
Apartment holiday rentals in Waukegan
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Top-rated apartment rentals in Waukegan
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*2brApt 3 beds near Naval Base-6 Flags-Casino*
Private Entrance...No contact/Self check in (smart locks). The home is located in a quiet single fam neighborhood, it's a two story brick house. The apartment is on the second floor - 6 steps from the driveway to the front door and 16 steps from the first floor to the second floor with it's own two private entrances. There is No Smoking allowed on the property and No Pets, failure to abide by the rules will result in a $250 charge for extra cleaning personnel, also No Parties or Events allowed.

Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Lovely studio near the beach! (and heated floors!)
Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities. Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind. Ps. For the winter months: We've got heated floors.

Humboldt Park Loft
Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

131 E. Park Ave - Unit 306
Keep it simple at this peaceful apartment walking distance to fantastic downtown Libertyville. Very nicely maintained building with elevator. 7 miles to Great Lakes Naval Base. Super clean unit with all brand new furnishings. HD smart TV's with cable in both the living room and bedroom. There is a comfortable rollaway bed behind the couch that is perfect for one person. Fast Wi-Fi with dedicated work desk. Ample free parking right in front of the building. On-site laundry one floor down.

J’s Farmhouse Cottage. 2 bedroom duplex.
Formerly known as Magnolia Farmhouse inspired. 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, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! We are minutes away from the Great Lakes Naval Station (9 mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge.

Waterfront Stay w/ Walk to Downtown Entertainment
Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

King Sleep Number Bed – No Cleaning Fee
Unwind in luxury on a king-sized Sleep Number bed, refresh in a sleek marbled bathroom, and channel your inner chef in a farmhouse-inspired kitchen with many amenities. This bright and airy space is the perfect retreat after a day of exploring. Located near CTA bus stops, getting around the city is a breeze. Whether you're here for business or pleasure, our home offers the ideal mix of comfort, style, and convenience. Book your stay today and experience Chicago in elevated comfort!

CLEAN Cozy Vintage Chicago Apartment near Downtown
This is your launching pad to see the city! It is a vintage apartment with your own private entrance and space. It is within walking distance of a large selection of restaurants, bars and cafes. With a bicycle, cab, Uber/Lyft, bus or EL train you can be downtown in minutes. In close proximity to many of Chicago's great locations such as Wrigley Field, The United Center, White Sox Park, etc...Located in the Ukrainian Village a safe, welcoming neighborhood with plenty of history.

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Your best choice* Cozy, spacious, comfortable, lg
Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!
Popular amenities for Waukegan apartment rentals
Weekly apartment rentals

Designer luxury loft in perfect downtown location

Full Apartment green oasis in law suite

Modern Comfort 2King Beds, 2Full Bath by Navy Base

Apt Minutes from Naval Station

The Brick Flat – Lower

Blue Sky Landing

Cozy Apartment | Naval Station | Six Flags

Charming one bedroom apartment
Private apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Modern NEW Deluxe Studio in Oak Park

Walk to Oak Park from this Newly Remodeled Gem

Center of Downtown Libertyville | Sleeps 6

Updated in May 2025 • Private Floor • Free Parking

Military Friendly | King Bed•Sleeps 6•By Navy Base

1-Bedroom Apt by Andersonville & Lakefront

"Hope of Evanston" 2BDR/2BTH
Apartment rentals with a hot tub

Spacious Beautiful Condo

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

33rd-Floor Penthouse with Breathtaking Views

Chic 1 BR in Wicker Parl|1 FREE Garage Parking

Belmont Pleasures - hot tub / arcade gaming room

City Skyline Suite (Indoor Pool • Fitness Center)

Checkerboard Studio, Private Outdoor Hot Tub, Yard
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 NZD | $136 NZD | $134 NZD | $134 NZD | $149 NZD | $162 NZD | $159 NZD | $151 NZD | $143 NZD | $156 NZD | $151 NZD | $141 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 apartment rentals in Waukegan

Total holiday rentals
Explore 50 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at $99 NZD per night before taxes and fees

Verified guest reviews
Over 3,420 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Waukegan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Waukegan rentals

4.7 Average rating
Waukegan stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Rentals with a fire pit Waukegan
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- Rentals with a fireplace Waukegan
- Family-friendly rentals Waukegan
- Pet-friendly rentals Waukegan
- Rentals with a patio Waukegan
- Fitness-friendly rentals Waukegan
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- Rentals with pools Waukegan
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Soldier Field
- Humboldt Park
- Alpine Valley Resort
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower




