Vacation Rentals By Owner In Chicago, IL

Explore the best of the Windy City from our luxurious River North base with poolbrbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 325 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✦ Fitness center is available.brbr✦ Pool is available.brbr✦ Paid valet parking – 1 space(s), available for $78 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note: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. For an additional fee of $75 per pet, per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Look No Further! 2 Stylish King Units! Pet-Friendly, Walk to Riverwalk & Dining

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1457.64

This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 365 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✦ Fitness center is available.brbr✦ Pool is available.brbr✦ Paid valet parking – 1 space(s), available for $78 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note: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. For an additional fee of $75 per pet, per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Four Cozy Queen Rooms! Perfect for Family & Friends, Pets Are Welcome, Pool!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1095.07

This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 365 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✦ Fitness center is available.brbr✦ Pool is available.brbr✦ Paid valet parking – 1 space(s), available for $78 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note: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. For an additional fee of $75 per pet, per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

3 Comfortable Units! Pet-friendly Property! Near Riverwalk & Chicago Attractions

Chicago, Illinois, United States

Bed

Bath

Sleeps

$734.81

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 365 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✦ Fitness center is available.brbr✦ Pool is available.brbr✦ Paid valet parking – 1 space(s), available for $78 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note: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. For an additional fee of $75 per pet, per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Best Place to Unwind! 2 Family and Dog Friendly Units! Walk to Millennium Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$399.78

Located in a village within the city of Chicago, welcome to The Roscoe Village Guesthouse, at the corner of Roscoe and Damen. We are in the heart of Roscoe Village and walking distance to the CTA brown line train. We are less than 1 mile west of Wrigley Field and a 30 minute train ride to downtown Chicago. Right outside your door are restaurants & boutique shopping Plenty of free street parking around the house.brbrWe offer 2 queen beds and 1 full size bed. Two bedrooms have large closets. All bedrooms have a nightstand and or dresser with a lamp. There is a work area with a desk that has height adjustment for sitting or standing. The kitchen is stocked with all cooking ware, dishes, utensils, blender, toaster, coffee maker and microwave. A dishwasher is also available for use. The back area has a large washer and dryer which is free to use. The unit also offers 600 mps WIFI. Currently there is one 55 smart tv in the apartment. The Bakeshop Chicago occupies the store front of the building. The Bakeshop is a café that offers coffee, breakfast sandwiches and pastries. This is very convenient. There are also restaurants on each side of the building. Excellent area! You will need to climb stairs to the unit.

The Roscoe Village Guesthouse

Chicago, Illinois, United States

Bed

Bath

Sleeps

$809.58

Summary:brbrExperience Chicago luxury in this, professionally designed 5BR/3BA Hyde Park apt — perfectly located near historic mansions, the lake, and the University of Chicago.brbrbrbrStep inside to find a bright, open living space with soft, cozy tones. Every room blends comfort & and style that feels like a boutique hotel. Perfect for families, groups, or business travelers — sleeps up to 12 guests with modern amenities and fast WiFi.brbrbrbrProfessionally managed by Dwellish - where design meets hospitality.brbrbrbrThe Space:brbrThis spacious, light-filled, one-level apartment is designed for comfort and style. Located on the second floor of a beautiful building steps from the lake and Hyde Park’s iconic mansions, this 5-bedroom, 3-bath home is perfect for families, friends, and group getaways.brbrbrbrThe professionally decorated living space features soft, cozy tones, a 55 Smart TV, and large windows that fill the room with natural light. Enjoy meals together at the dining table or breakfast bar with two stools, and take advantage of the fully stocked kitchen — complete with coffee, cooking essentials, and more.brbrbrbrEach bedroom offers plush bedding and ample closet space with hangers.brbrbrbrBedroom 1: Double bed, blackout curtainsbrbrbrbrBedroom 2: Queen bed + Ensuite bathroom + desk for remote workbrbrbrbrBedroom 3: Queen bed + dresser and closetbrbrbrbrBedroom 4: Queen Bed + Desk setupbrbrbrbrBedroom 5: Full Bed + TV for private entertainmentbrbrbrbrThere are three full bathrooms, a washer and dryer in-unit, and even a Queen air mattress for flexible sleeping arrangements.brbrbrbrGuests will also enjoy a dedicated parking space, an iron and ironing board, and thoughtful extras like extra coffee, soaps, and supplies — all part of the Dwellish touch.brbrbrbrGuest Access:brbrGuests have access to the entire unit.brbrbrbrOther Things to Note:brbrGuests must use stairs to access the second floor of the building. There is no elevator. brbrbrbrWe are pet-friendly - pets must be registered with the reservation. Guests are responsible for their pet, and any damage incurred will result in a charge.brbrbrbrInteraction with Guests:brbrPlease send a message to your hosts in the app and we will be right with you.

Dwellish Rentals - Hyde Park Luxury Stay 5BR Near Lake & UChicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1692.05

Summary:brLooking for multiple units to stay in one centralized location in the heart of downtown Chicago We are your place. You will get 3 different Suites with all separate private access shared through a common hallway. There is an incredible roof deck that is PERFECT for enjoying an outside experience. We are located RIGHT downtown and close to all tourist attractions. Easy commute. Just ask and I can provide more details about the area!brbrThe Space:brUnit 1 (first floor) - 2 bedrooms:brBedroom 1 - 2 queensbrBedroom 2 - 2 queensbr1 Full size bathroombrbrUnit 2 (second floor) - 2 bedrooms:brBedroom 1 - 2 queensbrBedroom 2 - 2 queensbr1 Full size bathroombrbrUnit 3 (third floor plus upstairs) - 3 bedrooms:brBedroom 1 - main level with 2 queensbrBedroom 2 - second level with 1 queen and 1 twin (loft area)brBedroom 3 - second level with 4 twinbr2 Full size bathroomsbr1 Half bathroombrbrGuest Access:brYou will receive check in instructions 1 hour prior to arrivalbrbrThe Neighborhood:brGoose IslandbrbrGetting Around:brLooking for multiple units to stay in one centralized location in the heart of downtown Chicago We are your place. You will get 3 different Suites with all separate private access shared through a common hallway. There is an incredible roof deck that is PERFECT for enjoying an outside experience. We are located RIGHT downtown and close to all tourist attractions. Easy commute. Just ask and I can provide more details about the area!brbrOther Things to Note:brWE ARE NOT RESPONSIBLE FOR ITEMS LEFT IN THE PROPERTY AFTER YOU CHECK OUT. MAKE SURE YOU DOUBLE CHECK ALL AREAS PRIOR TO LEAVING THE PROPERTY TO CONFIRM YOU HAVE ALL OF YOUR BELONGINGS.

3 Flat Building Downtown - With Private Patios

Chicago, Illinois, United States

Bed

Bath

Sleeps

$851.18

Summary:brYou will get 2 separate Suites that are directly above one another. Each Suite has 2 bedrooms and 1 bathroom. There is a great shared deck out back for entertaining. brbrThis listing includes:br- 2 Separate living spaces (2 floors)br- 4 bedrooms with 8 queen beds totalbr- 2 living roomsbr- 2 Fully stocked Kitchensbr- 1 parking spot (more avail., just ask)br- Great roof deck patiobrbrI have another unit in the building that is bigger that is also available, ask mebrbrGetting Around:brLocated between Goose Island and Noble Square, virtually all of Chicago is in your reach. While West Town has some notable great locations, such as the Polish Museum of America, art centers, endless bars and restaurants, and coffee shops, our building puts you within arms reach of all of downtown Chicago's attractions.brbrThere are great restaurants, shopping, bars, live music, endless activities in the neighborhood. You will LOVE IT!brbrOther Things to Note:brWE ARE NOT RESPONSIBLE FOR ITEMS LEFT IN THE PROPERTY AFTER YOU CHECK OUT. MAKE SURE YOU DOUBLE CHECK ALL AREAS PRIOR TO LEAVING THE PROPERTY TO CONFIRM YOU HAVE ALL OF YOUR BELONGINGS.

2 Suites, 2 Floors in Downtown Chicago

Chicago, Illinois, United States

4

Bed

Bath

16

Sleeps

$207.37

Your new home away from home! This beautiful townhouse offers a cozy retreat with a queen bed and a full bed. Enjoy the amazing amenities like A/C, super-fast WiFi, a ping pong table and a fitness area. Need to catch up on work There are 2 convenient office spaces, 1 with a comfy futon. Only 3 blocks away from the Metra and only one stop away from University of Chicago! Nearby neighborhood attractions: South Shore Cultural Center, 71st St. Beach, Museum of Science and Industry, The Jackson Park Bark, The Stony Island Arts Bank, Garden of the Phoenix, Jackson Park Golf Course and near to the future Obama Presidential Library and Campus. 10-25 minutes away from all hospitals and tier 1 medical centers. Easy access to public transportation. Easy street parking. No pets.

Private Vacation Home

Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood

Chicago, Illinois, United States

Bed

Bath

Sleeps

$271.46

Trendy two unit apartment nested between South Loop and Bronzeville. The unit is in close proximity to McCormick,Winturst Arena and IIT and a convenient stay for a trip to Chicago,long term and short term! We look forward to hosting you

Cozy 2 Bedroom unit-15mins Dwtn!

Chicago, Illinois, United States

Bed

Bath

4

Sleeps

$103.0

Discover the best of Chicago, with this one bedroom apartment in Fulton Market District. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room, and our dedicated, on-the-ground support. (ID #CHI1353)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 cozy 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 Fulton Market District apartment has to offer. 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 - 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.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

Blueground | Fulton Market District, pool, nr Union Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$166.1

Consider this condo your home away from home while you visit Chicago. This wonderful property features 2 bedrooms with a cozy queen bed, 1 bathroom equipped with a bathtub and shower, and jacuzzi essential amenities like an iron, AC, and heating. Experience the magic of Chicago at our condo.

Condo

Beautiful condo with AC in vibrant Chicago 10 mins to beach. 10 mins to downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$232.9

Forget your worries in this spacious and serene space. You have many options steps away including a byob pizza parlor, taco truck, laundry mat, convenience store, popular bar, and all the culture you can enjoy.

Cozy 2BR haus inn Pilsen with patio and fire pit

Chicago, Illinois, United States

3

Bed

Bath

6

Sleeps

$218.41

Escape the ordinary and step into a curated romantic retreat designed exclusively for adult couples (25+). This is more than a stay — it’s an intimate, immersive experience created to deepen connection, spark romance, and deliver unforgettable moments together.brbrThoughtfully crafted as a signature experience by Pink Wild Rose, every detail is designed to offer privacy, intention, and an elevated escape from the everyday.brbrEvery detail in this beautifully designed apartment has been crafted with intention: warm ambiance, sensual lighting, luxurious touches, and thoughtful elements throughout the space that invite you to slow down, unwind, and truly enjoy each other. From the moment you walk in, you’ll feel transported into a private world built just for two.brbr Includes an adult play room with iconic lips sofa, dance pole and more adult themed surprises for adventurous couples to enjoy.brbrIMPORTANT: The nightly price is for 1 couple (2 guests), no visitors or events are allowed.brbrWhether you’re celebrating love, rekindling the spark, or simply craving a beautifully designed escape from everyday life, this experience offers something beyond the typical city stay. Expect comfort, privacy, intimacy — and an atmosphere that feels indulgent, elevated, and deeply romantic.brbrThis is more than a getaway. This is an experience you’ll want to come back to again and again.

Private Romantic Retreat for Two • Luxury Escape

Chicago, Illinois, United States

Bed

Bath

Sleeps

$191.0

Feel at home wherever you choose to live with Blueground. You’ll love this pretty The Loop furnished one bedroom apartment with its modern decor, fully equipped kitchen, and roomy living room. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI1371)brbrDesigned with you in mindbrbrAs with any Blueground apartment, you’ll find a thoughtfully designed space complete with beautiful furniture and a fully equipped kitchen in this one bedroom property. And, thanks to our superior quality mattresses, fully stocked linens, and towels, you can relax knowing you’ll always feel comfortably at home. When you’re ready for some fun, you can take in the Chicago vibes or bring the entertainment to you with the premium wireless speaker or smart TV. 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 - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - 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 is not located near public transportationbr - This apartment's central location means it can be noisy at timesbr - This apartment is located near a railway, so expect to hear moderate noise when trains pass

Blueground | Chicago Loop, pool, nr Millennium Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$777.36

Walk to almost everything Chicago has to offer- Downtown, Mag Mile, North Ave beach, Lincoln park zoo, restaurants, bars, boutiques. Bring family or friends to this Haute Couture Designer themed townhouse spanning over two levels on a quiet neighborhood street in historic Old Town.br4 bedrooms, 2.5 baths, patio, parking for 1 car, laundry, fully stocked kitchen with stainless steel appliances & granite countertops. Pets welcome! What else can you possibly need brMessage me if you have questions!brbrThis townhome works best for guests who understand urban living and value location and bed count.brThe layout is efficient rather than sprawling, but it offers something uncommon in this sought-after neighborhood: five queen beds, one king, backyard, and parking.brbrPlease turn to the photos to get enchanted by this stunning space and also to see the floor plan with layout and sleeping arrangements.brbr** SPECIAL FEATURES ** br✦ open-plan living/dining area with a fireplacebr✦ backyard with grillbrbr**OTHER AMENITIES**br• washer and dryer br• central air conditioning and heatbr• free Wi-Fi throughout the propertybr• one parking space in a two-car detached garage on the property and multiple other parking options in the neighborhood br• free luggage storage in the garage, as well as extended free parking before check-in time and after checkout may be availablebr• free EV chargerbrbr**BEDS**br- 1 king, 5 queensbr- 2 single floor mattresses, a couch and a cribbrbr**EXTRAS**br• late check out at 1 pm- $80br• early check-in at 1 pm- $80br• worry free cleaning package- $80. Please read the details at the bottom.brIMPORTANT: I am unable to charge your account for the additional services. Please contact me in advance to arrange payment through Vrbo. brbr**SMALL PRINT**br✦ One bedroom is a walk through. Please see the floor planbr✦ There is another rental on the property. The two share a wall but do not share any spaces inside and have separate entrances. br✦ You will hear noises. There is a train line a few buildings down; there are neighbors on both sides as well as above one of the bedrooms; there are city noises. You are in the heart of a big city!brbr**ACCESSIBILITY**brThere is a first floor bedroom and half bath. There are 14 steps to the bathroom with shower/tub.brbr**WORRY FREE CLEANING PACKAGE**brAt check out you will need to take care of trash overflow, dishes, exuberant messes and any food you brought. The worry free package covers any and all cleaning. Just walk out in the morning (you do need to move furniture back if you make any changes to layout). Note that this fee is additional to my regular cleaning fee you pay when you book the place. This package is best for those who want to decorate, cook a lot, are traveling as a group and would rather split the extra fee than worry about anything in the morning.brbr**DECORATING THE HOUSE**brYou are welcome to decorate the house. If you attach anything to the walls, please use paint-safe tape and remove it prior your departure. There is a $200 glitter and confetti fee.brbr**HOUSE RULES**brThe presence of more than 14 guests is unlawful. A guest is anyone at the property, staying the night, or just visiting. Minors need to have a responsible adult present. An unredacted ID will need to be provided for primary booker prior to your arrival for advance reservations and for everyone spending any time at the property for reservations made less than 30 days in advance. There is a counter installed. I utilize a private security firm. If the counter shows more than the registered number of people or if I get a noise complaint from neighbors, security will be immediately dispatched.brbr**GRILL**brThere is a gas grill at the property. I do not provide any supplies including gas. Frequently previous guests leave plenty behind and there is a gas refill station less than five minutes away. brbr**WILDLIFE**brYou will encounter wildlife while staying at the property. Here is what you can expect most commonly:brSpiders and ants are common in Chicago. They get as high as 95th floor of John Hancock building. While we do our best to combat them, it is nearly impossible during high season.brBees, wasps, yellow jackets are abundant throughout the city. While we take care of any nests on the property, I cannot control them in the air and beyond my boundaries.brbr**PETS**brI welcome pets however the following breeds of dogs are not allowed due to insurance limitations: Akita, American Staffordshire, Chow, Doberman Pinscher, Pit Bull, Presa Canario, Rottweiler, Wolf hybrid, or any dog that is a mix that includes one or more of the breeds listed above.brbrGETTING AROUND:brThe house is a five minute walk from the Brown Line and the Purple Line at the Sedgwick stop and an eight minute walk from Red line at Clark. It takes be about 15 min to walk to Michigan Ave and Wells street bars are a minute away. Buses and cabs are also easily accessible. It is about a 3 minute drive to get onto Lake Shore drive at LaSalle and about 8 minutes to Kennedy expressway at North Avenue.brbrThe house is in east Old Town- best neighborhood in Chicago for both families or if you are looking to have fun. While the street itself is very quiet, tree lined and barely has cars passing by, as soon as you turn the corner, you are in the center of everything! Wells street restaurants and bars are steps away. Lincoln Park with the zoo, farm, pond, open spaces and farmers market is a 7-10 min. walk. North avenue beach is the same distance. The beaches are free to the public and have breathtaking city views. Grocery shopping is made easy, seeing as Jewel Osco is located right in the neighborhood. Nearby coffee shops include Starbucks and La Fournette. There are 103 restaurants within a 15 minute walk including some of Chicago's top restaurants including Kamehachi, Topo Gigio, The Fireplace Inn, and Woodies Flat. Bars and lounges are abundant on Wells and are all 1-2 minute walk. Shopping in Old Town is a unique experience; the majority of shops in this neighborhood are boutiques rather than well-known chain stores. Therefore, each and every store is cozy, intimate and filled with one-of-a-kind goods. The Lincoln Park Zoo is a world of wildlife in the shadow of skyscrapers. Located within a verdant park just minutes north of Chicago, the zoo has been a natural, free oasis for generations of animal lovers, who visit the zoo to hear a lion’s roar echo off nearby apartment buildings, see gorillas climb trees as the Willis Tower looms in the distance, or forget where they are as they immerse themselves in tropical rainforests, dry-thorn forests or spacious savannas. Free and open every day of the year, Lincoln Park Zoo has something for everyone. The Steppenwolf Theater, located just a few blocks away from the property presents up to 16 plays and nearly 700 performances, readings and other events every year on three stages. The Second City is another nearby theater that specializes in sketch comedy and improv, and has been delighting audiences for over 50 years. They have had many famous comedians perform at the theater over the years. They have comedy shows seven nights a week on 4 stages; the shows consist of short scenes, songs, and improvised comedy sketches. Cocktails and food are available throughout the show. Get ready to laugh! Oak street and beginning of Michigan avenue is about 15-20 minute walk.brbrThe house is best for bachelor, bachelorette and friend groups as well as business travelers. It is not child proof.

Private Vacation Home

Heart of the City Group Hub • Patio • Fireplace • Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$399.78

This stylish home is perfect for group trips. With only 26 minutes to Midway airport and less than 10 minutes to the nearest beach, you're sure to enjoy your stay! This home has 4 bedrooms and 2 bathrooms, a family room with a futon and plenty of activities, and most of all plenty of space for big groups! This home is also 20 minutes from Millennium Park in downtown Chicago and 40 minutes from O'Hare airport!

Private Vacation Home

Modern Bungalow near the beach! 20 minutes to downtown!

Chicago, Illinois, United States

4

Bed

Bath

9

Sleeps

$521.35

When you step inside this bright South Loop accommodation, the city softens around you. Natural light warms the hardwood floors. The space feels calm, clean, and instantly welcoming. After a full day in Chicago, this will be your home.brbrPerfectly located near McCormick Place, museums, restaurants, and transit, this home offers the balance travelers love — central, comfortable, and private.brbrWhether you’re here for a convention, a city getaway, or a relaxed stay, this space makes Chicago feel easy.brbrWHY GUESTS LOVE STAYING HEREbr✔ Walkable South Loop locationbr✔ Exceptionally responsive hostbr✔ Comfortable beds guests rave aboutbr✔ Clean, quiet interior despite lively areabr✔ 420-friendly (rare & highly rated)br✔ Secure, camera-monitored buildingbr✔ Easy self check-inbr✔ Great value for the locationbrbrGuests consistently mention how comfortable the beds are, how easy it is to get everywhere, and how safe and well-managed the property feels.brbrThis thoughtfully laid-out 2-bedroom accommodation is designed for comfort, function, and relaxation.brbr• Bright living area with cozy seatingbr• Smooth LED lighting for a calm evening vibebr• Dedicated workspace for remote workbr• Fast Wi-Fi on a dedicated networkbr• In-unit washer & dryer for conveniencebr• Secure building with exterior surveillancebrbrEverything is set up so you can settle in quickly — and truly feel at home.brbr SLEEPING ARRANGEMENTSbrbr• Bedroom 1: Queen bed with hotel-quality linensbr• Bedroom 2: Queen bed with plush beddingbr• Living room: Sofa bed for additional guestsbrbr✔ Sleeps up to 6 guests comfortablybr✔ Quiet interior for deep, uninterrupted restbrbrGuests often say they sleep better here than at home.brbrKITCHEN & DININGbrbrCook, gather, or keep it simple — the kitchen is fully equipped.brbr• Stainless steel appliancesbr• Stove, oven, microwave & dishwasherbr• Pots, pans, dishes & utensilsbr• Coffee maker + kettlebr• Dining table for meals or laptop workbrbrPerfect for slow mornings, late-night snacks, or quick meals before heading out.brbrENTERTAINMENT & AMENITIESbr• Large Roku Smart TV (Netflix & apps ready)br• High-speed Wi-Fibr• Books & reading materialbr• Dedicated workspacebr• Central air & heatbrbrIdeal for unwinding after a busy day at McCormick or downtown.brbrOUTDOOR FEATURESbr• Outdoor seating & dining areabr• Private building entrancebr• Lively street atmosphere with peaceful interiorbrbrEnjoy the energy of the neighborhood — without sacrificing rest.brbrPRIME LOCATION — SOUTH LOOPbrYou’re right where visitors want to be:br• McCormick Place – ~12 min walkbr• Soldier Field – 5 min Uberbr• Museum Campus – 7 min Uberbr• Lakefront Trail – nearby accessbr• Chinatown – minutes awaybr• Wintrust Arena – nearbybr• Restaurants, cafés & bars – steps awaybr• Subway station – 5–6 min walkbr• Downtown / The Loop – 8 min UberbrbrGuests love how walkable and well-connected this area is.brbrPERFECT FORbr✔ Convention & business travelersbr✔ Couples & friend groupsbr✔ 420-friendly guestsbr✔ Families (crib & high chair available upon request)br✔ Long-term stays (28+ days allowed)br✔ First-time Chicago visitorsbr✔ Repeat city travelersbrbr~WHAT GUESTS SAY~brbr“Would totally stay here again! Very walkable area. The bed was so comfy!”brbr“Best accommodation I’ve stayed in hands down. Worth every penny.”brbr“Great location, very cozy, and the host was extremely responsive.”brbr“Definitely the best smoking-friendly stay I’ve had.”brbrPARKINGbr• Street parking available (city rules apply)br• Guests recommend booking parking ahead for eventsbrbrREADY TO BOOK brbrThis isn’t just a place to sleep — it’s where your Chicago trip becomes comfortable, easy, and stress-free.brbrReserve your dates now and enjoy South Loop living with confidence.brbrBook Now — we’d love to host you.brbrGUEST ACCESSbrGuests will have private access to the entire 2-bedroom space during their stay.brbr• Easy self check-in via smart lockbr• Private building entrancebr• No shared interior spacesbrbrYou’ll have full privacy and the freedom to come and go as you please.brbrINTERACTION WITH GUESTSbrWe respect your space — but we’re always here when you need us.brbr• Available via VRBO messagingbr• Fast, friendly, and responsive communicationbr• Local recommendations and assistance upon requestbrbrWhether you need help during check-in or suggestions for food and attractions, we’re just a message away.brbrIMPORTANT THINGS TO NOTEbrPlease review these important details before booking:brbr• 420-friendly space — smoking is allowed insidebr• No elevator in the building (stairs only)br• Located on an active street — light street noise may be heardbr• City street parking rules apply if parking off-sitebr• Exterior security cameras monitor common areas for safetybr• Professionally cleaned and sanitized between every staybrbrThis information helps ensure a smooth and enjoyable experience for all guests.

South Loop 2BR smoking allowed/McCormick Place

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$198.0

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 comfortable living room with great high floor views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI697)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 cozy 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 The Loop apartment has to offer. 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 - 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.brPhotos are from a similar property.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.brbrbrA 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 timesbr - This apartment is located near a railway, so expect to hear moderate noise when trains passbr - This is a guarded building equipped with a doorman/concierge at all times

Blueground | Chicago Loop, pool, nr Millennium Park

Chicago, Illinois, United States

Bed

Bath