Pet-friendly vacation rentals in Norwood Park

4.87 out of 5 average rating, 187 reviews

A charming single-family home features a well-maintained facade with a red front door and neatly trimmed lawn. Stairs lead up to the entrance, while a simple walkway is bordered by greenery. The exterior is accented by sunny blue skies and fluffy clouds.

Bungalow in Portage Park

Top-Rated 3BR Near O’Hare & Rosemont | Sleeps 6

Clean, spacious 3BR home designed for a reliable, stress-free stay. Professionally maintained and consistently rated for quality and comfort. Ideal for families, business travelers, and extended stays. Bright living area, full kitchen, and comfortable space for up to 6 guests. Hosted by an experienced Superhost focused on consistency and care. Prime Location • O’Hare Airport–14 mins • Rosemont (Dining, Entertainment, Convention Center)-10 mins • Allstate Arena–13 mins • Downtown Chicago-18 mins

4.96 out of 5 average rating, 199 reviews

An inviting outdoor patio area features sleek white furniture, including a curved sofa and a coffee table atop a striped rug. A hammock is suspended nearby, surrounded by lush greenery and a wooden fence, with the warm glow of lights illuminating the space.

Home in North Park

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

Apartment in Roscoe Village

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

4.95 out of 5 average rating, 249 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!

4.76 out of 5 average rating, 587 reviews

A modern kitchen area features a wooden accent bar with four metal stools. Stainless steel appliances, including a refrigerator and stove, are visible. A wall clock adds a functional element to the open concept design, with neutral tones enhancing the spacious ambiance.

Apartment in Park Ridge

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

Apartment in Jefferson Park

4.88 out of 5 average rating, 139 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.

4.86 out of 5 average rating, 211 reviews

A stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.

Home in Evanston

SW Evanston Private, Stylish, Spacious Suite

Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

4.96 out of 5 average rating, 150 reviews

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

Condo in Avondale

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.

Guest suite in Portage Park

A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.

4.95 out of 5 average rating, 190 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

4.76 out of 5 average rating, 361 reviews

A cozy living area is defined by a modern gray sofa and two red armchairs, adorned with decorative cushions. A black coffee table sits atop a patterned rug, while a television is positioned on a sleek stand. Natural light filters through small windows covered with dark curtains.

Apartment in Irving Park

ITALIAN garden apt/kids friendly/great location!!

Ciao! My name is Viviana I am Italian and I live with my family, my husband and 2 girls, I hope you will enjoy our cozy guest garden APARTMENT within our home, featuring a queen size bed, a sofa bed good for a small person or a toddler, 2 twin foldable beds, TV where you can enjoy cable channels, movies and other amenities like, laundry, little kitchenette with a MINI refrigerator, microwave, snacks and hot plates if you like to cook something. Arrivederci!

4.97 out of 5 average rating, 211 reviews

The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.

Apartment in Evanston

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

4.98 out of 5 average rating, 120 reviews

A stately Victorian house is surrounded by a landscaped garden featuring lush greenery and colorful plants. The front porch is framed by pillars and features multiple seating areas. A red front door adds a bold contrast to the dark exterior of the home.

Home in Chicago

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Apartment in Jefferson Park

A brick home is presented with a small set of stairs leading to the entrance. An American flag is displayed on the front porch. Well-maintained landscaping with green grass and a shrub border surrounds the entrance, creating a neat and tidy appearance.

4.83 out of 5 average rating, 198 reviews

My Home Away

This lower level space of my Home is perfect for anyone looking for a nice quiet place to stay while in Chicago, it is equipped with a kitchenette a fridge coffe maker and microwave. It is close to anything and everything including plenty of FREE parking right in front, it’s close to Ohare airport , forest preserves, Lake Michigan and downtown (30m) as well. Shopping, parks and public transportation within walking distance.

Popular amenities for Norwood Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 108 reviews

A spacious kitchen area is shown with modern stainless steel appliances and ample cabinet storage. A large wooden dining table is centered, set with decorative placemats. Soft light illuminates the room, complementing the neutral color scheme of the walls and cabinetry.

Home in Des Plaines

Newly remodeled O’hare oasis

4.91 out of 5 average rating, 404 reviews

A spacious dining area features a large table surrounded by six chairs. Natural light is provided by two windows with sheer curtains. A unique light fixture hangs above, and a vase with flowers is centered on the table, contributing to the room's welcoming ambiance.

Home in Lake View

Private 3rd Floor Apartment

4.83 out of 5 average rating, 158 reviews

A spacious living area features a dark sectional sofa adorned with yellow accent pillows, complemented by a cozy throw blanket. A circular mirror hangs above a standing lamp, while decorative wall art adds visual interest. A dining table with chairs is situated in the background.

Home in Oak Park

Urban Chic 3beds w/2bath + free parking & W/D

4.97 out of 5 average rating, 146 reviews

The modern kitchen showcases sleek white cabinetry and a spacious island topped with a white marble surface. Stainless steel appliances, including a gas stove and a refrigerator, are complemented by glass-front cabinets displaying elegant dishware. Soft blue lighting highlights the room's contemporary design.

Home in Portage Park

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

4.83 out of 5 average rating, 105 reviews

Home in Chicago

Private Roofdeck! Location! Parking! Amazing home!

4.94 out of 5 average rating, 132 reviews

An elegant 1890 Greystone building is presented, showcasing a symmetrical façade with decorative stonework. A tiered front staircase leads to a charming entryway, flanked by well-maintained landscaping. Large windows enhance natural light, while a vibrant green shrub adds a touch of color to the exterior.

Home in Chicago

Beautiful Chicago Greystone

4.95 out of 5 average rating, 105 reviews

A modern living area features a contemporary design with a stylish gray sofa and brown leather chairs. A sleek, geometric area rug sits beneath a coffee table, while framed black-and-white photographs line the walls. Large windows allow natural light to illuminate the space.

Home in Humboldt Park

Lux 5BR Near Downtown | Rooftop +Garage + Spa Bath

4.88 out of 5 average rating, 112 reviews

A modern living space features light hardwood flooring and gray walls. Artwork depicting Chicago is displayed on the wall. A glass coffee table rests on a patterned rug, surrounded by a gray sofa and a chic armchair. An elegant dining area accommodates six guests.

Home in Ranch Triangle

Sophisticated Twnhm in Prestigious Lincoln Park

Pet-friendly home rentals with a pool

4.79 out of 5 average rating, 151 reviews

Apartment in River North

Level ◆ Brand New Luxe One Bedroom

Apartment in Magnificent Mile

4.8 out of 5 average rating, 71 reviews

Luxury Designer Penthouse 3801 | Pool | Gold Coast

A spacious indoor garden lounge features abundant natural light streaming through large windows. Modern white furniture is arranged around a central coffee table, surrounded by lush greenery and decorative plants. The airy atmosphere is enhanced by hanging light fixtures, creating a serene and inviting space.

Apartment in Grant Park

4.68 out of 5 average rating, 346 reviews

Sentral Premium 2BR Apt South Loop Chicago

5 out of 5 average rating, 20 reviews

A comfortable living area is presented with two soft armchairs and a light-colored couch. A media console houses a Roku TV, while a decorative electric fireplace offers warmth. Artwork adorns the walls, and natural light enters through a window with blue curtains.

Townhouse in Forest Park

Forest Park Oasis - Dog Friendly - Parks - the "L"

4.75 out of 5 average rating, 287 reviews

A bright living area features a comfortable gray sofa and two modern chairs set around a round coffee table. Large windows provide expansive views of the city, while greenery adds a touch of nature to the space. The warm lighting creates a welcoming ambiance.

Apartment in Chicago

Stunning 3BR Penthouse in the Loop | Roof Deck

4.65 out of 5 average rating, 31 reviews

A spacious bedroom with large windows provides an expansive view of the city skyline. The comfortable bed is flanked by bedside tables with lamps, and art pieces are displayed on the wall. Natural light brightens the room, enhancing its modern aesthetic.

Apartment in West Loop

Level One Bedroom Suite | Fulton Market

Apartment in Logan Square

A cozy living area is presented, featuring a comfortable sofa and a stylish blue chair. A wooden coffee table sits in the center, complemented by a textured rug. Large windows allow natural light, while art pieces adorn the walls, adding visual interest to the space.

4.81 out of 5 average rating, 77 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

4.94 out of 5 average rating, 17 reviews

A spacious living area features a light-coloured sofa set positioned around a wooden coffee table, with a television mounted on the wall. A large area rug enhances the space, while plants and natural light provide a fresh atmosphere. Dining space is visible in the background.

Home in Schaumburg

Paradise with Pool & Games

Private, pet-friendly home rentals

Apartment in Jefferson Park

A spacious living area is presented with a dark sectional sofa and a single armchair. A light-colored rug anchors the seating arrangement, while a flat-screen TV is mounted on the wall. Natural light filters in through sheer curtains, complementing the neutral-toned decor.

4.88 out of 5 average rating, 69 reviews

Cute & Cozy Chicago Basement

Apartment in Norwood Park

A bright living area features a cozy seating arrangement with a spacious sofa and yellow accent chair. A wooden coffee table sits in front of a modern fireplace, while natural light streams through large windows adorned with green foliage. A work desk is positioned nearby.

5 out of 5 average rating, 26 reviews

2BR Apt Near Rosemont & O'Hare, Private Deck

Guest suite in Logan Square

A cozy sitting area features a vibrant orange sofa adorned with black cushions and a matching ottoman. A wooden desk with a red chair sits nearby, while a floor lamp casts a warm glow. Bright artwork depicting flowers adds a touch of color to the wall.

4.98 out of 5 average rating, 325 reviews

Stylish Studio in Historic Logan Square

Apartment in East Rogers Park

An outdoor terrace is visible, featuring seating arrangements with two orange chairs and a fire pit. The view overlooks Lake Michigan, with the calming waves in the background. A pathway leads down to the water, surrounded by the building's architecture.

4.9 out of 5 average rating, 208 reviews

Executive Apartment on Lake Michigan with parking

4.96 out of 5 average rating, 256 reviews

An inviting living space features large windows allowing natural light, framed by exposed brick walls. A round dining table is surrounded by modern chairs, while a comfortable sectional sofa is positioned near a cozy fireplace, enhancing the warm ambience. Stylish decor elements add character to the room.

Apartment in Lake View

Modern vintage chic steps from Wrigley: park free

Guesthouse in Logan Square

The living area features a wall-mounted TV opposite a light-colored loveseat and a blue armchair. A small round coffee table is situated on a textured gray rug. Natural light enters through the two windows, with modern framed art and a floor lamp adding character.

4.98 out of 5 average rating, 376 reviews

Private coach house near transit shops & nightlife

Apartment in Magnificent Mile

A modern living room features a warm fireplace with elegant stone detailing. Comfortable seating is provided by a plush sofa alongside a stylish armchair. Natural light enters through multiple windows adorned with blinds. Decorative elements include a wooden coffee table and contemporary wall art.

4.99 out of 5 average rating, 139 reviews

Chic 2BR Gem with Fireplace