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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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Rental unit in Park Ridge

4.79 out of 5 average rating, 404 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

Home in Berwyn

4.99 out of 5 average rating, 113 reviews

Retro Modern Bungalow— fire pit + free parking

Experience the city in style at Retro Modern Bungalow. The perfect crash pad for up to four friends and two pups. Featuring two spacious bedrooms, each w/ a king bed + luxury linens, a propane fire pit and a fully fenced backyard. Enjoy central HVAC, hi-speed 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.

Condo in Skokie

4.91 out of 5 average rating, 104 reviews

Parking Terrace Near Universities Up to 20%OFF

LUXURIES 2 BEDROOMS, 1 BATH APARTMENT WITH LARGE FURNISHED BALCONY. FREE PARKING NEXT TO THE ENTRANCE. BRIGHT & SUNNY SOUTHWESTERN EXPOSURE. THIS CORNER UNIT IS LOCATED ON THE FIRST FLOOR-FEW STEPS UP. QUIET PROPERTY IN RESIDENTIAL AREA. MODERN KITCHEN WITH NEW STAINLESS STEEL APPLIANCES. KEURIG COFFEE MAKER. CENTRAL AIR & HEATING, HARDWOOD FLOORS, FAST WI-FI INTERNET, LARGE 55" ROKU TV, FREE LAUNDRY. SPARKLING CLEAN APARTMENT. BOOK IT WITH CONFIDENCE YOU WILL ENJOY STAYING HERE, I PROMISE YOU.

Guest suite in Portage Park

4.93 out of 5 average rating, 392 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

Condo in East Rogers Park

4.92 out of 5 average rating, 218 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed,TV, dining table, & partial kitchenette. Dogs only. Parking free on street or one spot for a fee.

Guest suite in Chicago

4.98 out of 5 average rating, 137 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Guesthouse in Lincoln Square

4.89 out of 5 average rating, 275 reviews

Private Coach house near Lincoln Square!

Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, Ravenswood, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or just crack open a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 2 miles north of Wrigley. Pets Allowed!

Guest suite in Naperville

4.95 out of 5 average rating, 375 reviews

Lake facing cozy little studio with private entry

This is a luxurious cozy little studio facing the lake, featuring a private entrance that is attached to a single family home. The studio is equipped with a top quality queen bed, an in-suite kitchenette including a mini fridge, microwave, and induction top, as well as a luxurious full bathroom. The studio is situated in the safest and friendliest neighborhoods in Naperville conveniently located close to cafes, restaurants, markets, a biking trail, and just minutes away from I88.

Rental unit in Wilmette

4.9 out of 5 average rating, 253 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.**

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 319 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Rental unit in Evanston

4.97 out of 5 average rating, 176 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.

Rental unit in Lincoln Square

4.96 out of 5 average rating, 357 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.

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Popular amenities for Skokie pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Austin

4.88 out of 5 average rating, 107 reviews

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

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Home in Bolingbrook

4.92 out of 5 average rating, 119 reviews

The Sunshine Spot

Home in Naperville

4.83 out of 5 average rating, 109 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Home in Chicago Ridge

4.93 out of 5 average rating, 101 reviews

Quiet cul-de-sac with huge fenced in backyard

Home in Andersonville

4.97 out of 5 average rating, 111 reviews

Andersonville/ Cozy 3b 3b House / 99 walk score

Home in Forest Park

4.9 out of 5 average rating, 101 reviews

Adorable house Madison Street w/ 2 car garage!

Home in Uptown

4.98 out of 5 average rating, 185 reviews

Come Together in This Vibrant Restored Mansion near Wrigley

Pet-friendly home rentals with a pool

Home in Highland Park

4.91 out of 5 average rating, 140 reviews

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

Rental unit in The Loop

4.86 out of 5 average rating, 36 reviews

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

Rental unit in Logan Square

4.7 out of 5 average rating, 115 reviews

Play in the Windy City and rest by the “606”

Rental unit in River North

4.8 out of 5 average rating, 143 reviews

Kasa | Walk Magnificent Mile | River North

Rental unit in The Loop

4.82 out of 5 average rating, 216 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

Rental unit in Logan Square

4.8 out of 5 average rating, 61 reviews

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

Rental unit in Magnificent Mile

5 out of 5 average rating, 11 reviews

Luxury Designer Penthouse West |Pool| Gold Coast

Rental unit in The Loop

4.59 out of 5 average rating, 101 reviews

Sentral 1BR Premium Apt in South Loop Chicago

Private, pet-friendly home rentals

Rental unit in Roscoe Village

4.96 out of 5 average rating, 278 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

Home in Skokie

4.96 out of 5 average rating, 54 reviews

Luxe Limewash Getaway w/Sun Deck

Rental unit in Evanston

4.82 out of 5 average rating, 167 reviews

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

Rental unit in East Rogers Park

4.93 out of 5 average rating, 146 reviews

Executive Apartment on Lake Michigan with parking

Rental unit in Evanston

4.92 out of 5 average rating, 66 reviews

Special Skokie Space 2mi to NW & downtown Evanston

Rental unit in Jefferson Park

4.87 out of 5 average rating, 118 reviews

Modern 2 bdrm apt near O'hare and Downtown

Rental unit in Evanston

5 out of 5 average rating, 76 reviews

3 BR Evanston Apt near Chicago

Home in Evanston

4.93 out of 5 average rating, 83 reviews

“North Shore Nest” by NU & downtown Chicago

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

Total rentals
40 properties
Total number of reviews
1.6K reviews
Family-friendly rentals
30 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
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore