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
Guesthouse in Chicago
4.91 out of 5 average rating, 224 reviewsPrivate Coach house near Lincoln Square!
Aug 17 – 24
Apartment in Chicago
4.88 out of 5 average rating, 390 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Jun 14 – 21
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Nov 16 – 23
Apartment in Chicago
4.93 out of 5 average rating, 28 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Feb 23 – Mar 2
Condo in Chicago
4.97 out of 5 average rating, 62 reviewsThe Fox Den
Mar 19 – 26
Home in Chicago
4.93 out of 5 average rating, 70 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Sep 17 – 24
Home in Carol Stream
4.9 out of 5 average rating, 89 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Mar 2 – 9
Home in Bolingbrook
4.89 out of 5 average rating, 62 reviewsCosmos Stays, Calm, King Bed, Hot Tub, 9 beds, 4 b
Oct 6 – 13
Pet-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 155 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Mar 5 – 12
Apartment in Itasca
4.77 out of 5 average rating, 180 reviewsKing Bed at Chicago Northwest + PET Friendly
Oct 25 – Nov 1
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsCozy studio near Michigan lake
Jun 20 – 27
Apartment in Chicago
4.8 out of 5 average rating, 5 reviewsDowntown Penthouse LakeViews #1|Gym, Parking
May 7 – 14
Apartment in Rosemont
5.0 out of 5 average rating, 14 reviewsRelaxing Standard Room l Free Airport Shuttle
Aug 24 – 31
Apartment in Chicago
5.0 out of 5 average rating, 6 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Feb 14 – 21
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Oct 23 – 30
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Sep 13 – 20
Pet-friendly house rentals
Home in Forest Park
4.9 out of 5 average rating, 221 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 24 – Jul 1
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Nov 30 – Dec 7
Home in Chicago
4.96 out of 5 average rating, 126 reviewsChicago Riverhouse summer on our patio!
Nov 12 – 19
Home in Chicago
4.81 out of 5 average rating, 194 reviewsSpacious Luxury Townhouse - Old Town
Feb 25 – Mar 4
Home in Chicago
4.82 out of 5 average rating, 137 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Jan 31 – Feb 7
Home in Chicago
4.82 out of 5 average rating, 122 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Mar 8 – 15
Home in Chicago
4.93 out of 5 average rating, 207 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Sep 20 – 27
Home in Highland Park
4.91 out of 5 average rating, 109 reviewsRejuvenate and Relax in the North Shore
Sep 7 – 14
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 fireplace Chicago
- Guesthouse rentals Chicago
- Private suite rentals Chicago
- Villa rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with a washer and dryer Chicago
- Rentals with an accessible height bed Chicago
- Apartment rentals Chicago
- Townhouse rentals Chicago
- Rentals with a patio Chicago
- Rentals with a fire pit Chicago
- Rentals with outdoor seating Chicago
- Lakehouse rentals Chicago
- Boutique hotel rentals Chicago
- Cottage rentals Chicago
- Family-friendly rentals Chicago
- House rentals Chicago
- Rentals with beach access Chicago
- Rentals with an EV charger Chicago
- Hotel rentals Chicago
- Condo rentals Chicago
- Rentals with a home theater Chicago
- Rentals with lake access Chicago
- Mansion rentals Chicago
- Bed and breakfasts Chicago
- Waterfront rentals Chicago
- Rentals with breakfast Chicago
- Kid-friendly rentals Chicago
- Loft rentals Chicago
- Rentals with pools Chicago
- Rentals with a balcony Chicago
- Beachfront rentals Chicago
- Rentals with a sauna Chicago
- Monthly Rentals Chicago
- Wheelchair accessible rentals Chicago
- Rentals with a hot tub Chicago
- Smoking-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Chicago Loop
- Pet-friendly rentals Illinois
- Pet-friendly rentals Cook County
- 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