Pet-friendly holiday rentals in Wilmette

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Wilmette pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Skokie
4.97 out of 5 average rating, 74 reviews

Luxe Limewash Getaway w/Sun Deck

CandiceRating, 5 stars1 week ago
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.
Guest favourite
Home in Glen Ellyn
4.91 out of 5 average rating, 154 reviews

Home in Glen Ellyn

KatharynRating, 5 stars5 days ago
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.
Top guest favourite
Home in Highland Park
5 out of 5 average rating, 62 reviews

Modern & Private Basement Retreat with Kitchenette

AutumnRating, 5 stars7 months ago
Crystal place is amazing!!! Book now idc. Nothing more to say, but RUN to the reserve button asap!!!
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!
Top guest favourite
Home in Chicago
4.98 out of 5 average rating, 98 reviews

Victorian House in Heart of Rogers Park

KrystleRating, 5 stars1 week ago
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!
Superhost
Home in Bolingbrook
4.92 out of 5 average rating, 133 reviews

The Sunshine Spot

AlRating, 5 stars6 days ago
House is centrally located . Clean. Host was responsive. 100% recommend this property !
Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 137 reviews

Quiet cul-de-sac with huge fenced in backyard

AshleyRating, 5 stars2 weeks ago
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!!
Superhost
Home in Naperville
4.86 out of 5 average rating, 125 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

MicahRating, 5 stars5 days ago
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

Guest favourite
Home in Highland Park
4.91 out of 5 average rating, 145 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

MaryRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in South Loop
4.95 out of 5 average rating, 42 reviews

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

MatildaRating, 5 stars1 month ago
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!
Superhost
Flat in South Loop
4.67 out of 5 average rating, 311 reviews

Sentral Premium 2BR Apt South Loop Chicago

YvetteRating, 5 stars2 weeks ago
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! :)
Superhost
Flat in South Loop
4.8 out of 5 average rating, 10 reviews

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars1 week ago
Elegant furnishings & easy check-in & check-out. Good neighbour hood
Guest favourite
Flat in South Loop
5 out of 5 average rating, 5 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

CarolRating, 5 stars1 week ago
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!
Guest favourite
Villa in Ringwood
4.9 out of 5 average rating, 169 reviews

Living the High Life Pool House

TonyRating, 5 stars3 weeks ago
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!!
Superhost
Flat in River West
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
Superhost
Flat in Magnificent Mile
4.79 out of 5 average rating, 38 reviews

Luxury Designer Penthouse North |Pool| Gold Coast

AndrewRating, 5 stars1 week ago
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

Top guest favourite
Home in Des Plaines
4.98 out of 5 average rating, 90 reviews

Newly remodeled O’hare oasis

PatrickRating, 5 stars6 days ago
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.
Guest favourite
Home in Evanston
4.97 out of 5 average rating, 38 reviews

Architectural Gem. Short Walk to Downtown/NU/Lake

KatherineRating, 5 stars6 months ago
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.
Top guest favourite
Townhouse in Hoffman Estates
4.97 out of 5 average rating, 33 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
Home in Skokie
4.81 out of 5 average rating, 26 reviews

Urban Oasis | Kid Friendly | Quiet Street

RaquelRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Dunning
4.95 out of 5 average rating, 19 reviews

Big house in the BEST Location!

AbhishekRating, 5 stars1 week ago
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.
Top guest favourite
Home in Des Plaines
4.98 out of 5 average rating, 56 reviews

5 Star Luxury Stay Near Chicago O'hare Airport,

KenyaRating, 5 stars2 weeks ago
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!
Superhost
Flat in Evanston
4.9 out of 5 average rating, 83 reviews

Special Skokie Space 2mi to NW & downtown Evanston

MaxRating, 5 stars3 weeks ago
This was a very cozy place to stay with a couple of friends, while spending the weekend at concerts and exploring the city!
Top guest favourite
Home in Des Plaines
4.99 out of 5 average rating, 77 reviews

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

LarryRating, 5 stars1 week ago
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

Destinations to explore

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