
Family-friendly vacation rentals in Skokie
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Skokie

Total vacation rentals
Explore 90 vacation rentals in Skokie

Nightly prices starting at
Skokie vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 3,270 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
80 of Skokie vacation 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!
Top-rated family-friendly rentals in Skokie
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Stylish & Comfy Gem near Downtown~Balcony~Parking
My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

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.

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

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

Historic Coach House in Evanston Near Beach & Town
Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house.

Charming, Sunny Apartment with Backyard Garden
House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

A guest suite centrally located, but so quiet
IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

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.

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.

Designer's Dream in the North Shore!
Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

*King Bed-Updated-Laundry-Near NWU-Hospitals+More
Enjoy complete privacy in our newly updated home. We live downstairs, and you have a total privacy on the main level of our spacious home with 3 bedrooms, 1 bathroom, full kitchen, and shared laundry. We provide you with all the amenities you need for a comfortable trip. Our home is minutes from Evanston, Northwestern University, Lake Michigan lakefront, beaches, several hospitals, and lots of shopping and restaurants. NO PARTIES.

Charming Apt.Fully Equipped Prk.Inc 12 min 2 Lake
Newly renovated, 2-bedroom apartment. New appliances. Relaxing atmosphere. Walking distance to shopping, restaurants, grocery, train station, etc. Nice and quiet neighborhood. Central air & heating, washer & dryer, iron & ironing board, shampoo, conditioner, body wash, hair dryer, coffee maker, toaster, large fridge. All kitchen utensils available for use.
Popular amenities for Skokie family-friendly rentals
Family-friendly home rentals with a hot tub

Elegant Executive Residence with Hottub

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Master qtr close to nature & easy urban facilities

6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace

Elegant 4bedroom, 5 bathroom home on a great block

Stunning modern home with a lovely backyard

The Spa of Downtown Whiting

Charming home in the suburbs
Family- and pet-friendly home rentals

Cozy Lakeview Studio with Private Access

Sunny, Evanston 2 BR w/Zen garden

Modern Retreat near Ravinia & Botanic Gardens

Cozy House, Main Road Access, Close to Colleges

RetroModern Bungalow | pet friendly | free parking

Suburban Serenity~Grill, Fire pit, Big yard~

Private APT Near to Food/Shops/highway/Garage park

Walk to Oak Park from Our Sunny Turn of the Century Apt
Family-friendly home rentals with a pool

Pardizes Suites

Naperville Getaway | 1BR w/ Pool, Gym & More!

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

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

Just remodeled apartment close to airport and mall

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

Backyard Paradise/ Private Pool + Peaceful Stay

Pond View, Washer Dryer, Non Smoking, Pet Free
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 632 | ﺩ.ﺇ 643 | ﺩ.ﺇ 694 | ﺩ.ﺇ 687 | ﺩ.ﺇ 716 | ﺩ.ﺇ 808 | ﺩ.ﺇ 870 | ﺩ.ﺇ 782 | ﺩ.ﺇ 746 | ﺩ.ﺇ 716 | ﺩ.ﺇ 683 | ﺩ.ﺇ 705 |
| 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 |
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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
- Union Park
- University of Chicago
- 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
- Oak Street Beach





