Pet-friendly holiday rentals in Wrigleyville

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Top-rated pet-friendly home rentals in Wrigleyville

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A modern living area features a white sofa complemented by textured cushions and a glass coffee table. Soft light illuminates the space, which includes contemporary art pieces and stylish furniture. An open kitchen area is visible, equipped with stainless steel appliances and bar stools.
Apartment in Lake View
4.9 out of 5 average rating, 226 reviews

3br W/ Elevator, Patio & Laundry Near the Red Line

My 3 bedroom apartment in Sheridan Park is a stunning place to call home in Chicago! You'll love the neighborhood; its vibrant food and art scene is uniquely diverse in Chicago. A mile north of Wrigley Field - Just to the east, Montrose Beach is a nice break from the city. If work is what brings to you to town, the nearby Brown line will take you right to the Loop. I provide all the essentials to make your stay easy and comfortable. (Balcony maintained for Summer Season, Memorial Day-Labor Day)

Top Guest favourite
A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.
Apartment in Edgewater
4.98 out of 5 average rating, 167 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Top Guest favourite
A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.
Apartment in Lake View
4.95 out of 5 average rating, 256 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Top Guest favourite
A modern gray sofa sits against a light-colored wall, complemented by a tasteful pillow. Next to it, a clear glass coffee table rests on warm wooden flooring. A dining area is visible in the background, featuring metal chairs and a round table, with natural light filtering through the windows.
Apartment in Roscoe Village
4.96 out of 5 average rating, 338 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

Top Guest favourite
An inviting living space features large windows allowing natural light, framed by exposed brick walls. A round dining table is surrounded by modern chairs, while a comfortable sectional sofa is positioned near a cozy fireplace, enhancing the warm ambience. Stylish decor elements add character to the room.
Apartment in Lake View
4.96 out of 5 average rating, 264 reviews

Modern vintage chic steps from Wrigley: park free

Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. Charming vintage DNA meets modern amenities. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom. Chicago Shared Housing Registration: R22000093584

Guest favourite
A living area features a gray couch and a light-colored armchair positioned around a glass coffee table. A television is mounted on a gray media console, and natural light enters through a doorway leading to a kitchen area. A textured rug adds warmth to the hardwood floor.
Apartment in Lake View
4.81 out of 5 average rating, 150 reviews

Cozy Lakeview Apt-Walk to Wrigley & Free Parking!

Make my home your temporary home away from home! I travel a lot so I would like to open my cozy, bright & spacious 1 bd/1ba apartment to you so you can enjoy beautiful Chicago when I'm away. My place is located in a prime Chicago location nearby restaurants/bars/shops on Southport, coffee shops, 10 min walk to public transportation and Wrigley Field, 5 minute drive to the lake and 15 min drive downtown. Enjoy grilling on the patio in the summer and free street parking!

Top Guest favourite
The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.
Apartment in Evanston
4.97 out of 5 average rating, 214 reviews

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

Top Guest favourite
A stately Victorian house is surrounded by a landscaped garden featuring lush greenery and colorful plants. The front porch is framed by pillars and features multiple seating areas. A red front door adds a bold contrast to the dark exterior of the home.
Home in East Rogers Park
4.98 out of 5 average rating, 123 reviews

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Top Guest favourite
A spacious living room features a soft, curved sofa alongside a round coffee table, with a textured area rug beneath. Natural light streams in through large windows, illuminating the inviting seating arrangement, which includes a green rocking chair and two light-colored armchairs.
Apartment in Lake View
4.95 out of 5 average rating, 105 reviews

Chic vintage-meets-modern duplex in fab location

A perfect blend of vintage and modern in prime Southport Corridor location. Just steps away from Southport Avenue and the CTA Brown Line makes this place somewhere you can explore, dine, shop, be entertained or just relax. Stellar location gives you everything you want and need at your doorstep. Excellent public transport, 100% walkability, luxury accommodations, and prime location makes this place a cut above the rest.

Top Guest favourite
A two-flat brick building is set in a green and landscaped area, featuring large windows that allow natural light inside. A set of stairs leads up to the main entrance, which is flanked by plants and outdoor greenery.
Apartment in Ravenswood
4.94 out of 5 average rating, 158 reviews

Beautiful, sunny 2nd floor 3BR/1BA w free parking

Sunny second floor 3Br/1Ba apartment in the tree-lined, walkable neighborhood of Lincoln Square. Updated apartment with original woodwork offers easy access to Wrigley Field (7 el stops), Lake Michigan beaches, and downtown Chicago. Free parking space included, close to Western brown line el station and Lincoln Square's many restaurants and shops. Old Town School of Folk Music is a 5-minute walk. 2 miles to beaches.

Guest favourite
Apartment in Wrigleyville
4.92 out of 5 average rating, 394 reviews

The Clubhouse Wrigleyville

Beautifully remodeled apartment steps from Wrigley Field and bars. Half block from the field and One block away from the Wrigleyville night life. The apartment is right next to all the action but just far enough for a quiet night sleep. You will be pleasantly surprised how quiet my block is one hour after the game ends. Walking distance to the beach and a block from the red line.

Guest favourite
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, 163 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 pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Wrigleyville

  • Total holiday rentals

    Explore 40 holiday rentals in Wrigleyville

  • Nightly prices starting at

    Wrigleyville holiday rentals start at $118 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Wrigleyville holiday 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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