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Pet-friendly vacation rentals in Skokie

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Skokie

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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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

4.77 out of 5 average rating, 519 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

Top guest favorite

A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.

Apartment in Edgewater

4.99 out of 5 average rating, 146 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

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

4.96 out of 5 average rating, 181 reviews

Chicago River House -BBQ Oasis now open!

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

A modern kitchen and dining area are presented, featuring a sleek island with bar stools and a dining table with six chairs. Natural light is provided by large windows, and contemporary fixtures enhance the space's functionality and design.

Apartment in Evanston

4.92 out of 5 average rating, 110 reviews

New 3bd/1.5 bth Apt w/private prkg

A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

Top guest favorite

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

4.98 out of 5 average rating, 161 reviews

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

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

4.88 out of 5 average rating, 176 reviews

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.

A well-maintained garden features a vibrant lawn bordered by lush greenery. A wooden playset with a slide and treehouse is positioned beside an inviting swing set. A small shed can be seen in the background, set against a backdrop of the charming historic house.

Apartment in Wilmette

4.9 out of 5 average rating, 277 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

Top guest favorite

The exterior of a three-unit building features a blend of brick and stone elements, with large windows providing ample natural light. A well-maintained lawn includes shrubs and small trees, complemented by a walkway leading to a blue door beneath a covered entryway.

Apartment in Evanston

4.98 out of 5 average rating, 100 reviews

3 BR Evanston Apt near Chicago

3 Miles to Northwestern and 2.5 to Loyola Universities. Enjoy local shopping, entertainment & restaurants in Evanston. Walk, bike or drive to Lake Michigan's beautiful beaches. CTA to Chicago nearby. Two BRs with king beds and a third BR with a full. LR has turntable, records, Netflix, Max, Disney+, Hulu... Enjoy a ping pong table and puzzles. Work space in two bedrooms. Kitchen has a stove, oven, microwave, coffee maker, and toaster. Free off-street parking.

Top guest favorite

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

4.97 out of 5 average rating, 197 reviews

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.

Top guest favorite

The exterior of a restored Victorian house is presented, featuring a striking red front door and large windows that invite natural light. A welcoming porch is adorned with seating, surrounded by meticulously landscaped greenery and plants, creating an engaging atmosphere.

Home in East Rogers Park

4.98 out of 5 average rating, 113 reviews

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

A well-maintained brick home features a landscaped front yard with lush green grass and a pathway leading to the entrance. Two decorative wall planters are visible beside the windows, and a wooden bench and small table are placed on the front porch.

Home in Evanston

4.92 out of 5 average rating, 103 reviews

NorthShore Nest by NU & downtown Chicago

Close to downtown Chicago & downtown Evanston! Wi-Fi, family friendly. Near restaurants, movie theater, shopping, Northwestern University and the lakeshore. 2-car garage. Smart tvs in two bedrooms and 65” tv in living room, all have Amazon Prime. Highchair, baby monitor, pack 'n' play, children's books and toys. Office space, wi-fi; fenced in backyard with patio furniture and string lights, outdoor fireplace.

A welcoming living space features a round dining table surrounded by four chairs, with a large artwork depicting trees on the wall. A light fixture hangs from the ceiling, and a mirror reflects the room. Natural light fills the area, enhancing the warm ambiance.

Apartment in Evanston

4.8 out of 5 average rating, 188 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5 ba condo tucked on a quiet, tree-lined street. Includes one (1) free parking space, plus plenty of unmetered parking on st. Minutes away notable hospitals, both Northwestern, and Loyola Universities. Travel via CTA bus stop at the corner. Only 30min drive from downtown Chicago. PET & 420 FRIENDLY!

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Popular amenities for Skokie pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

4.98 out of 5 average rating, 101 reviews

Newly remodeled O’hare oasis

A spacious living area features a navy blue sectional sofa, accentuated by a light area rug. Large glass doors open to the backyard, allowing ample natural light. A dining area with a chandelier and a kitchen with wooden cabinetry is visible in the background.

Home in Des Plaines

4.84 out of 5 average rating, 115 reviews

Outstanding O’Hare Oasis- by River’s Casino

A cozy living room features a pair of light-colored sofas and an accent chair, positioned around a rustic coffee table. A patterned area rug lies underfoot, while a mirror with a wooden frame and wall art enhance the space. A partial view of the kitchenette is visible in the background.

Home in Highland Park

4.94 out of 5 average rating, 143 reviews

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Top guest favorite

Home in Lincoln Park

4.98 out of 5 average rating, 111 reviews

Flat in Lincoln Park 2-Flat Central to Everything

Top guest favorite

A cozy living area features large windows that invite natural light, complemented by red and orange accents. A television is mounted on the wall above a stylish wooden cabinet, while a colorful rug adds warmth to the space. A compact closet offers additional storage.

4.91 out of 5 average rating, 386 reviews

Private 3rd Floor Apartment

Home in Avondale

4.93 out of 5 average rating, 160 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.

Home in Chicago Ridge

4.92 out of 5 average rating, 159 reviews

Quiet cul-de-sac with huge fenced in backyard

Top guest favorite

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

4.97 out of 5 average rating, 123 reviews

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

Pet-friendly home rentals with a pool

Home in Highland Park

4.91 out of 5 average rating, 147 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

A spacious living area features a large sectional sofa set around a modern coffee table with a textured surface. Natural light floods in through large windows, illuminating a neutral color palette. Decorative plants and stylish furniture pieces enhance the contemporary design.

Apartment in The Loop

4.89 out of 5 average rating, 62 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Apartment in West Loop

4.88 out of 5 average rating, 33 reviews

Live in Luxe: West Loop 2BR w/ Top Amenities

Top guest favorite

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

5 out of 5 average rating, 13 reviews

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

Apartment in West Loop

4.52 out of 5 average rating, 21 reviews

Level One Bedroom Suite | Fulton Market

The living room features a stone fireplace beneath a mounted television, with multiple windows allowing natural light to illuminate the space. A cozy sectional sofa is positioned on a textured area rug, complemented by a couple of side tables. Lush greenery from potted plants adds a refreshing touch.

Home in West Chicago

4.89 out of 5 average rating, 9 reviews

Cloud 9: 4BR, Fully Fenced, 2 Story

An open living area features a large, light-colored sofa that invites relaxation, paired with accent chairs in green. Sunlight filters through expansive windows, offering views of the city and lake. Artwork adorns the walls, with a dining table positioned in the background for gatherings.

Apartment in Magnificent Mile

4.85 out of 5 average rating, 55 reviews

Luxury Designer Penthouse West |Pool| Gold Coast

An indoor pool area is showcased, featuring sleek design elements and large windows allowing natural light to fill the space. Comfortable lounge chairs are positioned nearby, offering a serene view of the outdoors. Water flows elegantly along the pool’s edge, enhancing the tranquil atmosphere.

Apartment in The Loop

4.72 out of 5 average rating, 166 reviews

Sentral Studio Apt in South Loop Chicago

Private, pet-friendly home rentals

A welcoming living area is presented, featuring two comfortable sofas adorned with decorative pillows. A glass coffee table is positioned on a textured area rug, while two side lamps provide soft lighting. Natural light filters through the sheer curtains, highlighting the polished wooden floor.

Condo in Lincoln Square

4.62 out of 5 average rating, 13 reviews

Lincoln Square Condo

A shaded outdoor deck features comfortable seating arrangements with deep blue cushions. A wooden coffee table occupies the center, while a grill is positioned at one side. Soft lighting enhances the cozy atmosphere as the sun sets in the background.

4.95 out of 5 average rating, 85 reviews

Luxe Limewash Getaway w/Sun Deck

A spacious living area is featured with comfortable seating arrangements, including a sectional couch and two accent chairs. Natural light enters through multiple windows outfitted with blinds, and a coffee table centers the space. A small dining area is visible in the background.

Apartment in Skokie

5 out of 5 average rating, 11 reviews

3-BR 2-Car Driveway parking

An inviting collage displays the exterior view of a charming house with a well-maintained lawn surrounded by lush greenery. Adjacent images highlight a game room featuring a pool table and a cozy movie room. A comfortable seating area is visible, alongside an outdoor patio space.

4.86 out of 5 average rating, 35 reviews

Urban Oasis | Kid Friendly | Quiet Street

A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.

Condo in Lake View

4.98 out of 5 average rating, 126 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Top guest favorite

A modern living room is equipped with two comfortable sofas and a stylish coffee table. A large TV is mounted above a white brick fireplace. Soft lighting complements the space, enhanced by a unique hanging chair and a small workspace with a chair.

Home in Des Plaines

4.99 out of 5 average rating, 67 reviews

5 Star Luxury Stay Near Chicago O'hare Airport,

A comfortably arranged bedroom features a plush king-size bed with gray bedding and decorative pillows. Two side tables with lamps sit beside the bed, and a flat-screen TV is mounted on the wall. A modern bench and a small armchair add functionality to the space.

Apartment in Skokie

4.89 out of 5 average rating, 9 reviews

Lovely 1BR Apt w/ WiFi | Peaceful & Central Stay

A spacious sleeping area features a large bed with a navy blue blanket and decorative pillows. Artwork in warm tones adorns the walls, while a black chair and a small plant create a relaxing environment. A light-colored dresser adds to the room's functionality.

Apartment in Evanston

4.88 out of 5 average rating, 90 reviews

Special Skokie Space 2mi to NW & downtown Evanston

Quick stats about vacation rentals that are pet-friendly in Skokie

Total rentals
40 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

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