Pet-friendly vacation rentals in Skokie

4.95 out of 5 average rating, 120 reviews

A single-story brick house is presented with a spacious front yard, featuring trimmed greenery and a walkway of stone steps leading to the front door. A driveway, visible to the right, accommodates a garage door with a dark finish.

Home in Skokie

Cozy 2 bedroom house/w garage in Skokie

Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

Outdoor spacesWalkabilityComfort

Guest suite in Portage Park

The living area features a comfortable sofa adorned with colorful cushions, positioned beside a unique wooden coffee table. A striking piece of wall art adds visual interest, while a dining area with modern chairs is visible in the background, complemented by potted plants.

4.94 out of 5 average rating, 472 reviews

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

PetsOutdoor spacesBiking

4.96 out of 5 average rating, 206 reviews

A private outdoor patio is surrounded by wooden fencing, featuring a glowing sofa and two chairs placed on a patterned rug. A small table holds a plant, while greenery adds a natural touch to the tranquil setting, under a colorful sky at dusk.

Home in Chicago

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

Outdoor spacesWalkabilityAir conditioning

4.92 out of 5 average rating, 197 reviews

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

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

WalkabilityPetsGetting around

4.76 out of 5 average rating, 629 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

WalkabilityPetsCheckout

4.87 out of 5 average rating, 245 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.

WalkabilityPetsLaundry

4.9 out of 5 average rating, 302 reviews

The historic home exterior is showcased, featuring a vibrant red facade with white accents. A charming porch adorned with lattice and railings provides an inviting entrance. Lush greenery surrounds the property, complemented by a white picket fence and vibrant landscaping.

Apartment in Wilmette

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.**

PetsOutdoor spacesAccess

4.95 out of 5 average rating, 165 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 North Side

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.

PetsWalkabilityComfort

4.95 out of 5 average rating, 135 reviews

A sleek wall-mounted television is set above a modern electric fireplace, framed by a stylish metallic trim. The stone feature wall provides a textured backdrop, while warm wood flooring complements the contemporary design.

Townhouse in Des Plains

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

Free coffee station with 12 types of Keurig pods such as Dunkin/Starbucks/McDonalds/Green tea/Decaf etc. Make your favorite coffee on our commercial brewer. Newly remodeled, luxurious, 3 bedrooms, 1.5 bathrooms duplex house located 10 minutes from O’Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is ~25 minutes away with an easy access to I-94 and I-294 Expressways

PetsWalkabilityAmenities

4.97 out of 5 average rating, 221 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.

WalkabilityPetsAir conditioning

Apartment in West Rogers Park

4.86 out of 5 average rating, 148 reviews

King Bed & In-Unit Laundry!

Located in wonderful West Ridge, this is a private garden/basement apartment with only 6 steps down. Separate entrance, as well as in-unit washer and dryer. 5 Minute walk to: - Famous Devon Ave for delicious cultural cuisine - Fresh Markets - Bus stops 5 - 10 Minute drive to: - The beach - Groceries (Jewel Osco, Food For Less, Mariano’s) - Indian Boundary Park - Target, Walmart - Long Horn, Olive Garden Red Lobster & more

PetsWalkabilityAccess

4.83 out of 5 average rating, 108 reviews

Home in Des Plains

Cozy Home near O'Hare & fun Hubs

Relax with the whole family at this peaceful place to stay. Experience comfort and convenience at our newly remodeled cozy house, perfectly situated near O'Hare Airport, Allstate Arena, and Rosemont Theater. Ideal for travelers and entertainment enthusiasts, this charming Airbnb offers modern amenities and a warm ambiance, ensuring a delightful stay. Book now and enjoy the best of Rosemont!

Outdoor spacesPetsLocation

Popular amenities for Skokie pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Rogers Park Township

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.

4.99 out of 5 average rating, 134 reviews

Victorian House in Heart of Rogers Park

Outdoor spacesWalkabilityKitchen

4.88 out of 5 average rating, 149 reviews

A spacious living area is featured, showcasing a light-colored coffee table and modern seating arrangements. A dining table with muted chairs is visible in the background, surrounded by large windows dressed in light curtains. Artwork adorns the walls, adding a subtle touch.

Home in Des Plains

Luxury 4 Bed 2.5 Bath near Chicago O'Hare Airport

Outdoor spacesWalkabilityWifi

4.94 out of 5 average rating, 179 reviews

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

Cozy 2-Bedroom Cottage Near Downtown Highland Park

PetsOutdoor spacesKitchen

4.89 out of 5 average rating, 117 reviews

The modern kitchen features dark cabinetry and white countertops, complemented by stainless steel appliances. A central island with seating for four is visible. Natural light enters through a nearby window, and a wall clock adds a touch of functionality. The open design connects to a dining area.

Home in Wood Dale

King bed, dog friendly, right by O'hare airport!

PetsOutdoor spacesBiking

4.91 out of 5 average rating, 221 reviews

A cozy living room features a dark sectional sofa adorned with yellow accent pillows, set against a reclaimed wood wall. Large windows allow natural light to fill the space, complementing a neutral area rug that anchors the seating arrangement.

Home in Oak Park

Cozy & comfy w/free parking & W/D

Outdoor spacesPetsComfort

4.97 out of 5 average rating, 130 reviews

The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.

Home in Des Plains

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

WalkabilityPetsLong stay

4.97 out of 5 average rating, 115 reviews

A bright living area features a spacious cream-colored sofa with colorful pillows, complemented by a sleek console table with barstools. A large TV is mounted on the wall, while natural light enters through windows and glass doors leading to the outdoor patio.

Home in Highland Park

Modern Retreat near Ravinia & Botanic Gardens

PetsWalkabilityFamily

4.99 out of 5 average rating, 102 reviews

A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.

Home in Brookfield

Cozy Home in Brookfield

Outdoor spacesPetsQuiet

Pet-friendly home rentals with a pool

Apartment in Chicago Loop

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.

4.75 out of 5 average rating, 300 reviews

Stunning 3BR Penthouse in the Loop | Roof Deck

Outdoor spacesWalkabilityTV

Apartment in Chicago Loop

A spacious living area is highlighted by a plush blue sectional sofa adorned with yellow and patterned throw pillows. Natural light filters through a large window, revealing a view of the city. A wooden coffee table is centered on a colorful area rug, accompanied by contemporary decor.

4.86 out of 5 average rating, 103 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

PetsOutdoor spacesDecor

Apartment in Downtown Chicago

A modern kitchen area features a large island with seating for four, complemented by sleek cabinetry. Floor-to-ceiling windows provide expansive views of the city skyline, allowing natural light to fill the space.

4.87 out of 5 average rating, 168 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

Outdoor spacesPetsParking

4.93 out of 5 average rating, 126 reviews

The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.

Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

WalkabilityPetsGetting around

4.83 out of 5 average rating, 58 reviews

A modern living area is displayed, featuring large windows that provide city views. A gray sectional sofa complements a circular coffee table on a light area rug. A wall-mounted flat-screen television is present, alongside a cleanly designed console. A spacious bed is visible in the background.

Apartment in West Loop

Level Junior Two Bedroom Suite | Fulton Market

Outdoor spacesPetsBathroom

Apartment in Rogers Park Township

4.72 out of 5 average rating, 87 reviews

Cozy studio near Michigan lake

WalkabilityPetsLocation

4.92 out of 5 average rating, 26 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

PetsSleep qualityKitchen

4.97 out of 5 average rating, 30 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"

PetsOutdoor spacesFamily

Private, pet-friendly home rentals

4.86 out of 5 average rating, 154 reviews

A shared yard features a lush green lawn surrounded by trees and a fence. A small patio area includes a table and chairs, with an umbrella providing shade. A barbecue grill is positioned next to the side of the unit, and a garden area is visible in the background.

Apartment in Wilmette

Downtown Wilmette Micro Studio

PetsOutdoor spacesBackyard

4.92 out of 5 average rating, 142 reviews

A cozy living area features a light-colored sofa and a dark armchair, arranged around a wooden coffee table. A textured area rug lies beneath, and soft light is provided by a floor lamp. Large, partially draped windows allow natural light to enter.

Guesthouse in Evanston

Cozy Guesthouse near NU - next to Lee Street Beach

WalkabilityPetsValue

4.97 out of 5 average rating, 148 reviews

A well-lit bedroom is presented with a spacious bed adorned with a light-colored quilt. Two bedside lamps illuminate the area, and decorative artwork featuring coastal themes is displayed above the headboard. A window provides natural light, framed by neutral curtains.

Apartment in Glenview

Cute little 2BR near ORD.Clean quiet. No clean fee

WalkabilityOutdoor spacesTV

Apartment in Jefferson Park

A light-filled dining area features a wooden table surrounded by four chairs. A plush sofa is positioned nearby, offering a cozy option for relaxation. Large windows dressed in navy curtains provide a view of the outside, contributing to an open and inviting feel.

4.95 out of 5 average rating, 247 reviews

Entire 1st Floor Apt near O'Hare/ORD & Blue Line

WalkabilityPetsCondition

Condo in Rogers Park Township

A spacious living area with large windows allows natural light to fill the room. A light-colored sectional sofa is complemented by two blue armchairs and a round coffee table. A neutral area rug anchors the space, creating a comfortable environment for relaxation.

4.83 out of 5 average rating, 206 reviews

Alluring Condo w/ Pri. Prkng Cls to Transit &Beach

PetsWalkabilityQuiet

4.97 out of 5 average rating, 498 reviews

A bright living area is showcased with large windows allowing natural light. Red and orange artwork adorns the walls, while a gray ottoman centers the room. Seating consists of a gray sofa and an armchair with a geometric pattern, accompanied by decorative lamps on either side.

Condo in Ravenswood

Lincoln Square Gem!

PetsOutdoor spacesView

4.98 out of 5 average rating, 171 reviews

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

Newly Renovated, Spacious 2BR in Andersonville

Outdoor spacesPetsCheckout