
Family-friendly holiday rentals in North Chicago
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in North Chicago

Total holiday rentals
Explore 50 holiday rentals in North Chicago

Nightly prices starting at
North Chicago holiday rentals start at $169 AUD per night before taxes and fees

Verified guest reviews
Over 1,830 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of North Chicago holiday rentals include Wi-Fi access

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

4.6 Average rating
North Chicago stays receive an average rating of 4.6 out of 5 from guests
Top-rated family-friendly rentals in North Chicago
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Cozy Mother inlaw Suite. Private. Next to beach.
30 minutes away from the Navy Base(Graduates). 5 minutes away from the newly renovated Beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags. This Mother in Law suite has tons of natural light. Private access and no shared indoor space. Safe and quiet neighborhood with plenty of wildlife right in the back yard. For nature lover’s this unit is close to the beach and there are walking trails nearby.

Cozy 2 bedroom home with a study
This newly remodeled chicken Coop turned into a 2 bedroom A frame home is fifty miles from Milwaukee, forty-seven miles from Chicago, and ten miles from the Naval Station. We are a couple minutes away from City of Hope, Six Flags Great America, Bristol Renaissance Faire, Great Wolf Lodge, Casinos, and the beach. There is also a Target and Starbucks down the road, what more can you ask for! The stairs to the bedrooms are steep and narrow so please be careful. Please enjoy the home to yourselves

Enchanted Garden Treehouse (Amenity*)
Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

*Entire house w/4 LG Bedrms, NAVY 4 miles/baseLake
We are excited to welcome you to this clean and spacious home/perfect location.10 mins /4 miles from Great Lakes. SLEEPS 5- 12!! A"Gathering Place" is for FAMILIES! Stay all together in one place and make memories! Waukegan has parks/cool pl! A Dock/ lakefront, galleries, breweries, restaurants, and more! Near the train station, if you want to travel to Chicago N Suburbs. Close to Six Flags, the Genesee Theatre and the new CASINO! The train is 2 blocks/travels to both Chicago and Wisconsin.

Master qtr close to nature & easy urban facilities
This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

"Magnolia Farmhouse" inspired 4-bedroom home
Enjoy a spacious, open floor plan on a quiet, dead-end street! This "Magnolia Farmhouse" inspired 4-bedroom ranch home is set on one acre. Located 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! Minutes away for the Great Lakes Naval Station (9mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here, make Boyce Lane your home away from home today!

The Victory Park Ranch - West
We are excited to welcome you to this comfortable and newly renovated modern house, in the perfect location if you're visiting Northern Illinois/Chicago. Come see why Waukegan is nicknamed "Green Town" and is home to some of the finest parks, ravines, and walking trails. With an incredible sandy beach, lakefront, galleries, breweries, restaurants, and more, it is definitely a place to check out! We are very close to Six Flags, Great Lakes Naval Base, and The Genesee Theatre too!

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Spacious 2-br, 1 bath home w/AC near Naval Base
Welcome to our cozy and comfortable Airbnb, perfectly located near Naval Station Great Lakes (approximately 5-7 min., 2 miles), Six Flags Great America, and just an hour from downtown Chicago! Whether you're visiting for Navy graduation, family time, business, or a weekend getaway, our home offers the perfect balance of convenience and relaxation. We take pride in providing excellent hospitality and a smooth, stress-free experience from check in to check out.

Historic Downtown Libertyville Loft
Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.

Great Lakes Naval Station-Waukegan- Gurnee-6 Flags
Under 10 minutes to RTC Great Lakes (Graduations) Under 10 minutes Rosalind Franklin University 15 minutes to Six Flags Affordable, private and comfortable... These are just a couple reasons why this is the ideal room for you to settle into during your stay in the area! Whether it be for boot camp graduation, the medical schools in the area or maybe you’re just passing through; book your stay while its still available!
Popular amenities for North Chicago family-friendly rentals
Family-friendly home rentals with a hot tub

The River House Sauna/Kayaks/Hot Tub/Fire Pit

#4 Adorable Lake Cottage-Cypress Resort & Marine

Private Coach house near Lincoln Square!

Living the Lakehouse Dream

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Private hot tub - King bed suite - Free parking

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub

"A" Frame Brandenburg Lake
Family- and pet-friendly home rentals

Lovely studio near the beach! (and heated floors!)

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Modern 3 bedroom house, quiet residential street.

Cozy Home in Brookfield

Modern Retreat near Ravinia & Botanic Gardens

TheGlassCabin @ HackmatackRetreat

Victorian House in Heart of Rogers Park

Adorable 2-bedroom home near downtown Grayslake!
Family-friendly home rentals with a pool

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Just remodeled apartment close to airport and mall

Spectacular 2BR Penthouse in the Loop | Roof Deck

Kalo House | Mid-Century Modern Retreat with Pool

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

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

Peaceful Private Coach-House in St. Charles

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
When is the best time to visit North Chicago?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 AUD | $236 AUD | $232 AUD | $234 AUD | $268 AUD | $268 AUD | $263 AUD | $267 AUD | $290 AUD | $263 AUD | $261 AUD | $257 AUD |
| 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 |
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Wisconsin Dells Holiday rentals
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Alpine Valley Resort
- Union Park
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Byline Bank Aragon Ballroom





