Condo vacation rentals in DuPage County

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Top-rated condo rentals in DuPage County

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Guest favorite

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.

Condo in Chicago

4.95 out of 5 average rating, 103 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 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. Free parking on Lawndale Ave.

Superhost

A spacious living room features a bright red sectional sofa arranged around a glass coffee table. Natural light floods in through multiple windows, while a decorative fireplace is positioned against the neutral-toned wall. Framed art enhances the atmosphere, creating a welcoming space for relaxation.

Condo in Chicago

4.92 out of 5 average rating, 153 reviews

Stunning, Spacious, & Sunny 2bed Uptown Condo

Welcome to your home away from home in Uptown! My bright and inviting condo offers a perfect blend of comfort and convenience, with your own sunny living room to relax, fully-equipped kitchen and separate dining room, spacious private bedroom, serene sunroom with full bed for extra guests, and a workspace for business travelers. Just steps from the lakefront and Montrose Beach, and a 6-minute walk to the Wilson Red Line, this location is excellent for exploring all that Chicago has to offer.

Guest favorite

A modern kitchen is equipped with sleek white cabinetry and a glossy black countertop. Stainless steel appliances, including a refrigerator and dishwasher, are visible. Ample natural light enters through a window with classic blinds, enhancing the spacious layout and functionality of the area.

Condo in Chicago

4.91 out of 5 average rating, 100 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

This bright and airy 2 bedroom/2 bath condo has been completely renovated with a designer’s eye and creative touch. The condo comes with 2 parking spaces in the adjacent private gated parking lot. The covered patio space on the back deck offers spectacular views of the Chicago skyline – enjoy your morning coffee or evening cocktail overlooking the city. L Train Stops & tons of restaurants, bars and entertainment within walking distance. Please contact me for discounts on monthly stays!

Guest favorite

A modern kitchen features a spacious wooden dining table surrounded by green chairs. Stainless steel appliances, including a large refrigerator and a wine cooler, are visible. Natural light enters through a nearby window, illuminating the sleek cabinetry and countertop.

Condo in Chicago

4.91 out of 5 average rating, 101 reviews

Elegant Wicker: Wolcott & Milwaukee Ave

Our 2 bedroom, 2 bath condo is Perfect for large families, event goers, and business travelers needing a place to rest. Lovely, mature, elegant & modern space! 5min walk to the Blue line Damen stop! The private condo is recently renovated and has all new upgraded appliances, gas wolf range, subzero double fridge and all the essentials! It is on Wolcott Ave exactly between Milwaukee & Division. Yes we are licensed and have a registration # with the city of Chicago # R20000058371.

Guest favorite

A bright living area is illustrated with large windows allowing natural light to fill the space. A comfortable beige sectional sofa provides seating, while a wooden coffee table sits on an area rug. A desk with modern design and a chair are present, enhancing the workspace.

Condo in Chicago

4.92 out of 5 average rating, 113 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

Experience a calm and soothing stay in a space bathed with light and nestled amongst the trees. This top floor unit in a 3-flat condominium building offers you the serenity of a neighborhood with tree lined streets, and the convenience of being 3 miles from the heart of downtown Chicago. As a bonus, you're a 2min walk from public transportation. For something closer to home, Wicker Park and Humboldt Park offer great dining and culture steps away. We look forward to hosting you!

Guest favorite

A vibrant blue wall features a baseball bat mounted centrally, flanked by three baseballs placed on wall brackets above. A decoratively framed sign with the message, 'NOTICE PLEASE LOOK BUT DO NOT TOUCH,' is positioned below. A small plant, microphone, and speaker are placed on a neutral-colored tabletop.

Condo in Chicago

4.84 out of 5 average rating, 428 reviews

Authentic Condo steps from Wrigley Field!

There's no better place to stay if you are visiting Wrigley Field! You can't possibly get any closer to the action with the building being located at Waveland & Clark! Hear the crowd roar from inside the living room! - Recent major renovations! Brand new central heat and air system! Steps from public transportation, Clark Street night life & Wrigley Field. Large balcony in the back & an additional private balcony off the master bedroom den in the front of the building.

Guest favorite

The modern kitchen features sleek cabinets with wood accents and a large island. Stylish pendants hang above the island, which is complemented by gold bar stools. Stainless steel appliances and an elegant backsplash complete the gourmet kitchen setup, providing a functional and inviting space.

Condo in Chicago

4.98 out of 5 average rating, 160 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 favorite

The kitchen area features a sleek island with four white stools, enhancing the modern design. Stainless steel appliances are visible, complemented by white cabinetry and open shelving. Soft lighting creates an inviting ambiance, with light-colored flooring leading to a set of stairs.

Condo in Mount Prospect

4.88 out of 5 average rating, 206 reviews

Lovely 3-bedroom condo, free parking, Unite 1

Bring the whole family to this great place with lots of room for fun. Beautiful condo in Mt Prospect, IL. 3 bedrooms, 1 full bath, and half bath. Great location with walking distance to restaurants and shops. Near the train and highway easy access to get to downtown Chicago. Full kitchen with fridge, stove, microwave, dishwasher, coffee maker, washer and dryer. Central heat and ac, security camers. Plenty of free parking on the driveway. Cable TV

Top guest favorite

A spacious bedroom is highlighted by a large bed with a soft gray blanket and multiple decorative pillows. Two windows allow natural light to fill the room, with a piece of framed artwork displayed on the wall. Wooden nightstands flank the bed.

Condo in Chicago

4.98 out of 5 average rating, 270 reviews

Near Lake Michigan & Wrigley Field

Available 2B/2B condo with 2 King Size Beds. One block from the Aragon Ballroom and Riviera with great views of Uptown and two blocks from Lake Michigan. It’s also a perfect place to stay if your in town for a Cubs game. You can see the stadium from the rooftop deck. Walking distance to everything you need, 2 train stations, groceries, gym, restaurants/ bars. The perfect place to come and go as you please with easy key code entry.

Guest favorite

The exterior of a three-story red brick building is displayed, showcasing large windows and a classic architectural style. A pathway leads to the entrance, flanked by greenery. The surrounding area features tree-lined streets, reflecting a vibrant neighborhood ambiance.

Condo in Chicago

4.83 out of 5 average rating, 338 reviews

Lively Wicker Park 2br, Steps to Damen Blue Line

Rehabbed 2BR 1BA garden unit in the very popular neighborhood of Wicker Park/Bucktown! 2 queen beds and full of amenities. Just a block from everything this neighborhood has to offer and 2 blocks from the 'L' to take you downtown or to O'hare Airport. Premium location to effortlessly walk from our quiet side street and be in the heart of all the entertainment! I provide all the essentials to make your stay easy and comfortable!

Top guest favorite

A classic Chicago 2-flat is presented, featuring brick construction and large windows. Steps lead to the entrance, surrounded by landscaped green areas, including shrubs and flowers. A low fence borders the property, providing a clear view of the well-maintained front yard.

Condo in Chicago

4.97 out of 5 average rating, 111 reviews

Steps from the Lake, Lovely 3-Bedroom Condo

Enjoy all that Chicago has to offer in this beautiful Edgewater home. Lakefront beaches are steps away, as is the red-line Granville stop. This condo is walking distance to the Loyola campus, many restaurants, grocery stores, gyms, antique stores, and more! There is ample street parking on Lakewood, often there is a space right outside the house. We provide daily parking passes for you to use during your stay.

Top guest favorite

The image depicts a wooden staircase leading to a red-paneled entrance. The steps are flanked by greenery, and a handrail is visible for support. Soft outdoor lighting fixtures are mounted along the side of the staircase, enhancing the pathway leading to the front door.

Condo in Saint Charles

4.95 out of 5 average rating, 108 reviews

Reiser House Condo Heart of Downtown St. Charles

Welcome to Reiser House Enjoy a stylish experience at this centrally-located condo. Only 4 blocks from the Fox River walking distance from everything. This is the it location! The condo has been newly furnished and has soft lighting throughout. Giving it a very comfy cozy vibe. You can either spend the night in relaxing or hit the town. Come enjoy everything St. Charles has to offer and more!