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Condo vacation rentals in Wrigleyville

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Top-rated condo rentals in Wrigleyville

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

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Guest favorite
Condo in Wrigleyville
4.92 out of 5 average rating, 103 reviews

WrigleyVilla - 1/2 Block From Wrigley Field!

Beautiful, private 3BR condo w/all the modern conveniences, just steps from Wrigley Field! Short walk to the El at Addison Red Line stop for easy access to everything Chicago! Discover dozens of shops, restaurants & taverns within walking distance on Clark, Halsted, Broadway, Southport & Irving Park Road, including grocery stores. Stay for a couple days, or a couple weeks - you'll have everything you need no matter what! If you don't find it, just ask - we're right downstairs and happy to help!

Guest favorite
The spacious living area features an inviting sofa arranged around a circular coffee table, enhancing the open floor plan. Exposed brick walls add character, while large windows flood the space with natural light. A dining area and kitchen are visible in the background, showcasing modern appliances.
Condo in Lake View
4.88 out of 5 average rating, 140 reviews

Wrigleyville Condo 2 Blks from Lake & Train

I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

Top guest favorite
A modern kitchen features green cabinetry and a marble-topped dining table surrounded by two chairs with woven seats. A geometric backsplash adds visual interest, while cookware and decorative elements are thoughtfully arranged on the shelves above. Natural light illuminates the space.
Condo in North Center
4.98 out of 5 average rating, 113 reviews

Grace House | Cozy, contemporary + convenient 2-BR

Make yourself at home in our newly renovated, spacious and immaculately clean 2-bedroom, 1-bath condo — perfect for your next family, work or friends' trip. Located on a tree-lined street in a family-friendly neighborhood and walkable to shops, restaurants, cafes, bars and more. A stone's throw to Southport Corridor/Wrigleyville/Lakeview, Lincoln Square, Roscoe Village and everything the Northside has to offer. Gigabit internet w/ WiFi and everything you need to live and thrive in Chicago.

Top guest favorite
A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.
Condo in Lake View
4.98 out of 5 average rating, 247 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

Top guest favorite
An inviting outdoor area features a long wooden table surrounded by six woven chairs, set upon a patterned rug. Lush greenery envelops the space, with plants bordering the brick pathway, enhancing the natural ambiance. Soft lighting from overhead strands adds warmth to the setting.
Condo in Lake View
4.99 out of 5 average rating, 201 reviews

Int. Designer’s Lakeview Duplex w/private backyard

A front door walkup duplex condo in the heart of Lakeview neighborhood. 2bed/2 bath with private office space. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils/spices, cafe du monde coffee and various teas. Walk to nearby Wrigley, Lake, Lincoln Park Zoo or stay here and enjoy the private backyard garden with large lounge area, gas fireplace, grill, and 10 person dining table

Guest favorite
Condo in Wrigleyville
4.85 out of 5 average rating, 459 reviews

Authentic Condo steps from Wrigley Field!

There's no better place to stay if you are visiting Wrigley Field! You can't possibly get any closer to the action with the building being located at Waveland & Clark! Hear the crowd roar from inside the living room! - Recent major renovations! Brand new central heat and air system! Steps from public transportation, Clark Street night life & Wrigley Field. Large balcony in the back & an additional private balcony off the master bedroom den in the front of the building.

Guest favorite
A modern dining area features a wooden table surrounded by six chairs. Natural light enters through large windows, highlighting the grey walls and stylish cabinetry. A chandelier hangs above the table, while a wall-mounted art piece adds a decorative touch to the space.
Condo in Wrigleyville
4.9 out of 5 average rating, 164 reviews

Foosball, Steps from Wrigley, Private Parking

Our apartment is ideally located near Wrigley Field and just steps from the Red Line, making it extremely convenient for exploring Chicago. Because of this prime location, occasional train and street noise can be heard. To help you sleep comfortably, we provide ear plugs. Many of our guests still enjoy the vibrant city atmosphere while finding the apartment cozy and restful. Perfect For: Guests who love being in the heart of Chicago and don’t mind a bit of city life sounds.

Guest favorite
Condo in Wrigleyville
4.81 out of 5 average rating, 274 reviews

Can't Beat This 2min Walk to Wrigley!

My home 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, 1 Twin plus a Twin over Full Bunk Bed 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!

Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 298 reviews

Your Chicago Retreat

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

Top guest favorite
Condo in Lake View
4.98 out of 5 average rating, 432 reviews

Prime Lakeview Apt: Walk to Wrigley Field

Escape to our bright & airy 2-bedroom apartment on a quiet, tree-lined street in Chicago's vibrant Lakeview. Perfect for 4 guests, this stylish retreat features a full kitchen, cozy fireplace, and is just a short walk from Wrigley Field, Lake Michigan, Boystown and the 'El' train for easy downtown loop access. Enjoy the best of Chicago from this classic home! Street parking passes available upon request.

Top guest favorite
The spacious living area features a large sectional sofa arranged around a modern coffee table. A wall-mounted television is positioned opposite the seating, while natural light streams in through tall windows, highlighting the industrial-style decor and polished concrete flooring.
Condo in West Loop
4.96 out of 5 average rating, 277 reviews

Designer Loft in Fulton Market with Parking

Discover our spacious, two-level modern loft, perfect for business travelers. Featuring sky-high ceilings, floor-to-ceiling windows, and a newly renovated private terrace with a fire pit. Located in the heart of Restaurant Row, just two minutes from downtown. Enjoy a luxury stay with one dedicated parking spot included. Ideal for solo travelers or couples seeking a stylish urban retreat.

Guest favorite
A brick building front displays the entrance of Steingold’s Deli, featuring large windows and a welcoming facade. Outdoor seating is arranged with wooden tables and chairs, adorned with seasonal decorations. Nearby signs and storefronts add to the bustling neighborhood atmosphere.
Condo in Lake View
4.9 out of 5 average rating, 162 reviews

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed

Location, Location... Food/Entertainment to the max! Just renovated apt. situated above and hosted by Steingold’s of Chicago (yes, bagels are included), the Midwest’s most lauded deli. Next-door to iconic Music Box Cinema. An 8 minute walk to Wrigley Field and all of its amazing neighbors. Right in the middle of Southport Corridor, Chicago’s hottest neighborhood shopping district.

Popular amenities for Wrigleyville condo rentals

Quick stats about condo rentals in Wrigleyville

  • Total vacation rentals

    Explore 20 vacation rentals in Wrigleyville

  • Nightly prices starting at

    Wrigleyville vacation rentals start at G$14,642 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Wrigleyville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wrigleyville rentals

  • 4.8 Average rating

    Wrigleyville stays are highly rated by guests—averaging 4.8 out of 5!

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