
House holiday rentals in Waukegan
Find and book unique houses on Airbnb
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 $70 NZD per night before taxes and fees

Verified guest reviews
Over 5,650 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
140 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!
Top-rated house rentals in Waukegan
Guests agree: These houses are highly rated for location, cleanliness and more.

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
LocationFamilyKitchen
4.87 out of 5 average rating, 109 reviews
*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.
ValueLocationAccuracy
4.94 out of 5 average rating, 113 reviews
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.
LocationFamilyCleanliness
4.94 out of 5 average rating, 135 reviews
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!
ValueFamilyNearby
4.94 out of 5 average rating, 171 reviews
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!
LocationFamilyOutdoor spaces
4.98 out of 5 average rating, 121 reviews
"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!
ValueLocationTV
4.96 out of 5 average rating, 362 reviews
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 !
ValueFamilyView
4.96 out of 5 average rating, 247 reviews
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!
FamilyLocationBackyard
5.0 out of 5 average rating, 211 reviews
Lago Amore - Channel house, pier, kayaks
A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.
LocationFamilyBeach
4.95 out of 5 average rating, 104 reviews
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.
LocationValueParking
4.89 out of 5 average rating, 135 reviews
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!
ValueLocationParking
4.89 out of 5 average rating, 131 reviews
Home Sweet Home, minutes to Great Lakes Naval Base
Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.
FamilyValueIndoor spaces
4.95 out of 5 average rating, 196 reviewsPopular amenities for Waukegan house rentals
House rentals with a pool

Kalo House | Mid-Century Modern Retreat
LocationFamilyCondition
5.0 out of 5 average rating, 20 reviews
Navy Graduation Retreat- 4BR Home by Great Lakes
FamilyLocationWalkability
5.0 out of 5 average rating, 66 reviews
Family-sized Indoor Heated Pool & Movie Theater!
LocationFamilyBackyard
4.98 out of 5 average rating, 94 reviews
Getaway with Heated Indoor Pool
LocationFamilyComfort
4.89 out of 5 average rating, 46 reviews
Private Heated Indoor Pool + Sauna, Family Retreat
LocationValueComfort
4.91 out of 5 average rating, 47 reviews
Highland House on Lake Mary with Pool Dock
FamilyLocationNearby
4.75 out of 5 average rating, 16 reviews
#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths
ValueLocationLaundry
4.98 out of 5 average rating, 59 reviews
Riverwoods Nature Retreat
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 3 reviewsWeekly house rentals

King Suite | Sleeps 8 | Near Navy Base & Six Flags
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 10 reviews
Historical Hideaway near Naval Base
LocationFamilyParks
4.96 out of 5 average rating, 50 reviews
Modern French Escape | Near Base
LocationFamilyCleanliness
4.97 out of 5 average rating, 61 reviews
Breezy Vista by Naval Base
FamilyValueOutdoor spaces
4.88 out of 5 average rating, 72 reviews
Naval Base 10 Min - Cozy Home
FamilyValueBackyard
4.88 out of 5 average rating, 43 reviews
Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard
FamilyLocationBathroom
4.93 out of 5 average rating, 30 reviews
Cozy Vacation retreat
LocationValueAir conditioning
4.94 out of 5 average rating, 48 reviews
The Serenity: Gurnee, Six Flags, Naval Base
FamilyLocationBathroom
5.0 out of 5 average rating, 31 reviewsPrivate house rentals

Cosy Oasis Near Six Flags & Navy Base
FamilyLocationSleep quality
4.77 out of 5 average rating, 26 reviews
Full property near Naval Station
FamilyLocationKitchen
4.83 out of 5 average rating, 6 reviews
Sunshine Inn
FamilyLocationKitchen
5.0 out of 5 average rating, 23 reviews
The Navy House
ValueFamilyCheck-in
4.95 out of 5 average rating, 80 reviews
J&J Vacay “Your Navy Graduation Destination”
FamilyLocationLayout
4.97 out of 5 average rating, 65 reviews
Comfortable Home Stay | 4BD 1BA - 5 Queen Beds
FamilyLocationComfort
4.9 out of 5 average rating, 40 reviews
3bdrm, Epic Bsmnt, Naval Base
LocationFamilyAccuracy
4.95 out of 5 average rating, 44 reviews
Spacious 4BR Brick Retreat | Minutes to Everything
LocationFamilyParks
4.77 out of 5 average rating, 26 reviewsWhen is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $330 NZD | $314 NZD | $339 NZD | $353 NZD | $353 NZD | $393 NZD | $416 NZD | $374 NZD | $382 NZD | $361 NZD | $349 NZD | $325 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 |
Destinations to explore
- Chicago Holiday rentals
- Indianapolis 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
- Grand Rapids Holiday rentals
- Saugatuck Holiday rentals
- 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
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Alpine Valley Resort
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory





