
Family-friendly vacation rentals in Skokie
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Skokie
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Unique porcelain-enamel paneled "Lustron" home
This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

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.

Cute & comfortable apartment on quiet street
Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

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

Near Northwestern | Chicago-Sunny & Serene Airbnb
Spacious & private 1 bedroom /1 bath guest suite, with backyard/patio access. Private entrance and walkway with keypad entry. This suite is attached to a single family home. One comfy bedroom, one bath, kitchenette with amenities, (no stove or kitchen sink) sun room/breakfast bar, laptop friendly workspace with desk, wi-fi, relaxing living area. Full cable package. Queen air mattress is available No pets allowed High speed wi-fi (xfinity) The home is not wheelchair or ADA compliant.

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.

The NICEST place in Evanston for Families 1500Main
Fully Furnished 2-story, 2 bedroom attached Duplex with a King bed in the Primary bedroom and a pair of Twin beds in the 2nd bedroom. Couch on main floor is also a sofa bed that sleeps two if needed. Main floor is wide open floor plan. This space has been set up specifically for short-term rentals of 1-2 weeks or months and has previously been used by Guests looking for homes in the Evanston area or having construction done. We cater to Families visiting Northwestern University.

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.

Cozy Garden Unit in Quiet Neighborhood
A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

Spacious Evanston Unit - Walk to Northwestern U
Welcome to my contemporary and spacious garden level unit located on a tree filled, serene residential block in Evanston. Walking distance to Northwestern University, retail areas, trains, golf, and the lovely beaches of Lake Michigan! A Walgreens and a local brewery restaurant are just a few steps away. Plentiful free street parking and free EV chargers one block away.
Popular amenities for Skokie family-friendly rentals
Family-friendly home rentals with a hot tub

Private Coach house near Lincoln Square!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Tea Studio in Wicker Park Spring Factory

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

The Spa of Downtown Whiting

Checkerboard Studio, Private Outdoor Hot Tub, Yard

Private hot tub - King bed suite - Free parking

Andersonville Home for Groups! Hot Tub Yard Garage
Family- and pet-friendly home rentals

Sunny, Evanston 2 BR w/Zen garden

Peaceful Portage Park Apartment

Cozy Guesthouse near NU - next to Lee Street Beach

Chicago River House -BBQ Oasis now open!

Cozy 1bdr Rogers Park, Loyola, Northwestern.

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

Edgewater Studio on Paulina

Great location. Free parking.
Family-friendly home rentals with a pool

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

"Serenity of Evanston" 2 BDR/2Bath Modern Suite

Spectacular 2BR Penthouse in the Loop | Roof Deck

5-Star Gold Coast Experience in a Luxe 2BR Retreat

Whole Flat in Private Club. Walk to L, Dining & Shows

The Executive's Escape (2BD / 2BA)

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

50th Floor Mag Mile Studio
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,187 ZAR | R3,187 ZAR | R3,187 ZAR | R3,239 ZAR | R3,378 ZAR | R3,811 ZAR | R4,157 ZAR | R3,637 ZAR | R3,620 ZAR | R3,187 ZAR | R3,187 ZAR | R3,239 ZAR |
| 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 vacation rentals that are family-friendly in Skokie

Total vacation rentals
Explore 80 vacation rentals in Skokie

Nightly prices starting at
Skokie vacation rentals start at R693 ZAR per night before taxes and fees

Verified guest reviews
Over 3,650 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 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!
Destinations to explore
- Chicago Vacation rentals
- Downtown Chicago Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Detroit Vacation rentals
- St. Louis Vacation rentals
- Southern Indiana Vacation rentals
- Louisville Vacation rentals
- Columbus Vacation rentals
- Cincinnati Vacation rentals
- Milwaukee Vacation rentals
- Wisconsin River Vacation rentals
- Apartment rentals Skokie
- Rentals with a fireplace Skokie
- Fitness-friendly rentals Skokie
- Rentals with a patio Skokie
- Rentals with outdoor seating Skokie
- Rentals with a washer and dryer Skokie
- House rentals Skokie
- Pet-friendly rentals Skokie
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort