
Pet-friendly holiday rentals in Skokie
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Top-rated pet-friendly home rentals in Skokie
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Popular amenities for Skokie pet-friendly home rentals
Pet-friendly house rentals

Grey House: 4 Bdrm 2 Bath Bunglow with skylights
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.

Skyway w/ Shuffleboard
Wonderful house for our group of 10 ladies! Blaine was great and prompt with all communication. Would definitely stay again and recommend to others

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.

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!

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.

Excellent Location for Vacation or Business Stays.
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

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!

Design + Views in Fulton Market | The Frame
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!

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

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

Level ◆ New Luxe Two Bedroom Corner Suite
The place was spectacular. The views are breathtaking. My family and I loved the place.

Modern unit in Bridgeport-Chicago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.

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!
Private, pet-friendly home rentals

Renovated Mid-Century, 4 bed/2.1 bath townhome
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.

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.

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!

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!

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!

Montrose Gardens
Great location, walkable from Metra & CTA stations. Cozy space. Exactly what I needed

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!
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
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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
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Richard Bong State Recreation Area