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Vacation rentals in Waukegan

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Waukegan

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A welcoming living area features a comfortable gray couch and a green decorative bench. Light wood flooring extends throughout, with a black coffee table at the center. Large sliding glass doors provide access to the outdoor space, allowing natural light to fill the room.
Home in Beach Park
4.98 out of 5 average rating, 242 reviews

B’s Farmhouse Cottage 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, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

Top guest favorite
Guest suite in Zion
4.9 out of 5 average rating, 231 reviews

Nonsmoking, no cleaning fees, mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Guest favorite
A modern living area features a gray sectional sofa and a round coffee table centered on a patterned area rug. A staircase with a dark wooden railing is visible on the side. A large piece of artwork brightens the wall, complemented by a tall potted plant.
Townhouse in Zion
4.95 out of 5 average rating, 19 reviews

Cute & Cozy, 1bd Condo Apartment/townhouse

Enjoy a stylish experience at this centrally-located place. Unique split-level 1-bedroom condo with modern upgrades, stainless steel appliances, LED lighting, but extremely comfortable amenities. Located minutes from Walmart, restaurants, the Cancer Treatment Center. Reasonable driving distance from Great Lakes Naval Base, Six Flags, Gurnee Mills Shopping Center, Casino, Milwaukee & Chicago. Sleeps 3 (queen bed with mood setting lights + sleeper sofa). May not be ideal if stairs are an issue

Guest favorite
A rustic living area features warm wood paneling and a mounted TV above a cozy electric fireplace. A decorative sign adds a seasonal touch, while a soft rug enhances the inviting atmosphere. Natural light enters through nearby windows, illuminating the space.
Cabin in Castle Manor
4.96 out of 5 average rating, 154 reviews

Cabin- Perfect For Holidays- Decorations for XMAS

Experience the allure of Salem Lakes Chalet, featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of recreational options at nearby lakes. Your ideal retreat beckons! Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94.

Guest favorite
Home in Waukegan
5 out of 5 average rating, 14 reviews

Naval Base 10 Min - Cozy Home

Newly Remodeled & Spacious Home Near Top Attractions! Welcome to your home away from home! This beautifully remodeled house offers plenty of space and comfort for your stay. With 4 bedrooms, 5 beds, and 1.5 baths, it comfortably accommodates up to 8 guests. Conveniently located just: ✅ 10 minutes from Great Lakes Naval Base ✅ 10 minutes from American Place Casino ✅ 15 minutes from Six Flags Great America & Gurnee Mills Perfect for anyone looking to enjoy everything the area has to offer!

Guest favorite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 432 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Superhost
A comfortable living area is designed with a gray sofa and a black coffee table, complemented by a dining table. A work desk is positioned near large windows, allowing natural light. A ceiling fan is visible, and a flat-screen TV is mounted on the wall.
Apartment in Libertyville
4.84 out of 5 average rating, 25 reviews

305

Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

Guest favorite
A spacious living area is furnished with a light-colored sofa, a coffee table, and a single bed draped in a patterned bedspread. Natural light filters through window blinds, illuminating the room. An air conditioning unit is positioned near the entrance, and a ceiling fan sits in the corner.
Tiny home in Beach Park
4.85 out of 5 average rating, 123 reviews

Tiny home in not so tiny Yard

The house has a Queen bed, a Single bed and a sofa. A tiny home in a peaceful neighborhood. Built on 4 city lots, it has plenty of space and privacy. For families visiting the Naval Academy, we are close enough, yet give you space and privacy. Away from the hustle of North Chicago and Waukegan. Nearby attractions are: Naval Base - 11 miles, 20 minutes Six Flags - 7 miles, 15 minutes Illinois State Beach - 2 miles, 5 minutes Chicago - 46 miles, 60 minutes Milwaukee - 50 miles, 55 minutes

Top guest favorite
The modern kitchen features stainless steel appliances, including a refrigerator and stove. Light-colored cabinets provide ample storage, while a window allows natural light to brighten the space. A small table with chairs is positioned against the wall, enhancing functionality.
Home in Waukegan
4.93 out of 5 average rating, 147 reviews

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!

Top guest favorite
A historic home is showcased with a faded blue exterior and a prominent black star on the front. The entrance is framed by a white pergola, and a decorative gate leads to a garden adorned with red, white, and blue bunting, capturing an inviting atmosphere.
Home in Waukegan
4.96 out of 5 average rating, 23 reviews

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.

Guest favorite
Home in Waukegan
4.85 out of 5 average rating, 147 reviews

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.

Top guest favorite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 170 reviews

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!

Popular amenities for Waukegan vacation rentals

When is the best time to visit Waukegan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,581 ZARR2,667 ZARR2,425 ZARR2,771 ZARR2,823 ZARR2,979 ZARR2,910 ZARR3,014 ZARR2,945 ZARR2,771 ZARR2,771 ZARR2,512 ZAR
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

Frequently Asked Questions

  • Are there pet-friendly hotel rentals in Waukegan?

    Four-legged friends are welcome in Waukegan. Choose from more than 10 hotel rentals for guests traveling with pets.

  • Do house rentals in Waukegan have free parking?

    Absolutely! We offer over 100 house rentals with free parking in Waukegan. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Waukegan have air conditioning?

    Absolutely! We offer over 10 villa rentals with air conditioning in Waukegan. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in townhouse rentals in Waukegan?

    Experience the best of Waukegan with our townhouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly apartment rentals in Waukegan?

    Waukegan has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Hotel Rentals in Waukegan?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Waukegan have wifi?

    Absolutely! We offer over 50 apartment rentals with wifi in Waukegan. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Waukegan have a kitchen?

    Absolutely! We offer over 10 hotel rentals with a kitchen in Waukegan. Enjoy a tailored experience with all the comforts you desire.

  • Are there Waukegan hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 hotel rentals with pools in Waukegan, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there hotel rentals with a dedicated workspace in Waukegan?

    Yes! Work meets play with ease at over 10 hotel rentals in Waukegan featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Waukegan

  • Total vacation rentals

    Explore 240 vacation rentals in Waukegan

  • Nightly prices starting at

    Waukegan vacation rentals start at R693 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 8,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Waukegan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waukegan rentals

  • 4.7 Average rating

    Waukegan stays receive an average rating of 4.7 out of 5 from guests

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