Vacation rentals in Waukegan

4.98 out of 5 average rating, 231 reviews

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

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.

4.9 out of 5 average rating, 212 reviews

The exterior features a welcoming entrance with two chairs positioned next to a small table. A sign stating 'WELCOME' is displayed prominently. Windows with closed blinds allow filtered light, and a pathway leads from the driveway to the entrance.

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.

Guest suite in Riverwoods

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.

4.96 out of 5 average rating, 415 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 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

4.83 out of 5 average rating, 112 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

4.93 out of 5 average rating, 136 reviews

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

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!

Superhost

A cozy living area features two windows dressed with light curtains, allowing natural light to fill the room. A dark sofa is paired with a textured rug on the floor. A small desk with a chair provides a dedicated workspace, accompanied by decorative shelves and a potted plant.

4.81 out of 5 average rating, 141 reviews

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!

Superhost

A cozy living area features a blue sofa, a yellow couch, and a patterned rug underfoot. A wooden accent wall connects to the kitchen, enhancing the open layout. Natural light enters through dark-curtained windows, and decorative artwork adds visual interest to the space.

Home in Waukegan

4.86 out of 5 average rating, 139 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, 159 reviews

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

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!

Apartment in Winthrop Harbor

A spacious and comfortable living area is showcased, featuring a large sectional sofa with decorative pillows and a cozy throw. A coffee table, holding magazines and a candle, complements the soft brown carpet. The kitchenette area, equipped with a full-sized refrigerator, is visible in the background.

4.93 out of 5 average rating, 305 reviews

Like home away from home with special details

Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

A light-filled living area features a beige sofa adorned with decorative pillows, paired with a round glass coffee table. Curtains frame a window, while a floral artwork hangs on the wall, adding a touch of elegance. A lamp provides soft lighting for a cozy ambiance.

4.93 out of 5 average rating, 30 reviews

Cozy Apartment | Naval Station | Six Flags

Surround yourself with style in this standout space. Our home includes full furnished kitchen, WiFi, and new flooring! BEDROOM / LIVING ROOM 1 Queen size bed 2 Sofa beds TV Shelf Space Dedicated workspace Fresh clean linens KITCHEN & DINING Microwave Oven Stove Refrigerator/Freezer Coffee Maker + Coffee essentials Sink Trays Glasses Silverware Pots BATHROOM Bath with a Shower Mirror Toilet Towels Essentials Toiletries

The living room features comfortable leather seating with colorful cushions. A 55" Smart TV is mounted above a clean white fireplace. Natural light fills the space through large windows dressed with sheer curtains. A dining area with a black metal table is visible in the background.

4.95 out of 5 average rating, 132 reviews

*2brApt 3 beds near Naval Base-6 Flags-Casino*

Private Entrance...No contact/Self check in (smart locks). The home is located on a quiet single family neighborhood, it is a two story brick house and the apartment is on 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 $200 charge for extra cleaning personnel, also No Parties or Events allowed.

A living area features a blue sofa adorned with decorative pillows, paired with a coffee table positioned on polished wooden flooring. A desk is visible in the corner, and shelving units display framed photos and decorative items. Natural light enters through a window, enhancing the space.

4.94 out of 5 average rating, 106 reviews

Cozy 1-Bed + Air Mattress

By booking the apartment you'll get everything that you see in the pictures, Then you'll also have access to use the grills and furniture on the rooftop. The apartment is very close to small lakes, parks, beaches, Six Flags Great America, the US Navy Base, and Chicago or Milwaukee are one hour away. The apartment has everything that you'll need for a weekend stay or even an entire month.

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Popular amenities for Waukegan vacation rentals

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Free parking on premises

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Other great vacation rentals in Waukegan

A modern kitchen is equipped with stainless steel appliances, including a gas stove and microwave. Beige cabinets and a light countertop complement the tiled floor. Natural light enters through a window above the sink, enhancing the functionality of the space.

Apartment in North Chicago

4.86 out of 5 average rating, 44 reviews

Close to Navy Base & Six Flags Great America

4.91 out of 5 average rating, 104 reviews

An attic bedroom features a light-colored metal bed with a white quilted coverlet. A framed illustration is mounted on the wall. The space is bright, with a light floor and sloped ceiling, offering a cozy atmosphere. A door leads to additional areas.

Private room in Zion

5. Cozy 2-Bedroom Modern Haven

4.98 out of 5 average rating, 90 reviews

A spacious living area features two dark leather sofas arranged around a large area rug, creating a comfortable setting. The open layout includes views of the dining area and kitchen, with bright lighting enhancing the inviting atmosphere. The surrounding walls are painted in neutral tones.

Home in Gurnee

Gurnee Gathering Place Near Navy Base

4.7 out of 5 average rating, 134 reviews

A light-colored dog stands at the open front door, providing a welcoming presence. The hallway features a smooth wood floor and leads towards a dining area visible in the distance. Light enters through the glass-paneled door, illuminating the spacious entryway.

Private room in Gurnee

UltraPlush Queen Bed - 2nd Fl. Townhome Near Woods

4.93 out of 5 average rating, 69 reviews

The exterior of a single-story home is viewed from the driveway, featuring a well-kept lawn and blooming pink flowers near the porch. A two-car garage is visible on the right, with a mailbox positioned by the curb.

Home in Beach Park

Beautiful home for Naval families!

5 out of 5 average rating, 13 reviews

A well-lit bedroom features a spacious bed with grey bedding, complemented by two framed artworks on the wall. A dresser with multiple drawers is positioned near a television. Natural light filters through sheer curtains and dark drapes, creating a balanced atmosphere.

Private room in Zion

Homie's House