
House holiday rentals in Waukegan
Find and book unique houses on Airbnb
Top-rated house rentals in Waukegan
Guests agree: these houses are highly rated for location, cleanliness and more.

*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

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.

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

2BR Cozy Stay | Fire Pit+Parking| King Bed Retreat
✨Stay in the heart of McHenry County at this stylish, modern apartment!✨ Whether it’s a quick trip or an extended stay, you’ll enjoy the comfy king-sized bed, full kitchen, and large bathroom. The back patio and fire pit area are the perfect spots to relax. Plus, you’re less than a 10-minute drive to these local attractions: 🏞️Three Oaks Recreational Area 🌲Moraine Hills State Park 🏙️Downtown Crystal Lake 🏖️Crystal Lake Main Beach Experience Crystal Lake and Cary with us & learn more below!

Spacious 2-br, 1 bath home w/AC near Naval Base
Welcome to our Airbnb, perfectly situated for your convenience. Located near the navy base, Six Flags Great America, and an hour drive to the bustling city of Chicago, our accommodations offer the ideal gateway to a multitude of attractions and activities. And when it’s time to rest, our comfortable accommodations awaits you. Whether you’re here for business or pleasure. At our Airbnb, we prioritize your comfort and convenience. Book now and let us be your gateway to an extraordinary stay.

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!

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Welcome aboard First Mate’s Retreat! Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is a 4-5 person hot tub on the back deck for you to relax and unwind (Hot tub included in the price on this property).

"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 !

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!

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 house rentals in Waukegan
House rentals with a pool

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

Paradiso Vacation

Spacious 2BR in The Loop + 5-Star Comfort

Friends-Inspired Vintage Vibes House near Chicago

Paradise with Pool & Games

In Ground Pool, Full Ranch Home

Luxury fenced in modern ranch

Elmhurst 4BR Home with Pool | Mid-Term Ready
Weekly house rentals

J&J Vacay 2 story

Lake House Walk to Train-Chicago

Lakeside Getaway 1 Bedroom

Gorgeous Home Stay | 4BD 1.5BA

Lighthouse Retreat

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

Green Magnolia House

Cozy 2 bedroom home with a study
Private house rentals

Lakefront 2BR | Deck | Fire Pit | Dog Friendly

Casa Monarca • 3.5 Bathrooms

Cozy Lakehouse Only 20 min to Lake Geneva Area

Beautiful Twin Lakes home + lovely private setting

Lago Amore - Channel house, pier, kayaks

Family~Friendly 3BR/2BA 5beds Home near NAVY BASE

3bdrm, Epic Bsmnt, Naval Base

Naval Base 10 Min - Cozy Home
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 151 | € 159 | € 151 | € 172 | € 180 | € 184 | € 203 | € 182 | € 186 | € 184 | € 171 | € 167 |
| 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 house rentals in Waukegan

Total holiday rentals
Explore 120 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 4,330 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 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!
Destinations to explore
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- Rentals with a fireplace Waukegan
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- Rentals with lake access Waukegan
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- The 606




