
Pet-friendly holiday rentals in Oak Park
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Top-rated pet-friendly home rentals in Oak Park
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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.

Chicago River House -BBQ Oasis now open!
A hidden gem! We booked this for our getting ready space for our wedding. There was plenty of room for my husband and two boys to get ready in without feeling crowded. We are definitely keeping this on our list of places to stay when we are in town again.

Casa PLZN Location | Entire Home | Garage Parking
Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.

Home away from home
We couldn’t have asked for a better home for our Spring Break. We last minute booked this home, and checked in 45 later but you would have never known by how welcoming Vytauta made it. Beds were very comfortable, backyard was great, we felt right at home.

Warm and comfortable inviting Suburban home !
Nice spot - place was very clean, comfy beds, lots of seating areas that were also comfy. We got used the the sounds of the trains after the first night. Bumped into Rich one day while he was mowing the grass; he was very kind. The place is a little older, but that’s in the description. We couldn’t figure out how to get the stove to turn on so we heated food in the microwave and on the gas grill outside. Neighborhood was very quiet and peaceful, and we liked having the fenced yard for our dog.

California King Bed | Fast Wi-Fi | 75" Smart TV
It was a comfortable stay. Tons to do in the area. Can’t go wrong!

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
Tom provides an excellent place to stay when coming to the Chicago Ridge – Oak Lawn – Evergreen Park area. On a quiet cul-de-sac in a residential neighborhood. Easy access and everything works great.
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.

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.

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
This is a nice place to stay. We enjoyed the location and amenities.

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!

Modern unit in Bridgeport-Chicago
My girlfriend and I had a weekend getaway trip to Chicago. We were looking for place to stay and found Paola’s place. We fell in love with her place. It was charming and laid-back place, in a quiet neighborhood. Close enough to walk to restaurants and explore a different part of Chicago. We loved every single minute of our trip, the house felt like home once you walked in. So grateful that Paola was able to help me and surprise my girlfriend for her birthday, with balloons, cake and a bottle of champagne. Couldn’t ask for a better host! Would definitely recommend and we will have to be back sometime soon!

Chicago’s Best PH! Views Like No Other!|The Arc
I stayed here for a bachelorette trip and it was absolutely iconic. One of the only trips I’ve been on where I was perfectly content to stay inside all day. The view was unbelievable in all weather, incredibly spacious, and close to everything we needed. Located on the same block as a cvs and grocery store for quick access to anything we forgot/food we wanted along with a sweet cafe right off the lobby. Charlie was very responsive via text but we had no issues. 10/10, would absolutely stay again.

Luxury Designer Penthouse North |Pool| Gold Coast
Great location and amazing views. Just wish the blinds had blackout blinds as it gets very bright in the mornings. Otherwise space was great and parking not too far.

Paradise 4BR w/ Pool & Games
We recently moved backed to the Chicagoland area from Texas. We needed a place to stay while our Chicago home was being renovated. Lily’s place was perfect. It had everything we needed for the duration of our extended stay. It was well appointed. Exceptionally clean. It had all the amenities necessary for our family to live comfortably and it was close to grocery stores, shopping, restaurants, and downtown Chicago. Highly recommend.
Private, pet-friendly home rentals

Peaceful Portage Park Apartment
Beautiful place to stay. Beautiful decor. Host very friendly and responsive. We had a baby with us and she had lots of baby items for us. We had street parking in front of home. 🏡

Cozy 1bdr Rogers Park, Loyola, Northwestern.
I always have the best time in Chicago, but Kaye’s place made this trip even better! I loved staying here so much, I actually extended my stay by a few days. Kaye has thought of everything, and to quote Tina Turner, she is “simply the best!” This is my favorite Airbnb I have ever stayed in and Kaye is the best host! I would recommend her place to all my friends and family. Can’t wait to visit again!

Newly-renovated historic home in Logan Square
Such a beautiful home walkable to some of the best restaurants and bars in Chicago, highly highly recommend staying here! We brought our 1 year old and it was the perfect home for us to feel at home.

Less is more! Pet friendly Tiny Home near Chicago!
Very cute tiny home. Had a lot of amenities including full bathroom, refrigerator/freezer, washer/dryer, and oven/stove which I haven’t seen in other tiny homes. Would recommend.

The Country Life! Entire House.
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.

a SIMPLE place
This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.

Townhome Near Munster/Hospital/BP Refinery
The house was very clean and comfortable. Great location and safe neighborhood. We loved having a garage! The hosts were very attentive and we will be back.

Oasis Collection's Mid-Century 3 Bd Wicker Park.
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.
Quick stats about holiday rentals that are pet-friendly in Oak Park
Total rentals
70 properties
Nightly prices starting at
$108 AUD 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
Wi-Fi availability
70 properties include access to Wi-Fi
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Flossmoor Golf Club
- Museum of Science and Industry
- Willis Tower
- Lincoln Park
- Wicker Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Promontory Point