Pet-friendly holiday rentals in Highland Park

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Highland Park pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Whiting
4.95 out of 5 average rating, 106 reviews

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

JordanRating, 5 stars4 days ago
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 !
Superhost
Home in Round Lake Beach
4.83 out of 5 average rating, 129 reviews

Modern 3 bedroom house, quiet residential street.

RonRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Antioch
4.9 out of 5 average rating, 132 reviews

Lakefront, beautiful views, spacious and private.

Daryl And KimRating, 5 stars1 week ago
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!
Guest favourite
Home in Avondale
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Gurnee
5 out of 5 average rating, 7 reviews

Luxury Stay Near Six Flags & Navy Graduation

ZylfijeRating, 5 stars1 week ago
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!
Guest favourite
Home in Chicago Ridge
4.91 out of 5 average rating, 140 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 stars4 days ago
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!
Top guest favourite
Home in Portage Park
4.97 out of 5 average rating, 117 reviews

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

ErikaRating, 5 stars4 days ago
The house is very beautiful. My family and I loved the place and how spacious it is.
Superhost
Home in Waukegan
4.86 out of 5 average rating, 133 reviews

Minutes from naval base casino and six flags

JenniferRating, 5 stars4 days ago
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

Superhost
Apartment in Fontana-on-Geneva Lake
4.78 out of 5 average rating, 182 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

MollyRating, 5 stars2 months ago
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).
Superhost
Townhouse in Forest Park
5 out of 5 average rating, 4 reviews

Forest Park Oasis - Dog Friendly - Parks - the "L"

MeghanRating, 5 stars4 days ago
Excellent place to stay, easy access to highway, quick ride to downtown
Guest favourite
Cabin in Lake Geneva
4.85 out of 5 average rating, 110 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars1 month ago
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.
Guest favourite
Home in Crystal Lake
5 out of 5 average rating, 6 reviews

In Ground Pool, Full Ranch Home

MarkRating, 5 stars1 week ago
Great place and easy to work with.
Guest favourite
Villa in Ringwood
4.9 out of 5 average rating, 170 reviews

Living the High Life Pool House

SalvadorRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Logan Square
4.88 out of 5 average rating, 103 reviews

Luxe Suite + Spa House! Key West Vibes 4-Seasons

SherylRating, 5 stars3 weeks ago
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.
Superhost
Serviced apartment in Old Town
4.86 out of 5 average rating, 148 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

ConnieRating, 5 stars2 weeks ago
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!
Superhost
Flat in West Town
4.85 out of 5 average rating, 75 reviews

Penthouse near Fulton Market: 3BR Luxury

JuanRating, 5 stars1 month ago
The view alone is very much worth the price

Private, pet-friendly home rentals

Top guest favourite
Home in Trevor
5 out of 5 average rating, 22 reviews

2BR Lake House | Lake Toys | Views | Dog Friendly

MagenRating, 5 stars2 weeks ago
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.
Superhost
Flat in Highland Park
4.79 out of 5 average rating, 24 reviews

Stylish Studio- Downtown Highland Park

KarelyRating, 5 stars1 month ago
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.
Superhost
Flat in Waukegan
4.78 out of 5 average rating, 58 reviews

Cozy Apartment I Naval Station

AlexRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Skokie
4.98 out of 5 average rating, 40 reviews

Free Parking Balcony, Weekly 5% & Monthly 20% Off

InesRating, 5 stars3 weeks ago
We enjoyed our stayed. The place was very clean and comfortable. Mark was great at communicating and accommodating. We would stay there again.
Guest favourite
Home in Northbrook
5 out of 5 average rating, 9 reviews

6 Kings | Ping-Pong | Gazebo!

LilianRating, 5 stars2 weeks ago
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 💃
Guest favourite
Flat in Wilmette
4.89 out of 5 average rating, 37 reviews

The Shop - Trendy Studio in the heart of Wilmette

BrookeRating, 5 stars4 days ago
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.
Top guest favourite
Townhouse in Hoffman Estates
4.97 out of 5 average rating, 34 reviews

Game Room | Exercise Area | Firepit | Sanitized

Abdul AhadRating, 5 stars1 week ago
★★★★★ 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!
Superhost
Flat in Berwyn
5 out of 5 average rating, 4 reviews

NEW Jade Haven in Berwyn/Riverside

ZakiraRating, 5 stars2 weeks ago
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

Destinations to explore