
Pet-friendly vacation rentals in Oak Park
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Top-rated pet-friendly home rentals in Oak Park
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Oak Park pet-friendly home rentals
Pet-friendly house rentals

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.

Animal House near Sox stadium
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.

Casa PLZN Location | Entire Home | Garage Parking
We had a wonderful stay. The place was clean, comfortable, and had enough space for our larger group. It was really nice getting to use the garage parking space and the outdoor area is cozy. After day 1, we did have trouble getting into the place through the front door keypad, there was a battery issue. Thankfully there is access to the home through the back door/garage. Thanks for a great stay!

Home away from home
Your place was perfect for my needs. It was larger than necessary for just myself but the location was perfect. My son attends BenU and I loved that I could meet up with him in minutes. Lisle and Naperville are great communities. The house was very well equipped and the yard was perfect. If you are going to have the full 6 people staying there is only one bathroom. Not a problem but if you come with a larger group I just wanted to note that as it is sometimes important. I highly recommend this place and I hope to use it again next year when my son graduates from BenU. Thanks for a great place and stay.

Warm and comfortable inviting Suburban home !
Beautiful area and home, wonderfully helpful and responsive host. Very grateful to have stayed here!

The Country Life! Entire House.
This house was so cozy my family and I will gladly come again for a stay

The Sunshine Spot
We stayed for a week. The house was spacious and clean, and the neighborhood felt very safe. It was close to the mall and any store you'd ever need. Richard was very responsive and helpful! Washer & dryer were great to have for a longer stay. Wifi and smart tv were great. Also was glad there was even a lead in the backyard for our dog!

Quiet cul-de-sac with huge fenced in backyard
A great spot!! A friend and I were in town for a concert and this place was perfect! The patio was really cool and Tom has the cutest dog!!
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.

Quiet but in the Heart of City walk Everywhere
Nice appartment in West loop, well equipped and the access to a gym & pool is a plus. Cloud9 staff was responsive and helpful.

Luxury Designer Penthouse NW | Pool | Gold Coast
Couldn’t find a better spot for me. I’m from LIlINCOLN PARK Chicago. I go every year for my birthday, right in the heart of things with a great view, very clean. The set up in the apartment was awesome. Will be back.

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

South Loop | Rooftop With In & Out Parking | 1
This spot is in a great location — just a short, easy walk to and from Soldier Field, and convenient for grabbing an Uber to explore other parts of Chicago. The split master bedrooms with private bathrooms are a great feature, especially for groups wanting a bit of privacy. A couple of suggestions: it would be nice to have TVs in the bedrooms (just a personal preference), and the living room could use either a larger couch or an extra chair to comfortably seat four adults. Communication with TAIMS was excellent — they were quick to respond to all our messages. The only hiccup was parking: it was a bit confusing because the street address didn't match the address listed on the parking garage sign. Once we figured it out, it was fine, but clearer instructions would definitely help future guests.

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
Great location and convenient to explore the city. Walkable to restaurants and public transport. Unit is very spacious and view from patio during night time is breathtaking. Matches the description accurately. AC is controlled by city so living area can get cold during night time and no way to adjust the temperature. Finding the location can be tricky as google maps shows duplicate address inside federal building on w Jackson st.

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
The location was perfect for us and our kids with the park right across the street, a grocery store, coffee and restaurants all within very close walking distance! The house was very clean, everything we needed and Kevin was very quick to respond and helpful when we thought one of the kids locked us out of the house! Would definitely recommend Kevin as a host and this was a great stay!

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More
Great place. Great location. Patty was great at communicating whenever we needed anything.
Private, pet-friendly home rentals

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
The living room was very comfortable and provided a great space for all our group to hangout after a wedding. The extra bedding and coffee was a nice plus!

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Jamie's place was absolutely adorable—just as pictured and described. The bedrooms were very nice, and the beds were super cozy. The kitchen was fully stocked with all the gadgets you’d need to prepare whatever you'd like, plus a few condiments, which was a nice touch. The bathroom was tidy and well-kept, with fresh, clean towels and linens provided. Jamie was more than welcoming and very accommodating to any requests. Even though she lives below the rental, she was incredibly respectful of our space—warm, friendly, and never intrusive. It truly felt like having my own little apartment. Overall, a wonderful place to stay, and I will definitely be returning.

Downtown Elegance ✨ Private Yard Parking
We were a party of 8 humans and 2 dogs, staying for the weekend. Our family had plenty of space, and the outdoor patio was a nice bonus. The kitchen was well-equipped with coffee and tea, nice new appliances, lots of dishes and utensils (we did not need a melon baller, but she had one in case we needed it!). We found it really easy to get to the L, and also convenient for walking. It was such a relief to park once and not have to drive at all. The street was nice and quiet (I mean, there were trains, because Chicago ☺️). It felt very safe, so we were comfortable taking the dogs on walks anytime. Alexandra communicated with me really well leading up to our stay, and stayed in touch throughout. We made a lot of memories, and the lovely accommodations were part of that.

Less is more! Pet friendly Tiny Home near Chicago!
This is our second time staying here and it is a great location. We will be returning in a couple weeks and look forward to staying there again.

a SIMPLE place
Place was just as described. Easy instructions to enter and house manual was clear. Steve checked in to ensure all was well upon arrival

Susie's Space. 2BR easy parking & pet friendly
Really liked it, nice location, plenty of room, comfortable, good kitchen. Getting around using buses and the subway was also very easy.

Downtown Wilmette Micro Studio
I enjoyed staying at Anna’s place this last weekend. The location is great and I had everything I needed for my short stay.

Authentic Wicker Park Home | Walk to Everything.
This was a wonderful place to stay! Great neighborhood and so close to the train station easy to jump on and get to the heart of downtown! Love the place and was perfect for what we needed!
Quick stats about vacation rentals that are pet-friendly in Oak Park
Total rentals
70 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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