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

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.

Charming space w/ use of deck and yard
Charming home in Highland Park. The space is my in-law suite which is in the lower level of my home and has its own full size kitchen and bathroom. I live up-stairs with my 3 small dogs so I will be available if you need anything during your stay. The in-law suite is set up like a studio and has ONE queen bed, a separate closet area and laundry. Please note- the suite is in the basement (stairs), but there is natural light. You have use of the deck/yard if desired. No stays over 3 weeks.

Adorable 2-bedroom home near downtown Grayslake!
Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

Enchanted Garden Treehouse (Amenity*)
Summer's here, the treehouse air conditioned and cozy, and the hot 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!

"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!

Home w/ porch in DT Libertyville Near Naval Base
Charming 3 bedroom, 1.5 bath home. Five minute walk to downtown Libertyville which has many different shows and restaurants for people of all ages to explore. Close to everything. Home features One King Bed, 2 Queen Beds, and a full size pull out couch and 2 single rollaway beds. Home sleeps 10 comfortably. -Fully Equipped Kitchen -Free Unlimited High Speed Internet -Keurig Coffee Maker w/ K Cups -Crock Pot Slow Cooker -ROKU TVs -Parking for up to 4 Cars -Central AC -Washer & Dryer

TheGlassCabin@HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Minutes from naval base casino and six flags
Your family will be close to everything when you stay at this centrally-located place. Naval base and six Flags great America and NEW CASINO are just down the road less than 10 minutes . We are only about 45 min from downtown chicago. About 35 from O’Hare. And less than 10 from Gurnee mills. Plenty of restaurants within minutes and Starbucks is only 3 minutes away. 10 mins from Waukegan beach The house sits on 3 property lot, so it’s very private with no real next door neighbors.

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!

Quaint Bungalow, near Great Lakes Naval Base
This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

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.

Ranch Home w/ Air Hockey & PacMan near Naval Base!
SPECIAL OFFER FOR NAVY GRADUATE FAMILIES! As part of your stay, we host a complimentary Graduate Family Pizza Night on Thursday evenings at a local restaurant following Naval graduations — a special perk for our guests and their families. Limited to RSVP guests. RSVP with number of guests after booking to reserve your spot! Spacious Single-Level 3BR Home | Sleeps 10 | Patio, Games & Prime Location
Popular amenities for Libertyville 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

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

COUNTRY RETREAT / SPACIOUS GROUNDS / LARGE HOT TUB

Belmont Pleasures - hot tub / arcade gaming room

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

Living the High Life Pool House

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Family- and pet-friendly home rentals

Cozy Home Getaway | 4 Bed 2 Bath

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Spacious 2-br, 1 bath home w/AC near Naval Base

Moss Point House-Navy Families Welcomed!

Corner Lakefront Property

The Comfort Spot - Inside & Out

Breezy Vista by Naval Base

Pet Friendly, Fenced In Yard, Lots to do Nearby!
Family-friendly home rentals with a pool

Just remodeled apartment close to airport and mall

Spectacular 2BR Penthouse in the Loop | Roof Deck

33rd-Floor Penthouse with Breathtaking Views

Getaway w/ POOL near Lake Geneva/Country Thunder

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

Peaceful Private Coach-House in St. Charles

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

Navy Graduation Retreat- 4BR Home by Great Lakes
When is the best time to visit Libertyville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 SGD | $227 SGD | $227 SGD | $224 SGD | $265 SGD | $343 SGD | $349 SGD | $313 SGD | $305 SGD | $266 SGD | $270 SGD | $259 SGD |
| 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 family-friendly in Libertyville

Total holiday rentals
Explore 120 holiday rentals in Libertyville

Nightly prices starting at
Libertyville holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 of Libertyville holiday rentals include wifi access

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

4.7 Average rating
Libertyville stays receive an average rating of 4.7 out of 5 from guests
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- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- Alpine Valley Resort
- University of Chicago
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort





