
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.

B’s Farmhouse Cottage 2-bedroom duplex.
Experience the best of the midwest! Enjoy a newly remodeled "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 Miles from Milwaukee, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

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!

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!

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!

Beautiful home with amazing Lake Michigan views
Historic home with modern upgrades that has gorgeous views of Lake Michigan. The home was recently upgraded with amazing features including two gas fireplaces, high end kitchen finishes, and a spa style primary bathroom with heated floors. The house is located in the Southside Historic District, steps from the lake, and a short walk to downtown Racine. You can enjoy the local restaurants and shopping, explore the lakefront, or stay in and relax in the peaceful home.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Lovely home near the beach in a safe neighborhood
Our simple, yet welcoming property is minutes away from beaches, downtown, minor league baseball, the farmers market, and many delicious restaurants, as well as having close proximity to Carthage College, 6 Flags, and a quiet 30 min drive to Great Lakes Naval Base. We are located in the Allendale neighborhood boasting a family-friendly atmosphere on a quiet street. Whether you are here to relax, have fun, or attend special events, our house can provide.

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!

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. Reach out for seasonal specials!
Popular amenities for Waukegan house rentals
House rentals with a pool

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

NEW! 3 Bedrooms, Grill, 70 inch TV, *KING Bed*!

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

Paradiso Vacation

Friends-Inspired Vintage Vibes House near Chicago

Paradise with Pool & Games

Hot tub. Heated Pool. In town location.

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

Greenbay Paradise-Huge outdoor-Trail-Game-Navy

Lago Amore - Channel house, pier, kayaks

Lakeside Getaway 1 Bedroom

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

Lake House-Priv. Frontage-Striking Views-Wilmot Mt

Green Magnolia House

Home W/ Large Deck, Libertyville - Near Naval Base

This one feels like Home
Private house rentals

Beach House Retreat with Firepit and Game Room

J&J Vacay 2 story

Relaxing Lakefront Stay w/ Deck and great views

Beautiful Twin Lakes home 2 mi from Wilmot Resort

Happy Days! Pro Cleaned, Self Check In

Chic 1BR Urban Retreat in Lakeview and Lincoln Prk

Kenosha Gateway Getaway

Cozy Home near airport O’Hare
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 NZD | $310 NZD | $295 NZD | $335 NZD | $351 NZD | $358 NZD | $395 NZD | $355 NZD | $363 NZD | $343 NZD | $332 NZD | $308 NZD |
| 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 140 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at $66 NZD per night before taxes and fees

Verified guest reviews
Over 4,880 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
130 of Waukegan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 fire pit Waukegan
- Rentals with outdoor seating Waukegan
- Rentals with a fireplace Waukegan
- Family-friendly rentals Waukegan
- Pet-friendly rentals Waukegan
- Rentals with a patio Waukegan
- Fitness-friendly rentals Waukegan
- Rentals with breakfast Waukegan
- Rentals with pools Waukegan
- Rentals with lake access Waukegan
- Hotel rooms Waukegan
- Rentals with a washing machine and dryer Waukegan
- Apartment rentals Waukegan
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Soldier Field
- Humboldt Park
- Alpine Valley Resort
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower




