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

Total vacation rentals
Explore 70 vacation rentals in Waukegan

Nightly prices starting at
Waukegan vacation rentals start at G$12,559 GYD per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Waukegan vacation 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.

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.
ValueFamilyHospitality
4.99 out of 5 average rating, 118 reviews
*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.
FamilyLocationLong stay
4.95 out of 5 average rating, 151 reviews
Oak Park Space+Style Duplex Parking+Walk to Train
A warm, curated home with two floors of living space. Perfect for families with kids, groups of friends and multi-generational living. The main floor + finished basement total 3 bdrms + 2.5 baths. Primary suite is on the main floor. Two secondary bedrooms are on the lower w/ a full bath. 20 min to downtown Chicago. Walk to dining + train+ FLW Home. Open living/dining/kitchen/sunroom. Remote work space. Coffee bar. Private entry/deck. Driveway parking. Central AC. Upstairs apartment is separate.
LocationFamilyDecor
5.0 out of 5 average rating, 103 reviews
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.
ValueFamilyCleanliness
4.92 out of 5 average rating, 277 reviews
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
ValueLocationQuiet
4.91 out of 5 average rating, 192 reviews
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.
FamilyLocationCheck-in
4.99 out of 5 average rating, 235 reviews
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.
FamilyValueParks
4.92 out of 5 average rating, 209 reviews
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
FamilyValueParking
4.93 out of 5 average rating, 215 reviews
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.
LocationFamilyWalkability
4.96 out of 5 average rating, 468 reviews
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.
FamilyLocationCleanliness
5.0 out of 5 average rating, 198 reviews
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
Relax with the whole family or explore the city at this peaceful newly renovated 3bd/1bth apartment with plenty of free parking and in-unit washer/dryer. You’ll be close to everything when you stay at this centrally-located place. Only 2 mins from DT Evanston and 25 mins from DT Chicago! Just mins away from Northwestern and Loyola Universities. Enjoy the 65in and 55in Smart TVs, listen to your favorite tunes w/ the voice enabled Amazon Echo Alexa speaker, or enjoy family games.
FamilyLocationLong stay
4.92 out of 5 average rating, 184 reviews
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.
LocationValueCondition
4.88 out of 5 average rating, 146 reviewsPopular amenities for Waukegan apartment rentals
Weekly apartment rentals

Charming, Sunny Apartment with Backyard Garden
ValueLocationParking
4.97 out of 5 average rating, 550 reviews
Riverview apartment in quaint downtown Algonquin
ValueFamilyBathroom
4.81 out of 5 average rating, 150 reviews
Historic home in quaint Grayslake, self check-in
ValueFamilyDecor
4.81 out of 5 average rating, 124 reviews
3 BR Evanston Apt near Chicago
FamilyValueOutdoor spaces
4.98 out of 5 average rating, 128 reviews
Sherwood House
FamilyValueWalkability
4.81 out of 5 average rating, 216 reviews
Modern Garden apartment (WHOLE UNIT)
ValueFamilyAccess
4.76 out of 5 average rating, 651 reviews
Modern Comfort 2King Beds, 2Full Bath by Navy Base
FamilyLocationBackyard
5.0 out of 5 average rating, 17 reviews
Hidden Gem Apartment
FamilyValueBiking
5.0 out of 5 average rating, 43 reviewsPrivate apartment rentals

Historic Downtown Libertyville Loft | 2 Bed
LocationNearbyHospitality
5.0 out of 5 average rating, 9 reviews
Historic Vintage Apt | KING Bed | Near Naval Base
FamilyValueWalkability
4.92 out of 5 average rating, 88 reviews
Great for families DT Libertyville Near Naval Base
FamilyValueWalkability
4.81 out of 5 average rating, 31 reviews
Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock
FamilyLocationGrill
4.85 out of 5 average rating, 60 reviews
1900 Historic Farm house attached apartment
LocationFamilyWifi
4.74 out of 5 average rating, 57 reviews
Military Friendly | King Bed•Sleeps 6•By Navy Base
LocationValueWalkability
4.6 out of 5 average rating, 230 reviews
Modern Apt w/ 2 Kings 1/2 mile to DT Libertyville!
FamilyLocationAccuracy
4.73 out of 5 average rating, 15 reviews
12 Oaks
FamilyLocationCondition
4.81 out of 5 average rating, 67 reviewsApartment rentals with a hot tub

Scenic 3BR PH for Tourism + Prime Location
ValueFamilyParking
4.85 out of 5 average rating, 110 reviews
Checkerboard Studio, Private Outdoor Hot Tub, Yard
FamilyLocationParks
4.86 out of 5 average rating, 540 reviews
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
LocationNearbyAir conditioning
5.0 out of 5 average rating, 7 reviews
Level Two Bedroom Suite | Fulton Market
LocationValueCleanliness
4.83 out of 5 average rating, 46 reviews
Stylish Unit in Wicker Park| Whirlpool Tub|Balcony
ValueLocationCondition
4.67 out of 5 average rating, 51 reviews
Luxury 3BD Penthouse – Private Patio+Skyline Views
LocationFamilyAccess
4.83 out of 5 average rating, 42 reviews
Spacious and Ideally located in the Lakeview area
ValueFamilyQuiet
5.0 out of 5 average rating, 6 reviews
Hygge Hideaway
LocationFamilyAir conditioning
5.0 out of 5 average rating, 53 reviewsWhen is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,466 GYD | G$18,629 GYD | G$20,094 GYD | G$21,768 GYD | G$23,862 GYD | G$25,536 GYD | G$20,094 GYD | G$19,047 GYD | G$18,001 GYD | G$19,675 GYD | G$19,047 GYD | G$17,792 GYD |
| 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 |
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- 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
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory





