Vacation rentals in North Chicago

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Top-rated vacation rentals in North Chicago

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

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Superhost
A cozy living area features two gray sofas with light cushions arranged around a TV stand. A 55" Smart TV is positioned against a neutral wall, which is complemented by a cityscape photograph. Wood flooring adds warmth to the space, enhanced by natural light from the windows.
Bungalow in North Chicago
4.88 out of 5 average rating, 125 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.

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, 260 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
Home in North Chicago
5 out of 5 average rating, 58 reviews

5 Star Home 3 miles from Great Lakes Naval Base

Welcome to your PIR home-away-from-home! This stunning 4 BR/2 BA retreat is less than 3 miles from Great Lakes Naval Base—the perfect stay for Navy graduation and PIR families. Located in a peaceful subdivision, this home is designed for comfort, relaxation, celebration, and quality time with your new sailor. You'll have everything you need for a cozy, memorable stay, whether you're there for PIR, the holidays, or a family vacation. Book your reservation today and create enduring memories

Top guest favorite
A spacious living area features a blue couch facing a large television mounted on the wall. A decorative rug complements a wooden dining table set for four, accented with plates and glassware. Natural light filters through large windows, enhancing the inviting layout.
Home in North Chicago
4.89 out of 5 average rating, 116 reviews

Spacious 2-br, 1 bath home w/AC near Naval Base

Welcome to our Airbnb, perfectly situated for your convenience. Located near the navy base, Six Flags Great America, and an hour drive to the bustling city of Chicago, our accommodations offer the ideal gateway to a multitude of attractions and activities. And when it’s time to rest, our comfortable accommodations awaits you. Whether you’re here for business or pleasure. At our Airbnb, we prioritize your comfort and convenience. Book now and let us be your gateway to an extraordinary stay.

Top 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, 469 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 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
4.84 out of 5 average rating, 135 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
4.94 out of 5 average rating, 167 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!

Guest favorite
Guest suite in Zion
4.91 out of 5 average rating, 245 reviews

Cozy mother inlaw suite. Private. Next to beach.

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.

Top guest favorite
Home in Waukegan
5 out of 5 average rating, 16 reviews

Luxury 4BR near Six Flags & Naval Base

Escape to a stunningly designed 4 bedroom modern home, where luxury meets convenience. Designed for making unforgettable memories, this spacious retreat offers the ideal blend of social spaces and private relaxation, all anchored by a chef's dream kitchen. - 4 Bedrooms - Full Kitchen - 2 Living rooms - 2 full bathrooms - In-unit Laundry room (Washer & Dryer) - Free Parking: 6 Vehicles Ideal for: - Navy Family - Tourist - Workshop - Family time

Top guest favorite
A spacious living area features modern furniture, including a leather sofa and armchairs arranged around a coffee table. A dining table with blue chairs is visible, complemented by large windows allowing natural light. The room has a warm and neutral color palette.
Loft in Libertyville
4.95 out of 5 average rating, 131 reviews

Historic Downtown Libertyville Loft

Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.

Top guest favorite
A well-maintained front yard showcases a lush, green lawn bordered by manicured flower beds. The brick exterior of the home features large windows and a welcoming front porch with a wooden railing, complementing the surrounding landscape.
Home in Lake Bluff
4.94 out of 5 average rating, 176 reviews

Home Sweet Home, minutes to Great Lakes Naval Base

Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.

Guest favorite
A spacious living area features plush sofas arranged around a decorative coffee table. A large flat-screen TV is mounted above a stylish fireplace. Floor-to-ceiling windows allow natural light to fill the room, where a patterned area rug adds depth and texture.
Home in Waukegan
4.8 out of 5 average rating, 285 reviews

Modern home. Near naval base, Six flags and Casino

Quiet neighborhood in wauekgan, IL. Minutes away from Gurnee mills, Six Flags, and Naval Base, Waukegan beach and CASINO 50 minutes to downtown Chicago and 50 minutes to downtown Milwaukee Has everything you need. 600Mbps wifi. laundry on site. patio with lights. Fully finished Basement with entertainment kitchen is fully functional and has everything you need.

Popular amenities for North Chicago vacation rentals

When is the best time to visit North Chicago?

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Avg. priceG$35,519 GYDG$34,056 GYDG$33,221 GYDG$35,728 GYDG$31,340 GYDG$31,758 GYDG$35,728 GYDG$36,982 GYDG$38,653 GYDG$37,399 GYDG$37,399 GYDG$37,817 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in North Chicago?

    North Chicago has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in North Chicago?

    Experience the best of North Chicago with our apartment 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 pet-friendly vacation rentals in North Chicago?

    Four-legged friends are welcome in North Chicago. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in North Chicago?

    Yes! Work meets play with ease at over 50 vacation rentals in North Chicago featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in North Chicago have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in North Chicago. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in North Chicago have a kitchen?

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

  • Do house rentals in North Chicago have wifi?

    Absolutely! We offer over 20 house rentals with wifi in North Chicago. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in North Chicago have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in North Chicago. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in North Chicago

  • Total vacation rentals

    Explore 70 vacation rentals in North Chicago

  • Nightly prices starting at

    North Chicago vacation rentals start at G$12,536 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,880 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    60 of North Chicago vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across North Chicago rentals

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