
Pet-friendly holiday rentals in Highland Park
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Top-rated pet-friendly home rentals in Highland Park
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Popular amenities for Highland Park pet-friendly home rentals
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 !

Modern 3 bedroom house, quiet residential street.
Spent 5 nights at Bikash's AirBNB... May 26 - 31, 2025. Wife, dog and I were in the area for two Middle School Graduation ceremonies for two grandchildren. Overall, very positive experience. Very clean with well-equiped kitchen. Rain Shower in 2nd Bathroom a bonus. Would definitely come back. Bikash very helpful.

Lakefront, beautiful views, spacious and private.
We had a great time celebrating our daughters graduation from college! It was nice to have a space large enough for our entire family together, to relax and enjoy the outdoor outdoors! George was a very responsive host and we thoroughly enjoyed the fire pit a couple of nights just sitting around and enjoying our time together!

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!

Luxury Stay Near Six Flags & Navy Graduation
We had a fantastic stay! James was extremely attentive and accommodating, communication was seamless from start to finish. The location was ideal for our family, just minutes from Six Flags, which made our trip so convenient. The house itself was incredibly spacious, giving everyone room to relax without feeling crowded. We especially appreciated waking up to the peaceful sound of birds chirping each morning, such a nice touch of nature. Every living area had its own TV, which made downtime easy for everyone, and the ping pong table added a fun extra activity for the family. The home was spotless upon arrival, very clean and well kept. You can tell the host takes pride in maintaining the property. Highly recommend staying here if you're visiting the area!

Quiet cul-de-sac with huge fenced in backyard
Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
The house is very beautiful. My family and I loved the place and how spacious it is.

Minutes from naval base casino and six flags
Very nice place to stay. Very clean, comfortable beds, and fancy home. We enjoyed the fire pit!! Host was very friendly and proactive!! We will be coming back to visit and hopefully will be in the home again!!
Pet-friendly home rentals with a pool

FUN-tana All Year Round Abbey Springs Fontana WI
Joan's daughter, Rebekah, communicated directly with me through the Airbnb app. She provided detailed check-in instructions, a phone number to contact her, etc. It seems Rebekah lives in Hawaii so please keep note of that for response times, etc. The house was comfortable, very clean, and well-appointed. Joan and Rebekah have a beautiful collection of original art, artifacts, etc. so please keep that in mind if you are bringing small children to the home. Please note that the 1st floor bedroom has a king bed and full bathroom; and the lower level has 2 twin beds in the open area, 1 full bed and 1 twin bed in the first bedroom, and 1 full bed and 1 futon in the second bedroom (including a full laundry and utility room in a closed room).

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

Luxury Log Cabin retreat home
Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.

In Ground Pool, Full Ranch Home
Great place and easy to work with.

Living the High Life Pool House
Had a great stay! House was clean and cozy indoor pool was amazing. (Pool is about 12 feet deep.) Had a bunch of games we could play great outdoor area. Would recommend.

Luxe Suite + Spa House! Key West Vibes 4-Seasons
I had a great experience staying at this Airbnb. I stayed with my two boys and the playground behind was an absolute perfect touch. Also really enjoyed the hot tub and sitting areas outside. We felt right at home and couldn’t have asked for a better stay. Matthew was quick to answer any questions that we had.

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
We had a wonderful stay - the three bedroom rental itself was amazing, and the on-site facilities (pool, sauna, game room, family room for little kids, etc.) were beyond awesome. The location is convenient as well - plenty of restaurants within waking distance, a cute coffee shop/wine bar downstairs that makes a killer caprese sandwich, and super close to public transportation as well. One of the members of our party arrived early and the friendly folks at the front desk were able to check her in early, which was an extra bonus. We’d definitely stay here again!

Penthouse near Fulton Market: 3BR Luxury
The view alone is very much worth the price
Private, pet-friendly home rentals

2BR Lake House | Lake Toys | Views | Dog Friendly
We had the pleasure of staying here over our anniversary weekend with our 2 kiddos; it was our first vacation just our little family and it's was fantastic. Cristle was so helpful and went above and beyond to help us out when we had some issues on our end leading up to our trip. She was very thoughtful and kind and that alone was worth the 5 star rating. The home was very well kept and clean and had everything we needed for a nice relaxing weekend. We had a lot of fun out on the paddle boat and playing in the yard. The screened in porch was also a nice bonus. Our girls enjoyed the park and playing the sand. Overall it was a very nice stay and we'd love to go back sometime soon.

Stylish Studio- Downtown Highland Park
A lovely and cozy place to relax in after touring around chicago! Host had quick and detailed responses and helped out greatly with checking in and checking out.

Cozy Apartment I Naval Station
I stayed for about two weeks while I was working in the area. It was the prefect location, close to highways and grocery stores. I travel with my dog and she was allowed in the rental which was a huge help. We went on many walks around the neighborhood which is very nice and quiet. The kitchen is so nice I think that was a favorite part. Thank you!

Free Parking Balcony, Weekly 5% & Monthly 20% Off
We enjoyed our stayed. The place was very clean and comfortable. Mark was great at communicating and accommodating. We would stay there again.

6 Kings | Ping-Pong | Gazebo!
My friends and I really enjoyed our stay. Everything was exactly how they described. Quick response from the hosts, I highly recommend this place. Definitely going back 💃

The Shop - Trendy Studio in the heart of Wilmette
Great location and super clean. Easy drive to Northwestern. A little nosy being in the alley, but a sound machine was provided and solved the problem. Would definitely stay again.

Game Room | Exercise Area | Firepit | Sanitized
★★★★★ We had an absolutely phenomenal stay at Nayeli’s townhouse in Hoffman Estates, and I can’t recommend it highly enough! From the moment we booked, Nayeli’s communication was top-notch—warm, welcoming, and incredibly detailed. The pre-arrival message with clear instructions for check-in, parking, and amenities made everything seamless and stress-free. The townhouse itself is a gem—spotlessly clean, stylishly decorated, and equipped with everything you could possibly need. The newly remodeled bathroom in the bedroom hallway was a delightful surprise, with modern fixtures and a fresh, spa-like feel. The master bathroom was equally impressive, and the entire home felt cozy yet spacious. The beds were super comfortable, and the futons in the basement were a great bonus for our group, ensuring everyone had a cozy spot to sleep. One of the best experiences with Airbnb I had! Thank you for the unforgettable Stay!

NEW Jade Haven in Berwyn/Riverside
Well kept, quiet environment. Host is responsive.
Quick stats about holiday rentals that are pet-friendly in Highland Park
Total rentals
20 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
970 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 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
- Lincoln Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- The Beverly Country Club