to Vicky for us if you visit. • Marty’s Martini Bar: For a delicious dessert drink. • Atmosphere: An LGBTA+ bar and dance venue. • Hopleaf: Yummy gastropub food and drinks. • Simon’s Tavern: A classic dive bar. • Little Bad Wolf: Located on Clark and Bryn Mawr, known for its delicious burgers. • Uvae: Right across from Little Bad Wolf, a great spot if you prefer a wine bar. Coffee Spots If you prefer to walk for coffee, there are several local spots nearby: • The Understudy Coffee and Books: My favorite drink here is the espresso tonic with soda water, vanilla, and espresso. • The Coffee Studio • Starbucks • La Colombe Coffee • La Colectivo Coffee Bakeries • Lost Larson: Known for delicate, buttery pastries. • DeFloured: A fantastic gluten-free bakery. Shopping • Cowboys and Astronauts: A men’s clothing and home decor shop. • The Brown Elephant Resale Shop: Benefiting Howard Brown Health. • Rare Form: An IG-worthy home decor shop. Markets • Farmers Market: During the summer months, there is a farmers market on Wednesdays from 3 PM to 7 PM. More details at Andersonville Market. • Seasonal Vintage Market: Held on Catalpa. More details at Vintage Market. Entertainment • Magic Lounge: Located just south of Foster Avenue, it’s a great spot to see a fun magic show or grab a drink after hours.brbrbrbrGetting Around:brbrFor guests bringing a car, please note that this home does not include a designated parking spot 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! - 11 minute walk to the CTA 'L' train station (Red Line) - 20 minute drive to The Loop downtown - 30-45 minute drive to O'Hare airportbrbrbrbrOther 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 brbrbrbrWe may require an ID & signed Rental Agreement or a refundable deposit prior to check in. brbrWe 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 cameras. brbrWe do not have keys or access to our mailbox. brbrbrbrHOUSE RULES brbr11:00 pm Quiet Hour brbrWe do NOT allow late check out. There is a charge of $25/10 min after 11AM. brbrMust 21+ to Book No smoking or Vaping (of anything) inside the unit. brbr$500 fine if home smells like smoke. brbrMust book for total number of guests staying/visiting the home. $250 per unauthorized guest/night. brbrRing cameras on the exterior of the property. These do record when it captures motion. Blocking of cameras will lead to eviction and $1000 fine. NO EXCEPTIONS!brbrIf a security team is called due to an infraction of the house rules, the guest agrees to pay for the security team ($500 minimum) and the duration of the reservation, even if removed by the security team due to the infraction. brbrDo not cover Ring Cameras, this will lead to an eviction and forfeiture of security deposit. brbrPlease DO NOT flush feminine products/paper towels/any foreign substance down the toilet (ONLY toilet paper). It is not good for the pipes and if there is an issue we may pass the charge onto the guest. brbr$500 for any unauthorized pets per night brbrRental agreement, ID, and/or security deposit may be asked prior to booking brbrWe do charge an additional $150 deep cleaning fee for pets (per reservation). Pets must be disclosed to us and pre-approved prior to booking. brbrPlease no burning of candles, incense, or anything else in the home. If done, this will be treated as “smoking” in our house rules. brbrWe only provide the initial supplies for the stay. If more are needed throughout the trip, It will be the guest's responsibility.brbrbrbr$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 systembrbrbrbrPlease do not use the front door buzzer under any circumstances. Guests have been provided with a key to enter the building, which is the only authorized way to access the property. Violation of this rule will result in a fine,brbrbrbrInteraction 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

North Chicago Spacious Home

Chicago, Illinois, United States

Bed

Bath

Sleeps

$240.58

Beautiful and spacious 1BR, 2BA condo near the University of Chicago. Remodeled with an open floor plan, hardwd floors, stainless steel appliances, in-unit washer/dryer, and private parking space. Enjoy a cozy reading nook and expansive outdoor patio. Two Smart TV’s, in the bedroom and living room. Quiet, tree-lined street, minutes from Hyde Park, Lake Michigan, Jackson Park Golf Course, the future Obama Presidential Library, and Regal Mile Film Studios. Welcome to your new home away from home!brbrNOTE: Guests have private access to the entire 1 bedroom / 2 bathroom condo. There are no shared spaces.brbrFOR GUESTS' CONVENIENCE: A roll-away bed can be provided for a 3rd guest to sleep in the living room, upon request.brbrRegistration number - R23000105305

Hotel

University of Chicago Condo-Upgraded and Spacious w/Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$674.0

Experience an urban oasis unlike any other:brbr- Complimentary parking for one vehicle in our attached lot br- Spacious, recently renovated kitchenbr- Immersive entertainment with large-screen TVsbr- Unwind with a game of poker or foosball at our dedicated tablesbr- Conveniently located within walking distance of the Magnificent Milebr- Surrounded by an array of vibrant bars, restaurants, and nightlifebr- Embrace our inviting patiobrbrExperience a generously designed space ideal for gatherings with friends and family. Our offerings extend beyond mere accommodation:brbr• Culinary enthusiasts will appreciate the fully stocked kitchen, complete with a coffee machine, new appliances, and all the essentials for crafting a home-cooked gourmet meal.br• The dedicated game room is thoughtfully stocked with poker chips and a foosball table, promising hours of lively entertainment.br• Immerse yourself in the vibrant local arts scene with an exclusive exhibition featuring Chicago landmarks, captivating local destinations, and pieces that capture the essence of Chicago.br• Stay connected with high-speed wifi. Upon request access a large computer monitor for your convenience.brbrStep outside our condo, and you'll find immediate amenities:brbr• Securely park your vehicle in our attached gated parking for one car (additional parking available upon request).br• Unwind on the private, expansive patio, equipped with a Weber Grill for those who relish outdoor cooking.br• Experience the ease of keyless entry, ensuring both security and convenience throughout your stay.brbrR21000062163

River North 3BR/2BA: HUGE, Parking, Center Chicago

Chicago, Illinois, United States

Bed