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

Superhost
Home in Des Plaines
4.85 out of 5 average rating, 101 reviews

Outstanding O’Hare Oasis- by River’s Casino

JoshuaRating, 5 stars5 days ago
Blaine was a good host, great location, no complaints
Top guest favourite
Home in North Side
4.98 out of 5 average rating, 108 reviews

Flat in Lincoln Park 2-Flat Central to Everything

OlivierRating, 5 stars1 month ago
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !
Guest favourite
Home in Glen Ellyn
4.91 out of 5 average rating, 154 reviews

Home in Glen Ellyn

KatharynRating, 5 stars1 week 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 Lake View
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.
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!
Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 138 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 stars1 day ago
Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!
Top guest favourite
Home in Portage Park
4.97 out of 5 average rating, 117 reviews

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

ErikaRating, 5 stars1 day ago
The house is very beautiful. My family and I loved the place and how spacious it is.
Superhost
Home in Naperville
4.85 out of 5 average rating, 126 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

MicahRating, 5 stars1 week 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 Magnificent Mile
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars1 week ago
Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.
Superhost
Flat in South Loop
4.55 out of 5 average rating, 11 reviews

South Loop | Rooftop With In & Out Parking | 2

StephanieRating, 5 stars2 weeks ago
Great apartment and location! Hands down the most responsive host. TAIMS even provided parking recommendations at Wrigley Field. Thank you for a great stay in Chicago!
Guest favourite
Flat in South Loop
4.96 out of 5 average rating, 73 reviews

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

JanRating, 5 stars5 days ago
Amazing roof terrace and views! Place is spotless and well equipped. If you’re in town for business or pleasure, this place beats any hotel twice the price!
Superhost
Townhouse in Forest Park
5 out of 5 average rating, 4 reviews

Forest Park Oasis - Dog Friendly - Parks - the "L"

MeghanRating, 5 stars1 day ago
Excellent place to stay, easy access to highway, quick ride to downtown
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
Serviced apartment in River North
4.74 out of 5 average rating, 277 reviews

Level ◆ New Luxe Two Bedroom Corner Suite

Don Rating, 5 stars4 weeks ago
The place was spectacular. The views are breathtaking. My family and I loved the place.
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

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.
Guest favourite
Flat in Wilmette
4.89 out of 5 average rating, 36 reviews

The Shop - Trendy Studio in the heart of Wilmette

BradyRating, 5 stars3 weeks ago
A wonderful and eclectic studio apartment walking distance from a lot of great local restaurants.
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
Flat in Berwyn
5 out of 5 average rating, 3 reviews

NEW Jade Haven in Berwyn/Riverside

ChristianRating, 5 stars2 months ago
I would totally stay again! Location is close to the mall and other stores. Very convenient, clean and modern style. Parking is also convenient! Will totally stay again when I visit!
Top guest favourite
Home in Des Plaines
4.98 out of 5 average rating, 57 reviews

5 Star Luxury Stay Near Chicago O'hare Airport,

NicoleRating, 5 stars2 weeks ago
Just like the pictures, easy check-in and fast response. Loved it!!
Guest favourite
Flat in Albany Park
4.91 out of 5 average rating, 53 reviews

Montrose Gardens

JoyceRating, 5 stars2 days ago
This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!
Superhost
Flat in Evanston
4.9 out of 5 average rating, 83 reviews

Special Skokie Space 2mi to NW & downtown Evanston

MaxRating, 5 stars4 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
Flat in Evanston
4.98 out of 5 average rating, 94 reviews

3 BR Evanston Apt near Chicago

Sarah KathleenRating, 5 stars2 weeks ago
We only stayed one night with our 10- and 7-year-old, but we instantly fell in love with this place. It is absolutely GORGEOUS. We brought games and art supplies for the kids, but honestly didn’t need them—the house already had everything we needed: a deck of cards, magazines, vinyls, a light-up L train tracker, and TABLE TENNIS! The thoughtful touches didn’t stop there. The host provides super clear instructions for everything—how to use the showers, where the trash goes, what to do with towels, etc.—which made this possibly the easiest stay we've ever had at an Airbnb. We just bought a house in Chicago, but we’re already looking for any excuse to come back to Evanston just so we can stay here again. Thank you so much for sharing your home with us!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    $90 SGD 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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