Mansion vacation rentals in Chicago

Find and book unique mansions on Airbnb

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Popular amenities for Chicago mansion rentals

Mansion 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
4.83 out of 5 average rating, 12 reviews

Pardizes Suites

CrystalRating, 5 stars2 weeks ago
I was speechless when I walked in her house it was beyond beautiful nothing was out of place at all when I say she had everything you can think of to accommodate us all she had all the toiletries you could think of the kitchen was stocked with all kind of seasonings dishes she even stocked breakfast sausages she put balloons out she really out done herself she went above and beyond it was plenty of games there the rooms were beautiful the beds were so comfortable I didn’t want to get up it was the best airbnb I ever stayed in we were all blown away by how beautiful and clean and neat it was Lisa is a very great hostess you all make sure to book with her she is great
Guest favorite
A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.
Home in Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars6 months ago
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area 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 stars1 month 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!
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
4.92 out of 5 average rating, 52 reviews

Now Open: Heated Pool with Entire House

AmyRating, 5 stars3 days ago
Really great place to stay, super responsive host! The pool was pretty great and so was the hot tub! Great location too, lots of stores, restaurants around, and parks like the Busse Woods (it’s huge and lots of walking paths)!
Superhost
A modern living room features a vibrant orange sofa with two decorative pillows, accompanied by a green armchair. A glass coffee table holds a wooden tray and a decorative item. Large windows allow natural light to fill the space, revealing an urban view.
Apartment in The Loop
4.5 out of 5 average rating, 4 reviews

Two Units: Seamless Stay, Downtown Convenience

JohnsRating, 5 stars10 months ago
Would stay here again! This stay is 2 separate apartments located directly above and below each other on the 2nd and 3rd floors. Super clean. Nicely stocked nespresso pods and machine. Nice building amenities. Great view of Sears tower from the rooftop pool.
An outdoor area features a spacious swimming pool surrounded by a wooden deck, offering ample space for relaxation. Lush trees provide privacy, with the home visible in the background. The deck shows a gentle slope leading toward the water, facilitating easy access to the pool.
Cabin in New Lenox
4.59 out of 5 average rating, 69 reviews

Your favorite vacation spot

MarkRating, 5 stars1 month ago
We had such a nice stay! The place was clean, comfortable and Nico was very quick to respond to any questions.
Superhost
An aerial view captures a landscaped amenity yard featuring an indoor hot tub house and multiple lounge seating areas. A mix of patio furniture in shades of blue is arranged over green grass. The outdoor space is surrounded by trees and includes access to the rear deck.
Apartment in Logan Square
4.93 out of 5 average rating, 14 reviews

2-level PH w/ 2 Luxe Suites Combined; Spa Access

EleanorRating, 5 stars2 weeks ago
Great place with plenty of space for a group of 8! Matthew was responsive and helpful when needed. Parking was easy, safe neighborhood, and walkable enough! We loved the hot tub and outdoor space as well.
Guest favorite
The exterior of a spacious two-story home is shown, featuring a mixture of brick and siding. Lush green landscaping surrounds the house, with trees casting shade across the front yard. A paved driveway leads to a garage, and a clear blue sky provides a bright backdrop.
Home in Carol Stream
4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

CarmenRating, 5 stars8 months ago
Beautiful house very clean and comfortable. We'll be back very soon

Luxury mansion rentals

Top guest favorite
Apartment in Logan Square
4.97 out of 5 average rating, 267 reviews

Spacious 5-BR home next to transit! Great area!

ShawnRating, 5 stars4 weeks ago
Great location and well stocked on all counts- linens, cooking gear, plates, silverware, etc. Very spacious for larger groups. I think it’s good to note that it’s actually 2 apartments with shared hallway with a 3rd apartment. But all the good things outweighed this aspect.
Guest favorite
A well-furnished living room is displayed with a neutral color palette. Seating includes beige chairs and a cream-colored sofa around a coffee table. Natural light filters through plantation shutters on large windows, and decorative wall art and a textured area rug add interest to the space.
Townhouse in West Town
4.95 out of 5 average rating, 224 reviews

Luxury River West Townhome with Garage

TajaRating, 5 stars3 weeks ago
Beautiful home! Clean, well taken care of, and stylish furnishings. My coworker and I came to a Chicago for a work meeting and this was a great place for us to stay. Spacious, plenty of extra linens, and lots of privacy per person. The host was proactive and sent us instructions and information to make finding the location and checking in seamless. Highly recommend!
Superhost
A modern living area is visible, featuring light-colored sofas arranged around a wooden coffee table. A large flat-screen TV is mounted on a wall. The space includes a dining area with a table and chairs, while neutral walls complement white cabinetry in the kitchen.
Home in Avondale
4.89 out of 5 average rating, 247 reviews

Spacious 6BR in Logan Square + Garage! Sleeps 16

JeffRating, 5 stars3 weeks ago
This is our second stay at Amit's place. It's a wonderful home, well suited to larger groups. It was absolutely spotless and well-stocked with all that you need for a stay of a few days or longer. Amit is proactive and responsive with communications but there was no need, nothing was or went wrong. In addition to the house itself there are two external things that make this a great place, it is just a short walk from the Logan Square Blue Line station making it perfect for those that don't have their own wheels, and the whole of the Logan Square neighborhood is right next door. This place is absolutely perfect for your larger group rentals. I recommend it highly!
Superhost
The spacious open-concept living area features a modern kitchen with a central island and bar seating. A cozy seating arrangement includes a black leather chair and a circular coffee table. Natural light floods the room through the overhead circular skylight, enhancing the inviting atmosphere.
Loft in West Loop
4.85 out of 5 average rating, 129 reviews

Luxury Penthouse Loft | Heart of Fulton Market

DarleneRating, 5 stars2 weeks ago
We had a fantastic stay at this property! The location was perfect—close to great restaurants, attractions, and public transportation, making it easy to explore the city. The space was stylish and well-equipped with everything we needed for a comfortable stay. Our host was incredibly accommodating and responsive, ensuring our experience was seamless from check-in to check-out. The little touches, like thoughtful amenities and local recommendations, made a big difference. Overall, this was one of the best Airbnb experiences we’ve had, and we would absolutely stay here again. We highly recommend it to anyone visiting Chicago!
Guest favorite
The entrance of Wrigley Field is depicted, showcasing the iconic red marquee sign indicating the home of the Chicago Cubs. Flags flutter gracefully above crowds of fans, with a vibrant atmosphere highlighted by the greenery and historic architecture surrounding the entrance.
Home in Lake View
4.89 out of 5 average rating, 175 reviews

Lake View | Wrigley Designer House w/Patio

NickRating, 5 stars3 days ago
This place is awesome! The house was spotless and very well cleaned. Every room was exactly as described and the beds were incredibly comfortable. One of my friends wants to buy the exact mattress they had in the upstairs room :) . I would definitely stay here again!
Guest favorite
An inviting entryway features two black doors adorned with detailed glass panes. A stylish staircase with wooden banisters leads upward. Artwork and photographs are displayed on the walls, while a small green plant adds a touch of life to the corner.
Condo in Lincoln Park
4.96 out of 5 average rating, 107 reviews

Large Remodeled Home in Lincoln Park, Sleeps 12!

EvanRating, 5 stars3 days ago
Awesome spot Kelsey has! We loved the location. Easy trip to basically anywhere in Chicago and safe area. Thanks for having us!
Guest favorite
A bright bedroom is equipped with a bunk bed, featuring a soft blanket and decorative pillows. A large, plush bean bag chair offers additional seating. A chunky wooden mirror reflects the neutral tones of the room, enhancing the sense of space. A clock hangs above the bed.
Townhouse in West Loop
4.99 out of 5 average rating, 252 reviews

Spacious 4-Level/4-Bedroom Townhouse in West Loop

JaneRating, 5 stars2 weeks ago
Great, comfortable space. Could easily walk to restaurants and close to public transportation.
Superhost
A well-lit living area features a green sofa and modern furnishings, complemented by two armchairs. Natural light pours through large windows, enhancing the inviting atmosphere. A staircase leads to the upper level, while potted plants add greenery to the space.
Condo in Lincoln Park
4.8 out of 5 average rating, 169 reviews

Massive Old Town Home Steps to Wells St & Beach

TroyRating, 5 stars3 days ago
Our need for 4 bathrooms across 8 adults on retreat together drove the decision to rent this space. Very nice being off a train line, but for those not familiar with Chicago, this location is near some legacy project housing and the street can get a little…interesting. Also not super walkable relative to other areas of the city like West Loop, but the value was right. Would do it again here - fit our needs.

Pet-friendly mansion rentals

Guest favorite
The exterior of a historic building showcases large glass windows framed by green trim. Natural light streams into the space, illuminating various items displayed inside. The backdrop features a view of a nearby architectural structure, adding visual interest to the streetscape.
Condo in Lincoln Park
4.96 out of 5 average rating, 94 reviews

Private Lincoln Park Condo with 2 Parking Spots

PatrickRating, 5 stars3 days ago
It's a great spot, and great room. I was a little skeptical because it said one of the bedrooms and bedroom/living room, but it's a full room with full privacy as well. Good view from the back window.
Superhost
A bright and inviting living room features a comfortable sofa adorned with patterned cushions. A soft throw is draped over an ottoman. Natural light filters through a large window, and a 'WELCOME' sign is displayed on the wall, enhancing the space's approachable atmosphere.
Home in Elmhurst
4.93 out of 5 average rating, 165 reviews

The Ultimate Escape|Unpack|Relax|Enjoy!Sleeps10-14

LizabethRating, 5 stars2 weeks ago
Beautiful townhome. Very clean and cozy. Beds are very comfortable. Bathrooms are new and clean. Adorable little yard that’s fully fenced. Parking is secure in a private lot about a block away from the house. The townhome is on the opposite corner of the parking lot, but it was easy to pull alongside the townhouse to unload everything into the backyard and then park the car and walk the block to the house. The kitchen is beautiful, clean and upgraded. The host is very responsive. There is a big dining room table that looks out to the sweet little backyard. Very pet friendly. Neighbors were very nice and quiet. Neighborhood has mature trees and sidewalks. We felt very comfortable staying there. Highly recommend.
Superhost
An open-concept living area features high wooden beams and a large flat-screen TV mounted on a dark accent wall. A stylish dining table accommodates six, while the kitchen showcases modern cabinetry and stainless steel appliances. Natural light fills the space through nearby windows.
Home in Illinois Medical District
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars1 week ago
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!
Guest favorite
A bright living area features large windows dressed with sheer curtains, allowing natural light to fill the space. A modern coffee table is centered on a polished hardwood floor. Comfortable seating includes a gray sofa and two armchairs, complemented by a TV mounted on the wall above a white fireplace.
Apartment in South Shore
4.95 out of 5 average rating, 111 reviews

420 at Cheltenham 4BR

Demaria Rating, 5 stars2 days ago
thankyou so much! really enjoyed it best host ever.
Superhost
A spacious living area is shown, featuring a large sectional sofa with decorative pillows. A glass coffee table occupies the center of the room, while a television sits on a wooden stand. The kitchen is visible in the background, with modern appliances and a dining area.
Condo in North Lawndale
4.9 out of 5 average rating, 96 reviews

Spacious 5-BR Apt next to transit Free Parking

JonathanRating, 5 stars1 week ago
Great place but location didn’t seem the safest. Definitely enjoyed all the bedrooms and the neighbors were friendly. Must have missed in the listing that is was part of a duplex and we were on the second floor and that there were a lot of stairs. Also the code for the first door didn’t work for us. Luckily we had someone inside that could let us in! Also, the water never really got hot so it made showers interesting. We never brought any of this up to the host so it’s definitely livable and a good place to stay. We were ultimately happy with it.
Guest favorite
A spacious living area features a black sofa and two stylish chairs arranged around a coffee table. Natural light streams through decorative stained glass windows, illuminating the hardwood flooring and neutral-colored walls, enhancing the room's welcoming atmosphere.
Home in Oak Park
4.86 out of 5 average rating, 37 reviews

Charming Oak Park 4bd/3.5ba and 2 Private Parking

MattRating, 5 stars6 days ago
David's place was great. It's very spacious, clean and comfortable. It's in a great, quiet neighborhood and walking distance to coffee shops and grocery stores. The backyard deck is also a great addition which we utilized. This was our second time visiting Oak Park and plan on coming back again and would definitely stay here again for sure. David was a great host and was very responsive and detailed with his instructions. I highly recommend this place!!
Superhost
An open-concept living area is highlighted by large windows that provide ample natural light. Comfortable seating arrangements are centered around a coffee table, with a patterned area rug enhancing the space. A chef's kitchen and dining area can be seen in the background, fostering a welcoming environment.
Apartment in Wrigleyville
4.93 out of 5 average rating, 81 reviews

The Waveland Room 4 Bed/4bath Private Roof-Deck!

MaryRating, 5 stars5 days ago
Without a doubt, the” Waveland Room 4 Bed/4bath Private Roof-Deck!” has been the most spectacular and accommodating Airbnb we have ever had the pleasure of staying at. From the very beginning, it was a pleasure to correspond with Hymie. You are literally across the street from the Wrigley Field Stadium and close to every kind of restaurant you could possibly want. The kitchen island had at least 10 stools to sit on, there were multiple appliances that were fabulous for entertaining. The beds were so comfortable, and the duvets were beyond comfortable! The four bathrooms had great showers and appointments. . The deck had several different games to play, a large table, and lots of comfy furniture, complete with BBQ grills and beer coolers. You could see the scoreboard at Wrigley Field from the deck as well as from the kitchen. We look forward to being able to return for more Cubs games and will hope this dream Airbnb will be available. It was a great escape. Thank you, Hymie.
Guest favorite
A row of charming brick homes showcases American flags and seasonal decorations. A group of visitors gathers on the sidewalk, engaged in a guided tour. Lush greenery and colorful flowers surround the entryways, enhancing the neighborhood's inviting atmosphere.
Townhouse in Pullman
4.86 out of 5 average rating, 76 reviews

Large Executive Row house in Historic Pullman

CoryRating, 5 stars2 weeks ago
We came to town to visit family but got so much more. The house was a well-balanced combination of vintage and modern with the necessary updates to give us everything we needed. The number of rooms was perfect for our group of five adults. Walking historic Pullman was not only pleasant but very enlightening on the rich history of Chicago. Our host, Stephanie, truly lived up to her Super-host status. She was attentive, responsive, and very informative. I would still stay at this property again.

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