Pet-friendly vacation rentals in West Side
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in West Side
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for West Side pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.94 out of 5 average rating, 122 reviewsSpacious Full Home Near the Heart of Wrigleyville
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.
Home in Chicago
4.96 out of 5 average rating, 159 reviewsChicago River House -Large private entire home
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!!
Home in Blue Island
4.81 out of 5 average rating, 186 reviewsWarm and comfortable inviting Suburban home !
If the house is available next time I need another visit I will always choose this house very great experience with Rich!
Home in Bolingbrook
4.92 out of 5 average rating, 125 reviewsThe Sunshine Spot
Place was well maintained. Great location to local restaurants and shopping. Would definitely stay there again.
Home in Chicago Ridge
4.93 out of 5 average rating, 111 reviewsQuiet cul-de-sac with huge fenced in backyard
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 ⭐️
Home in Chicago
4.76 out of 5 average rating, 75 reviewsCheerful 2+ bedroom home w free parking
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.
Home in Schaumburg
4.84 out of 5 average rating, 107 reviewsKing Bed, High-Speed WiFi, Large Deck & Playground
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!
Home in Carol Stream
4.92 out of 5 average rating, 132 reviewsNear downtown Wheaton no charge additional guests
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 reviewsLevel ◆ Brand New Luxe One Bedroom
Really love booking this place I’ve prolly booked 3x within the last 2 weeks it’s soooo nice!!
Apartment in Chicago
4.82 out of 5 average rating, 74 reviewsQuiet but in the Heart of City walk Everywhere
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 reviewsGold Coast Dream: Sleek Studio/Perfect City Vibes”
Amazing location in the heart of downtown chicago
Apartment in Chicago
4.7 out of 5 average rating, 117 reviewsPlay in the Windy City and rest by the “606”
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 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
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!
Apartment in Chicago
4.89 out of 5 average rating, 66 reviewsDTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
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!
Apartment in Chicago
4.81 out of 5 average rating, 63 reviewsCozy Family 3BR Oasis: Park, Private Yard, & BBQ!
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!
Apartment in Chicago
4.94 out of 5 average rating, 16 reviewsModern unit in Bridgeport-Chicago
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 suite in Chicago
4.93 out of 5 average rating, 402 reviewsPeaceful Portage Park Apartment
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.
Apartment in Chicago
5 out of 5 average rating, 16 reviewsBright and full of life!
Esmirina’s place was perfect and just what I was looking for for the weekend. Loved the friendly animals hanging around the outside :)
Apartment in Westchester
4.96 out of 5 average rating, 28 reviewsShort Drive to Hospitals/Airports/Downtown Chicago
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.
Condo in Chicago
4.92 out of 5 average rating, 221 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
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!!
Apartment in Chicago
4.98 out of 5 average rating, 124 reviewsNewly-renovated historic home in Logan Square
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.
Home in Oak Park
4.87 out of 5 average rating, 62 reviewsA Comfortable Stay While You are Away in Oak Park
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.
Townhouse in Chicago
4.98 out of 5 average rating, 61 reviews𓃥Wicker Cozy Corner w/Parking on site
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.
Home in Prospect Heights
4.94 out of 5 average rating, 18 reviewsUpscale-5 Bed 4.5 Bath-3/4 Acre- 5400 sq ft
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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