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

Guest favourite
Home in Old Town Triangle
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
Home in Villa Park
4.86 out of 5 average rating, 7 reviews

Family Friendly Stylish Villa Park Home!

OdezuligboRating, 5 stars1 week ago
I had an excellent stay at Jabeen’s house in Villa Park. The home was exactly as described, spotlessly clean, very comfortable, and well-equipped with everything I needed. The location was peaceful and quiet, perfect for a restful weekend. What truly made the experience stand out was the combination of thoughtful amenities and top-notch communication. I especially appreciated the fast Wi-Fi, well-stocked kitchen, reliable AC, and relaxing patio. When I mentioned that the blender wasn’t working, Jabeen immediately replaced it—an example of her responsiveness and attention throughout my stay. I highly recommend this place for families looking for a comfortable and hassle-free stay in the area. Would definitely return!
Superhost
Home in Chicago
4.86 out of 5 average rating, 109 reviews

Casa PLZN Location | Entire Home | Garage Parking

AsiaRating, 5 stars5 days ago
We enjoyed our stay. The place is located in a convenient location close to many shops and restaurants and just around the corner from an L station. The home was very spacious and comfy for our short stay. You can hear the train in the house however it wasn’t bothersome even for our toddlers when they were asleep.
Guest favourite
Apartment in Pilsen
4.94 out of 5 average rating, 125 reviews

Urban Oasis | Great for Families w/ Kids

MelissaRating, 5 stars1 day 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
Home in Bolingbrook
4.6 out of 5 average rating, 10 reviews

Bolingbrook 4B 2ba Sleeps 8| LCP Collection

CarolynRating, 5 stars1 month ago
Dawn’s house was great. My family traveled to town and the space was what we expected. The beds were comfortable and the kitchen had what we needed. Dawn was very responsive with anything we needed.
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!
Top guest favourite
Home in Logan Square
4.97 out of 5 average rating, 118 reviews

The Hamlin In Logan Square 4BR/2BA w/Parking!

LucasRating, 5 stars3 weeks ago
This home was top-notch in every sense of the word. From the pastries and drinks gifted upon arrival to the flexible check-in/check-out times that were offered…Garrett’s hospitality really helped make our family trip to Chicago enjoyable, stress-free, and comfortable. The house was lovely and spacious, and we managed to feel right at home throughout our stay. 10/10, no notes!
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 151 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AndrewRating, 5 stars3 weeks ago
Our hosts were excellent - communicative, welcoming, friendly. We were greeted by Bob who was very laid back and accommodating. He offered good recommendations and amenities during our stay. The space is perfect for large groups and certainly impresses with its charm and personality. The neighborhood is walkable to the Blue Line and many bars/restaurants. Overall 10/10 a perfect stay and would absolutely book again in the future.

Pet-friendly mansion rentals

Guest favourite
Home in Austin
4.92 out of 5 average rating, 12 reviews

Spacious Designer Oasis: Game Room - Yard - Garage

MichelleRating, 5 stars4 days ago
I had an amazing stay at the Spacious Designer’s Oasis, Oak Park, IL! The house was centrally located, making it easy to get around and explore the area. It was impeccably clean, beautifully designed, and had the perfect balance of open space and cozy, modern charm. Every room felt thoughtfully curated and comfortable. A special shoutout to Rameez, our host—he was incredibly responsive, warm, and welcoming from the very start. He made sure we had everything we needed and went above and beyond to ensure our stay was seamless. I’d absolutely stay here again and highly recommend it to anyone looking for a stylish and relaxing place to stay. Thanks again, Rameez!
Guest favourite
Flat in Hyde Park
4.94 out of 5 average rating, 524 reviews

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

JoelRating, 5 stars4 days 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 Elmhurst
5 out of 5 average rating, 10 reviews

“4-Bed, 2-Bath Ranch Home – No Stairs, Easy Living

OvidiuRating, 5 stars6 days ago
Jaime is a very communicative host and very prompt in responding, the house is very clean and well maintained, the area is also very beautiful and very quiet, I recommend it
Superhost
Home in Schaumburg
5 out of 5 average rating, 4 reviews

Radiance - 4BR Single Level Home

KevinRating, 5 stars1 month ago
Our stay was very pleasant for a group of 6. Plenty of space just as shown in the photos and bedrooms beds were comfortable. Good location in a quiet neighborhood and convenient to get to other areas in the. w Suburbs, main highways and local restaurants/shopping. Good place as described and the host was very responsive, always responding to messages within minutes.
Guest favourite
Home in Oak Park
4.86 out of 5 average rating, 36 reviews

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

MelvinaRating, 5 stars1 week ago
David’s place was AWESOME!! Everything was great and homie. David was awesome with responding and made sure we were good. I had two past reviews in which they could have easily sparked David to not let me book with him. But he was open minded and heard me out unlike some other host. All reviews are not honest and the details can be off by mishaps. But I appreciate his openness, niceness and overall just awesomeness. Definitely an awesome place for an affordable price. The neighborhood is nice as well and a great out door seating area in the back yard. I’ll be booking again. THANK YOU DAVID ❤️
Guest favourite
Home in Aurora
4.89 out of 5 average rating, 166 reviews

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

ChasityRating, 5 stars3 months ago
Our stay here was amazing! The neighborhood was peaceful and the house was everything we needed and more. We will definitely stay here again!
Superhost
Home in Chicago
4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

RoxanaRating, 5 stars1 week 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
Top guest favourite
Home in Prospect Heights
4.96 out of 5 average rating, 27 reviews

Luxury Retreat 5400sqft-5 BR/4.5 BA 0.75 Acr Yard

BrianRating, 5 stars2 weeks ago
Great place to stay! Spacious and cozy at the same time. Close to lots of shopping.

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 stars3 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!
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 Gary
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
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
Flat in Humboldt Park
4.92 out of 5 average rating, 12 reviews

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

Elliot JaneRating, 5 stars2 months ago
Had a great time! Beautiful place and great location. Matthew was very quick to respond and flexible
Guest favourite
Home in Gary
4.93 out of 5 average rating, 137 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

KevinRating, 5 stars1 month 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!
Guest favourite
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

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