Pet-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Side pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.93 out of 5 average rating, 350 reviewsAmazing Penthouse Skyline Views!
Home in Chicago
4.96 out of 5 average rating, 151 reviewsChicago River House with private patio!
Home in Chicago
4.91 out of 5 average rating, 113 reviewsBoHo House - A Chic, 1903 Chicago Workers Cottage
Home in Chicago
4.95 out of 5 average rating, 138 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Home in Chicago
4.99 out of 5 average rating, 109 reviewsAndersonville/ Cozy 3b 3b House / 99 walk score
Home in Chicago
4.82 out of 5 average rating, 218 reviewsSpacious Luxury Townhouse - Old Town
Home in Forest Park
4.9 out of 5 average rating, 100 reviewsAdorable house Madison Street w/ 2 car garage!
Home in Elmhurst
4.96 out of 5 average rating, 104 reviewsElmhurst NEW - Super Clean Modern Farmhouse!
Pet-friendly home rentals with a pool
Rental unit in Chicago
4.77 out of 5 average rating, 204 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Rental unit in Chicago
4.85 out of 5 average rating, 33 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Rental unit in Chicago
4.8 out of 5 average rating, 140 reviewsKasa | Walk Magnificent Mile | River North
Rental unit in Itasca
4.74 out of 5 average rating, 275 reviewsKing Bed at Chicago Northwest + PET Friendly
Rental unit in Rosemont
4.96 out of 5 average rating, 117 reviewsRelaxing Standard Room l Free Airport Shuttle
Rental unit in Chicago
4.8 out of 5 average rating, 61 reviewsCozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Rental unit in Chicago
5 out of 5 average rating, 10 reviewsLuxury Designer Penthouse West |Pool| Gold Coast
Rental unit in Chicago
4.93 out of 5 average rating, 70 reviewsLuxe Suite + Spa House! Key West Vibes 4-Seasons
Private, pet-friendly home rentals
Rental unit in Chicago
4.9 out of 5 average rating, 144 reviewsComfortable, modern apartment 20 Min from Downtown
Rental unit in Chicago
5 out of 5 average rating, 12 reviewsBright and full of life!
Rental unit in Chicago
4.86 out of 5 average rating, 507 reviewsLogan Square Lookout
Guest suite in Chicago
4.95 out of 5 average rating, 148 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
Home in Chicago
4.88 out of 5 average rating, 52 reviewsBrand New Spacious Duplex
Rental unit in Chicago
4.86 out of 5 average rating, 56 reviewsGarden on Warren
Rental unit in Chicago
4.98 out of 5 average rating, 114 reviewsElegant Suite in Gold Coast
Rental unit in Chicago
5 out of 5 average rating, 9 reviews2br Urban Oasis: Near Med Dist, & Dtwn
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Pet-friendly rentals Chicago
- Pet-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Illinois
- Rentals with lake access West Side
- Rentals with a hot tub West Side
- Townhouse rentals West Side
- Monthly Rentals West Side
- Rentals with a fireplace West Side
- Waterfront rentals West Side
- Private suite rentals West Side
- Rentals with beach access West Side
- Rentals with breakfast West Side
- Rentals with pools West Side
- Rentals with a patio West Side
- Loft rentals West Side
- Fitness-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Rentals with a cinema West Side
- Hotel rentals West Side
- Flat rentals West Side
- Rentals with a firepit West Side
- Apartment rentals West Side
- Rentals with a balcony West Side
- House rentals West Side
- Rentals with outdoor seating West Side
- Rentals with a washing machine and dryer West Side
- Family-friendly rentals West Side
- Family-friendly rentals West Side
- 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
- Things to do United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Illinois
- Art and culture Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Things to do Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Nature and outdoors Cook County
- Things to do Chicago
- Sightseeing Chicago
- Art and culture Chicago
- Food and drink Chicago
- Things to do West Side
- Food and drink West Side