House vacation rentals in Downtown Chicago

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Popular amenities for Downtown Chicago house rentals

House rentals with a pool

A spacious living area is characterized by a plush gray sofa and a round coffee table. Decorative wall elements and a vibrant red holiday tree enhance the modern decor. Soft lighting is provided by a statement chandelier hanging from the ceiling.
Home in Glen Ellyn
4.78 out of 5 average rating, 9 reviews

Pardizes Suites

AntoniaRating, 5 stars2 weeks ago
My family and I enjoyed our stay at this lovely home. We felt extremely welcomed, comfortable, had everything we could have thought of and more. We definitely had a wonderful experience from the time we checked in the home until we checked out. The host, Lisa, was responsive and accommodating. Any issue that occurred, which there really weren’t many, she took care of right away. We had an issue with the temperature in the house due to not knowing how to work the thermostat but other than that everything exceeded our expectations. This home and host deserves the 5 stars I provided all the way. I look forward to staying in the future. Thank you for having us!
Guest favorite
A swimming pool is seen surrounded by a white fence, with colorful pool floats inviting fun. Sunlight reflects off the clear blue water, and lush green trees provide a natural backdrop. A patterned mat lies at the edge, enhancing the relaxing atmosphere.
Home in Glen Ellyn
4.95 out of 5 average rating, 20 reviews

Glen Ellyn Home

TimothyRating, 5 stars6 months ago
The property was very nice. It was well maintained and our family with our grandson were very comfortable. If we were to have a negative comment is that the heat distribution was not even throughout the home. The upstairs where the three bedrooms were located was very warm and the kitchen, living room and family were quite chilly. However, this did not impede us having a comfortable stay.
A single-story house is set against a backdrop of trees, featuring a stone facade and a sloped roof. A winding driveway leads to a two-car garage on the right. Lush green grass surrounds the home, contributing to a serene environment.
Home in Lockport
4.55 out of 5 average rating, 11 reviews

Hidden GEM OASIS in Chicagoland

BesjanaRating, 5 stars3 weeks ago
Everything was great! The place was just as imagined.
A living room is presented with light wooden flooring and a soothing grey wall. Two red sofas are arranged for seating, facing a wall-mounted television. Natural light filters through two textured window shades, and a lamp stands beside the furnishings, adding to the room's cozy layout.
Home in Schaumburg
4.75 out of 5 average rating, 12 reviews

Spacious 3 Floor Townhome

Jocelyn DianeRating, 5 stars3 weeks ago
Super cool host, very flexible and kind. When I come back im definitely going thru him again!
Superhost
A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.
Home in Des Plaines
5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

HannahRating, 5 stars2 weeks ago
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!
Top guest favorite
A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.
Home in Bloomingdale
4.94 out of 5 average rating, 50 reviews

Now Open: Heated Pool with Entire House

TaraRating, 5 stars3 weeks ago
Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.
Guest favorite
A vibrant backyard is depicted, featuring a lush green lawn with a variety of plants and flowers. A stone pathway leads towards a fire pit area surrounded by seating. Sunlight filters through trees, creating a warm and inviting atmosphere, complemented by colorful garden decor.
Home in Schaumburg
4.92 out of 5 average rating, 24 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

BrandonRating, 5 stars1 week ago
Marzena was an awesome host, she responded super quickly and helped with anything we needed. the pictures do not do the backyard justice, it is so beautiful and fun. I will definitely stay again.
Guest favorite
A spacious living area is featured, highlighted by a neutral palette and large windows with blinds allowing natural light. A stone fireplace serves as a focal point, complemented by white sofas and an ornate coffee table. A television is mounted above the fireplace for entertainment.
Home in Carol Stream
4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

CarmenRating, 5 stars7 months ago
Beautiful house very clean and comfortable. We'll be back very soon

Weekly house rentals

Superhost
A spacious living area features a large sectional sofa adorned with colorful throw pillows. Sunlight streams through multiple windows, illuminating a light-colored rug. A ceiling fan is positioned above, and a modern television mounted on the wall complements the neutral tones.
Home in Chicago
4.91 out of 5 average rating, 46 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

ChepeRating, 5 stars1 week ago
Very comfortable place and nice and very responsive host! Definitely recommend this stay!
Guest favorite
A modern living area is showcased with a cozy sectional couch in a warm orange hue. A flat-screen TV is mounted above a sleek fireplace, framed by dark paneling. Two round mirrors and side tables with lamps are positioned on either side, enhancing the space's contemporary design.
Home in Chicago
5 out of 5 average rating, 7 reviews

The Modern Muse of Chicago! Close to everything!

SydneyRating, 5 stars4 months ago
This home far exceeded all expectations! Every inch of the space was thoughtfully designed and beautifully curated, making it feel both luxurious and welcoming. The decor was stunning, and it was clear that a lot of care went into creating a perfect environment for guests. The kitchen was fully stocked with everything you could possibly need, and the bathrooms were equally well-equipped with all the essentials. Every detail was considered, making the stay seamless and stress-free. The hosts were outstanding—responsive, accommodating, and incredibly helpful throughout the stay. I couldn't recommend this home more highly for anyone looking for a truly exceptional experience in Chicago!
Top guest favorite
A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.
Home in Chicago
5 out of 5 average rating, 26 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Views

RikkiRating, 5 starstoday
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.
Superhost
A modern living area features large windows providing ample natural light and stunning city views. A round coffee table is set in the center, surrounded by a sectional sofa with soft cushions. Additionally, a workspace is visible, equipped with a desk and ergonomic chair.
Home in Oak Park
4.8 out of 5 average rating, 85 reviews

Rooftop Access with Views and Gym - LCP Collection

AllisonRating, 5 stars1 month ago
Great location, clean, spacious, great linens and towels.
Superhost
A bright living space features an orange sectional sofa adorned with decorative cushions. Colorful wall art creates visual interest, while a small kitchenette with a bar height table and stools is visible. Natural light filters in through large windows, complementing the warm wood floors.
Home in Chicago
4.72 out of 5 average rating, 54 reviews

Animal House near Sox stadium

ChristineRating, 5 stars1 month ago
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.
Guest favorite
A modern kitchen features dark wood cabinetry paired with light granite countertops. Stainless steel appliances, including a refrigerator and oven, are enhanced by a stylish backsplash. A dining area with a square table and tall chairs is complemented by bar seating at the island.
Home in Chicago
4.95 out of 5 average rating, 39 reviews

Floresitas Oasis, your home in Chicago

KevinRating, 5 stars2 weeks ago
Wonderful stay once again. Place is immaculate and very comfortable . Host is fast to respond with any messages as well. Would highly recommend
Superhost
A modern living area is highlighted by a sectional sofa adorned with decorative cushions. Natural light enters through multiple windows, complementing the sleek design. A flat-screen television is mounted on the patterned wall, and a soft rug covers the polished hardwood floor.
Home in Chicago
4.82 out of 5 average rating, 68 reviews

Brand New Spacious Duplex

KaiRating, 5 stars4 days ago
Would definitely stay here again!! Host was amazing- very honest and helpful!! Neighbors were super nice! I was nervous about my safety visiting Chicago in the big cities, but there was a lady walking her small dog alone at night and kids playing on the street and it put me to ease!!
Top guest favorite
A stylish living area features a tufted brown leather sofa adorned with decorative pillows. An abstract wall art piece in muted tones hangs above a low coffee table. Warm wood flooring contrasts with dark wall panels, while a staircase and additional seating area are visible in the background.
Home in Chicago
5 out of 5 average rating, 22 reviews

Villa Noir Chicago Victorian 7 min to downtown

MaureenRating, 5 stars1 month ago
My family and another family -- 4 adults and 4 kids -- had a wonderful three night stay here. There was just the right amount of space for all of us, and the kids loved drawing together at the kitchen table with benches. The living room was perfect for a daddy-daughter movie night, and it was an easy 5 minute drive to the University of Chicago, which was the focus of our visit. The hosts went above and beyond by providing two packnplays for the two babies in our group, and coordinated with the other family to welcome them at check-in. Would definitely stay here again!

Private house rentals

Guest favorite
The exterior of the home is showcased, featuring a light-colored facade complemented by neatly trimmed shrubs. Stairs lead up to a welcoming entrance, while a well-kept lawn and mature trees provide shade. The roofline is distinctive, adding character to the overall appearance.
Home in Oak Park
4.9 out of 5 average rating, 10 reviews

Spacious Designer Oasis: Game Room - Yard - Garage

ErinRating, 5 stars1 week ago
The house was everything that was mentioned. We had three families staying together and it was adequate space for all of us to not feel cramped. The only thing missing would be a few more games and toys -- that would be amazing to have for the littles. The location is great and in close proximity to really cute streets with restaurants and shopping. Quick drive to Chicago without being too close. Communication was great with Rameez. He allowed us to checkin slightly early and communicated every day to check in. The check in and check out were easy breezy. I highly recommend staying here for your future Chicago trips.
Guest favorite
A modern kitchen featuring stainless steel appliances, including a refrigerator and gas range. A spacious island with white marble countertop is surrounded by light-colored chairs. Above, stylish pendant lights provide ample illumination, while the open layout invites natural light from adjacent glass doors.
Home in Chicago
4.96 out of 5 average rating, 73 reviews

NEW! 3BR/2.5B Duplex in Noble Sq

AdamRating, 5 stars3 weeks ago
Host is very accommodating and responsive. The place is nice and was in a great location. Only a short 10 minute drive that was a straight shot to Michigan Ave. The only thing we felt was slightly misleading was that we were under the impression that the 3rd bedroom with a couch was able to pull out and convert into a bed. Unfortunately, that wasn’t the case, so we ended up leveraging an air mattress we had packed as a contingency. Overall, we had an enjoyable stay and would recommend.
Guest favorite
The open living area features hardwood floors and a modern design. A large sectional sofa invites relaxation, while a dining space with a sleek table is visible in the background. Decorative light fixtures hang from the ceiling, enhancing the contemporary ambiance, and a staircase leads to the upper level.
Home in Chicago
4.92 out of 5 average rating, 49 reviews

Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design

ZafarRating, 5 stars1 month ago
Great stay and easily accommodated ng larger in laws family
Superhost
A modern kitchen is highlighted by white cabinetry and sleek gold accents. An island with seating is positioned at the center, equipped with stools featuring white upholstery. Stainless steel appliances are visible, and warm lighting is provided by stylish pendant fixtures hanging above.
Home in Chicago
4.9 out of 5 average rating, 70 reviews

Experience Chicago from Our 3-Story Retreat

DianaRating, 5 stars3 weeks ago
We stayed for two nights and really enjoyed it! The place was beautifully decorated, super clean, and had everything we needed—including coffee. It’s close to the city, which made getting around easy. The neighborhood wasn’t the nicest, but the house itself felt safe and had two parking spots. Lots of beds too, which was great. And the host, Jesus, was really nice, friendly, and had great communication. Would definitely recommend!
Guest favorite
The exterior of a European custom-built home is showcased, featuring a charming brick façade and a distinctive curved entryway. Elegant windows are framed with decorative stone accents. A well-maintained lawn with seasonal foliage surrounds the home, highlighting its vintage architectural details.
Home in Berwyn
4.91 out of 5 average rating, 22 reviews

European Custom Built Home 2 Bedrooms

DonRating, 5 stars3 weeks ago
What a really nice home! My crew and I were very thrilled to stay in this home. Large areas everywhere. Bedrooms were large and beds were comfortable. Very proactive host and quick to respond. We could not be more satisfied with our stay and look forward to returning if the home is available. We were close to several restaurants and could walk to them wothing 10 minutes. Safe neighborhood.
Top guest favorite
The exterior of a historic two-story building is presented, featuring a contrasting mix of white and blue facades. A striking red door serves as the focal point, framed by elegant architectural details. A wrought iron fence surrounds the property, enhancing its charming curb appeal.
Home in Chicago
5 out of 5 average rating, 72 reviews

Windy City White House (3br/2ba) *New Listing*

HershelRating, 5 stars2 weeks ago
Spacious, beautiful condo perfect for six people. The bedrooms were clean and comfortable. The bathrooms were spotless. Living area was very comfortable. Overall this was one of the nicest Airbnbs we’ve stayed in. The owner was always responsive which made the stay even nicer.
Top guest favorite
A modern living room is equipped with two comfortable sofas and a stylish coffee table. A large TV is mounted above a white brick fireplace. Soft lighting complements the space, enhanced by a unique hanging chair and a small workspace with a chair.
Home in Des Plaines
4.98 out of 5 average rating, 54 reviews

5 Star Luxury Stay Near Chicago O'hare Airport,

JakailRating, 5 stars1 week ago
We stayed for 5 nights and had an amazing time in an amazing home. I thank Blesson for his hospitality, as well as his 24-hour support and availability. We would definitely come here again if given the opportunity.
Guest favorite
A cozy living area features a comfortable light-colored sectional sofa and a plush armchair facing a stone fireplace. Light wood flooring is complemented by a decorative area rug. A floor lamp and wall-mounted shelves add to the inviting decor, while natural light streams in through the entrance.
Home in Chicago
4.91 out of 5 average rating, 76 reviews

Beverly House

SaraRating, 5 stars1 week ago
Melissa’s house is beautiful and in a quiet neighborhood. The beds were comfortable- one of us even slept on the couch and was comfortable. The kitchen was fully stocked with pans, etc. and we loved hanging out in the backyard. We appreciated the heads up about the air fresheners and flexibility to unplug them.

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