Vacation rentals in Waukegan

4.79 out of 5 average rating, 66 reviews

The kitchen is designed with modern cabinetry in muted green, featuring a stainless steel refrigerator and stove. A dining table with wooden chairs is present, alongside a neutral area rug. Bright, overhead lighting illuminates the space, creating a functional cooking and dining environment.

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

4.98 out of 5 average rating, 228 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.

4.89 out of 5 average rating, 207 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, 413 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.

4.83 out of 5 average rating, 109 reviews

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

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

4.92 out of 5 average rating, 131 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!

4.92 out of 5 average rating, 13 reviews

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

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.

4.81 out of 5 average rating, 140 reviews

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.

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!

4.86 out of 5 average rating, 135 reviews

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

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, 155 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, 300 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.

4.96 out of 5 average rating, 28 reviews

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.

Apartment in Waukegan

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

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Popular amenities for Waukegan vacation rentals

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Other great vacation rentals in Waukegan

Private room in Crystal Lake

A cozy bedroom features a spacious bed dressed in white linens and decorative pillows. A nightstand is placed beside the bed, and a piece of wall art adds a touch of elegance. Natural light enters through a window, with beige curtains framing it, and a patterned rug is laid on the floor.

4.89 out of 5 average rating, 160 reviews

Master Bedroom w/Bathroom - safe and cozy

Private room in Grayslake

An aerial view of a cozy living space features a light brown sofa adorned with patterned cushions, complemented by a matching armchair. A decorative area rug lies on polished wooden floors, while a small table holds a book. Large windows bring in natural light, framed by blue curtains.

4.92 out of 5 average rating, 84 reviews

T - Amazing Open Floor Plan, Across From Lake

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

4.92 out of 5 average rating, 98 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

4. Cozy 2-Bedroom Modern Haven

4.7 out of 5 average rating, 133 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

4.92 out of 5 average rating, 66 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