
Pet-friendly vacation 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.

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
4.94 out of 5 average rating, 474 reviews
The Chicago River House – GIANT wall projector!
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture
4.96 out of 5 average rating, 209 reviews
Paradise on the Boulevard!
Amazing 2 bedroom garden apartment, located in the heart of the highly desirable Logan Square. This luxurious space with heated polished concrete floors & spa inspired bathroom is situated on the Historic Logan Boulevard, just steps from CTA Blue Line. Fabulous restaurants and coffee shops across the street. The apartment has a private entrance & access to a fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Peace, convenience & excitement are right here.
4.99 out of 5 average rating, 108 reviews
Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!
4.95 out of 5 average rating, 273 reviews
Modern 2 bdrm apt near O'hare-Downtown. King bed.
Step into the vibrant Gladstone Park neighborhood, a mere mile from the blue line. Picture yourself minutes away from O'Hare airport, the Rosemont Convention Center, Fashion Outlet mall, and the thrilling Rosemont Casino. Your spacious haven awaits – a sunny 2-bedroom, 1-bath apartment, brimming with all essential amenities. Feel the convenience with in-unit washer and dryer, hassle-free parking on-site, and free street parking. Don't miss out – book your stay now for a colorful experience.
4.87 out of 5 average rating, 149 reviews
Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.
4.81 out of 5 average rating, 1040 reviews
Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.
4.95 out of 5 average rating, 171 reviews
Spacious 2Bed2Bath with Parking, Wrigley Field
Spacious 1200 sqft 2-bed/2-bath condo in Chicago's charming Irving Park, perfect for up to 6 guests. This spacious retreat features a private balcony, dedicated parking spot, and is pet-friendly. Enjoy easy access to downtown, Blue Line and Metra trains, local breweries, and Irish pubs. Bus stop at front door can take you to most attractions such as Wrigley Field (15min) or the lake at Montrose Beach. It's the perfect base for a true North Side Chicago experience!
4.93 out of 5 average rating, 99 reviews
Little cozy garden unit in quiet Neighborhood
Experience the ultimate retreat in this charming garden unit, perfectly situated in Chicago's vibrant Jefferson Park Neighborhood. 🏡🚿🧼🪴 Enjoy quality time with loved ones, including your furry friends, in this pet-friendly oasis 🐶🐕🐈🐾 With everything you need just steps away 🛍️🛒🚌🚞🏋️ Plus, take advantage of free parking on the spacious, all-way street 🚙 🅿️ We offer all necessary amenities for a home-like staying experience 🛀🛌📺
4.87 out of 5 average rating, 106 reviews
Beautiful, sunny 2nd floor 3BR/1BA w free parking
Sunny second floor 3Br/1Ba apartment in the tree-lined, walkable neighborhood of Lincoln Square. Updated apartment with original woodwork offers easy access to Wrigley Field (7 el stops), Lake Michigan beaches, and downtown Chicago. Free parking space included, close to Western brown line el station and Lincoln Square's many restaurants and shops. Old Town School of Folk Music is a 5-minute walk. 2 miles to beaches.
4.93 out of 5 average rating, 175 reviews
Bright family-friendly Lincoln Square 2-bed 1-bath
Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.
4.95 out of 5 average rating, 442 reviews
Eddy Street Upstairs Apartment
Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!
4.94 out of 5 average rating, 175 reviewsPopular amenities for North Side pet-friendly home rentals
Pet-friendly house rentals

Charming 3-BED in Lincoln Park/ Old Town & Parking
4.95 out of 5 average rating, 195 reviews
BoHo House | Chic, 1903 Chicago Workers Cottage
4.92 out of 5 average rating, 215 reviews
Victorian House in Heart of Rogers Park
4.99 out of 5 average rating, 137 reviews
Historic Old Town, Fabulous 4 Bedroom Home
4.87 out of 5 average rating, 210 reviews
Huge Sunlit Gem, Free Parking, No Cleaning Fee
4.99 out of 5 average rating, 154 reviews
Private 3rd Floor Apartment
4.91 out of 5 average rating, 424 reviews
SW Evanston Private, Stylish, Spacious Suite
4.84 out of 5 average rating, 255 reviews
Cozy Home near O'Hare & fun Hubs
4.84 out of 5 average rating, 111 reviewsPet-friendly home rentals with a pool

Cozy Duplex Down in Wicker Park East w/ Parking
4.93 out of 5 average rating, 128 reviews
Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
4.87 out of 5 average rating, 168 reviews
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
4.77 out of 5 average rating, 230 reviews
Level Studio | Fulton Market
4.76 out of 5 average rating, 67 reviews
Luxury Designer Penthouse 3803 | Pool | Gold Coast
4.89 out of 5 average rating, 57 reviews
Level ◆ Brand New Luxe One Bedroom
4.79 out of 5 average rating, 163 reviews
Forest Park Oasis - Dog Friendly - Parks - the "L"
4.97 out of 5 average rating, 33 reviews
Cozy studio near Michigan lake
4.73 out of 5 average rating, 90 reviewsPrivate, pet-friendly home rentals

Lovely, bright, 3-bedroom Avondale flat. Private.
4.96 out of 5 average rating, 392 reviews
Cheerful & Spacious 3BR Getaway, free parking.
4.87 out of 5 average rating, 149 reviews
Huge Pet Friendly East Albany Park Apartment
4.9 out of 5 average rating, 221 reviews
Modern 1BR in Little Italy, Near West Loop
4.9 out of 5 average rating, 174 reviews
Susie's Space. 2BR easy parking & pet friendly
4.92 out of 5 average rating, 393 reviews
Sunny Logan Square Artists' home
4.89 out of 5 average rating, 468 reviews
Cozy and Spacious! Logan Square Apartment
4.95 out of 5 average rating, 345 reviews
Renovated Loft on Milwaukee Ave
4.97 out of 5 average rating, 111 reviewsDestinations to explore
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