Pet-friendly vacation rentals in Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chicago
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 Chicago pet-friendly home rentals
Pet-friendly home rentals with a hot tub
Apartment in Chicago
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Aug 19 – 26
Guesthouse in Chicago
4.89 out of 5 average rating, 227 reviewsPrivate Coach house near Lincoln Square!
Aug 20 – 27
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Oct 6 – 13
Apartment in Chicago
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar 8 – 15
Condo in Chicago
4.95 out of 5 average rating, 64 reviewsThe Fox Den
Mar 6 – 13
Home in Chicago
4.88 out of 5 average rating, 16 reviewsHot Tub Logan Family Designer Home
May 20 – 27
Home in Chicago
4.93 out of 5 average rating, 71 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Aug 15 – 22
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Sep 17 – 24
Pet-friendly home rentals with a pool
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Jun 20 – 27
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Feb 12 – 19
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in Rosemont
4.94 out of 5 average rating, 17 reviewsRelaxing Standard Room l Free Airport Shuttle
Jul 4 – 11
Apartment in Chicago
4.86 out of 5 average rating, 7 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jun 8 – 15
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Jan 29 – Feb 5
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Aug 4 – 11
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Dec 17 – 24
Pet-friendly house rentals
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Apr 15 – 22
Home in Chicago
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
Aug 18 – 25
Home in Chicago
4.83 out of 5 average rating, 139 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Mar 9 – 16
Home in Highland Park
4.91 out of 5 average rating, 109 reviewsRejuvenate and Relax in the North Shore
Nov 1 – 8
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Dec 25 – Jan 1
Home in Berwyn
5.0 out of 5 average rating, 77 reviewsRetro Modern Bungalow | free parking | fire pit
Nov 3 – 10
Home in Chicago
4.8 out of 5 average rating, 15 reviewsCozy 2 bed Condo in Bronzeville!
Sep 23 – 30
Quick stats about vacation rentals that are pet-friendly in Chicago
Total rentals
3.3K properties
Wifi availability
3.2K properties include access to wifi
Rentals with dedicated workspaces
2.3K properties have a dedicated workspace
Rentals with a pool
700 properties have a pool
Family-friendly rentals
1.7K properties are a good fit for families
Total number of reviews
128K reviews
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- Holland Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Rentals with a balcony Chicago
- Rentals with a washer and dryer Chicago
- Monthly Rentals Chicago
- Townhouse rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a patio Chicago
- Rentals with an accessible height bed Chicago
- Rentals with a sauna Chicago
- Rentals with a hot tub Chicago
- Rentals with breakfast Chicago
- Boutique hotel rentals Chicago
- Rentals with an EV charger Chicago
- Rentals with a fire pit Chicago
- Rentals with outdoor seating Chicago
- Beachfront rentals Chicago
- Cottage rentals Chicago
- Rentals with beach access Chicago
- Fitness-friendly rentals Chicago
- Mansion rentals Chicago
- Guesthouse rentals Chicago
- Private suite rentals Chicago
- House rentals Chicago
- Rentals with pools Chicago
- Smoking-friendly rentals Chicago
- Kid-friendly rentals Chicago
- Loft rentals Chicago
- Family-friendly rentals Chicago
- Apartment rentals Chicago
- Lakehouse rentals Chicago
- Hotel rentals Chicago
- Rentals with lake access Chicago
- Waterfront rentals Chicago
- Bed and breakfasts Chicago
- Condo rentals Chicago
- Rentals with a home theater Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Lake Geneva
- Pet-friendly rentals Illinois
- Pet-friendly rentals Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes