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Pet-friendly vacation rentals in Chicago

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Top-rated pet-friendly home rentals in Chicago

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Chicago
Peaceful Portage Park Apartment
You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night
Nov 16 – 23
$94 per night
Guest favorite
Apartment in Chicago
Ravenswood Manor, Sleeps 4! Close to El and Parks
Private one-bedroom apartment plus queen sleeper sofa in historic Ravenswood Manor. This unit is on the ground floor of a three-flat on a beautiful tree-lined street with plenty of free parking. Close to Brown Line - Francisco Stop - and lots of neighborhood parks. Close to Rockwell and Lincoln Square shopping and restaurants and next to Albany Park, one of Chicago’s most diverse neighborhoods. New fixtures, furniture, appliances, free shared laundry, access to backyard upon request.
Sep 29 – Oct 6
$97 per night
Guest favorite
Apartment in Chicago
Roscoe Village One Bed Lux Apartment Near Wrigley
5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,
Nov 4 – 11
$90 per night

Popular amenities for Chicago pet-friendly home rentals

Pet-friendly home rentals with a hot tub

Guest favorite
Guesthouse in Chicago
Private Coach house near Lincoln Square!
Apr 20 – 27
$145 per night
Guest favorite
Apartment in Chicago
Checkerboard Studio with Private Outdoor Hot Tub and Yard
Jun 9 – 16
$159 per night
Guest favorite
Guest suite in Carol Stream
HOT TUB! Fishing, Kayak, Billiards & Bar & Pets!
Jul 23 – 30
$109 per night
Superhost
Guest suite in Chicago
Bronzeville Guest Suite - 1 Br
Jun 6 – 13
$77 per night
Guest favorite
Home in Chicago
Hot Tub Logan Family Designer Home
May 1 – 8
$207 per night
Guest favorite
Home in Chicago
Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly
Sep 19 – 26
$275 per night
Superhost
Home in Highland Park
The Sunset Manor - Luxe Mansion for Serene retreat
Sep 25 – Oct 2
$626 per night
Guest favorite
Home in Chicago
1501HOME | West Town Single Family Home + Garage
Oct 10 – 17
$530 per night
Guest favorite
Home in Bolingbrook
Spacious, Pet Friendly, Hot Tub, King Bed, Elegant
Aug 27 – Sep 3
$559 per night
Superhost
Apartment in Chicago
City Life, Neighborhood Comfort - Studio
Feb 1 – 8
$119 per night
Guest favorite
Condo in Skokie
Free Parking, Balcony, Weekly 5% Monthly 10% Off
Apr 3 – 10
$148 per night
Guest favorite
Home in Chicago
Entire house in Lakeview with yard and garage
May 12 – 19
$359 per night

Pet-friendly house rentals

Guest favorite
Home in Berwyn
Private apartment with retro vibe
Jul 18 – 25
$104 per night
Guest favorite
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
May 9 – 16
$120 per night
Guest favorite
Home in Chicago
The Avondale Guesthouse
Sep 27 – Oct 4
$86 per night
Guest favorite
Home in Chicago
Chicago Riverhouse comfy beds nestled in nature
Sep 7 – 14
$275 per night
Guest favorite
Home in Chicago
Historic Old Town, Fabulous 4 Bedroom Home
Sep 17 – 24
$369 per night
Superhost
Home in Chicago
Bucktown Home W/ Free Garage Parking for 2 Cars!
Apr 11 – 18
$225 per night
Guest favorite
Home in Chicago
Amazing Penthouse Skyline Views!
Jan 13 – 20
$622 per night
Guest favorite
Home in Chicago
Southwestern Penthouse TRES | Sleeps 12
Aug 30 – Sep 6
$548 per night
Guest favorite
Home in Highland Park
Rejuvenate and Relax in the North Shore
Mar 28 – Apr 4
$400 per night
Guest favorite
Home in Chicago
Wrigley Retreat - Full Home w/ Chicago Charm
May 23 – 30
$620 per night
Guest favorite
Home in Berwyn
Retro Modern Bungalow | fire pit | free parking
Nov 9 – 16
$120 per night
Guest favorite
Home in Chicago
Victorian House in Heart of Rogers Park
May 11 – 18
$447 per night

Pet-friendly home rentals with a pool

Superhost
Apartment in Chicago
Spectacular Corner 2BR Penthouse in the Loop | Roo
Oct 29 – Nov 5
$461 per night
Guest favorite
Home in Highland Park
2-Acre Highland Park Retreat with Heated Pool ~ 5*
Oct 7 – 14
$914 per night
Superhost
Apartment in Itasca
King Bed at Chicago Northwest + PET Friendly
Oct 24 – 31
$999 per night
Superhost
Apartment in Chicago
Luxe Suite + Spa House Retreat! Pets Welcome
Jan 1 – 8
$138 per night
Superhost
Apartment in Chicago
Skyline Oasis: City & Lake Views
Jun 15 – 22
$364 per night
Guest favorite
Apartment in Chicago
Dtown Penthouse 2bd/2.5ba (+Parking, Pool, Gym)
Apr 24 – May 1
$431 per night
Superhost
Apartment in Schaumburg
PrimeLocation:pool, fitness, dog park A+ amenities
Mar 1 – 8
$132 per night
Guest favorite
Campsite in Midlothian
Waverly Woods Outpost: Private Glampsite w Theater
Sep 25 – Oct 2
$162 per night
Apartment in Chicago
Kasa | Nearby Millennium Park | River North
Nov 27 – Dec 4
$118 per night
Apartment in Chicago
Let’s make a toast in the “Gold Coast ”
Feb 5 – 12
$128 per night
Apartment in Chicago
Play in the Windy City and rest by the “606”
Feb 6 – 13
$85 per night
Apartment in Chicago
Sentral Premium 2BR Apt South Loop Chicago
Sep 21 – 28
$392 per night

Quick stats about vacation rentals that are pet-friendly in Chicago

Total rentals

3.3K properties

Wifi availability

3.3K properties include access to wifi

Rentals with dedicated workspaces

2.3K properties have a dedicated workspace

Rentals with a pool

710 properties have a pool

Family-friendly rentals

1.7K properties are a good fit for families

Total number of reviews

126K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Pet-friendly rentals