Apartment holiday rentals in Wrigleyville, Chicago

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Top-rated apartment rentals in Wrigleyville, Chicago

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Guest favourite

Apartment in Chicago

4.91 out of 5 average rating, 121 reviews

Spacious & Modern Family Friendly North Center Apt

Newly renovated, modern kitchen & bath, solar-powered, comfortable beds. Great location in safe neighborhood, Jewel Grocery store, Trader Joe’s, craft breweries, restaurants, bars, Wrigley Field nearby & brown line train to downtown Loop. Families with children are welcome. Owners with 2 young kids live upstairs, we are available to address guest needs. No smoking anything on property. Parties & excessive noise prohibited, max of 6 people allowed inside at anytime. Quiet hours 11 pm - 8 am.

12–19 Mar

€ 233 per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 102 reviews

Interior designer duplex 2bd 2bath w/ prvt office

2 bed/2bath walkup duplex with separate office and private backyard located in the heart of the Lakeview neighborhood. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Curated personally by an interior designer who lived in the space for 15 years, this home is stylish with many luxurious amenities. Walk to nearby Boystown, the zoo, or Wrigleyville or stay and enjoy the private backyard that feels like a secret garden in the middle of the city.

1–8 Apr

€ 366 per night

Guest favourite

Apartment in Chicago

4.93 out of 5 average rating, 187 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or North Shore Evanston Hospital? This AirBnb is perfectly situated. An immaculately clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation - red line "El" trains & bus routes. Apt has a private, queen bedroom with en suite full bathroom, living room with queen sofa bed, TV, dining table and kitchenette. Dogs allowed and Parking available for a fee.

23–30 Oct

€ 124 per night

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 112 reviews

Stunning, Spacious, & Sun-Soaked 1br Uptown Condo

Perfect for any type of traveler, my bright and inviting one bedroom condo in Uptown is a sanctuary stocked with every amenity you could need! There's an organized workspace area if you bring your work with you to Chicago, a gorgeous sunroom with a sofa bed, and a beautiful kitchen stocked with everything you could need to whip up a delicious meal. Steps to the lakefront and Montrose Beach and just a 6-minute walk to the Wilson Red Line, you can't beat this location. Book today! Welcome!

14–21 Jan

€ 177 per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 233 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

6–13 Jan

€ 220 per night

Superhost

Apartment in Chicago

4.87 out of 5 average rating, 107 reviews

Spacious Duplex in Great Location

This below-grade unit has everything you want! Nestled on a quiet tree-lined street public transport is close by and downtown is a quick car ride away. The condo has lots of space and all the amenities you can ask for - plenty of parking, a King sized bed with premium linens, a luxury memory foam mattress, walk-in closet to store all your things, double spa shower, and a coffee bar stocked with top shelf Nespresso coffee. This unit books up quickly, so grab it today!

19–26 Sep

€ 111 per night

Superhost

Apartment in Chicago

4.83 out of 5 average rating, 178 reviews

Can't Beat This 2min Walk to Wrigley!

My place is a half block from Wrigley Field. You can be to the ballpark in 2 minutes (or Murphy's)! Enjoy your pregame afternoon feeling the buzz of the neighborhood from the private deck. Room for 6 to sleep comfortably in a Queen, 2 Twins and a Murphy Bed. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! I have extensive information for you - let's chat!

11–18 Apr

€ 495 per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 201 reviews

Near Lake Michigan & Wrigley Field

Available 2B/2B condo with 2 King Size Beds. One block from the Aragon Ballroom and Riviera with great views of Uptown and two blocks from Lake Michigan. It’s also a perfect place to stay if your in town for a Cubs game. You can see the stadium from the rooftop deck. Walking distance to everything you need, 2 train stations, groceries, gym, restaurants/ bars. The perfect place to come and go as you please with easy key code entry.

21–28 Sep

€ 394 per night

Guest favourite

Apartment in Chicago

4.99 out of 5 average rating, 561 reviews

Urban Comfort in the Heart of Chicago

Proud to be amongst the highest rated listings in the city. This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and an en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

24–31 Jul

€ 254 per night

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 294 reviews

Bright 2br Apt W/ Private Entrance & Laundry

This central location can't be beat! Situated near Wrigley Field, you'll be on the border of Lakeview and Wrigleyville, walking distance to tons of restaurants in the these vibrant Chicago neighborhoods and steps from the Addison Brown line train which goes right downtown. Our lovely apartment is bright, modern and spacious and has all of the essentials to make your stay easy and comfortable.

15–22 Jul

€ 332 per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 329 reviews

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

17–24 Oct

€ 179 per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 282 reviews

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

Located on a quiet, tree-lined street, the apartment sits on the second storey of a classic Chicago house in Lakeview—a vibrant lakefront community with arts and culture, green space, eateries, boutiques, nightlife, and transportation options. Street parking passes available upon request. Less than five minute walk to red line El (subway train) stop and several bus lines.

12–19 Aug

€ 461 per night