Mansion vacation rentals in Wrigleyville, Chicago

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Top-rated mansion rentals in Wrigleyville, Chicago

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Guest favorite

Rental unit in Albany Park

4.98 out of 5 average rating, 129 reviews

NorthSide Chicago duplex 5-BD,2King size-free park

Welcome to our luxurious 5-BD, 2-BR duplex; a combination of first floor and garden units. Just a 3-minute walk from the train, our stunning property is the perfect for your big gathering. Sleeps up to 10 guests with indoor Jacuzzi, full kitchen, free indoor parking, and patio access to grill with big screen TV, and sound system. Keyless check-in and 24/7 active security cameras. Don't miss out on experiencing the best of Chicago from our beautiful and convenient duplex unit. Book your stay now!

Guest favorite

Home in Roscoe Village

4.94 out of 5 average rating, 254 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

Upgraded luxury and spacious Living in this beautiful walkable, and safe Roscoe Village/Wrigley field, surrounded by shops+restaurants. 5min walk to Brownline Paulina station, Divvy Bike rental; 20min walk to WrigleyField, 3 miles to beaches/Lake Michigan, 5 miles to downtown Chicago by "L" or ride; fast WiFi, a dedicated office room with a 22" monitor for your work hours; smart 65" TV in the Living room, smart 50'TV in Master bedroom, walk-out deck. Chef's kitchen, complimentary premium coffee

Superhost

Rental unit in Lake View

4.82 out of 5 average rating, 124 reviews

Wrigleyville 4-Bed with Tons of Sunlight

The is a very comfortable spacious apartment with high ceilings, abundant sunlight. The kitchen and bath were recently remodeled. The location is the best of both worlds as it's nestled on a quiet side street surrounded by historic mansions yet is a quick walk to Wrigley Field, public transit, and the lake. Just a few short blocks to all the nightlife, shopping, arts/entertainment, and restaurants Wrigleyville has to offer. 20 minutes via EL train to Downtown, Mag Mile, Grant Park, etc.

Guest favorite

Home in Lake View

4.88 out of 5 average rating, 164 reviews

Lake View | Wrigley Designer House w/Patio

Between Wrigley Ville and Lincoln Park, our home is on a quiet street. We are surrounded by coffee shops, restaurants and nightlife. There is a Whole Foods less than a block away, a Target and other groceries stores within 5 minutes walk. The house is over 2,500 square feet spread over 3 floors, with 4 completely separate bedrooms. Extra tall ceilings in the common areas, artsy cathedral ceilings and skylights in the upstairs bedrooms and very comfortable mattresses will help you unwind.

Guest favorite

Home in Wrigleyville

4.91 out of 5 average rating, 172 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Say "WOW" in this top floor, IMMACULATE SPACIOUS with cozy FIREPLACE + ROOFTOP overlooking skyline! Open 2-story layout w/7 bed options, 3 bathrooms, private rooftop with skyline. Luxury flooring, soaring high ceilings, fully-stocked kitchen + huge island, keyless entry, 2 HD TVs, & outdoor grill. Perfect for SPECIAL OCCASIONS! Next to all Wrigley bars & restaurants. Train to Downtown <12 mins. Private parking for rent. As a "GUEST FAVORITE" we boast >1220 5-star reviews across listings!

Guest favorite

Townhouse in Old Town

4.94 out of 5 average rating, 109 reviews

Old Town/Lincoln Park Luxury Home Garage & Rooftop

Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

Guest favorite

Condo in West Town

5 out of 5 average rating, 138 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.

Guest favorite

Rental unit in Uptown

4.94 out of 5 average rating, 155 reviews

❤️ Lowest Rates! Spacious Duplex with Parking!

Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants, super markets and a couple of blocks from the CTA Red Line train. Our two level duplex (first floor and basement) is designed for your comfort with all the amenities you would need during your stay along with two free parking spots located in outdoor parking lot. Perfect for a business trip, mini getaway, family vacation to relax and feel at home!

Guest favorite

Condo in Andersonville

4.92 out of 5 average rating, 162 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.

Guest favorite

Bungalow in Lake View

4.94 out of 5 average rating, 100 reviews

Chicago Bootlegger House Sleeps 10-20

Walk to restaurants, groceries, shopping, Wrigley Field, Lake Michigan, Beaches, Boat Harbor, Lincoln Park Zoo, night life, bars, clubs, Red Line Train, Lakeshore Drive and more; all just a few blocks from your door. Giant house on 2 levels with over 3,500 square feet of living space and 6 bedrooms. Nicely decorated and lots of places to sit and mingle or watch one of the 85" TVs. Private 2 spot parking in garage and a parking pad for oversized vehicles.

Guest favorite

Home in Lincoln Park

4.84 out of 5 average rating, 158 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Lovely Historic 4 Bedroom, 3 bathroom home in Old Town, walking distance of restaurants, boutiques, coffee shops, the lake front and excellent public transportation. 2nd Fl. Master Bedroom has a King size bed and Twin plus private bath with bathtub, walk in shower, w/d; 2nd Fl. two room "suite" with a Queen size bed in each room and private bathroom. 1st Fl. bedroom with Queen bed and private bathroom. Off Street Parking and Private Deck!

Superhost

Condo in Lake View

4.81 out of 5 average rating, 124 reviews

Spacious Home, Incredible Lakeview Location

This 1800sq foot 4 bed, 2 bath condo is in an unbeatable location at Broadway, Oakdale & Halsted. We are 0.3 miles to Trader Joes, 0.4 miles to Target, 0.3 to Starbucks and are surrounded by an abundance of restaurants, nightlife, shopping and transportation options and exactly 1 miles from the lakefront and near downtown and Wrigleyville. The bedrooms feature 1 king, 2 queen and 1 full bed.