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

Flat in Lincoln Park 2-Flat Central to Everything
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !

Charming Ranch-Style Cottage
Alix is a fantastic host—very communicative and the space was absolutely beautiful and next level clean! Grateful to be able to stay in such a great place, great location, and fantastic host! A++++

Spacious 6BR in Logan Square + Garage! Sleeps 16
This is our second stay at Amit's place. It's a wonderful home, well suited to larger groups. It was absolutely spotless and well-stocked with all that you need for a stay of a few days or longer. Amit is proactive and responsive with communications but there was no need, nothing was or went wrong. In addition to the house itself there are two external things that make this a great place, it is just a short walk from the Logan Square Blue Line station making it perfect for those that don't have their own wheels, and the whole of the Logan Square neighborhood is right next door. This place is absolutely perfect for your larger group rentals. I recommend it highly!

The Brookfield Breakaway w/ Game Room
This was a fantastic stay! The space was beautiful, spacious, clean, and well located. Definitely a great option if you're in the area and need a larger space.

Private 3rd Floor Apartment
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.

BoHo House - A Chic, 1903 Chicago Workers Cottage
Very nice place very big only things is there was only one bathroom, With a lot of people that can get pretty cramped , Adam was very responsive and understanding!

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!!
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.

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

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

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
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!

Modern unit in Bridgeport-Chicago
⭐️⭐️⭐️⭐️⭐️ 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!✨

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More
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.

Paradise 4BR w/ Pool & Games
Lily was great! She was very responsive! House was very clean and my employees had no issues staying here! If you are looking for a house to stay in for a little getaway this is a GREAT spot!
Private, pet-friendly home rentals

Modern NEW Deluxe Studio in Oak Park
This was the perfect spot for our weekend trip! Oak Park was the cutest little town and very easy to get to downtown Chicago. The listing was just like the pictures, and the check in/out process was one of the easiest we’ve ever had! Would definitely stay here again😊 Only thing to note is you are able to hear the street noises, and if the sun is something that will wake you up in the morning, be aware that it is shining through those beautiful big windows! Overall, an amazing experience!

Cute & Cozy Chicago Basement
it was our second time staying there and everything was as perfect as the first. will definitely be staying there again on my next trip to Chicago

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

Bright & Spacious| Free Parking |Trendy Bridgeport
Very nice stay! In a great neighborhood, would stay again. Was everything me and my group needed!

Entire apartment 2bd/1ba (+ sofa bed) - sleeps 6
The apartment was exactly as described, clean, and I would most definitely stay here again!

Work Space_Quiet, Parking, Pet Friendly_Near train
This place is charming, clean and Convenient. The hosts did everything they could to make everything perfect. The decorating is cute, the beds are comfortable, and the bathroom had lots of extras. We would go there again when we are in Chicago. The hosts answered our few questions promptly. Only thing missing was a scissors.

Darling Flat Walk to OP
This is my second (maybe 3rd?) stay at one of Jordan & Jeremy's properties and the experience is consistently pleasant. Listing is accurate, place is cozy and clean. I wish all AirBnBs were this consistent!

Cozy Casa by O’Hare Airport
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!
Quick stats about holiday rentals that are pet-friendly in Portage Park, Chicago
Total rentals
20 properties
Nightly prices starting at
$99 NZD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Six Flags Great America
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Willis Tower
- Lincoln Park Zoo
- Brookfield Zoo
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Flossmoor Golf Club