
Pet-friendly vacation rentals in Northwest Side
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Northwest Side
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Northwest Side pet-friendly home rentals
Pet-friendly house rentals

Charming Ranch-Style Cottage
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!

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

Private 3rd Floor Apartment
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.

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!

Quiet cul-de-sac with huge fenced in backyard
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!

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.

The Grand Kimball Lodge, Logan Square, Sleeps 14
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!

Beautiful Chicago Greystone
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

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!

Luxury Designer Penthouse NW | Pool | Gold Coast
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.

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

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

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!

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!

Exclusive Penthouse: Breathtaking Getaway
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

Cute & Cozy Chicago Basement
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

Modern NEW Deluxe Studio in Oak Park
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!

Portage Park Pad
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!!

Newly-renovated historic home in Logan Square
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.

3BR Haven | Gym | Workspace | Quiet Location
Good location, amenities, and a great experience staying here at Ella and Peter’s listing. Highly recommend!

2Bed/Workareas/Fun/Safe/Comfort/Cable/HSI (ST)
Great location. Clean and well stocked. John was very responsive with clear instructions. We had a great stay. Thank you.

Top Floor Condo near airport
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.

Cozy Casa by O’Hare Airport
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!
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- West Side Vacation rentals
- North Side Vacation rentals
- South Bend Vacation rentals
- South Haven Vacation rentals
- South Side Vacation rentals
- Saugatuck Vacation rentals
- Lake Michigan Beach Vacation rentals
- Evanston Vacation rentals
- Chicago Vacation rentals
- Apartment rentals Northwest Side
- Rentals with breakfast Northwest Side
- House rentals Northwest Side
- Condo rentals Northwest Side
- Fitness-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- Rentals with a fire pit Northwest Side
- Kid-friendly rentals Northwest Side
- Rentals with a patio Northwest Side
- Rentals with outdoor seating Northwest Side
- Rentals with a hot tub Northwest Side
- Hotel rentals Northwest Side
- Private suite rentals Northwest Side
- Rentals with a washer and dryer Northwest Side
- Rentals with a fireplace Northwest Side
- Pet-friendly rentals Cook County
- Pet-friendly rentals Illinois
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center