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Holiday rentals with outdoor seating in Waukegan

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Waukegan

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
The master bedroom features a spacious bed with a tufted headboard and soft, neutral bedding. Two nightstands with lamps are on either side, and a television is mounted on the wall. Natural light filters through the wooden blinds, enhancing the warm wooden floors.
Apartment in Old Town
4.94 out of 5 average rating, 231 reviews

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

Guest favourite
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.
Apartment in Waukegan
4.95 out of 5 average rating, 141 reviews

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

Private Entrance...No contact/Self check in (smart locks). The home is located in a quiet single fam neighborhood, it's a two story brick house. The apartment is on the second floor - 6 steps from the driveway to the front door and 16 steps from the first floor to 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 $250 charge for extra cleaning personnel, also No Parties or Events allowed.

Guest favourite
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
4.91 out of 5 average rating, 118 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 favourite
The living area features a velvet sofa adorned with colorful pillows, complemented by a matching armchair. A glass coffee table is centered on a patterned area rug, with a bookshelf displaying decorative items and books in the background.
Guesthouse in Lake Forest
4.94 out of 5 average rating, 139 reviews

The Green Door - safe and calm with walkability

This charming guesthouse in Lake Forest is only steps away from beautiful Market Square — the historic retail center of the community. Inside it features loads of light, in-unit washer and dryer, a well-equipped kitchen and a professionally designed stylish and calming interior. Outside, it has a vintage (ie. older) porch/breezeway with classic outdoor games. Walk to two grocery stores, bars/restaurants and our historic train station that connects to Chicago and various corporate shuttles.

Top Guest favourite
A welcoming living area is showcased, featuring a comfortable seating setup with a gray armchair and a round coffee table. Soft light filters through sheer curtains, illuminating the space. An intricately designed wall decoration adds an aesthetic touch beside a black bench with decorative elements.
Apartment in Beach Park
4.97 out of 5 average rating, 438 reviews

J’s Farmhouse Cottage. 2 bedroom duplex.

Formerly known as Magnolia Farmhouse inspired. 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, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! We are minutes away from the Great Lakes Naval Station (9 mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge.

Top Guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.97 out of 5 average rating, 279 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Top Guest favourite
The living area features a spacious sectional sofa and a modern armchair positioned around a low coffee table. Large windows provide natural light and a view of the lush green outside. Wall art adds visual interest to the room, complemented by warm wooden flooring.
Home in Waukegan
4.94 out of 5 average rating, 106 reviews

The Victory Park Ranch - West

We are excited to welcome you to this comfortable and newly renovated modern house, in the perfect location if you're visiting Northern Illinois/Chicago. Come see why Waukegan is nicknamed "Green Town" and is home to some of the finest parks, ravines, and walking trails. With an incredible sandy beach, lakefront, galleries, breweries, restaurants, and more, it is definitely a place to check out! We are very close to Six Flags, Great Lakes Naval Base, and The Genesee Theatre too!

Top Guest favourite
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, 182 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!

Guest favourite
A cozy bedroom features a black metal bed frame adorned with soft pillows in pink and green hues. Textured white bedding is spread across the bed. Natural light filters through the large windows, complemented by light-colored curtains, and a nightstand sits beside the bed.
Guesthouse in Lake Forest
4.81 out of 5 average rating, 120 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

Top Guest favourite
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.
Apartment in Winthrop Harbor
4.94 out of 5 average rating, 323 reviews

Your best choice* Cozy, spacious, comfortable, lg

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.

Guest favourite
The open-concept living space features natural light streaming through skylights and a mix of wooden accents and plants. A comfortable green sofa and a chair are positioned along the walls, while a sliding barn door leads to the adjacent bedroom area.
Apartment in Avondale
4.92 out of 5 average rating, 132 reviews

Avondale Cozy 1 Bedroom Attic Apartment 4th FL

Cozy one bedroom attic apartment in Avondale located on top of a 3 story building. Close to Milwaukee, restaurants, and bars. A perfect crash pad for touristing in Chicago. You have your own entrance but since people in this building are working from home, and need to sleep at night, no loud music or partying is allowed at any time! But then, there is no need to bring the party home - you have everything you need just outside the door!

Top Guest favourite
The exterior of the apartment is shown, featuring a light gray siding and a covered porch. Lush green grass surrounds the building, highlighted by well-maintained flower beds with blooming plants. Large windows allow natural light to flow into the living space.
Apartment in Cary
5 out of 5 average rating, 181 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Popular amenities for Waukegan outdoor seating rentals

When is the best time to visit Waukegan?

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Avg. price$283 AUD$274 AUD$286 AUD$320 AUD$340 AUD$337 AUD$333 AUD$316 AUD$312 AUD$276 AUD$268 AUD$248 AUD
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Quick stats about holiday rentals with outdoor seating in Waukegan

  • Total holiday rentals

    Explore 70 holiday rentals in Waukegan

  • Nightly prices starting at

    Waukegan holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Waukegan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Waukegan rentals

  • 4.9 Average rating

    Waukegan stays are highly rated by guests—averaging 4.9 out of 5!