Mansion vacation rentals in Wrigleyville, Chicago

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Popular amenities for Wrigleyville, Chicago mansion rentals

Luxury mansion rentals

Superhost
A spacious living area features high ceilings, exposed brick walls, and modern lighting fixtures. A large sectional sofa and vibrant area rug enhance the inviting atmosphere. A dining table and pool table are visible, while a kitchen area is neatly integrated in the background.
Apartment in Near South Side
4.86 out of 5 average rating, 76 reviews

Spacious Luxe 6BR Suite w/ Jacuzzi |Near McCormick

LibbyRating, 5 stars3 weeks ago
This was a great place to stay with a large group! We all had an enjoyable time and could easily walk to the hotel where our conference was being held. The kitchen was stocked with all the utensils we needed.
Superhost
The entryway features a pair of wooden double doors adorned with festive greenery and red bows. Lanterns provide soft illumination, while a decorative table holds a floral arrangement. Small lights twinkle on a nearby festive display, enhancing the welcoming ambiance.
Home in Bronzeville
4.86 out of 5 average rating, 100 reviews

Gated 3 Story Home perfect for Group Travelers

CathyRating, 5 stars22 months ago
I've stayed in a lot of Airbnb's, & dont even have words to describe how much i loved staying here. Two friends & i were in town for a wedding & looking for someplace warm, relaxing, and away from all of the commotion. We could not possibly have chosen better. The house had everything we needed, & was so beautifully decorated -- the pictures do not do it justice. The only thing more lovely than the house was the garden -- it is this perfect little Eden. Gleatha was helpful, flexible, responded at once to questions, and checked in a couple of times, which was so much appreciated. I seriously wanted her to be my best friend by the end of the trip. We did not have time to explore the neighborhood, but the parts we did see were safe and lovely. Also much closer to downtown than we expected. This is not a house to which i would bring small children, as some of the decor is fragile. For everyone else, you would be fortunate indeed to stay here. Thank you again, Gleatha.
Guest favorite
A spacious outdoor deck features a large, comfortable seating arrangement with navy cushions, complemented by a glass-top coffee table. Lush greenery is positioned in planters, and a striped lounge chair adds a casual touch, all set against a city skyline backdrop under clear blue skies.
Townhouse in West Town
4.96 out of 5 average rating, 69 reviews

Beautiful Spacious RiverWest Townhome 4-Bed/4-Bath

KayRating, 5 stars7 months ago
If you stay at Cary's place (and you should!), be sure to ask him for restaurant recommendations! He knows these restaurants, knows the owners, and even knows what some of their specialties are! This condo is amazing and we will be staying again.
Guest favorite
A modern kitchen is shown with dark cabinetry and stainless steel appliances. A large island with seating for six is complemented by pendant lighting. Adjacent, a dining table with six black chairs is illuminated by natural light from the nearby sliding glass doors.
Home in West Town
4.99 out of 5 average rating, 79 reviews

Luxe SFH Bucktown Retreat with Garage Parking

JacquieRating, 5 stars3 months ago
The home was beautiful, clean, easily accessible and located in a great area. We had many options for restaurants within a few minutes drive. Easy access to downtown for exploring. Very comfortable amenities and well stocked kitchen. We would stay here again!
Guest favorite
A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.
Condo in West Town
4.98 out of 5 average rating, 160 reviews

Spacious 4 Bedroom Condo

IzabelRating, 5 stars2 weeks ago
Had a great time with friends and we were all able to comfortably hang out in communal spaces, get around the city. The bathroom to room ratio was ideal for a group of girls to get ready and the neighborhood made us feel safe walking around at all times of the day. Would recommend
Superhost
A spacious bathroom features dual sinks set within a dark wood vanity, complemented by modern fixtures. A large mirror reflects natural light from a nearby window. A walk-in shower with glass doors and elegant tile surrounds provides a clean and contemporary aesthetic.
Apartment in West Town
4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

SivaRating, 5 stars8 months ago
This was a very spacious and clean apartment that comfortably hosted our family of 6 for several days. Having two separate living areas was very useful and allowed our group to spread out a bit. The full-size crib in the extension area off the master bedroom was also much appreciated as we had a 2-year-old with us. The building is on a quiet street just one block from Humboldt Park and two blocks from restaurants and shops on North Avenue. There was a grocery store within 2 blocks. Dubbs was a very responsive host, and we appreciate his flexibility with checkout time. We would happily stay here again.
Guest favorite
A bright entryway showcases a high ceiling adorned with an elegant chandelier. White paneled walls feature intricate millwork, while a mirror reflects natural light. Light hardwood flooring creates a warm contrast, and a small potted plant adds a touch of greenery beside a console table.
Home in Logan Square
5 out of 5 average rating, 47 reviews

Lux LoganHouse w/garage, Sleeps 12, & rooftop deck

AbigailRating, 5 stars1 week ago
We had a wonderful stay at Sarah's. We are local to Chicago and could not have been happier with the quality of the home and the neighborhood. Thank you for everything!
Top guest favorite
A modern living area features a sleek fireplace surrounded by dark tiles, with a flat-screen TV mounted above. A glass coffee table sits on a patterned area rug. Natural light streams through large sliding doors that lead to a small outdoor balcony, complemented by a potted plant.
Condo in Wrigleyville
4.99 out of 5 average rating, 157 reviews

Luxury 4 bedroom steps from Wrigley

ZachRating, 5 stars2 weeks ago
Brian’s condo was the perfect place to have old friends and family to gather in chicago! The place was huge, lots of areas to hang out, front and back porch, and right next to Wrigley field and the red line train. Thanks for an awesome stay!

Pet-friendly mansion rentals

Superhost
A comfortable living area is displayed, featuring a white sofa adorned with various plush cushions in soft colors. A wooden coffee table centers the space, while a vase with a flower adds a touch of nature. Large windows provide ample natural light.
Home in Berwyn
4.9 out of 5 average rating, 31 reviews

European Custom Built Home

DanRating, 5 stars1 month ago
the home was fantastic. it fit our need perfectly! thank you for a fantastic stay.
Superhost
A cozy bedroom is displayed, featuring a comfortable bed with a white quilt and decorative pillows. A wall art piece hangs above, complemented by a stylish black lamp and a geometric side table. The entrance to a kitchen area is visible in the background.
Home in Evanston
5 out of 5 average rating, 4 reviews

Cozy Private & Spacious Duplex

KevinRating, 5 stars4 months ago
We had a large group staying overnight for a memorial service the next day. They were extremely accommodating as we had family coming from multiple states. It was exactly as described and Craig responded quickly. Would highly recommend and would be happy to stay there again.
Superhost
A spacious living area is designed with high ceilings and natural light. Comfortable seating is provided by two leather sofas, while a wooden coffee table anchors the space. A large flat-screen TV is mounted on a dark accent wall, and subtle decor includes plants and wall art.
Home in Illinois Medical District
4.86 out of 5 average rating, 101 reviews

Casa PLZN Location | Entire Home | Garage Parking

RicardoRating, 5 stars2 weeks ago
Great place! I’ll definitely be coming back! The beds are amazing!
Superhost
The outdoor space features a well-maintained lawn surrounded by tall greenery. A wooden deck with seating is visible, along with two storage sheds positioned to the side. The area offers a peaceful environment for relaxation or outdoor activities.
Home in Elmhurst
5 out of 5 average rating, 3 reviews

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

VernonRating, 5 stars1 month ago
Nice clean house that I plan on staying at again.
Superhost
A comfortable living area features a dark upholstered sofa with decorative pillows, complemented by a round glass coffee table atop a patterned area rug. A dining set is positioned in the background, and wooden cabinets are visible in the kitchen area.
Townhouse in Lincoln Park
4.74 out of 5 average rating, 214 reviews

Insta Worthy Prime Spot *Patio *Parking *Fireplace

LisaRating, 5 stars1 month ago
Alexandra’s place was a great place to stay for our group. We had two families, including 7 children, and it was great to find a place with so many queen beds to accommodate all our different sleeping needs, that also had easy access to public transit and neighborhood attractions and still had a great space where we could gather and have all of us play games/eat together comfortably after a day in the city. This was a very good experience.
Guest favorite
The spacious main living area features a large sectional sofa positioned around a coffee table. Natural light enters through multiple windows, highlighting a television mounted on an entertainment unit. A decorative mirror and a bouquet of flowers add subtle touches to the inviting ambiance.
Home in Chicago
4.94 out of 5 average rating, 94 reviews

Spacious Row Home next to Transit w Garage

MollyRating, 5 stars1 month ago
Tian’s row-house was spacious and comfortable! Great for large groups with kids. 4 bedrooms had doors on them, and the 2 extra sleeping spaces were not enclosed, so better for kids (bunk beds). Kitchen was well appointed, open to the dining and living rooms, making the open plan common space really spacious. We were a group of 11 people and there was plenty of room for all of us. The neighborhood was quiet at night, sleeping was never a problem, and the beds were comfortable… plenty of extra pillows, blankets, etc. The 2 and a half bathrooms were also large and roomy. We mostly used Uber to get to downtown Chicago, although there is a train stop nearby. It usually took about 20 minutes and cost around $30. This was economic for us since we didn’t want to rent a car and navigate independently. The price for this extra large property was great, given all the comfortable space we got! We had a wonderful stay there.
Superhost
Home in Bridgeport
4.73 out of 5 average rating, 123 reviews

Chicago's Bridgeport Huge 4 Story w/Garage Parking

CynthiaRating, 5 stars3 months ago
Wonderful home! Plenty of space for our family, super responsive host, very clean, and very close to lots of things in Chicago.
Guest favorite
A shared garden space features a wooden pergola supported by vine-covered beams. Metal and wooden chairs are gathered around tables, with pathways made of stone and gravel leading through the area. Snow lightly covers the ground, creating a calm winter atmosphere.
Apartment in Lake View
4.97 out of 5 average rating, 62 reviews

5 Bedroom Wrigleyville Experience right by stadium

PeterRating, 5 stars3 weeks ago
Perfect location if you are coming to Chicago for a Cubs game. 6 minute walk to Wrigley Field. Close enough to walk to all the bars and restaurants but just far enough from the noise, hustle and bustle. Nice, quiet side street. The house is great. There were seven of us using four of the five bedrooms. Plenty of space to hang out when we were not out and about. Everything was clean and comfortable. Michael was super responsive for the handful of things I had questions about. I would definitely stay here again and highly recommend if you are considering a trip to Chicago.

Mansion rentals with a pool

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, 10 reviews

Munster hide away

ChristopherRating, 5 stars4 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.
Top guest favorite
A clear swimming pool is surrounded by lush greenery and a wooden deck. Lounge chairs are placed nearby, and a colorful inflatable pool float rests on the water's surface. Sunlight reflects off the pool, enhancing its inviting blue color.
Home in Bloomingdale
4.94 out of 5 average rating, 48 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars2 weeks ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Superhost
An above-ground pool is visible in the backyard, surrounded by greenery. Colorful floating loungers are placed in the water. A spacious deck with seating overlooks the pool area, while a grassy lawn provides additional space for outdoor activities.
Home in Miller
4.83 out of 5 average rating, 36 reviews

Entire House With Pool - Backyard Beach Getaway

CrystalRating, 5 stars5 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
A serene outdoor pool is surrounded by a stone patio and well-maintained greenery. Lounge chairs are placed nearby, and vibrant foliage provides a peaceful backdrop. Sunlight reflects off the water's surface, creating a calming atmosphere.
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars8 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!
Guest favorite
An indoor heated pool is surrounded by a wooden ceiling and grassy flooring. The pool features a gentle curve and a gently sloping entry. Lounge chairs are positioned nearby, with recreational equipment visible in the background. Large windows allow natural light to fill the space.
Villa in Ringwood
4.9 out of 5 average rating, 165 reviews

Living the High Life Pool House

LuceroRating, 5 stars1 week ago
Spent a vacation here with my family, everything was accurately described and easy to get in and had everything I needed. I recommend this location and housing for any get-aways.
Superhost
Home in Miller
4.93 out of 5 average rating, 137 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

KevinRating, 5 stars1 week 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 favorite
An inviting above-ground pool is surrounded by a wooden deck, featuring a secure entry gate. The pool is set in a spacious backyard, with green grass and trees providing a natural backdrop. The clear blue water glistens under the daylight.
Home in Schaumburg
4.95 out of 5 average rating, 20 reviews

Paradise 4BR w/ Pool & Games

JasonRating, 5 stars8 months ago
We really enjoyed our stay at this beautiful home. It is close to everything. The place is clean and very organized. Lily and Nathan has been wonderful and very responsive and communicated well with us. I definitely recommend this place when you visit Schaumburg. Thank you guys for everything.
Guest favorite
Home in Carol Stream
4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

CarmenRating, 5 stars6 months ago
Beautiful house very clean and comfortable. We'll be back very soon

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