
Apartment holiday rentals in Waukegan
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Waukegan

Total holiday rentals
Explore 70 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at $101 NZD per night before taxes and fees

Verified guest reviews
Over 4,070 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 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!
Top-rated apartment rentals in Waukegan
Guests agree: These apartments are highly rated for location, cleanliness and more.

*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.
ValueFamilyAccess

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.
FamilyValueBiking

Cheerful Apartment in Downtown Arts District
Cheerful apartment in newly renovated building above Professional Acting Studio at edge of Kenosha's Downtown Arts District. Near Harbor, beach, 4 museums, art galleries, live entertainment, eclectic restaurants, diners, coffee shops, Trolly, bike paths, parks, lakeshore, antique stores and specialty shops, Prime Outlets, Bristol Renaissance Faire, Great America. Metra Line to Chicago, close to Milwaukee. My place is good for couples, solo adventurers, business travelers, friends and families.
ValueLocationCheckout

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
ValueLocationAccess

Historic home in quaint Grayslake, self check-in
Nestled in the heart of the historic village of Grayslake, this well-appointed flat, with brand new furnishings, linens, amenities, and a newly-renovated bathroom, is within easy walking distance to the restaurants, breweries, wine bars, coffee shops and the beautiful shoreline of Grayslake. Great Lakes Naval Base (11 miles), Six Flags, Fox lake, and other Chicagoland attractions are a short drive away. Multiple Metra lines to downtown Chicago and O'Hare are close. 10% Military family Discount.
LocationValueAir conditioning

Downtown-Treetop Deck-2Bd/2Bth
Discover this one-of-a-kind, shabby-chic second-floor apartment in the heart of Downtown Kenosha — just steps from coffee shops, restaurants, museums, and the shores of Lake Michigan. Ideal for travelers who want everything within walking distance. Relax and unwind on the spacious, completely private back deck — your own hidden oasis tucked among treetops and historic neighborhood buildings. Perfect for stays up to four guests. Please note: This property is not suitable for young children.
LocationFamilyNearby

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.
FamilyLocationWi-Fi

New 3bd/1.5 bth Apt w/private prkg
A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries
FamilyValueParks

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.
FamilyValueHiking

Walk to downtown McHenry. Heart of the Fox River
NO PETS Entire 2nd. floor. < 2 blocks away from downtown, Fox River Riverwalk. Pokémon Gym across the street. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front. Minutes from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rentals, golf courses & other varieties of entertainment. Look at Bettye's Guidebook for more information.
FamilyLocationLayout

Riverview apartment in quaint downtown Algonquin
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.
FamilyLocationKitchen

131 East Park Ave. #308
Keep it simple at this peaceful and centrally-located 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. Pull out bed in living room good 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.
LocationValueAccess
Popular amenities for Waukegan apartment rentals
Weekly apartment rentals

Modern Garden apartment (WHOLE UNIT)
FamilyLocationDecor

Cute little 2BR near ORD.Clean quiet. No clean fee
LocationValueWi-Fi

Evanston 2BR 2Bth 1 Blk to Beach
LocationValueGetting around

Adorable 1BR apartment near Northwestern
ValueFamilyCheck-in

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

The Brick Flat – Lower
FamilyLocationSleep quality

Hidden Gem Apartment
ValueFamilyWalkability

Flat on Hamilton Court
LocationFamilyKitchen
Private apartment rentals

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

Center of Downtown Libertyville | Sleeps 6
ValueFamilyDecor

Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock
FamilyValueAccess

Great for families DT Libertyville Near Naval Base
ValueLocationNearby

12 Oaks
FamilyLocationOutdoor spaces

1900 Historic Farm house attached apartment
LocationFamilyParking

Cozy Family spot near Great Lake Lakes Naval Base!
LocationFamilyCleanliness

Anna's Cozy One Bedroom Lakefront Apartment
LocationFamilyBeach
Apartment rentals with a hot tub

Checkerboard Studio, Private Outdoor Hot Tub, Yard
FamilyValuePets

Level Two Bedroom Suite | Fulton Market
LocationValuePets

The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
LocationIndoor spacesAmenities

Stylish Unit in Wicker Park| Whirlpool Tub|Balcony
LocationValueView

Spacious and Ideally located in the Lakeview area
FamilyLocationCondition

Hygge Hideaway
LocationFamilyCleanliness

Metropolitan Escape (Indoor Pool • Fitness Center)
ValueFamilyView

Luxury 3BD Penthouse – Private Patio+Skyline Views
FamilyLocationAccess
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $157 NZD | $151 NZD | $162 NZD | $176 NZD | $193 NZD | $206 NZD | $162 NZD | $154 NZD | $145 NZD | $159 NZD | $154 NZD | $144 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 |
Destinations to explore
- Chicago Holiday rentals
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- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Wisconsin Dells Holiday rentals
- 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
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Byline Bank Aragon Ballroom
- Garfield Park Conservatory





