Apartment holiday rentals in Downtown Chicago

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Top-rated apartment rentals in Downtown Chicago

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Superhost
A stylish living area features a gray sectional sofa and a caramel suede sofa set against a warm exposed brick wall. A round area rug adds color to the polished hardwood floor. A coffee table sits centrally, accompanied by a large plant near the window.
Apartment in Chicago
4.89 out of 5 average rating, 115 reviews

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

Dim the lights, play chilled tunes through the Bluetooth speakers, and snuggle up on the caramel suede sofa at this welcoming home. Wander the polished hardwood floors, pluck spices from the open shelving, and serve dinner on the kitchen island. Cleaning fee is $350 for stays of 30 days or less; additional Flat $150 per 30-days for longer term stays. Also, check out our other two listings in the building. Soft Leather & Warm Bricks in Stylish New Home: airbnb.com//h/softleather-warmbricks Soft Palate & Warm Bricks at a Rogers Park Home: airbnb.com//h/softpalate-warmbricks Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open shelving, gourmet kitchen seats 6, stainless steel appliances, wood counters,5 range oven w/Broan hood, soft close cabinets,coffee machine or walk to Starbucks or french coral coffee around the corner. Grocery store(Jewel),Dry Cleaners(will provide you with a discount for staying at The Clark),UPS,Walgreens, Marshalls,LA Fitness, wine shop,Red Line, Metra, CTA Transportation,Evanston,Lake,Beaches, and Restaurants all in walking distance.Loyola and Northwestern 10 minutes away...Only bring your clothes and your ready to go! Free Wifi,Keyless Entry,Towels,Bedding,Ready to cook kitchen, 1 Free Parking space and $25 per diem for each additional vehicle. The entire unit is for your guests alone. Not a shared space. Reservations are set for(4) four people. Additional charges of $40 per person per diem applies. Space accommodates up to 6 guests. Chicago is an Amazing City and I'm here to answer and help out any way I can. Meeting guests upon their arrival is what helps guests become acclimated with the space and provides a sense of comfort. Of course, there are those moments that our schedules will have a conflict due to delayed arrivals with travel and guests will check in on their own, with a four digit code, of their choice. It’s a keyless entry that will allow guests to enter the building and unit smoothly. Guests will always be able to access us for whatever they need. Any issues that arise, need to book another day or two and questions about the city or for recommendations. The condo is five blocks from the lake with its beaches, bike paths, running, and peaceful places to read the morning paper with a cup of coffee. Walk just one street to the CTA Red Line train, which connects to virtually anywhere in the city. La Fitness is across the street for your convenience. Ohare international Airport-25 mins with light traffic. 45 mins with traffic. Take Mannheim Rd N to Thouy E to Clark N to property located on the left hand side. Midway Airport-25 min with light traffic. 45 mins with traffic. I55 N to Lake shore Drive/ (Route 41)N to Sheridan Rd to Howard W to Clark S to property located on the right hand side. Red Line (L Train-CTA) 1 block East of property Bus Line (CTA)-Outside in front of the property Metra -4 blocks North or South of property Kitchen area desk is equipped with a USB electrical outlet for your convenience, as well as all three bedrooms (north walls). Both bathrooms are equipped with Bluetooth to pair your music while getting ready.

Top guest favourite
A cozy seating area features a green sectional sofa adorned with decorative pillows in various patterns. A small wooden coffee table sits at the center, topped with a book and a small plant. Exposed brick walls complement large windows dressed with dark curtains.
Apartment in Chicago
4.97 out of 5 average rating, 153 reviews

3-bedroom exposed brick in Chicago's Wicker Park

Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Top guest favourite
The studio apartment features a spacious open layout with a comfortable bed, muted bedding, and a nightstand. A TV is positioned on a modern media unit, and a mini fridge adds convenience. Natural light filters in through a window, illuminating the neutral decor.
Apartment
4.73 out of 5 average rating, 260 reviews

Studio flat in the heart of Chicago's Gold Coast

Come stay in our one-bedroom studio apartment with a fully equipped kitchen and bathroom. Take in the perks of our central location with easy access to the Gold Coast beach and public transportation. Gibsons and the Original Pancake House are also a stone’s throw away. The property is the perfect refuge after a long day in the Windy City or sunbathing on the beach. After working hard and playing hard, a comfy bed with high-quality linens ensures you’ll be rested and ready for the next day.

Guest favourite
A spacious studio is showcased with a king-size bed positioned against a contrasting dark wall. Natural light filters through large windows, highlighting the exposed brick and the vintage stone fireplace. A mirrored wall accents the room, while a desk complements the seating area.
Apartment in Chicago
4.94 out of 5 average rating, 276 reviews

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Top guest favourite
Apartment in Chicago
4.99 out of 5 average rating, 342 reviews

of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

• 1,750ft² / 162m² . My home is on the second floor of a four flat Itallian Brick Building . You have 2 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport fireplace is not operational.

Superhost
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Apartment in Chicago
4.96 out of 5 average rating, 157 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Guest favourite
A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.
Apartment in Chicago
4.96 out of 5 average rating, 208 reviews

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

Guest favourite
A modern living room is furnished with sleek white leather sofas arranged around a wooden coffee table. A refined fireplace serves as a focal point, framed by an art piece depicting a serene landscape. Large windows allow ample natural light to fill the space.
Apartment in Chicago
4.92 out of 5 average rating, 541 reviews

The Penthouse Gallery at OHC

Welcome to Open House Contemporary, Chicago's best Airbnb! Featured in Architectural Digest (Aug. 2018) and as one of Bobby Berk's (Queer Eye's designer extraordinaire) top 10 AirBnbs in CN Traveler (Sept. 2018). Come live alongside Open House Contemporary’s latest exhibition from some of America's finest emerging artists. Enjoy lots of natural light from this Penthouse condo through walls of windows or slide open the balcony doors for a relaxed evening at home.

Superhost
A modern living area features a cozy, curved sofa adorned with colorful pillows and a textured throw. A television is mounted on the wall opposite large windows, allowing abundant natural light. A stylish floor lamp adds a contemporary touch, enhancing the space's ambiance.
Apartment in Chicago
4.81 out of 5 average rating, 158 reviews

Cozy Downtown MICH AVE #7 | gym+rooftop

Feel at Home and Unwind when you come to Chicago. Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen beds -1 closed & 1 loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you're interested in booking, see our FAQs below.

Top guest favourite
A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and microwave. An island with seating for three is complemented by decorative vases of flowers. Natural light fills the space through large east-facing windows.
Apartment in Chicago
4.9 out of 5 average rating, 190 reviews

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.

Top guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 175 reviews

Chicago Oasis | Spa Bath, Patio & Fireplace

Experience the best of Chicago from this centrally located retreat just minutes from Downtown, top restaurants, shopping, and iconic attractions. Relax in a spa bathroom with a jetted tub and rain shower, cozy up by the fireplace, and enjoy a fully equipped kitchen. A king bedroom and queen Murphy bed comfortably accommodate up to 4 guests. Finish your evenings on the private patio gathered around the fire table.

Top guest favourite
An open kitchen and dining area features exposed wooden beams and stylish light fixtures. A modern dining table with black chairs provides seating, while a lounge chair is positioned nearby. Decorative plants and art add warmth to the contemporary space.
Apartment in Chicago
4.95 out of 5 average rating, 147 reviews

Modern Izakaya Studio in Wicker Park

The Izakaya Studio is a sleek, design-forward space in the heart of Wicker Park, with a secret whisky room inside. Inspired by the intimate atmosphere of a Japanese izakaya: warm, curated, a little unexpected. The kind of place where you settle in, pour something good, and stop thinking about your plans for a while. Spacious for a studio, and comfortable enough for a longer stay in Chicago.

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