
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 ﺩ.ﺇ 220 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.

*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.
4.95 out of 5 average rating, 151 reviews
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.
4.99 out of 5 average rating, 111 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
4.91 out of 5 average rating, 187 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.
4.92 out of 5 average rating, 274 reviews
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.
4.81 out of 5 average rating, 123 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.
4.99 out of 5 average rating, 233 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.
4.92 out of 5 average rating, 206 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
4.92 out of 5 average rating, 206 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.
4.96 out of 5 average rating, 465 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.
5.0 out of 5 average rating, 193 reviews
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.
4.81 out of 5 average rating, 149 reviews
Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.
4.81 out of 5 average rating, 1040 reviewsPopular amenities for Waukegan apartment rentals
Weekly apartment rentals

NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
4.92 out of 5 average rating, 181 reviews
Adorable 1BR apartment near Northwestern
4.85 out of 5 average rating, 285 reviews
Modern Garden apartment (WHOLE UNIT)
4.76 out of 5 average rating, 643 reviews
Cute little 2BR near ORD.Clean quiet. No clean fee
4.97 out of 5 average rating, 153 reviews
Rockin' 2Bed steps to shops/food/train
4.87 out of 5 average rating, 787 reviews
Charming, Sunny Apartment with Backyard Garden
4.97 out of 5 average rating, 548 reviews
Sunlit Retreat on a Quiet Street
4.96 out of 5 average rating, 216 reviews
Evanston 2BR 2Bth 1 Blk to Beach
4.99 out of 5 average rating, 116 reviewsPrivate apartment rentals

The Cardinal Nest
5.0 out of 5 average rating, 40 reviews
Designer luxury loft in perfect downtown location
4.84 out of 5 average rating, 80 reviews
Military Friendly | King Bed•Sleeps 6•By Navy Base
4.6 out of 5 average rating, 228 reviews
Historic Vintage Apt | KING Bed | Near Naval Base
4.93 out of 5 average rating, 85 reviews
1900 Historic Farm house attached apartment
4.74 out of 5 average rating, 57 reviews
Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock
4.84 out of 5 average rating, 58 reviews
Anna's Cozy One Bedroom Lakefront Apartment
4.99 out of 5 average rating, 79 reviews
12 Oaks
4.83 out of 5 average rating, 64 reviewsApartment rentals with a hot tub

Checkerboard Studio, Private Outdoor Hot Tub, Yard
4.86 out of 5 average rating, 537 reviews
Level Studio | Fulton Market
4.76 out of 5 average rating, 67 reviews
Explore Fulton Market + Retreat in Modern Comfort
4.9 out of 5 average rating, 59 reviews
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
5.0 out of 5 average rating, 5 reviews
Spacious and Ideally located in the Lakeview area
5.0 out of 5 average rating, 5 reviews
Hygge Hideaway
5.0 out of 5 average rating, 50 reviews
Luxury 3BD Penthouse – Private Patio+Skyline Views
4.83 out of 5 average rating, 40 reviews
Skyline Oasis: City & Lake Views
4.98 out of 5 average rating, 40 reviewsWhen is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 342 | ﺩ.ﺇ 327 | ﺩ.ﺇ 353 | ﺩ.ﺇ 382 | ﺩ.ﺇ 419 | ﺩ.ﺇ 448 | ﺩ.ﺇ 353 | ﺩ.ﺇ 334 | ﺩ.ﺇ 316 | ﺩ.ﺇ 345 | ﺩ.ﺇ 334 | ﺩ.ﺇ 312 |
| 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
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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





