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 Lincoln Park
4.94 out of 5 average rating, 125 reviews

Spacious Full Home Near the Heart of Wrigleyville

JessicaRating, 5 stars1 month ago
We had an amazing stay at Dustin’s place! We had a group of 9 ladies who fit perfectly with plenty of cozy beds and linens. The location was very walkable and we felt safe. We walked over to Barcocina Lakeview on Friday, and then jumped on the train to River North on Saturday to celebrate St. Patrick’s Day. We had a couple of questions during our visit, and Dustin was speedy on the replies! Everyone in the group said the experience was 10 out of 10. We hope to visit again.
Guest favourite
Home in North Park
4.96 out of 5 average rating, 169 reviews

Chicago River House -BBQ Oasis now open!

LuaRating, 5 stars1 week ago
We had our mini wedding at this home and it was perfect for us! Everything was great and the host was very communicative and understanding.
Superhost
Home in Illinois Medical District
4.86 out of 5 average rating, 101 reviews

Casa PLZN Location | Entire Home | Garage Parking

RicardoRating, 5 stars2 weeks ago
Great place! I’ll definitely be coming back! The beds are amazing!
Guest favourite
Home in Naperville
4.87 out of 5 average rating, 130 reviews

Home away from home

JordanRating, 5 stars1 month ago
We couldn’t have asked for a better home for our Spring Break. We last minute booked this home, and checked in 45 later but you would have never known by how welcoming Vytauta made it. Beds were very comfortable, backyard was great, we felt right at home.
Superhost
Home in Blue Island
4.81 out of 5 average rating, 194 reviews

Warm and comfortable inviting Suburban home !

MariaRating, 5 stars2 weeks ago
very nice and responsive house great peaceful calm area just a little bit far from the city with traffic otherwise wonderful stay, plan to book again !
Guest favourite
Home in Naperville
4.89 out of 5 average rating, 125 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

NathanRating, 5 stars3 weeks ago
It was a comfortable stay. Tons to do in the area. Can’t go wrong!
Superhost
Home in Bolingbrook
4.92 out of 5 average rating, 130 reviews

The Sunshine Spot

SavahannahRating, 5 stars3 weeks ago
We stayed for a week. The house was spacious and clean, and the neighborhood felt very safe. It was close to the mall and any store you'd ever need. Richard was very responsive and helpful! Washer & dryer were great to have for a longer stay. Wifi and smart tv were great. Also was glad there was even a lead in the backyard for our dog!
Top guest favourite
Home in Chicago Ridge
4.94 out of 5 average rating, 124 reviews

Quiet cul-de-sac with huge fenced in backyard

JazzmenRating, 5 stars3 weeks ago
Tom and his dog Bear... were great!! Beautiful home and great area. A lot of places that we wanted to go to were close by will definitely come again. Thank for having such a welcoming home.

Pet-friendly home rentals with a pool

Superhost
Flat in River North
4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

GregRating, 5 stars2 months ago
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.
Flat in The Loop
4.76 out of 5 average rating, 216 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

LauraRating, 5 stars1 week ago
Fantastic location, felt incredibly safe, and was exactly as described. Great space and made for the perfect spot for our family during our stay in Chicago. Would absolutely return.
Guest favourite
Flat in The Loop
4.9 out of 5 average rating, 70 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

CarmillaRating, 5 stars1 month ago
This is a nice place to stay. We enjoyed the location and amenities.
Superhost
Flat in Logan Square
4.81 out of 5 average rating, 64 reviews

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

JosephRating, 5 stars1 month ago
This place is a great location for almost anything one would like to do in Chicago. Close to train lines, plenty of surrounding restaurants and grocery stores, and parking was a breeze. Also Kevin was a wonderful host and this apartment was exactly what I needed for the stay.
Guest favourite
Flat in Bridgeport
4.83 out of 5 average rating, 23 reviews

Modern unit in Bridgeport-Chicago

KayliRating, 5 stars3 days ago
Great place! Came to Chicago for a conference and the place was only a 12 minute drive from the event center. I was worried about the area being unsafe, but the area was super nice! Very close to Chinatown too!
Guest favourite
Flat in Magnificent Mile
4.91 out of 5 average rating, 35 reviews

Luxury Designer Penthouse West |Pool| Gold Coast

ChristopherRating, 5 stars2 weeks ago
A cozy apartment with an outstanding view. It instanantly felt home, especially after having spent 3 nights in hotel downtown. The place was clearly well managed, and at no point was it unclear what we needed to do and what was expected of us as guests.
Guest favourite
Flat in West Town
4.94 out of 5 average rating, 53 reviews

Chicago’s Best PH! Views Like No Other!|The Arc

BriannaRating, 5 stars1 month ago
I stayed here for a bachelorette trip and it was absolutely iconic. One of the only trips I’ve been on where I was perfectly content to stay inside all day. The view was unbelievable in all weather, incredibly spacious, and close to everything we needed. Located on the same block as a cvs and grocery store for quick access to anything we forgot/food we wanted along with a sweet cafe right off the lobby. Charlie was very responsive via text but we had no issues. 10/10, would absolutely stay again.
Superhost
Flat in The Loop
4.72 out of 5 average rating, 156 reviews

Sentral Studio Apt in South Loop Chicago

NancyRating, 5 stars5 days ago
The staff was extremely friendly and helpful. They allowed us to leave bags for late flight. The hot tub was awesome. Easy walk from El from Midway. Museums, millennium park, river walk within a mile If you plan on cooking no condiments.

Private, pet-friendly home rentals

Guest favourite
Guest suite in Portage Park
4.93 out of 5 average rating, 413 reviews

Peaceful Portage Park Apartment

JenniferRating, 5 stars1 week ago
Beautiful place to stay. Beautiful decor. Host very friendly and responsive. We had a baby with us and she had lots of baby items for us. We had street parking in front of home. 🏡
Top guest favourite
Flat in Westchester
4.96 out of 5 average rating, 28 reviews

Short Drive to Hospitals/Airports/Downtown Chicago

LonRating, 5 stars4 months ago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.
Guest favourite
Apartment in East Rogers Park
4.92 out of 5 average rating, 231 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

DianneRating, 5 stars2 weeks ago
Love this place! It’s peaceful, walkable, plenty of things to do in the area and close to the Lake. Will definitely be back to stay here and visit family. Thanks Kaye, for always being responsive and helpful.
Top guest favourite
Flat in Logan Square
4.98 out of 5 average rating, 130 reviews

Newly-renovated historic home in Logan Square

LynnRating, 5 stars3 weeks ago
I had a wonder stay at this charming flat in Chicago. Danny's home is a beautiful historical building full of character, and the interior was clean, comfortable and well maintained. One of my favorite parts was the cozy backyard-such a peaceful spot to relax on a warm morning or unwind in the evening. You're right in the center of activity, but have plenty of privacy. Danny was friendly, responsive and made everything super easy. I'd definitely stay here again and highly recommend it to anyone, and their dog, visiting Chicago!
Guest favourite
Tiny home in Burr Ridge
4.9 out of 5 average rating, 366 reviews

Less is more! Pet friendly Tiny Home near Chicago!

EmilyRating, 5 stars1 day ago
Very cute tiny home. Had a lot of amenities including full bathroom, refrigerator/freezer, washer/dryer, and oven/stove which I haven’t seen in other tiny homes. Would recommend.
Guest favourite
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 337 reviews

a SIMPLE place

KaitlinRating, 5 stars6 days ago
This is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay again!
Guest favourite
Flat in Wicker Park
4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BeckieRating, 5 stars1 month ago
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.
Top guest favourite
Townhouse in Wicker Park
4.99 out of 5 average rating, 76 reviews

𓃥Wicker Cozy Corner w/Parking on site

JaneRating, 5 stars4 days ago
This was one of my fave stays with Airbnb. Hien's place is cute and comfortable and close to so many great things to do. Hien is very thoughtful in all the details in the home including a locked shed to store luggage before check in / after check out. Highly recommend.

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    £52 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

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  5. Skokie
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