
Pet-friendly holiday rentals in Wrigleyville, Chicago
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Top-rated pet-friendly home rentals in Wrigleyville, Chicago
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Pet-friendly house rentals

MiniGolfHouse-Chicago Close Beach & Indoor Fun!
This was a great stay for me and my family of 5. Our kids loved the mini golf course and enjoyed chilling on the open patio. This stay was matched everything described in the listing and was quite large. The only thing I’d say negative is that due to it being an older house not all the windows lock properly which was a major security error for me especially since it was an unfamiliar area and we had our children. Other than that no complaints ! Would stay again Thanks !

Spacious Full Home Near the Heart of Wrigleyville
We had an amazing stay at Dustin’s place! We had a group of 9 ladies who fit perfectly with plenty of cozy beds and linens. The location was very walkable and we felt safe. We walked over to Barcocina Lakeview on Friday, and then jumped on the train to River North on Saturday to celebrate St. Patrick’s Day. We had a couple of questions during our visit, and Dustin was speedy on the replies! Everyone in the group said the experience was 10 out of 10. We hope to visit again.

Chicago River House -BBQ Oasis now open!
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

BoHo House - A Chic, 1903 Chicago Workers Cottage
Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!

Victorian House in Heart of Rogers Park
We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.

Retro Modern Bungalow | fire pit | free parking
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

The Grand Kimball Lodge, Logan Square, Sleeps 14
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!

Spacious Luxury Townhouse - Old Town
This place is a jem in the heart of an old town. Walkable distance to great restaurants and train station. The neighborhood is quiet and peaceful. For us it was a perfect place to come back to after a day of exploring Chicago. Robert, the host, is super responsive and is very pleasant. Highly recommended!
Pet-friendly home rentals with a pool

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
Overall great for our stay, Fairly close to a lot of things.

Stylish Corner 2 Bedroom in the Heart of Chicago |
The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.

Luxury Designer Penthouse NW | Pool | Gold Coast
Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

Forest Park Oasis - Dog Friendly - Parks - the "L"
Excellent place to stay, easy access to highway, quick ride to downtown

Sentral 2 Bedroom Apt in South Loop Chicago
Very easy for a local who needed a different place to stay during a remodel

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!

Level ◆ New Luxe Two Bedroom Corner Suite
The place was spectacular. The views are breathtaking. My family and I loved the place.

Modern unit in Bridgeport-Chicago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
Private, pet-friendly home rentals

The Bosworth Chicago Lakeview/Wrigley w/parking
We had such a great time during our stay! The surrounding neighborhood was absolutely beautiful—perfect for a relaxing weekend getaway. Rosalia and her husband John were incredibly informative and responsive, making everything super easy and stress-free.I’d highly recommend it if you’re looking for a cozy spot in the Wrigleyville area. Would definitely stay here again!

Chicago Bear Den
Cute place to stay for a weekend cubs game getaway. Location was great/walkable to all the local bars and eateries in the area. Loved it!

Spacious Studio, Amazing Location!
Cozy. Clean. Quiet. Charming old building. We loved the surrounding area. Lots of great places to shop and eat. Easy walk to the lake shore. Short walk to the train station. We would definitely stay here again.

Sunny Logan Square Artists' home
We loved our stay at Kyle’s place - it was decorated SO cute (I went with two girlfriends and I’m pretty sure we all squealed with joy when we first opened the door). The location was perfect - just a quick walk to all the shops and restaurants Logan Square had to offer - and to public transportation (which we used the whole time in Chicago). The neighborhood was very peaceful and quiet; we all felt very safe. When I come back to Chicago, I will absolutely be staying here again. Thanks for sharing your space with us, Kyle! We loved it! (Side note: you gave me so many ideas for house decor, your style is impeccable!)

New 3BR Residence Adjacent to Wrigley Field
You couldn’t ask for a better location in Wrigleyville. The price was fair, check is easy as well. We had a little hiccup during the stay but the host was more than accommodating!

Wrigleyville Oasis with Huge Garage
The apartment was very clean and only a few minute walk to the Cubs game. Parking was perfect. We arrived, parked our vehicles and left them there until we left. There was no need to use our cars, we were able to walk everywhere. The location was beyond perfect. There were unlimited restaurants in the area and we felt very safe in the neighborhood. Everyone was very nice in the building and the area. I would definitely recommend.

Charming & Cozy 4BD Retreat Steps to Wrigley Field
This was the best Airbnb experience I’ve had. It was very clean, comfortable beds and pillows so we all slept well. The living space was comfortable and spacious. He really has thought of everything and even provided a grill for our group. Extra supplies under the sinks too. The stacked kitchen was impressive! When visiting Chicago again, I will definitely see if this place is available. It was so close to Wrigley field and yet quiet at night. We had no problems finding parking either. As mentioned, it was the best experience I’ve group has had with Airbnb. Thank you Victor!!!

Cozy Lakeview Apt-Walk to Wrigley & Free Parking!
Thank you for allowing us to use your home. Apt was as described. Great locations to restaurants, bars and Wrigleyville. Quiet and peaceful!! Very cozy and relaxing. Will stay here again when next in Chicago!!
Quick stats about holiday rentals that are pet-friendly in Wrigleyville, Chicago
Total rentals
30 properties
Nightly prices starting at
$84 NZD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club