
House holiday rentals in Waukegan
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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.

Relaxing beach-style sanctuary in quiet area!
Cozy brick ranch in quiet neighborhood, 2 blks from Jewel, Dunkin Donuts, Walgreens, Etc. Gas fireplace, wifi, smart tv, heated bathroom floor, treehouse deck, private backyard landscaped sanctuary, attached garage. Easy access to Lake Michigan, less than a mile from City of Hope, formerly CTCA; the Wisconsin state line; midway point between Chicago and Milwaukee; Great America and Gurnee Mills; and Great Lakes Navy Base. LOTS to do in the area!!! Price reduced for winter due to -1 bedroom.

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!

"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!

Historical Hideaway near Naval Base
Step back in time at The Pilothouse, a charming historic 1854 home located in Waukegan’s historical district, just 12 minutes from Naval Station Great Lakes. This beautifully preserved home features Navy and aviation-themed décor, 3 cozy bedrooms, a sunroom filled with lush plants, a fully equipped kitchen, and a spacious backyard with a gazebo, large patio, and grill—ideal for relaxing outdoors. Experience the perfect blend of vintage charm and modern comfort in this serene retreat.

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.

Cozy & Elegant 2BR | Near Naval Base and Six Flags
Experience refined comfort in our newly renovated 2BR retreat near Six Flags, Gurnee Mills, Naval Station Great Lakes, and Libertyville. Enjoy a king suite, queen bedroom, elegant walk-in shower, gourmet kitchen, and blackout shades. Traveling with a larger group? We offer multiple units in the same building so guests can stay together while enjoying private space. Other unit: https://www.airbnb.com/rooms/1307502918806762104
Popular amenities for Waukegan house rentals
House rentals with a pool

Chic Fulton Market Oasis + Curated Comfort & Style

The Fox River Farmhouse-walk to downtown and pool

Paradiso Vacation

Backyard Paradise/ Private Pool + Peaceful Stay

Luxury Loft with Private Pool and Movie Theater

Getaway w/ POOL near Lake Geneva/Country Thunder

Paradise with Pool & Games

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

J&J Vacay “Your Navy Graduation Destination”

Casa Monarca • 3.5 Bathrooms • Top 1%

Luxury 4BR near Six Flags & Naval Base

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

Green Magnolia House

Cozy 2 bedroom home with a study

Relax & Play! 9 Minutes from Naval Base Station

Beautiful & Cozy Home
Private house rentals

Comfortable Home Stay | 4BD 1BA - 5 Queen Beds

Manor Vacation Getaway- Naval-Pool Table-Grill

Lake House Walk to Train-Chicago

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

Lake House Retreat Near Navy Base

Kenosha Gateway Getaway

3bdrm, Epic Bsmnt, Naval Base

Remodeled Waukegan Oasis | 4Bed 1.5Bath House NEW
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 NZD | $309 NZD | $333 NZD | $347 NZD | $364 NZD | $371 NZD | $408 NZD | $367 NZD | $376 NZD | $355 NZD | $343 NZD | $319 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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- Apartment rentals Waukegan
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- Rentals with a fireplace Waukegan
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- Rentals with a patio Waukegan
- Pet-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
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Loyola University Chicago
- Illinois Beach State Park
- Oak Street Beach





