
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.

*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.

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.

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!

"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 !

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.

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.

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!

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids
Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

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.
Popular amenities for Waukegan house rentals
House rentals with a pool

Spacious Home Near Lake Geneva - Heated Pool

Elegant Executive Residence with Hottub

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

Luxury Loft with Private Pool and Movie Theater

Getaway w/ POOL near Lake Geneva/Country Thunder

Bridgerton Themed House/Very Spacious/4bd 3bath

Paradise with Pool & Games

Hot tub. Heated Pool. In town location.
Weekly house rentals

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK

Stunning Home Getaway | 5 Queen Beds 1.5 Bath

5BD & 4BA + Loft Game Room & KNG beds by Navy Base

Little House by the BIG LAKE

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

The Harbor House - Amazing!

Remodeled Waukegan Oasis | 4Bed 1.5Bath House NEW

The Sage Retreat
Private house rentals

Manor Vacation Getaway- Naval-Pool Table-Grill

Relaxing beach-style sanctuary in quiet area!

Lake House Walk to Train-Chicago

Peaceful Retreat Near Naval Station and 6 Flags

Kenosha Gateway Getaway

Home W/ Large Deck, Libertyville - Near Naval Base

3bdrm, Epic Bsmnt, Naval Base

The Victory Park Ranch - East
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $326 NZD | $311 NZD | $335 NZD | $348 NZD | $366 NZD | $373 NZD | $411 NZD | $369 NZD | $378 NZD | $357 NZD | $345 NZD | $321 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 130 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at $69 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of Waukegan holiday 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!
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- Family-friendly rentals Waukegan
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Loyola University Chicago
- Oak Street Beach
- Illinois Beach State Park





