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Pet-friendly holiday rentals in Wrigleyville, Chicago

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Wrigleyville, Chicago

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

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Rental unit in Lake View

4.84 out of 5 average rating, 280 reviews

Comfy/Elegant Home by Wrigley, Garage Spot & Yard

With two separate apartments, this chiq home near Wrigley Field is a hidden gem. It features comfortable beds, parking; and a fenced yard; with 3 bedrooms, 2 full baths, 2 spacious living & dining areas and fast gigabit internet. In an unbeatable location close to many popular attractions, this home is the perfect base for your Chicago adventures. 6 min drive to: -Andersonville & Boystown -Montrose Beach -Uptown, Green Mill, Riviera / Aragon Theaters 15 min drive: Cloudgate, Downtown, Loop!

Guest favourite

Apartment in Lake View

4.99 out of 5 average rating, 132 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Boys Town/Wrigley Field/East -Newly renovated/brand new in safe centrally located East Lakeview. -10 min walk from Wrigley Field, Boys town, beaches, super markets restaurants with late night dining. 5 min walk to the Metro Sheridan Red Line (straight shot downtown), 1 free enclosed parking plus free permitted street passes. -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish furnishings & in unit washer and dryer.

Guest favourite

Guest house in Lincoln Square

4.89 out of 5 average rating, 274 reviews

Private Coach house near Lincoln Square!

Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, Ravenswood, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or just crack open a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 2 miles north of Wrigley. Pets Allowed!

Guest favourite

Rental unit in Roscoe Village

4.96 out of 5 average rating, 277 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".,

Guest favourite

Rental unit in Lake View

4.98 out of 5 average rating, 181 reviews

Modern vintage chic steps from Wrigley Field!

Vintage touches and modern updates in the heart of Wrigleyville! Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and close to Boystown. The apartment's vintage DNA is beautifully respected while being updated with the modern amenities you expect when traveling. 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.

Guest favourite

Rental unit in Lake View

4.87 out of 5 average rating, 123 reviews

The Wrigley Escape - Sleeps 1-4

Located steps away from Wrigley Field. 5 min = 2 1/2 blocks. = 0.2 miles. Can you get any closer? This beautifully furnished unit sits comfortably in Wrigleyville and sleeps up to 4 guests. Need to work, play, maybe a little of both? Your Wrigleyville unit has the best of what you are looking for. On historic Addison Ave, you can hop, skip, and jump out the door to see a baseball game, concert, go to bars, restaurants, shops, coffee shops, and outdoor life ! Let's Play Ball!

Guest favourite

Rental unit in Lake View

4.93 out of 5 average rating, 188 reviews

Penthouse Near Wrigley Field

This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

Guest favourite

Rental unit in Lincoln Square

4.96 out of 5 average rating, 356 reviews

Bright family-friendly Lincoln Square 2-bed 1-bath

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

Guest favourite

Rental unit in Lake View

4.87 out of 5 average rating, 278 reviews

WELCOME TO NANCY'S PAD!

BOOK TODAY!! `Located in the heart of Lakeview this fabulous flat has everything you want. We have taken the time and care to make your stay PERFECT! This comfy 2-bedroom and 1-bath apartment sleeps 6 with luxury pillow top mattresses and an Air Dream air mattress on the sofa bed. And the best part...we are family/kid oriented. Free laundry is available in the basement of this flat.

Guest favourite

Rental unit in Wrigleyville

4.93 out of 5 average rating, 343 reviews

Wrigleyville 75 yards from Wrigley Field

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

Apartment in Lincoln Square

4.97 out of 5 average rating, 376 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!

Guest favourite

Apartment in West Town

4.97 out of 5 average rating, 760 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

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Popular amenities for Wrigleyville, Chicago pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Lincoln Park

4.94 out of 5 average rating, 122 reviews

Wrigley Retreat - Full Home w/ Chicago Charm

Guest favourite

Home in Wicker Park

4.93 out of 5 average rating, 352 reviews

Amazing Penthouse Skyline Views!

Guest favourite

Home in Lincoln Park

4.84 out of 5 average rating, 158 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Guest favourite

Home in North Park

4.96 out of 5 average rating, 152 reviews

Chicago River House with private patio!

Guest favourite

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Guest favourite

Home in Berwyn

4.99 out of 5 average rating, 113 reviews

Retro Modern Bungalow— fire pit + free parking

Guest favourite

Home in Lincoln Park

4.82 out of 5 average rating, 222 reviews

Spacious Luxury Townhouse - Old Town

Guest favourite

Home in Forest Park

4.9 out of 5 average rating, 101 reviews

Adorable house Madison Street w/ 2 car garage!

Pet-friendly home rentals with a pool

Rental unit in Magnificent Mile

4.65 out of 5 average rating, 65 reviews

Gold Coast Dream: Sleek Studio/Perfect City Vibes”

Guest favourite

Rental unit in The Loop

4.86 out of 5 average rating, 36 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Guest favourite

Rental unit in Magnificent Mile

5 out of 5 average rating, 11 reviews

Luxury Designer Penthouse Combo West | Gold Coast

Rental unit in Logan Square

4.7 out of 5 average rating, 115 reviews

Play in the Windy City and rest by the “606”

Rental unit in The Loop

4.65 out of 5 average rating, 272 reviews

Sentral Premium 2BR Apt South Loop Chicago

Rental unit in Streeterville

4.74 out of 5 average rating, 267 reviews

Guest 2 Queen Room at Aloft Chicago Mag Mile

Guest favourite

Rental unit in River North

4.8 out of 5 average rating, 143 reviews

Kasa | Walk Magnificent Mile | River North

Rental unit in The Loop

4.82 out of 5 average rating, 216 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

Private, pet-friendly home rentals

Guest favourite

Apartment in Lincoln Park

4.99 out of 5 average rating, 249 reviews

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Guest favourite

Rental unit in Logan Square

4.95 out of 5 average rating, 265 reviews

Spacious and Cozy Logan Square Apartment

Guest favourite

Guest suite in Portage Park

4.93 out of 5 average rating, 392 reviews

Peaceful Portage Park Apartment

Rental unit in Lake View

4.85 out of 5 average rating, 100 reviews

Chic Penthouse In Perfect Wrigleyville Location

Guest favourite

Rental unit in Uptown

4.97 out of 5 average rating, 169 reviews

❤️ New and Clean! Big Apartment with Parking

Guest favourite

Rental unit in Lincoln Square

4.93 out of 5 average rating, 111 reviews

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

Guest favourite

Bungalow in Lake View

4.94 out of 5 average rating, 100 reviews

Chicago Bootlegger House Sleeps 10-20

Guest favourite

Apartment in East Rogers Park

4.92 out of 5 average rating, 218 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

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

Total rentals
30 properties
Nightly prices starting at
$94 SGD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore