
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 $51 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.

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.

Lake Home w/View, Private Pier, + Indoor Hot Tub
Wake up to stunning lake views, then spend your days exactly how you want - fishing off your private pier, paddling out in one of the six provided kayaks, or floating in the indoor hot tub while watching the sunrise over the water. Our 3BR/2BA lakefront ranch sits on 200 feet of shoreline with a four-season room that doubles as a game room (pool table included), so there's never a bad weather day. The dock is steps from the back door and ready for swimming, fishing, or bringing your own boat.

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!

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.

Corner Lakefront Property
This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

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!

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.

King bed/3 bd 4 bds near Naval Base-6 Flags-Casino
Private Entrance/Parking. No contact/Self check in (smart locks). The home is located on a quiet single family neighborhood. There is No Smoking allowed on the property and No Pets, failure to abide to the rules, will result in a $200 charge for extra cleaning personnel, also No Parties or Events allowed. 55" Smart TV w/Netflix & Amazon Prime. Blackout curtains provided & quality mattress for a great night rest. No Smoking, No Pets, No Parties, No Events.

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

Elegant Executive Residence with Hottub

Chic Fulton Market Oasis + Curated Comfort & Style

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

The Fox River Farmhouse-walk to downtown and pool

Private Inground Pool Hot Tub

Luxury Loft with Private Pool and Movie Theater

Family Getaway w/ LARGE POOL near Lake Geneva

Crystal Lake 4BR | Insurance & Repair Stays
Weekly house rentals

J&J Vacay “Your Navy Graduation Destination”

Serene Lakefront House on Fox Lake W/ Private Dock

Peaceful Retreat Near Naval Station and 6 Flags

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

The Harbor House - Amazing!

Remodeled Waukegan Oasis | 4Bed 1.5Bath House NEW

Relax & Play! 9 Minutes from Naval Base Station

Cosy Oasis Near Six Flags & Navy Base
Private house rentals

Home w/ porch in DT Libertyville Near Naval Base

Manor Vacation Getaway- Naval-Pool Table-Grill

Relaxing beach-style sanctuary in quiet area!

Lake House Walk to Train-Chicago

Fully Renovated Zion Home | 20 Min to Navy Base

1/2 Acre Retreat: 100" TV, Open layout | Navy Base

Lake House Retreat Near Navy Base

Lakeside Getaway 2 King Beds
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $230 SGD | $248 SGD | $259 SGD | $271 SGD | $276 SGD | $305 SGD | $274 SGD | $280 SGD | $265 SGD | $256 SGD | $238 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
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Rentals with breakfast Waukegan
- Rentals with a patio Waukegan
- Flat rentals Waukegan
- Rentals with pools Waukegan
- Rentals with a firepit Waukegan
- Rentals with a fireplace Waukegan
- Pet-friendly rentals Waukegan
- Rentals with outdoor seating Waukegan
- Rentals with lake access Waukegan
- Hotel rooms Waukegan
- Fitness-friendly rentals Waukegan
- Rentals with a washing machine and dryer Waukegan
- Family-friendly rentals Waukegan
- House rentals Lake County
- House rentals Illinois
- House rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Oak Street Beach
- Illinois Beach State Park
- Willis Tower





