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

Guest favorite

Home in Chicago

4.94 out of 5 average rating, 122 reviews

Spacious Full Home Near the Heart of Wrigleyville

SusieRating, 5 stars4 months ago
Dustin was a great host! Super quick response to a few questions we had while we were there. The space was outstanding! Plenty of room for all 7 of us and everything was there that we needed-and then some!! We thoroughly enjoyed our stay.
Guest favorite

Home in Chicago

4.96 out of 5 average rating, 159 reviews

Chicago River House -Large private entire home

TatumRating, 5 stars5 days ago
What a gem!! The place was absolutely perfect! It’s right on a main road, but so private and very quiet. Very clean, comfortable and the shower was absolutely fabulous!!
Superhost

Home in Blue Island

4.81 out of 5 average rating, 186 reviews

Warm and comfortable inviting Suburban home !

MarcusRating, 5 stars2 weeks ago
If the house is available next time I need another visit I will always choose this house very great experience with Rich!
Superhost

Home in Bolingbrook

4.92 out of 5 average rating, 125 reviews

The Sunshine Spot

HeatherRating, 5 stars1 month ago
Place was well maintained. Great location to local restaurants and shopping. Would definitely stay there again.
Guest favorite

Home in Chicago Ridge

4.93 out of 5 average rating, 111 reviews

Quiet cul-de-sac with huge fenced in backyard

WeiRating, 5 stars3 weeks ago
Such a great host and so so friendly, Tom responded to our questions very quickly and was always super nice, the house was very cozy so we had a great time staying there. Would highly recommend and definitely come back 5 ⭐️
Superhost

Home in Chicago

4.76 out of 5 average rating, 75 reviews

Cheerful 2+ bedroom home w free parking

CharlotteRating, 5 stars2 months ago
Had such a great time in Chicago at this spot! Perfect for us and the dogs. It is a great neighborhood to take the dogs walking in and the house is so cozy. We didn't want to leave! Thanks.
Superhost

Home in Schaumburg

4.84 out of 5 average rating, 107 reviews

King Bed, High-Speed WiFi, Large Deck & Playground

FarahRating, 5 stars3 months ago
Our family (party of 5 older and younger adults) came to Schaumburg for the birth of my niece for over 1 week. We really enjoyed our stay! The space was clean, spacious, accommodating and truly reminded us of home. The backyard was large and very family friendly. The additional TV and ping pong table in the basement was an additional plus and thoroughly used. This is a family house all the way. Vic is friendly and responsive. There was an instance where we needed a dust pan and Vic had it delivered immediately to the house. Plenty of amenities, grocery stores, shopping complexes etc within 7-10 minutes of neighborhood (quiet, suburban, scenic and walkable) with good parking. We hope to be returning here for our next visit to the Chicago area!
Guest favorite

Home in Carol Stream

4.92 out of 5 average rating, 132 reviews

Near downtown Wheaton no charge additional guests

LisaRating, 5 stars2 weeks ago
This property was absolutely everything we needed while were displaced from our home for a few days (due to a renovation). The home was super clean and comfortable and was a real home away from home. Neighborhood was quiet and close to things we needed (grocery store, restaurants, etc.). I would absolutely stay here again!

Pet-friendly home rentals with a pool

Apartment in Chicago

4.76 out of 5 average rating, 72 reviews

Level ◆ Brand New Luxe One Bedroom

JosephRating, 5 stars6 days ago
Really love booking this place I’ve prolly booked 3x within the last 2 weeks it’s soooo nice!!
Superhost

Apartment in Chicago

4.82 out of 5 average rating, 74 reviews

Quiet but in the Heart of City walk Everywhere

SophieRating, 5 stars2 weeks ago
Just me and my friend stayed for 2 night and it is definitely bigger to host more. But we loved the view and the cleanliness. Host was very responsive and everything went smoothly.

Apartment in Chicago

4.64 out of 5 average rating, 67 reviews

Gold Coast Dream: Sleek Studio/Perfect City Vibes”

StevenRating, 5 stars2 months ago
Amazing location in the heart of downtown chicago

Apartment in Chicago

4.7 out of 5 average rating, 117 reviews

Play in the Windy City and rest by the “606”

DiegoRating, 5 stars1 month ago
Pretty good spot. Only went for a few days and it’s a good place to stay. Beau himself was very understanding and made sure we let him know if we needed anything. Would definitely book with him again!

Apartment in Chicago

4.82 out of 5 average rating, 222 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

KevinRating, 5 stars2 weeks ago
This was a great stay. Would recommend 10/10. The views were amazing and everything was clean. The host was really helpful and made everything a breeze!
Guest favorite

Apartment in Chicago

4.89 out of 5 average rating, 66 reviews

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

JjRating, 5 stars3 weeks ago
we enjoyed our stay here. The parking process can be a bit of a pain but read carefully and plan ahead unlike us :) good location and unreal view. it was an easy walk to Shedd and the Field Museum. we talked to the willis tower the other way. convenient! the amenities in the building were all nice too. Thanks for a nice stay!
Superhost

Apartment in Chicago

4.81 out of 5 average rating, 63 reviews

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

BrandieRating, 5 stars2 months ago
Was as described, nice & cozy! Bathroom is nicely updated with space for shower items. Ample kitchen storage. Welcomed our furry family member. With a responsive host! Thanks!
Guest favorite

Apartment in Chicago

4.94 out of 5 average rating, 16 reviews

Modern unit in Bridgeport-Chicago

EdidRating, 5 stars1 week ago
Thank you, Paola you were great at all times, we highly recommend your place. Definitely rent this place again

Private, pet-friendly home rentals

Guest favorite

Guest suite in Chicago

4.93 out of 5 average rating, 402 reviews

Peaceful Portage Park Apartment

OliviaRating, 5 stars1 week ago
Perfect stay for the weekend! Very cute/artsy vibe and comfortable place. Aleksandra was always quick to reply which was helpful. The apartment was close to stores and a huge dog park. Would stay here again & also recommend this place to others.
Guest favorite

Apartment in Chicago

5 out of 5 average rating, 16 reviews

Bright and full of life!

AlexRating, 5 stars2 months ago
Esmirina’s place was perfect and just what I was looking for for the weekend. Loved the friendly animals hanging around the outside :)
Guest favorite

Apartment in Westchester

4.96 out of 5 average rating, 28 reviews

Short Drive to Hospitals/Airports/Downtown Chicago

LonRating, 5 stars1 month 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 favorite

Condo in Chicago

4.92 out of 5 average rating, 221 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

StefanieRating, 5 stars1 month ago
This was my second time staying at Kaye’s, and I had a wonderful stay. I hope to be back one day. Thanks for the sweet “welcome back” gift, Kaye! That was super thoughtful. You are a wonderful Airbnb host!!
Guest favorite

Apartment in Chicago

4.98 out of 5 average rating, 124 reviews

Newly-renovated historic home in Logan Square

SamanthaRating, 5 stars1 month ago
Danny’s house was incredible. Fantastic location and a beautiful Chicago house. The location is 10/10 for walking to bars and restaurants as well as public transport. Danny was an amazing host. Very proactive with instructions and making sure we had everything we needed. Would highly recommend.
Superhost

Home in Oak Park

4.87 out of 5 average rating, 62 reviews

A Comfortable Stay While You are Away in Oak Park

EricRating, 5 stars3 days ago
Jay's place more than met the needs of me and my family. While the space isn't in the heart of OP/Lake Street, everything we needed for a pleasant stay was easily accessible. The beds were comfortable, and the kitchen was well-equipped. Overall, I would recommend Jay's place to anyone visiting the OPRF area.
Guest favorite

Townhouse in Chicago

4.98 out of 5 average rating, 61 reviews

𓃥Wicker Cozy Corner w/Parking on site

DanielleRating, 5 stars3 weeks ago
Our space was clean and a perfect fit for 2 couples. Out of all the places I've stayed in this area, this was the most conveniently located. Only minutes of walking to most spots or a short Uber ride away.
Guest favorite

Home in Prospect Heights

4.94 out of 5 average rating, 18 reviews

Upscale-5 Bed 4.5 Bath-3/4 Acre- 5400 sq ft

KellyRating, 5 stars1 month ago
Fantastic stay in the 'burbs! Lovely, spacious home for our Leadership Team retreat. Beautiful yard and large hangout areas. Thank you for a lovely stay!

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