Pet-friendly holiday rentals in Skokie

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Skokie pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Evanston
4.97 out of 5 average rating, 38 reviews

Grey House: 4 Bdrm 2 Bath Bunglow with skylights

GabrielaRating, 5 stars1 month ago
Xavier’s place was great, we felt right at home! We were a family group of six, everyone was able to sleep well during the two nights we stay. We also grilled food in the propane-gas grill in the back patio, it was ready to use. All of the spaces were welcoming and spacious. I highly recommend this stay.
Superhost
Home in Bensenville
4.83 out of 5 average rating, 100 reviews

Skyway w/ Shuffleboard

HeatherRating, 5 stars1 month ago
Wonderful house for our group of 10 ladies! Blaine was great and prompt with all communication. Would definitely stay again and recommend to others
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.
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!
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.
Superhost
Home in Wood Dale
4.76 out of 5 average rating, 165 reviews

Excellent Location for Vacation or Business Stays.

ChristopherRating, 5 stars2 weeks ago
great place to stay. quiet area...ample space for everyone. clean linen. less than 20 mins from Schaumburg and everything else

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 West Loop
4.94 out of 5 average rating, 31 reviews

Design + Views in Fulton Market | The Frame

ShirleneRating, 5 stars2 weeks ago
My family and I had a wonderful stay in Chicago! The space was beautifully designed, comfortable, and exactly as described. We truly appreciated the thoughtful touches, like the refrigerated breakfast items, earplugs, and eye mask. Our host was responsive and made check-in and checkout seamless. The location was perfect for exploring the city, with easy access to restaurants and shops. Thank you so much for your warm hospitality! We would absolutely stay here again. Highly recommended!
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
Superhost
Flat in Logan Square
4.79 out of 5 average rating, 70 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

FedericoRating, 5 stars1 week ago
Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!
Superhost
Flat in River North
4.74 out of 5 average rating, 277 reviews

Level ◆ New Luxe Two Bedroom Corner Suite

Don Rating, 5 stars3 weeks ago
The place was spectacular. The views are breathtaking. My family and I loved the place.
Superhost
Flat in Bridgeport
4.77 out of 5 average rating, 31 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars5 days ago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
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!

Private, pet-friendly home rentals

Top guest favourite
Home in Des Plaines
5 out of 5 average rating, 8 reviews

Renovated Mid-Century, 4 bed/2.1 bath townhome

IsaiRating, 5 stars1 week ago
Our stay was very pleasant for a group of 7. Plenty of space just as shown in the photos and bedrooms beds were comfortable. Good location in a quiet neighborhood Good place as described and the host was very responsive, always responding to messages within minutes.
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.
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!
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!
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!
Guest favourite
Flat in Albany Park
4.9 out of 5 average rating, 52 reviews

Montrose Gardens

AndrewRating, 5 stars2 weeks ago
Great location, walkable from Metra & CTA stations. Cozy space. Exactly what I needed
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!

Quick stats about holiday rentals that are pet-friendly in Skokie

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹6,026 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Skokie
  6. Pet-friendly rentals