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
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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
Apartment in Itasca
4.75 out of 5 average rating, 192 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
4.87 out of 5 average rating, 111 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apartment in Chicago
4.86 out of 5 average rating, 191 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Apartment in Chicago
4.91 out of 5 average rating, 34 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Rosemont
4.9 out of 5 average rating, 21 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in The Loop
4.9 out of 5 average rating, 10 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Magnificent Mile
4.89 out of 5 average rating, 9 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Private, pet-friendly home rentals
Apartment in Chicago
4.89 out of 5 average rating, 178 reviewsHistoric Chicago neighborhood flat
Apartment in Forest Park
4.98 out of 5 average rating, 287 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Apartment in Chicago
4.87 out of 5 average rating, 241 reviewsWELCOME TO NANCY'S PAD!
Apartment in Chicago
4.96 out of 5 average rating, 345 reviewsLovely, bright, 3-bedroom Avondale flat. Private.
Apartment in Chicago
4.99 out of 5 average rating, 105 reviewsNewly Renovated, Spacious 2BR in Andersonville
Apartment in Oak Park
4.92 out of 5 average rating, 106 reviewsLovely, spacious 2bd, 1bath home w/free parking
Apartment in Chicago
4.91 out of 5 average rating, 226 reviewsSkylights, King Bed, 2 bedrooms
Apartment in Andersonville
4.92 out of 5 average rating, 397 reviewsAndersonville Living
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Accommodation & holiday rentals
- Lake Michigan Beach Accommodation & holiday rentals
- Saugatuck Accommodation & holiday rentals
- Evanston Accommodation & holiday rentals
- South Haven Holiday rentals
- Naperville Accommodation & holiday rentals
- South Side Accommodation & holiday rentals
- South Bend Accommodation & holiday rentals
- New Buffalo Holiday rentals
- Chicago Accommodation & holiday rentals
- Pet-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Illinois
- Rentals with lake access North Side
- Rentals with a patio North Side
- Rentals with an EV charger North Side
- Townhouse rentals North Side
- Apartment rentals North Side
- Guesthouse rentals North Side
- House rentals North Side
- Rentals with a fire pit North Side
- Monthly Rentals North Side
- Rentals with beach access North Side
- Loft rentals North Side
- Rentals with a hot tub North Side
- Kid-friendly rentals North Side
- Condo rentals North Side
- Family-friendly rentals North Side
- Rentals with outdoor seating North Side
- Rentals with a balcony North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- Rentals with breakfast North Side
- Fitness-friendly rentals North Side
- Private suite rentals North Side
- Bed and breakfasts North Side
- Rentals with a washing machine and dryer North Side
- Waterfront rentals North Side
- Smoking-friendly rentals North Side
- 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
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
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- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
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- Holiday Apartments Australia
- Holiday Houses United States
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- Private Holiday Rentals United Kingdom
- 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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- Beach Houses United Kingdom
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- 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