Places to stay in Waukegan

4.78 out of 5 average rating, 63 reviews

A sandy beach stretches along the shoreline, bordered by lush green trees in the background. The sky above is dramatic, with a blend of dark clouds and lighter tones, suggesting a change in weather. The sand shows footprints leading towards the water.

Home in Beach Park

Cozy 2 bedroom home with a study

This newly remodeled chicken coop turned into a 2 bedroom A frame home is 50 miles from Milwaukee, 47 miles from Chicago, and 10 miles from the Naval Station. We are a couple minutes away from City of Hope, Six Flags Great America, Bristol Renaissance Faire, Great Wolf Lodge, American Place Casino, and the beach. There is also a Target and Starbucks down the road, what more can you ask for! The stairs to the bedrooms are steep and narrow so please be careful. Please enjoy the home to yourselves

A comfortable living room area is highlighted by neutral walls and soft beige furnishings. A large TV is mounted above the fireplace, with a decorative arrangement on the mantel. Natural light enters through a nearby window, complemented by a cozy desk space and inviting decor.

4.99 out of 5 average rating, 73 reviews

*Entire house w/4 LG Bedrms, NAVY 4 miles/baseLake

We are excited to welcome you to this clean and spacious home/perfect location.10 mins /4 miles from Great Lakes. SLEEPS 5- 12!! The "Gathering Place" is for FAMILIES! Stay all together in one place and make memories! Waukegan has parks/cool pl! A Dock/ lakefront, galleries, breweries, restaurants, and more! Near the train station, if you want to travel to Chicago N Suburbs. Close to Six Flags, the Genesee Theatre and the new CASINO! The train is 2 blocks/ travels to both Chicago and Wisconsin.

Bungalow in North Chicago

An outdoor deck area features a large table surrounded by six chairs, all positioned on a patterned outdoor rug. A patio umbrella is centered above the table, and a wooden railing encloses the space, providing a view of the nearby fenced yard.

4.92 out of 5 average rating, 108 reviews

Cozy gated home | Minutes away from Navy bases.

This home is the most convenient and closest home for families visiting for the Navy’s bootcamp graduations. Relax with the whole family at this peaceful gated bungalow. Located within walking distance (1 Mile) to Recruit training command (RTC) and Naval Station Training Command (NSTC) 1.7 miles. This home is perfect for visiting to see your graduating Sailors or if you are visiting Six Flags Great America, Gurnee Mills outlet mall. There are plenty of brewers, restaurants, beaches and parks.

4.98 out of 5 average rating, 222 reviews

A wooden-framed sign is displayed on a light-colored wall, featuring the text 'WELCOME TO B'S FARMHOUSE COTTAGE' in an inviting, hand-drawn style. The design conveys a friendly welcome to guests arriving at the property.

Home in Beach Park

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.

4.89 out of 5 average rating, 200 reviews

The sleeping area features a white iron bed frame with layered bedding, including decorative pillows. A wall-mounted TV is visible above a wooden dresser, and natural light enters through multiple windows with wooden blinds. A cozy seating area is provided by a basket and chair beside the door.

Guest suite in Zion

Non-smoking, attached 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 7PM.

4.98 out of 5 average rating, 132 reviews

Cabin in Salem

A Frame Log Cabin Near Multiple Local Lakes

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.

4.83 out of 5 average rating, 101 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances. A black stove with four burners is situated next to a set of knives in a block. A breakfast nook with bar seating is seen in the background, enhancing the functionality of the space.

Tiny home in Beach Park

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

A cozy bedroom features a clean, minimalistic design with a spacious bed dressed in crisp white linens. A decorative pillow with a sun motif adds a pop of color. An integrated bedside shelf holds a sleek clock and phone charger, blending functionality with modern aesthetics.

4.92 out of 5 average rating, 124 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!

4.82 out of 5 average rating, 135 reviews

A modern bar table is set against large windows, allowing natural light to illuminate the space. Four wooden stools are positioned neatly around the table, which is adorned with a small potted plant. A light-colored woven table runner softly complements the decor.

Apartment in Waukegan

Cozy Corner, stylish 1bed near Navy Base!

Kick back and relax in this calm, stylish space. This is a newly remodeled 1 bedroom apartment. The Cozy Corner is designed to be a place of peace, for rest and relaxation. Feel right at home in this beautiful apartment. The kitchen is stocked with plenty of utensils and cookware for your favorite meal. Be sure to relax by the indoor fireplace and watch your favorite movies. Dedicated work space with desk and fast wifi perfect for traveling professionals. Longer stays discounted!

A modern kitchen is presented with stainless steel appliances and a spacious sink. Natural light streams through a window above the sink, illuminating the granite countertops. A ceiling fan provides comfort, and a dining area with wooden chairs can be seen in the background.

4.86 out of 5 average rating, 131 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.

4.99 out of 5 average rating, 150 reviews

A cozy seating area features a gray sofa and a small table with decorative items. Natural wood walls add warmth, while large sliding glass doors frame the serene lake view, leading to an outdoor deck overlooking the water.

Home in Round Lake Beach

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!

A spacious living area features large floor-to-ceiling windows, allowing natural light to illuminate mid-century modern furniture. A comfortable gray sofa and a round coffee table are positioned invitingly, while a dining area with a stylish chandelier adds to the aesthetic. A patterned rug anchors the seating arrangement.

4.93 out of 5 average rating, 70 reviews

The Oak Tree Ranch

This Mid-Century Modern Ranch home features a large White Oak Tree that gracefully shades this beautifully updated home! We are located just 13 minutes from the Great Lakes Naval Station and this is the perfect location to celebrate your loved one's graduation from Boot Camp, as well as enjoy all the wonderful places and sights in the Chicagoland area. You'll love the large floor-to-ceiling windows and all the unique MCM furniture in this lovely home.

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Other great vacation rentals in Waukegan

4.96 out of 5 average rating, 25 reviews

A welcoming living area features a flat-screen television mounted above a sleek fireplace. A pair of blue armchairs are positioned next to a small wooden side table. A brown leather sofa and a tufted ottoman create a comfortable seating arrangement, with light-colored flooring enhancing the spacious feel.

Home in North Chicago

J&J Vacay 2 story

A modern kitchen is showcased, featuring sleek white cabinetry and stainless steel appliances. A wooden dining table with black chairs is placed centrally, creating an inviting space for gatherings. Natural light illuminates the area, enhancing the clean lines and contemporary design.

4.77 out of 5 average rating, 70 reviews

The Blue House ~ Spacious & Near Naval Academy

5 out of 5 average rating, 29 reviews

A colorful array of flowers and greenery line the stone seawall along the lakefront. A paved pathway leads to a dining area with black metal chairs under a large umbrella, inviting relaxation by the water's edge.

Home in Grayslake

Lake House Walk to Train-Chicago

A well-maintained backyard showcases a lush green lawn with neatly arranged flowerbeds and shrubs. The historic home is complemented by a screened porch, and a patio area with a grill is visible in the background, surrounded by tall trees and vibrant landscaping.

5 out of 5 average rating, 8 reviews

Historical Hideaway Near Naval Base

5 out of 5 average rating, 32 reviews

A spacious garage bar is presented, featuring a long counter with several stools. Large doors allow natural light to fill the area, with views of the outdoor pool and lush greenery visible. An American flag hangs on the wall, contributing to the relaxed atmosphere.

Home in Libertyville

Escape to your own paradise! 10 min to Navy Base!

5 out of 5 average rating, 5 reviews

A two-story brick building is shown with multiple large windows adorning the front, allowing ample natural light. Lush green grass and low shrubs frame the entrance, while a concrete pathway leads toward the front door. A residential neighborhood is visible in the background.

Apartment in Waukegan

Flat on Hamilton Court

Apartment in Winthrop Harbor

4.93 out of 5 average rating, 289 reviews

Like coming home plus special details

An open living area features a sectional sofa and a coffee table, with a large window providing a view of the yard and golf course. Bright lighting from recessed fixtures enhances the spaciousness, while decorative plants add a touch of greenery. A dining area with a table is also visible.