
House holiday rentals in Waukegan
Find and book unique houses on Airbnb
Quick stats about house rentals in Waukegan

Total holiday rentals
Explore 130 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 4,980 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
130 of Waukegan holiday rentals include wifi access

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

4.8 Average rating
Waukegan stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Waukegan
Guests agree: these houses are highly rated for location, cleanliness and more.

*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!! The "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.

Relaxing beach-style sanctuary in quiet area!
Cozy brick ranch in quiet neighborhood, 2 blks from Jewel, Dunkin Donuts, Walgreens, Etc. Gas fireplace, wifi, smart tv, heated bathroom floor, treehouse deck, private backyard landscaped sanctuary, attached garage. Easy access to Lake Michigan, less than a mile from City of Hope, formerly CTCA; the Wisconsin state line; midway point between Chicago and Milwaukee; Great America and Gurnee Mills; and Great Lakes Navy Base. LOTS to do in the area!!! Price reduced for winter due to -1 bedroom.

Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

The Indigo Cottage
This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

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!

"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!

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!

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids
Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

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.

6th Ave Harborside
Perfectly located near downtown Kenosha, this cozy and comfortable home makes it easy to enjoy the best of the area. Ride the bikes to the farmers market, stroll to the beach, or spend time along the marina and harbor. The large dining room invites long meals and relaxed evenings together. An ideal home base for a peaceful getaway, visiting family, or attending local events. One night stays are available on a limited basis - reach out for details!
Popular amenities for house rentals in Waukegan
House rentals with a pool

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

Pardizes Suites

Chic Fulton Market Oasis + Curated Comfort & Style

All Year Heated Indoor Pool|3mins to Wilmot|Groups

Kalo House | Mid-Century Modern Retreat with Pool

The Fox River Farmhouse-walk to downtown and pool

Backyard Paradise/ Private Pool + Peaceful Stay

Peaceful Getaway w/ Heated Pool near Lake Geneva
Weekly house rentals

J&J Vacay “Your Navy Graduation Destination”

Modern 3 bedroom house, quiet residential street.

Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard

Luxury 4BR near Six Flags & Naval Base

Breezy Vista by Naval Base

Historical Hideaway near Naval Base

Modern Navy Grad Stay | 3BR 2BA

Cozy 2 bedroom home with a study
Private house rentals

Gorgeous Home Stay | 4BD 1.5BA

Kenosha Gateway Getaway

Large Family Home | Minutes from Naval Base (4 mi)

Green Magnolia House

Remodeled Waukegan Oasis | 4Bed 1.5Bath House NEW

Relax & Play! 9 Minutes from Naval Base Station

Cosy Oasis Near Six Flags & Navy Base

Modern 4 BR 3 miles from Great Lakes Naval Base
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 SGD | $233 SGD | $251 SGD | $261 SGD | $274 SGD | $279 SGD | $307 SGD | $276 SGD | $283 SGD | $267 SGD | $258 SGD | $240 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 |
Destinations to explore
- Chicago Holiday rentals
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- Rentals with a washing machine and dryer Waukegan
- Family-friendly rentals Waukegan
- Flat rentals Waukegan
- Fitness-friendly rentals Waukegan
- Rentals with breakfast Waukegan
- Rentals with pools Waukegan
- Rentals with lake access Waukegan
- Rentals with outdoor seating Waukegan
- Rentals with a fireplace Waukegan
- Pet-friendly rentals Waukegan
- Rentals with a patio Waukegan
- Rentals with a firepit Waukegan
- Hotel rooms Waukegan
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Alpine Valley Resort
- 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
- Garfield Park Conservatory





