Mansion holiday rentals in Willowbrook

Find and book unique mansions on Airbnb

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Popular amenities for Willowbrook mansion rentals

Luxury mansion rentals

Superhost
Home in Elmhurst
4.91 out of 5 average rating, 11 reviews

“Luxury 4BR Home w/ Pool Table &Beautiful Kitchen

RichardRating, 5 stars1 week ago
Just fix the front yard where water is leaking - thanks
Guest favourite
Townhouse in West Town
4.95 out of 5 average rating, 224 reviews

Luxury River West Townhome with Garage

TajaRating, 5 stars2 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!
Guest favourite
Home in Hyde Park
5 out of 5 average rating, 19 reviews

Amazing historic campus mansion!

ArunaRating, 5 stars4 weeks ago
Caryl was extremely helpful with a check in process and she introduced us the property as well as surrounding local attractions. We felt the place was warm and very spacious for our group and we had a pleasant stay.
Guest favourite
Home in Lincoln Park
4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

MeganRating, 5 stars1 month ago
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.
Guest favourite
Condo in Pilsen Historic District
4.94 out of 5 average rating, 126 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

MelissaRating, 5 stars1 week ago
Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!
Superhost
Loft in West Loop
4.85 out of 5 average rating, 128 reviews

Luxury Penthouse Loft | Heart of Fulton Market

DarleneRating, 5 stars1 week 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 favourite
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 stars1 day 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!!
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 152 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AlexRating, 5 stars3 weeks ago
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!

Pet-friendly mansion rentals

Guest favourite
Home in Austin
4.93 out of 5 average rating, 15 reviews

Spacious Designer Oasis: Game Room - Yard - Garage

Danielle GRating, 5 stars1 day ago
Rameez was an amazing host! Making the experience even more enjoyable with his quick responses & fast accommodations. The home is more spacious than it looks in the photos and it truly exceeded my expectations. I had a great stay for my birthday!
Guest favourite
Apartment in Hyde Park
4.94 out of 5 average rating, 525 reviews

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

JoelRating, 5 stars1 week ago
Over the last 3-4 years we have stayed at Ian’s at least 10 times while visiting our son at Uchicago for football games and graduations. It is a very clean and welcoming place to stay. We have enjoyed this Airbnb so much we have recommended it to underclassmen families to use and keep up our tradition. Ian has been more than accommodating for us to book and has responded very promptly when asked for favors. Overall, I would give it a 10/10!
Top Guest favourite
Home in Aurora
5 out of 5 average rating, 27 reviews

Evergreen Retreat

KarenRating, 5 stars1 month ago
Spectacular place with so much to offer. Was pleasantly surprised with the outdoor setting. We were in town for a family wedding and the property was selected based on proximity to the venue. After this experience, we're considering scheduling a family reunion since the accommodations were so great!
Superhost
Condo in North Lawndale
4.89 out of 5 average rating, 95 reviews

Spacious 5-BR Apt next to transit Free Parking

JonathanRating, 5 stars5 days 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.
Superhost
Home in Chicago
4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

RoxanaRating, 5 stars2 weeks ago
Great place to accommodate a big group. Close enough to the city if you don’t want to be in the heart of the city. Responsive host
Guest favourite
Home in Aurora
4.89 out of 5 average rating, 167 reviews

Large Family Home w/Garage-King beds, Fast Wi-Fi

JasonRating, 5 stars1 month ago
Really nice, quiet neighborhood. We woupd recommend and stay again
Guest favourite
Home in Humboldt Park
4.98 out of 5 average rating, 64 reviews

① Lux | Spa | Rooftop | Modern | 4 Mi to Downtown

DaisyRating, 5 stars1 week ago
Anita’s place was absolutely stunning and looked just like the photos. Extremely clean and very spacious. We hosted a 50th birthday brunch here and it was more than enough space and amenities to accommodate everyone. The rooftop was just amazing and a great addition to the place. Thank you Anita for letting us book your gorgeous home and we would love to book again and again! ⭐️⭐️⭐️⭐️⭐️
Top Guest favourite
Home in Geneva
4.98 out of 5 average rating, 58 reviews

Spacious 2082 sq ft Home & 1 Mile Walk 2Town/River

KristenRating, 5 stars4 days ago
Wonderful stay in Geneva! The host was extremely helpful and communicative. The house was impeccably clean and had everything we needed.

Mansion rentals with a pool

Guest favourite
Home in Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars5 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
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 favourite
Home in Bloomingdale
4.92 out of 5 average rating, 51 reviews

Now Open: Heated Pool with Entire House

TaraRating, 5 stars1 month 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.
Superhost
Home in Miller
4.83 out of 5 average rating, 36 reviews

Entire House With Pool - Backyard Beach Getaway

CrystalRating, 5 stars6 months ago
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10
Superhost
Apartment in The Loop
4.5 out of 5 average rating, 4 reviews

Two Units: Seamless Stay, Downtown Convenience

JohnsRating, 5 stars9 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.
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars10 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!
Superhost
Apartment in Logan Square
4.92 out of 5 average rating, 13 reviews

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

Elliot JaneRating, 5 stars3 months ago
Had a great time! Beautiful place and great location. Matthew was very quick to respond and flexible
Guest favourite
Home in Miller
4.93 out of 5 average rating, 137 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

KevinRating, 5 stars2 months ago
We had a great weekend getaway from Chicago and it was less than an hour (without traffic) away! Peaceful, quiet, near the beach. Cullen was an awesome host!

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