Pet-friendly vacation rentals in West Side

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for West Side pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in Whiting
4.95 out of 5 average rating, 104 reviews

MiniGolfHouse-Chicago Close Warm Indoor Fun!

Vasudeva ReddyRating, 5 stars2 weeks ago
It was amazing with the kids they enjoyed the mini golf a lot ….spacious bedrooms very good kitchen and cleaned washrooms …overall it was great
Guest favorite
Home in Chicago
4.85 out of 5 average rating, 169 reviews

Historic Old Town, Fabulous 4 Bedroom Home

KarenRating, 5 stars1 month ago
We absolutely lived this place-enough room for our family and well appointed. Located in a great walkable area and close to the train! We are looking forward to returning!
Guest favorite
Home in Brookfield
4.89 out of 5 average rating, 102 reviews

The Brookfield Breakaway w/ Game Room

MieshaRating, 5 stars2 weeks ago
Highly recommended.... House was a really nice spot to stay at.... If ever back in town I'll definitely book back with them....
Top guest favorite
Home in Chicago
4.9 out of 5 average rating, 366 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.
Superhost
Home in Chicago
4.87 out of 5 average rating, 106 reviews

Casa PLZN Location | Entire Home | Garage Parking

RachelRating, 5 stars4 weeks ago
We had a wonderful stay. The place was clean, comfortable, and had enough space for our larger group. It was really nice getting to use the garage parking space and the outdoor area is cozy. After day 1, we did have trouble getting into the place through the front door keypad, there was a battery issue. Thankfully there is access to the home through the back door/garage. Thanks for a great stay!
Guest favorite
Home in Chicago
4.94 out of 5 average rating, 147 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

MaitlandRating, 5 stars2 weeks ago
My family and I had a fantastic stay! The space was exactly as described; clean, stylish, and thoughtfully designed. Check-in was smooth, and Adam was super helpful throughout our visit. We especially appreciated the backyard for our dogs . The location was perfect. It was close to everything we needed but still quiet and peaceful. Would absolutely stay here again and highly recommend to anyone visiting the area!
Guest favorite
Home in Chicago Ridge
4.92 out of 5 average rating, 137 reviews

Quiet cul-de-sac with huge fenced in backyard

AshleyRating, 5 stars1 week ago
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!!
Superhost
Home in Naperville
4.85 out of 5 average rating, 124 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

MichaelRating, 5 stars1 week ago
Great place! Liz was really nice. I had trouble getting into the home. Liz called me, reset lock remotely and helped me get in. The house was pristine, and really cozy. We had a great time and highly recommend this to anyone interested.

Pet-friendly home rentals with a pool

Superhost
Apartment in Chicago
4.5 out of 5 average rating, 10 reviews

South Loop | Rooftop With In & Out Parking | 2

VannitsaRating, 5 stars1 week ago
Absolutely loved my stay here! The place was super nice and clean, comfortable, and just as described. The lounge area had such a beautiful view and was a great spot to relax. Everything was well-maintained and felt really welcoming. I’d definitely recommend this place to anyone visiting Chicago and would love to stay here again next time.
Apartment in Chicago
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars3 weeks ago
Had such a great stay! Everything was very clean and all information given was thorough.
Superhost
Townhouse in Forest Park
New place to stay

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

CarmenRating, 5 stars1 week 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!
Guest favorite
Apartment in Chicago
4.96 out of 5 average rating, 72 reviews

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

JedRating, 5 stars1 month ago
This was the best place for our family to stay during our time in Chicago. We decided to pay top dollar for all the amenities that this place had to offer. First of all, the view from the balcony on the 28th (top) floor definitely takes your breath away. A factor thar caused us to go with this Airbnb vs others was the parking that was included in the parking garage. We did not want to risk trying to find parking daily since we were not sure about the parking situation in Chicago. There were A/C units in each room and the living room which kept the place cool during our stay and also created white noise which drowned out the sound of the train that traveled right beside the building. Location of this place was also perfect. We walked to cloudgate 20min. Also there is a Trader Joe’s grocery store 7min walk. There are popular places within a block distance to get your chicago pizza/hot dog fix. I can go on and on about how this place was awesome to create an unforgettable memory
Superhost
Apartment in Chicago
4.78 out of 5 average rating, 69 reviews

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

FedericoRating, 5 stars3 days 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
5 out of 5 average rating, 3 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

ChadRating, 5 stars2 weeks ago
Great place. Great location. Patty was great at communicating whenever we needed anything.
Guest favorite
Apartment in Chicago
4.83 out of 5 average rating, 29 reviews

Modern unit in Bridgeport-Chicago

BrandonRating, 5 stars3 days ago
Great place to stay. Paola was a wonderful host and communicated very well. Would definitely stay here again!
Guest favorite
Home in Schaumburg
4.95 out of 5 average rating, 21 reviews

Paradise 4BR w/ Pool & Games

MariaRating, 5 stars1 month ago
We recently moved backed to the Chicagoland area from Texas. We needed a place to stay while our Chicago home was being renovated. Lily’s place was perfect. It had everything we needed for the duration of our extended stay. It was well appointed. Exceptionally clean. It had all the amenities necessary for our family to live comfortably and it was close to grocery stores, shopping, restaurants, and downtown Chicago. Highly recommend.

Private, pet-friendly home rentals

Guest favorite
Apartment in Chicago
4.99 out of 5 average rating, 136 reviews

Near 606 Trail | Free Garage Parking | W&D |LUXTEL

CathyRating, 5 stars1 week ago
What can I say??? Yolanda’s place was super clean, easy to get to and very comfortable and up to date on every level. We felt right at home and was within walking distance to our son’s apartment. We love Chicago and staying here made it even more enjoyable. Pictures do not do justice to. We will stay here again when we’re in Chicago again.
Guest favorite
Apartment in Chicago
4.74 out of 5 average rating, 325 reviews

Bright & Spacious| Free Parking |Trendy Bridgeport

YulexiRating, 5 stars1 week ago
Enjoyed our stay here! The place was really comfortable and close to a lot of places!!
Guest favorite
Apartment in Chicago
4.94 out of 5 average rating, 18 reviews

Loft-Inspired Retreat | Stylish Stay Near Downtown

ZacharyRating, 5 stars6 days ago
Great location. Near grocery store, great restaurants in the heart of Pilsen, and the green/pink line to get to downtown Chicago.
Superhost
Apartment in Chicago
4.79 out of 5 average rating, 48 reviews

Logan Square Oasis

MichaelRating, 5 stars6 months ago
Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.
Superhost
Apartment in Chicago
4.89 out of 5 average rating, 116 reviews

Unmatched Urban Retreat Close to 18th Strip & Loop

StephenRating, 5 stars1 week ago
My only real criticism of the stay would be finding out that you can’t check in until 5pm until a couple weeks before the trip. We booked months in advances had plans earlier in the day that had to be altered because of such a late check in time. Prob would have booked somewhere else or booked a day earlier.
Guest favorite
Apartment in Chicago
4.89 out of 5 average rating, 90 reviews

Garden on Warren

AlyssaRating, 5 stars4 days ago
Location was incredible and had quick access to almost anything. Area was quiet and peaceful to stroll through. The space was very clean and comfortable. I’d absolutely stay here again!
Superhost
Apartment in Berwyn
4.8 out of 5 average rating, 50 reviews

Private Garden APT/ Cozy/Warm

BlakeRating, 5 stars6 days ago
Louis was very responsive and the place was lovely. Parking was a nightmare but manageable. Would recommend this place to others!
Superhost
Apartment in Chicago
4.85 out of 5 average rating, 405 reviews

Explore the City from an Elegant, Urban Retreat

CassidyRating, 5 stars3 weeks ago
Our stay at Marissa’s went seamlessly! She was very responsive and accommodating ! Would stay here again :)

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