Pet-friendly holiday rentals in North Side
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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 North Park
4.95 out of 5 average rating, 129 reviewsChicago Riverhouse summer on our patio!
Home in Berwyn
4.91 out of 5 average rating, 245 reviewsPrivate apartment with retro vibe
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Avondale
4.93 out of 5 average rating, 211 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Home in Chicago
4.81 out of 5 average rating, 198 reviewsSpacious Luxury Townhouse - Old Town
Home in Chicago
4.93 out of 5 average rating, 104 reviewsLuxury House 6BED/2.5BATH/4PARKING close to lake
Home in Chicago
4.82 out of 5 average rating, 139 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Pet-friendly home rentals with a pool
Flat in Itasca
4.75 out of 5 average rating, 192 reviewsKing Bed at Chicago Northwest + PET Friendly
Serviced apartment in Chicago
4.87 out of 5 average rating, 111 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Flat in Chicago
4.86 out of 5 average rating, 191 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Flat in Chicago
4.91 out of 5 average rating, 34 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Flat in Rosemont
4.9 out of 5 average rating, 21 reviewsRelaxing Standard Room l Free Airport Shuttle
Flat in The Loop
4.9 out of 5 average rating, 10 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Flat in Magnificent Mile
4.89 out of 5 average rating, 9 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Private, pet-friendly home rentals
Flat in Chicago
4.89 out of 5 average rating, 178 reviewsHistoric Chicago neighborhood flat
Flat in Forest Park
4.98 out of 5 average rating, 287 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Flat in Chicago
4.87 out of 5 average rating, 241 reviewsWELCOME TO NANCY'S PAD!
Flat in Chicago
4.96 out of 5 average rating, 345 reviewsLovely, bright, 3-bedroom Avondale flat. Private.
Flat in Chicago
4.99 out of 5 average rating, 105 reviewsNewly Renovated, Spacious 2BR in Andersonville
Flat in Oak Park
4.92 out of 5 average rating, 106 reviewsLovely, spacious 2bd, 1bath home w/free parking
Flat in Chicago
4.91 out of 5 average rating, 226 reviewsSkylights, King Bed, 2 bedrooms
Flat in Andersonville
4.92 out of 5 average rating, 397 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
- Smoking-friendly rentals North Side
- Guest house rentals North Side
- Rentals with a balcony North Side
- Rentals with lake access North Side
- Rentals with a firepit North Side
- Rentals with beach access North Side
- House rentals North Side
- Rentals with outdoor seating North Side
- Waterfront rentals North Side
- Loft rentals North Side
- Monthly Rentals North Side
- Rentals with an EV charger North Side
- Townhouse rentals North Side
- Flat rentals North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Fitness-friendly rentals North Side
- Rentals with a patio North Side
- Rentals with a hot tub North Side
- Private suite rentals North Side
- Rentals with a washing machine and dryer North Side
- Rentals with breakfast North Side
- Bed and breakfasts North Side
- Family-friendly rentals North Side
- Apartment rentals North Side
- Family-friendly rentals North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- Yurt Rentals United States
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- 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
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
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- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom