Pet-friendly holiday rentals in North Side
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in North 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 North Side pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse summer on our patio!
Home in Forest Park
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Berwyn
4.91 out of 5 average rating, 253 reviewsPrivate apartment with retro vibe
Home in Chicago
4.93 out of 5 average rating, 212 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Home in Chicago
4.93 out of 5 average rating, 106 reviewsLuxury House 6BED/2.5BATH/4PARKING close to lake
Home in Chicago
4.81 out of 5 average rating, 199 reviewsSpacious Luxury Townhouse - Old Town
Pet-friendly home rentals with a pool
Flat in Itasca
4.75 out of 5 average rating, 199 reviewsKing Bed at Chicago Northwest + PET Friendly
Flat in Chicago
4.88 out of 5 average rating, 113 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Flat in Chicago
4.85 out of 5 average rating, 193 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Flat in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Flat in Chicago
4.92 out of 5 average rating, 37 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Flat in Chicago
5.0 out of 5 average rating, 11 reviewsSkyline Oasis: City & Lake Views
Flat in Chicago
4.92 out of 5 average rating, 12 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Private, pet-friendly home rentals
Guest suite in Skokie
4.87 out of 5 average rating, 150 reviewsAdorable studio style unit - Self check in ⚡️
Flat in Chicago
4.89 out of 5 average rating, 154 reviewsHuge Pet Friendly East Albany Park Apartment
Flat in Chicago
4.91 out of 5 average rating, 228 reviewsSkylights, King Bed, 2 bedrooms
Flat in Chicago
5.0 out of 5 average rating, 299 reviewsRemodeled 2BR Pet Friendly Apartment Irving Park
Flat in Chicago
4.93 out of 5 average rating, 210 reviewsCozy Private Coach House
Flat in Chicago
4.89 out of 5 average rating, 179 reviewsHistoric Chicago neighborhood flat
Flat in Chicago
4.88 out of 5 average rating, 178 reviews★Bright & Bold 1BR in Roscoe Village + Fireplace★
Flat in Chicago
4.92 out of 5 average rating, 399 reviewsAndersonville Living
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Pet-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Illinois
- Rentals with outdoor seating North Side
- Rentals with beach access North Side
- House rentals North Side
- Guest house rentals North Side
- Rentals with a balcony North Side
- Loft rentals North Side
- Fitness-friendly rentals North Side
- Waterfront rentals North Side
- Monthly Rentals North Side
- Townhouse rentals North Side
- Flat rentals North Side
- Rentals with a patio North Side
- Smoking-friendly rentals North Side
- Rentals with lake access North Side
- Rentals with a firepit North Side
- Rentals with a hot tub North Side
- Rentals with an EV charger North Side
- Apartment rentals North Side
- Family-friendly rentals North Side
- Rentals with breakfast North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with a washing machine and dryer North Side
- Family-friendly rentals North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- Bed and breakfasts North Side
- Private suite rentals North Side
- Yurt Rentals United States
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- 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
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- Holiday Chalets United Kingdom
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- Holiday Bungalows United Kingdom
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- 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
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- Beach Houses United Kingdom
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom