Pet-friendly vacation rentals in Northwest Side

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Northwest Side pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in Highland Park
4.97 out of 5 average rating, 121 reviews

Charming Ranch-Style Cottage

MustafaRating, 5 stars1 week ago
We stayed at Alix’s for one night. Our stay at Alix’s place was quite comfortable. Everything was exactly as described. We made use of the devices provided like the iron and ironing table, and the hairdryer. To my wife’s delight, the bathroom also had individually packaged makeup remover wipes! Body lotion was also provided. The air conditioning worked perfectly and we were able to sleep comfortably. Would recommend!
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
Top guest favorite
Home in Chicago
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 favorite
Home in Chicago
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 favorite
Home in Chicago Ridge
4.92 out of 5 average rating, 138 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 starstoday
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!
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 stars6 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.
Guest favorite
Home in Chicago
4.95 out of 5 average rating, 152 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AlexRating, 5 stars3 weeks ago
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!
Superhost
Home in Chicago
4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

RoxanaRating, 5 stars2 weeks ago
Great place to accommodate a big group. Close enough to the city if you don’t want to be in the heart of the city. Responsive host

Pet-friendly home rentals with a pool

Guest favorite
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 favorite
Apartment in Chicago
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars6 days 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.
Guest favorite
Apartment in Chicago
4.96 out of 5 average rating, 73 reviews

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

JanRating, 5 stars4 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, 3 reviews

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

CarmenRating, 5 stars2 weeks ago
Absolutely wonderful stay! The place was spotless, beautifully decorated, and had everything we needed for a comfortable visit. The host was thoughtful in making check-in easy. Although we didn’t travel with children the park across the street would be an added plus for families with children (soccer field, skate board ramp, playground & tennis courts). The neighborhood felt very safe and family-friendly! We felt right at home and would definitely stay here again. Highly recommended!
Superhost
Apartment in Chicago
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
Apartment in Chicago
4.77 out of 5 average rating, 31 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars6 days ago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
Guest favorite
Apartment in Chicago
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 favorite
Apartment in Chicago
4.95 out of 5 average rating, 55 reviews

Exclusive Penthouse: Breathtaking Getaway

JonathanRating, 5 stars2 weeks ago
A great unit with amazing views as soon as you walk in you are greeted with the big floor to ceiling panoramic views , also has a coffee shop in the lobby great coffee and breakfast foods.friendly staff the receptionist was great forgot what her name was but she was so helpful. The apartment is very spacious open concept kitchen well equipped for anything you need .very nice speakers and all the tvs are big in size great air conditioning as well. very modern and comfortable and plenty of things to do within walking distance definitely check out the gangnam market across the street definitely coming back!!!

Private, pet-friendly home rentals

Guest favorite
Apartment in Chicago
4.88 out of 5 average rating, 50 reviews

Cute & Cozy Chicago Basement

AracelyRating, 5 stars1 week ago
it was our second time staying there and everything was as perfect as the first. will definitely be staying there again on my next trip to Chicago
Superhost
Apartment in Oak Park
4.89 out of 5 average rating, 28 reviews

Modern NEW Deluxe Studio in Oak Park

AshlynRating, 5 stars2 weeks ago
This was the perfect spot for our weekend trip! Oak Park was the cutest little town and very easy to get to downtown Chicago. The listing was just like the pictures, and the check in/out process was one of the easiest we’ve ever had! Would definitely stay here again😊 Only thing to note is you are able to hear the street noises, and if the sun is something that will wake you up in the morning, be aware that it is shining through those beautiful big windows! Overall, an amazing experience!
Guest favorite
Apartment in Chicago
4.92 out of 5 average rating, 37 reviews

Portage Park Pad

StephanieRating, 5 stars1 week ago
We enjoyed our stay very much. Enrico had clear instructions for checking in that made it easy & was accommodating when we had an earlier flight and let us check in an hour earlier which was very helpful for us. Enrico was also very responsive when we had questions about the area and gave us good recommendations about what we could do in the area. The neighborhood is quiet and easy to walk, bike, or scooter around and is close to the train station (15-20 min walk) that took us straight to Union station where we could shop and do other activities. Overall, we enjoyed our stay and felt very comfortable staying in this home. Thank you!!
Top guest favorite
Apartment in Chicago
4.99 out of 5 average rating, 135 reviews

Newly-renovated historic home in Logan Square

AshleyRating, 5 stars3 weeks ago
Danny’s place was exactly as described. The hosts were very responsive and helpful. So much to do within walking distance, really great restaurants, and a great neighborhood to walk our dogs! The place itself was super clean and cute. We personally didn’t find the beds to be comfortable but everyone likes different kinds, so others probably loved them. Overall, the location and neighborhood were perfect for what we needed, dog friendly and within 30 min of downtown and Wrigley.
Top guest favorite
Apartment in Chicago
5 out of 5 average rating, 26 reviews

3BR Haven | Gym | Workspace | Quiet Location

AdamRating, 5 stars1 month ago
Good location, amenities, and a great experience staying here at Ella and Peter’s listing. Highly recommend!
Guest favorite
Apartment in Chicago
4.88 out of 5 average rating, 104 reviews

2Bed/Workareas/Fun/Safe/Comfort/Cable/HSI (ST)

AhmedRating, 5 stars7 months ago
Great location. Clean and well stocked. John was very responsive with clear instructions. We had a great stay. Thank you.
Superhost
Condo in Elmwood Park
4.6 out of 5 average rating, 15 reviews

Top Floor Condo near airport

ColleenRating, 5 stars3 weeks ago
There were four of staying at Issa’s home, and it was incredibly comfortable and clean. It was really nice to have access to a full kitchen, and both bathrooms were great. Would definitely recommend to anyone needing a comfortable stay with lots of room.
Guest favorite
Apartment in Chicago
4.92 out of 5 average rating, 13 reviews

Cozy Casa by O’Hare Airport

KenilaRating, 5 stars4 days ago
We found this place after canceling a sketchy place we were originally planning to stay at. The place was very clean and clutter free. Everything was within 20-40 minute drive with Chicago’s traffic. He had very clear instructions and rules. Great place at a great price!

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