Serviced apartment vacation rentals in The Loop

Find and book unique serviced apartment rentals on Airbnb

Quick stats about serviced apartment rentals in The Loop

  • Total vacation rentals

    Explore 60 vacation rentals in The Loop

  • Nightly prices starting at

    The Loop vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 360 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of The Loop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across The Loop rentals

  • 4.8 Average rating

    The Loop stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    The Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower

Top-rated serviced apartment rentals in The Loop

Guests agree: these serviced apartment rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A bright living area features large windows allowing natural light to fill the space. A comfortable sofa with colorful cushions faces a coffee table, while an entertainment unit with a television adds convenience. Decorative wall art enhances the inviting atmosphere.
Apartment in Roscoe Village
4.91 out of 5 average rating, 327 reviews

A+Chicago Roscoe Village Entire Home Wrigley+ More

Elegant large bright posh eclectic flat in heart of Roscoe Village very comfortably furnished to enjoy charismatic Chicago. Free parking. Very fast internet and laptop comfortable space for your home office. Professionally cleaned, well appointed cozy, perfect for families or a solo traveler. Fab decor, fully stocked kitchen plus all amenities and an open-plan layout invites you to enjoy quiet elegant comfort of home. Easy walk to Wrigley Field. Take the bus or train downtown. Easy walk to wine & dine in posh areas of Roscoe Village, Lake view & Lincoln Square. Or a quick drive to downtown! This is A FULL UPPER FLOOR, and NOT a Garden Basement. You are a short walk away from restaurants, stores but stay in a quiet beautifully appointed 1100 square feet elegant 1 large Bedroom flat with parking all to yourself. Enjoy this -its hard to find in this city. Refurbished to the highest standards this spacious apartment is located moments from shopping, restaurants and pubs in the heart of cool Roscoe Village Lakeview & Lincoln square neighborhoods of Chicago. Famously eclectic and vibrant, we are the heart of Chicago's best offerings. Boyztown, Buck town, Lincoln park or music at Scubas, Stage 777, Revolution Brewery, and other cool hip spots are a short walk or ride away. Home of the CUBS -Chicago’s best attractions "Walking to Wrigley field with all of the other "fans" singing GO CUBS was a fab experience" a guest's comment. The most difficult decision of the day might well be whether to eat out - many restaurants, pubs and bars in the area catering for all tastes and pockets; or to stay in and cook - cozy comfort of a first class home. We are keen for you to enjoy your stay with us, and we will do our best to make your stay a memorable one. The accommodation is the whole upper floor, (one short flight of stairs) and you have your own entrance. Enjoy a luxurious home away from home. You have an entire floor to yourself with 100% privacy. Interaction with our guest is as much or as little as you need, when we are in town. We often travel, but always have a caretaker who will be responsible to ensure satisfaction for your complete stay. Part of the area's charm is not only the elegant vintage Chicago style homes, or how easy it is to walk to all the local favorite dining, but how much personality all the small independent businesses on Roscoe street have. This gives the neighborhood a hip vibe and friendly, small-town feel! Centrally located in the middle of Wrigleville, Lakeview, Bucktown, Logan Square, Lincoln Square and 10 minutes to train station - 5 minutes to bus or divvy bikes. Or park your car FREE - a luxury in Chicago Centrally located, yet quiet and charming you will be within minutes of everything this mega city has to offer. Chicago is a major city second only to New York, in the United States, and is a global alpha city with fantastic offerings. This glittering city built on the shores of Lake Michigan is where you’ll find some of the biggest and best entertainment outside of New York City and Las Vegas, including touring Broadway shows, professional sports teams, stand-up comedy and concert venues – including the iconic Chicago Theater and Grant Park, home of Lollapalooza. The second city is also home to year-round attractions and world-class museums – the Field Museum, the Skydeck at the Willis Tower, Shedd Aquarium, and the Art Institute of Chicago. Chicago sports fans fuel their passion year-round as they cheer on the north side Cubs or south side White Sox in the summer, Bulls and Blackhawks in the winter, and Bears in the fall.

Top guest favorite
The living area features an ornate red damask wallpaper that creates an engaging backdrop. A plush cream-colored sofa is arranged alongside two black armchairs, complementing a glass coffee table atop a vibrant red carpet. Natural light filters through sheer curtains, enhancing the vintage decor.
Apartment in Ukrainian Village
4.91 out of 5 average rating, 87 reviews

Retro lovers dream in the heart of West Town

Immerse yourself in the unique charm of the 1970s with our time capsule Airbnb, where vintage elegance and mobster lore blend seamlessly. This apartment, once inhabited by reputed mobster Joey ‘The Clown’ Lombardo, is a perfectly preserved piece of history, offering guests a rare glimpse into the vibrant 1970s lifestyle, with authentic fixtures, Joey's personal effects, furnishings imported from Italy, and a story that captures the intrigue of a bygone era. Thoughtfully restored to its original splendor, the space provides all modern amenities, including high-end mattresses, central heating, and air conditioning, ensuring a comfortable stay. FEATURES: - Authentic, original vintage decor throughout - New luxury bedding - Wifi; USB charging ports - Central heat and a/c - Hair dryer, cedar closet, and luggage racks - Central location convenient to downtown, west loop, and United Center / UIC **No parties / large groups. Strictly enforced**

Guest favorite
The open living area features a spacious sectional sofa with soft green upholstery, complemented by a round coffee table. Large windows provide natural light, showcasing views of the surrounding cityscape. The modern kitchen, visible in the background, includes stainless steel appliances and bar seating.
Apartment in The Loop
4.93 out of 5 average rating, 74 reviews

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

Feel at Home, Unwind, and Enjoy the amenities you deserve at our 3bed 2-Story Penthouse. Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅Central location near Grant Park, Soldier Field, Art Institute& Museums! ✅1 Free parking pass ✅FAST WIFI ✅En-suite Laundry ✅The Lake & Park are 2 blocks away ✅2 KING beds + 1 Queen bed ✅Private Rooftop Deck w/ stunning views ✅Amenity Floor (Gym, Pool, Lounge, Doggy Park) ✅1 block from Red "L" subway

Guest favorite
Hotel room in Wicker Park
4.74 out of 5 average rating, 231 reviews

Hotel Quality Meets Local Living Skyline Studio 4B

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

Guest favorite
A comfortably arranged bedroom showcases a spacious bed with decorative pillows and a patterned blanket. Natural light filters through window treatments, illuminating the green accent wall and vintage furnishings. A sleek desk and chair are included, along with a cozy armchair positioned nearby.
Hotel room in Wicker Park
4.84 out of 5 average rating, 139 reviews

Hotel Quality Meets Local Living Skyline King 4C

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

Superhost
A spacious bedroom features a plush, tufted bed with layered bedding, complemented by soft light from nearby lamps. Decorative molding frames the room, while a stylish chair and a mirror enhance the inviting atmosphere. An elegant rug adds warmth to the carpeted floor.
Hotel room in Wicker Park
4.77 out of 5 average rating, 60 reviews

Hotel Quality Meets Local Living Skyline Studio 4D

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

Superhost
A spacious sleeping area features a tufted headboard and layered bedding in soft tones. Natural light enters from a nearby window, illuminating the room's neutral color palette, which is complemented by a decorative rug and a comfortable chair in the corner.
Hotel room in Wicker Park
4.53 out of 5 average rating, 43 reviews

Hotel Quality Meets Local Living Skyline Studio 3D

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

A modern kitchen features sleek navy cabinetry with gold hardware and a spacious white countertop. Stainless steel appliances are integrated, including a dishwasher. A decorative vase with white flowers adds a touch of elegance, while a geometric rug complements the overall design.
Apartment in West Side
4.65 out of 5 average rating, 20 reviews

Modern Home ~20 min from Downtown

This stylish place to stay is perfect for group trips. Nestled in a prime location, this stunning modern home offers the epitome of convenience and luxury. Boasting three bedrooms and three bathrooms, this residence is a harmonious blend of contemporary design and functionality. Situated near a golf course, tennis courts, and a picturesque fishing lagoon. Step inside, and you'll be greeted by an open-concept layout that seamlessly connects the living, dining, and kitchen areas.

Guest favorite
A hallway features a stylish desk with a chair, illuminated by a warm lamp. A round mirror reflects soft lighting, while a decorative rug in rich colors runs along the floor. The wall is complemented by a contrasting deep blue section, creating visual interest.
Hotel room in Wicker Park
4.81 out of 5 average rating, 301 reviews

Hotel Quality Meets Local Living Deluxe Studio 3B

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

Superhost
Apartment in Wicker Park
4.76 out of 5 average rating, 41 reviews

Hotel Quality Meets Local Living King Room 3C

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels.

Superhost
A well-lit bedroom features a spacious bed with white linens and a layered gray blanket. Framed artwork adorns the walls, while a nightstand and a dresser provide storage. A ceiling fan creates airflow, and a small window allows natural light to enter the room.
Apartment in Wicker Park
4.69 out of 5 average rating, 16 reviews

Lovely 1-bedroom apartment in heart of Wicker Park

Enjoy easy access to everything from this spacious, centrally located apartment. Steps away from great restaurants, bars, shops and cafes. The apartment is equipped with full kitchen, workspace, wifi and Smart TV. Sleeps 4 comfortably.

Guest favorite
A wooden sign is displayed on a door, indicating 'Bohemian Lodge Room 3.' The sign features bold lettering in red and white colors, creating a standout effect against the natural wood grain of the door.
Private room in West Side
4.86 out of 5 average rating, 228 reviews

BOHEMIAN LODGE #3 ( clean & affordable travel)

Pilsen neighborhood = best in Chicago!! PRIVATE SPACE - BEDROOM & ATTACHED PRIVATE BATHROOM CLICK "show more " below BEFORE YOU BOOK/INQUIRE Please read and respond to our house rules. NO smoking and NO visitors

Popular amenities for The Loop serviced apartment rentals

When is the best time to visit The Loop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 558ﺩ.ﺇ 551ﺩ.ﺇ 613ﺩ.ﺇ 731ﺩ.ﺇ 716ﺩ.ﺇ 900ﺩ.ﺇ 881ﺩ.ﺇ 834ﺩ.ﺇ 746ﺩ.ﺇ 815ﺩ.ﺇ 735ﺩ.ﺇ 617
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