
Pet-friendly holiday rentals in Wilmette
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Top-rated pet-friendly home rentals in Wilmette
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Wilmette pet-friendly home rentals
Pet-friendly house rentals

Luxe Limewash Getaway w/Sun Deck
Had a great stay at Elijah’s place. House was exactly as described and he gave clear instructions. Location was good and doesn’t take long to get to the city from.

Home in Glen Ellyn
The home was beautiful. And I love the master bedroom I felt like a queen walking into the room private bathroom. Big backyard. Everything was fabulous and next time I go back I will stay there again if available.

Modern & Private Basement Retreat with Kitchenette
Crystal place is amazing!!! Book now idc. Nothing more to say, but RUN to the reserve button asap!!!

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!

Victorian House in Heart of Rogers Park
This was my second stay at this location, and our family had the BEST time! We stayed for five days. The house is very immaculate; not a trace of dirt or dust anywhere. Like last time, we were left with some yummy snacks and treats upon arrival. Kris & Daniel also went above and beyond when we wanted to go to the beach - they personally came right over and got some beach chairs, towels, and an umbrella from the basement for us. The house is very comfortable with high-tech smart devices and we were nice and cool despite the heat (and nice and warm when it got chilly later in our visit). Our last day, I accidentally pulled down a curtain rod when opening the drapes, and Kris & Daniel could not have been more gracious about it. Great house and great hosts! Thank you!

The Sunshine Spot
House is centrally located . Clean. Host was responsive. 100% recommend this property !

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!!

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
Nice place tucked into a quiet, safe neighborhood. Backyard was outstanding. (We wish the weather had cooperated so we could have spent more time outside) One level home with comfy beds and furniture throughout. Kitchen was spacious and clean. Plenty of extra towels and blankets.
Pet-friendly home rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
Stayed here for my girls trip and it was a super convenient location! It was our first time visiting Chicago, and it was perfect. Had the most beautiful view we loved the private patio. Beds were all comfy and the hosts were extremely communicative the entire stay. Would definitely stay again!

Sentral Premium 2BR Apt South Loop Chicago
It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

South Loop | Rooftop With In & Out Parking | 1
Elegant furnishings & easy check-in & check-out. Good neighbour hood

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More
We had a great stay! The place was exactly as shown in the listing—clean, comfortable, and well-equipped. We had some minor issues with the digital locks, but the host was always very quick and helpful in resolving them. Overall, a very positive experience and we’d definitely recommend it!

Living the High Life Pool House
Nice big indoor pool (12 feet deep at one end and 3 feet at the other). The newly renovated rooms are very open and spacious. All the bedrooms are well kept. Lots of games to play(soccer table, poker, table tennis, etc.). Lots of pullout sofas and chairs. We enjoyed our stay. Thanks Jack!!

Penthouse near Fulton Market: 3BR Luxury
The view alone is very much worth the price

Luxury Designer Penthouse North |Pool| Gold Coast
We really enjoyed our time, it was a beautiful place with stellar views and Great location. It felt pretty spacious and posh. The unit had an issue with the AC but the host was responsive and coordinated with the building management for us to have them come out twice, the first time almost immediately late at night and then again the following day to fix and replace the thermostat. Checkin and checkout instructions contradicted one another on different sources, but we were able to figure it out and reach someone. The process was flexible. There were views from almost every room with nice fixtures and finishes inside to compliment the gorgeous exterior. We came for a few days so we did not utilize the gym but it seemed nice and tenants were using it. The pool deck was pretty nice as well, we only used for a little time since it was a colder time. You couldn't hear any neighbors next to you or on the deck above. We would stay here again, and almost looked into extending our stay.
Private, pet-friendly home rentals

Newly remodeled O’hare oasis
Great stay!! We went to a two night concert at All State and it was a perfect place to stay for this. Walkable to coffee, grocery, and restaurants/bars. Plenty of space and a nice back yard area.

Architectural Gem. Short Walk to Downtown/NU/Lake
The place was terrific for our family of 5 adults. Clean, as advertised, and more spacious than expected. The artwork is really impressive and we all enjoyed the architectural qualities of this historic home. The layout allowed for both family get-togethers and individual privacy. We easily found what we needed in the bathrooms and kitchen. The house was conveniently located to downtown Evanston so we were able to get around on foot. With the quiet neighborhood and comfortable beds, we all slept well during our stay. Annie left a binder of house notes, including a magazine article about the architectural history of the neighborhood, featuring this house, which was fascinating. Note: On AirBnB the house is shown at the corner of Church and Maple. The actual location is about 0.5 miles west of there, near Mason park.

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!

Urban Oasis | Kid Friendly | Quiet Street
My friends and I had a great stay at this property. The host was very quick to respond to questions and was very kind and also was flexible with the check-in time which was super helpful as all of us were arriving at different times. The space was large enough and comfortable for all of us and was in a central location to the places we needed and wanted to go. The beds were very comfortable and there was enough silverware, cups, and plates for us all and the dining table was spacious. The property was in a safe and quiet neighborhood and we were able to uber around easily. I highly recommend this property for groups of friends or family, and there was young children friendly areas and gates and a crib if needed. I would for sure stay at their property again or any of their locations as the host was great!

Big house in the BEST Location!
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.

5 Star Luxury Stay Near Chicago O'hare Airport,
I just wanted to thank you for such a fantastic stay at your beautiful home. From start to finish, your communication was excellent — always clear, prompt, and helpful, which made everything so easy and enjoyable. The house itself was stunning, clean and incredibly comfortable. I especially loved all the techie touches — they added such a modern and thoughtful feel to the space. The peaceful and quiet neighborhood made it even better; it was the perfect place to relax and unwind. Thank you again for your hospitality. I would absolutely love to stay again in the future!

Special Skokie Space 2mi to NW & downtown Evanston
This was a very cozy place to stay with a couple of friends, while spending the weekend at concerts and exploring the city!

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~
Much of this home was fairly recently updated, it was nicely done. Beds were comfortable, bathrooms were very good, Roku TV was easy to use. Neighborhood was peaceful and close to O'Hare. Only one word of caution...the bedrooms were quite small. The bed took up most of the space in each bedroom, we were not there long enough to unpack, so the suitcases had to go in the dining room because there was not enough room in the bedrooms. But other than that, everything was great and we would highly recommend this home.
Quick stats about holiday rentals that are pet-friendly in Wilmette
Total rentals
20 properties
Total number of reviews
780 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
Popular amenities
Kitchen, Wifi and Pool
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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
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Richard Bong State Recreation Area