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

Total vacation rentals
Explore 140 vacation rentals in Waukegan

Nightly prices starting at
Waukegan vacation rentals start at G$8,364 GYD per night before taxes and fees

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

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
140 of Waukegan vacation rentals include wi-fi 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.

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
LocationFamilyAir conditioning

*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.
ValueFamilyBackyard

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.
ValueLocationComfort

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!
ValueLocationAmenities

"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!
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Kalo House | Mid-Century Modern Retreat
A beautifully preserved mid-century modern home designed by noted architect Edward Humrich. The Kalo House blends iconic architecture with warm, curated interiors. Clean lines, expansive windows, and thoughtful design throughout. Peaceful and stylish, it’s the perfect retreat for design lovers visiting Chicago’s North Shore, Lake Michigan, or nearby Great Lakes Naval Station. Thoughtfully, curated and hosted with care…Perfect for Navy graduation stays and gathering families together.
FamilyLocationComfort

Spacious Lakefront Retreat | Sunset VIEW | Firepit
Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!
FamilyLocationHeating

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!
ValueLocationCheck-in

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.
FamilyLocationCheck-in

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.
FamilyValueOutdoor spaces

King Suite | Sleeps 8 | Near Navy Base & Six Flags
Welcome to your peaceful woodland escape right in the heart of Waukegan! Backing directly onto a lush, private nature preserve, this freshly updated 3-bedroom, 2.5-bath home offers the ultimate blend of suburban convenience and serene privacy. Whether you are in town celebrating a Navy Boot Camp graduation, visiting Six Flags, or simply seeking a quiet family getaway, this 1,800+ sq ft retreat gives your group plenty of room to spread out, relax, and recharge.
FamilyLocationIndoor spaces

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!
LocationFamilyQuiet
Popular amenities for Waukegan house rentals
House rentals with a pool

Navy Graduation Retreat- 4BR Home by Great Lakes
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Family-sized Indoor Heated Pool & Movie Theater!
FamilyLocationWalkability

Private Heated Indoor Pool + Sauna, Family Retreat
FamilyLocationIndoor spaces

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

Riverwoods Nature Retreat
FamilyLocationHospitality

Luxury fenced in modern ranch
FamilyConditionDecor

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths
ValueFamilyTV

Backyard Paradise/ Private Pool + Peaceful Stay
ValueFamilyCleanliness
Weekly house rentals

Naval Base 10 Min - Cozy Home
FamilyLocationCheck-in

Historical Hideaway near Naval Base
LocationFamilyNearby

Modern French Escape | Near Base
LocationValueIndoor spaces

Breezy Vista by Naval Base
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Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard
LocationFamilyCheck-in

Cozy Vacation retreat
FamilyLocationTV

Beautiful & Cozy Home
LocationValueLayout

Cozy & Elegant 2BR | Near Naval Base, Six Flags -2
LocationValueSleep quality
Private house rentals

Cosy Oasis Near Six Flags & Navy Base
LocationFamilyBackyard

J&J Vacay “Your Navy Graduation Destination”
FamilyValueLayout

The Sage Retreat
FamilyLocationView

Chic Oasis/Game Room/Near Base
LocationFamilyTV

Sleeps 9+ | Hot Tub & Game Room Near Navy Base
FamilyValueAccuracy

Relax & Play! 9 Minutes from Naval Base Station
LocationFamilyBathroom

Peaceful home in waukegan
FamilyLocationKitchen

3bdrm, Epic Bsmnt, Naval Base
FamilyLocationGetting around
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,519 GYD | G$37,637 GYD | G$40,564 GYD | G$42,237 GYD | G$42,237 GYD | G$47,046 GYD | G$49,764 GYD | G$44,746 GYD | G$45,791 GYD | G$43,282 GYD | G$41,819 GYD | G$38,891 GYD |
| 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
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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
- 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





