Pet-friendly holiday rentals in Portage Park, Chicago

Wonderful house for our group of 10 ladies! Blaine was great and prompt with all communication. Would definitely stay again and recommend to others

The home was beautiful. And I love the master bedroom I felt like a queen walking into the room private bathroom. Big backyard. Everything was fabulous and next time I go back I will stay there again if available.

Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

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.

Tom's place was really nice and exactly as described. The backyard was perfect for our pup and the neighborhood was really nice to take him on the walk. We would defintely stay there again if we are in the area.

Nice place tucked into a quiet, safe neighborhood. Backyard was outstanding. (We wish the weather had cooperated so we could have spent more time outside) One level home with comfy beds and furniture throughout. Kitchen was spacious and clean. Plenty of extra towels and blankets.

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!

Rita’s place was perfect for our weekend stay!It had plenty of space, was easily walkable to the train station and restaurants, and had everything we needed. Rita was communicative and super kind. We would definitely recommend this stay for others.

Overall great for our stay, Fairly close to a lot of things.

Fantastic stay in Chicago! The location was perfect and easy to find, with a spectacular view of Lake Michigan and the Sears Tower. It’s an amazing starting point for sightseeing on foot with the family. Check-in and check-out were super easy, and the host was very responsive with great tips for the area. We would absolutely come back anytime!

Excellent place to stay, easy access to highway, quick ride to downtown

This was a perfect stay for an amazing weekend getaway and Festival experience. The area was walkable and had several great options for food and bev. Free street parking directly in front of the property, secure garden level access, and all the instructions and guidance were well laid out. Additionally, they had a guidebook that was well put together and everything was cohesive and exactly as pictured and described in the app. John was very responsive, friendly, and he and his family provided a perfectly appointed environment for our getaway… And their dog, Star 🐶 was such an angel! We had a great time, thank you!

The place was spectacular. The views are breathtaking. My family and I loved the place.

⭐️⭐️⭐️⭐️⭐️ An unforgettable stay in the heart of the city! This Airbnb was absolutely amazing! The location couldn’t have been more perfect right in the middle of everything, with easy access to restaurants, shops, and public transportation. The space was spotless, beautifully decorated, and felt like a true home away from home. Our host went above and beyond to make sure we had everything we needed. Their hospitality, local tips, and quick communication made our stay even more enjoyable. You can tell they genuinely care about their guests’ experience. If you’re looking for a comfortable, stylish place to stay with an incredible host in Chicago, look no further. We’re already planning our next trip back!✨

Great value for a work trip! Easy to find, convenient amenities, and Patty was very proactive with a clear, easy check-in. Would recommend for a small group.

Had a great experience with our stay. The host was very communicative and friendly with their response. The view is impeccable and the location was perfect.

This is a cozy apartment that is perfect for families, close to a great neighborhood and a nice walk among historic homes to the CTA. Charles was extremely helpful and courteous throughout the entire process. The apartment was very clean and inviting with 3 small but separate bedrooms. I definitely plan to reach out to Charles again next time that I am visiting Chicago with family.

great location for walkability and transit, super convenient and pet friendly! Also surprised to get a garage parking spot, a nice amenity.

We enjoyed staying at Kaye's place and felt right at home. It was perfect for visiting our son, who also lives in Rogers Park. We've come to love this neighborhood: It's so peaceful, and within walking distance of Lake Michigan and good places to eat. Kaye's garden apartment is on a quiet street and has a very secure entry. The photos are accurate, but if anything it is actually more spacious than it looks. Kaye is a generous host: There’s plenty bottled water, plenty of towels, comfortable bed linens. We would definitely stay here again!

We found this place after canceling a sketchy place we were originally planning to stay at. The place was very clean and clutter free. Everything was within 20-40 minute drive with Chicago’s traffic. He had very clear instructions and rules. Great place at a great price!

Great location, nice unit. Older building but nice updates. You can definitely hear the tenant upstairs so bring headphones or earplugs if that bothers you.

This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!

Joan is an excellent host, very responsive and helpful. The space is very comfortable and clean, you’ll definitely enjoy your stay!

We loved the coziness and privacy of the place, it was such a welcome hideaway after our busy days sight seeing in downtown Chicago. The blue line train stop became our bestie because it got us downtown and back relatively quickly (30-40 min) and direct. The neighborhood was nice, walkable and we got pretty gorgeous weather. The space was clean and welcoming with all the needed necessities. So comfortable and clean, and it smelled so nice when we arrived. The bathroom was clean and bright with plenty of clean linens. We saw Jordan out walking the dog a few times but they made a point to give us good space, and responded quickly when we needed the door lock battery changed after checking. Would absolutely recommend and hope we get to visit again!