We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Mansion vacation rentals in Chicago

Find and book unique mansions on Airbnb

Top-rated mansion rentals in Chicago

Guests agree: these mansions are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in Highland Park

4.91 out of 5 average rating, 110 reviews

Rejuvenate and Relax in the North Shore

Set in the midst of an affluent neighborhood, this spacious and sunny four bedroom retreat offers all the comforts of a home away from home. With it's perfect location close to Lake Michigan, Chicago Botanical Garden, Ravinia, Naval Base, and Six Flags Great America to name a few, our family home is within reach to Chicago as well. If you feel very adventurous, just leave your car in garage, pick up a bike and ride the Lake Shore Bike trail all the way to downtown Chicago, enjoying the beautiful scenery. If you feel less adventures but still would like to enjoy beautiful scenery, you can do it by taking a train. Metra can get you downtown Chicago in less than 45 min. and the stop is within walking distance.

Townhouse in Chicago

4.87 out of 5 average rating, 203 reviews

Prime Reviews a Duplex in Logan Square Chicago

Nestled in a quiet cul-de-sac in Logan Square, this is a serene oasis. Steps away from Milwaukee Ave's renowned restaurants, bars, Revolution Brewery, Stan Mansion, and The Whale, 606 trail, Blue Line to airports and downtown, as well as Bucktown and Wicker Park. Logan Square Public Library a block away. Enjoy a self-check-in process, free street parking, fully-equipped kitchen, 4 BR, 2 baths, and amenities like a washer, dryer, and yard. Please note, per Chicago regulations, no parties allowed.

Home in Schaumburg

4.97 out of 5 average rating, 107 reviews

Modern Spacious Quiet Home Near O'Hare -Deck&Yard

Amazing Modern Big 4 BR 2.5 BA "Aqua' House.Quiet street in the heart of Schaumburg.Upper level:Living Room-TV&Fireplace to cozy up w/h Family.Modern Open Eat-in Kitchen:Custom cabinets,SS Appliances,White Quartz Countertops,breakfast Island.Master suit:King bed&Modern Shower Bath&TV,2nd BR-two full beds,3rd BR-king bed&2nd Modern Tub Bath. Lower Level:Big Family Rom where kids can play,4th BR -king bed&Work Desk,Half bath&Laundry.Big deck&Yard to enjoy w/h family.We have other houses nearby.

Townhouse in Chicago

4.8 out of 5 average rating, 158 reviews

Historic lux Townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago. Perhaps the BEST location in Chicago! Located on one of the desirable & famous streets in Chicago, this property is a 5 min walk from the Gold Coast beach where you will see Lake Michigan in all of its glory. Not to mention the proximity of this property to the subway and within walking distance of Magnificent Mile. It is the perfect place to stay for the adventurous and also those who fancy a beach in the City!

Condo in Chicago

4.82 out of 5 average rating, 188 reviews

Chicago River West 4 Bedroom / 3 Bathroom

Two-level River West home great for travelers who want to see the best of Chicago (its neighborhoods!). The living room is a converted store front, so you benefit from airy ceilings and tons of natural light, which carries into the kitchen - between that and the new appliances, cooking here is a blast. The 4 bedrooms and 3 bathrooms are spread out over both floors, so it's ideal for families and groups of friends - book today! Early Check-Ins and Late Check-Outs are difficult to accommodate.

Home in Chicago

5.0 out of 5 average rating, 33 reviews

Bright & Spacious 4BR Home in Heart of Logan Sq!

We welcome you to enjoy and settle into our beautifully designed, thoughtfully decorated, spacious home in the heart of the Logan Square neighborhood in Chicago! Our goal is that your group be as comfortable as possible while making our space your ideal home away from home! Whether you are visiting for a quick weekend stay, or have plans to settle in for an extended trip, it is our pleasure to host you and your group to make sure that your stay is exactly what you hoped for when choosing us!

Home in Chicago

4.98 out of 5 average rating, 132 reviews

Southwestern Penthouse TRES | Sleeps 12

Come feel the spirit of the Southwest in one of Chicago's best neighborhoods, Logan Square. Relax in a space with Native American Art and dine alfresco on the themed backyard terrace complete with a real wigwam and life-size horses. This gem is ideal for entertaining large Bachelorette groups, friends, and family. Have a larger group? Book both units in the building to sleep 24. Garage onsite parking may be available for 2 cars & our concierge will reach out to help with your every wish!

Apartment in Chicago

4.96 out of 5 average rating, 236 reviews

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

A modern fully furnished apartment in Chicago located in the heart of Logan Square. Offering endless options for dining, entertainment, culture, and transportation all within a walkable neighborhood. Walk or Train to every site in minutes; PARKING PASSES INCLUDED! *** We are literally a minute away from the center of Logan Square and Transit. *** This is not a single-family home. It is an apartment with another tenant in the building. Outdoor spaces are shared with the other tenant.

Condo in Chicago

5.0 out of 5 average rating, 102 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.

Apartment in Chicago

4.99 out of 5 average rating, 217 reviews

Modern 4BR 2BA Apt Near Downtown, Free Parking

Welcome to our thoughtfully designed 4 bedroom 2 bath first floor apartment located in the heart of Chicago’s Little Italy, in close proximity to Downtown Chicago ( two miles), West Loop, Greek Town, The Medical District and University of Illinois at Chicago Campuses. You will have no trouble reaching the hottest destinations in Chicago via foot, bike, Uber, cab, or train. Come be our guest! Please read our full listing description and house rules prior to booking.

Condo in Chicago

4.91 out of 5 average rating, 145 reviews

Warm & Comforting 4br/2ba In Andersonville

Our 4BR/2BA home offers the perfect balance of quiet and convenience. Step out the front door into the tree-lined streets and walk just minutes to the heart of Andersonville for some exciting and historic neighborhood culture or to the Red Line which grants access to everything the City has to offer! Whether you are in town as a tourist, visiting friends, or on business, you will feel right at home! Early Check-Ins and Late Check-Outs are difficult to accommodate.

Apartment in Chicago

4.88 out of 5 average rating, 50 reviews

Spacious, Artsy 4 BR/2 BA Apartment with Gameroom

Located in the heart of the West Side of Chicago, this spacious 4-bedroom apartment features a stunning indoor arcade and quality amenities. It's the perfect place to have a quick but comfortable 3-day vacation where you can get your arcade gaming fix. Or host a company getaway - meetings during the day and unwind with game night afterward! No drinking bashes though. We’re located on a homey, quiet, peaceful, safe Chicago block....let's keep it that way.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Chicago mansion rentals

Free parking on premises

Air conditioning

Mansion rentals with a pool

Home in Schaumburg

4.93 out of 5 average rating, 14 reviews

Schaumburg Woodfield Pool House 4bedroom 2.5bath

Home in Schaumburg

5.0 out of 5 average rating, 3 reviews

Paradise 4BR w/ Pool & Games

Home in Glen Ellyn

4.94 out of 5 average rating, 17 reviews

Glen Ellyn Home

Apartment in Chicago

5.0 out of 5 average rating, 4 reviews

Luxe 2-Level PH + Spa House Retreat! Pets Welcome

Yurt in Homewood

4.97 out of 5 average rating, 74 reviews

Glamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus

Apartment in Chicago

4.62 out of 5 average rating, 50 reviews

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

Home in Lake Forest

4.91 out of 5 average rating, 58 reviews

Beautiful 137 Year Old Farm Home (3night min)

Apartment in Chicago

New place to stay

Cloud9|Near Millenium Park|The Poppy

Luxury mansion rentals

Condo in Chicago

4.95 out of 5 average rating, 129 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

Apartment in Chicago

4.93 out of 5 average rating, 134 reviews

❤️ Lowest Rates! Spacious Duplex with Parking!

Condo in Chicago

4.94 out of 5 average rating, 125 reviews

711 The Penthouse

Apartment in Chicago

4.86 out of 5 average rating, 169 reviews

Impeccable 5-Bed Wrigleville Beauty

Condo in Chicago

4.98 out of 5 average rating, 125 reviews

Luxury 4 bedroom steps from Wrigley

Home in Chicago

4.9 out of 5 average rating, 161 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Home in Oak Park

4.9 out of 5 average rating, 127 reviews

Picture-Perfect Oak Park Home- 18 Mins To Downtown

Townhouse in Chicago

4.97 out of 5 average rating, 122 reviews

*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*

Pet-friendly mansion rentals

Apartment in Chicago

4.82 out of 5 average rating, 277 reviews

Stylish Comfy Flat by Wrigley Field+CTA for Groups

Home in Chicago

4.82 out of 5 average rating, 139 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Townhouse in Chicago

4.84 out of 5 average rating, 150 reviews

Downtown Elegance ✨ Private Yard Parking

Apartment in Chicago

4.86 out of 5 average rating, 155 reviews

*Comfortable & Spacious Home Close to Downtown*

Townhouse in Chicago

4.86 out of 5 average rating, 43 reviews

Large Executive Row house in Historic Pullman

Apartment in Chicago

4.98 out of 5 average rating, 52 reviews

4 BR Mayfair flat

Home in Lombard

4.95 out of 5 average rating, 59 reviews

Imagine… 5 Brs/ Game Room

Home in Chicago

5.0 out of 5 average rating, 22 reviews

4BD/4BTH - Entire Building+Garage - Wicker Park!

Destinations to explore