
Pet-friendly holiday 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.

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.

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Luxe Limewash Getaway w/Sun Deck
Relax with the whole family at this peaceful place to stay! This retreat seamlessly blends classic charm with modernity. Enjoy a cozy living room, bonus piano space, and new bathrooms. Relax on the deck or explore nearby gems. Conveniently near highways, it's an ideal hub to explore Skokie, Evanston, Niles, Wilmette, Evanston, and Chicago. O'Hare Airport - 25 min drive Wrigley Field - 12 min drive Northwestern University - 9 min drive Loyola University - 9 min drive Starbucks - 3 min drive

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

RetroModern Bungalow | pet friendly | free parking
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to four friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fenced-in, 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 and/or catch the train a few blocks away.

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.

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.**

Lockport Farmhouse: Private Entry+Parking By Door
Welcome to our charming Airbnb retreat in Lockport, Illinois! Enjoy the convenience of a full kitchen equipped with sleek stainless steel appliances. Kick back and relax in the cozy living room with a 55-inch smart TV featuring Roku for your entertainment needs. Convenience meets comfort with access to our on-site laundry room. Experience the perfect blend of modern amenities and rustic charm during your stay in Lockport. Book now for a delightful getaway!

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.

Enjoy In-Unit Laundry a King Bed!
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

Cozy Lakeview Studio with Private Access
Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Executive Apartment on Lake Michigan with parking
Stay in a furnished 2nd-floor apartment in a walk-in building with its own beach on Lake Michigan. Watch the waves from your living room or sit out on the terrace. -Free Wifi, -Onsite Parking with EV charging station -Steps away from parks, minutes away from universities, shopping, and restaurants -Less than 25 min drive to Wrigley Field, Downtown Chicago, Soldier Field, and museums.
Popular amenities for Skokie pet-friendly home rentals
Pet-friendly house rentals

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Luxury 4 Bed 2.5 Bath near Chicago O'Hare Airport

The Chicago River House – GIANT wall projector!

Victorian House in Heart of Rogers Park

Private Roofdeck! Location! Parking! Amazing home!

Beautiful Chicago Greystone

Spacious Luxury Townhouse - Old Town

Andersonville Home for Groups!
Pet-friendly home rentals with a pool

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

Level ◆ Brand New Luxe One Bedroom

Luxury Designer Penthouse 3803 | Pool | Gold Coast

Pool, 30 mins to CHI, 3 Kings, Outdoor Space, BBQ

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

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

Paradise with Pool & Games

Modern 2BR South Loop Apt, McCormick & Wintrust
Private, pet-friendly home rentals

Summer Break Incoming! Live Like an A-ville Local!

Grey House: 4 Bdrm 2 Bath Bunglow

Cozy Home in Brookfield

3 Luxury Master Suites by Gardens, Lake & Chicago

Evanston Garden Guest House

Pet Friendly, Fenced In Yard, Lots to do Nearby!

Chic Mid-Century Modern Comfort

Huge 3 Bed Apt w/2 offices, free parking, near NU
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $336 NZD | $300 NZD | $341 NZD | $429 NZD | $472 NZD | $482 NZD | $502 NZD | $472 NZD | $425 NZD | $377 NZD | $379 NZD | $376 NZD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Quick stats about holiday rentals that are pet-friendly in Skokie

Total holiday rentals
Explore 50 holiday rentals in Skokie

Nightly prices starting at
Skokie holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 1,970 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Skokie holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skokie rentals

4.8 Average rating
Skokie stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Cook County
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Illinois Beach State Park





