
Holiday rentals with outdoor seating in Waukegan
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Waukegan
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

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.

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.

Peaceful Private Coach-House in St. Charles
Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

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.

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!

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!

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!

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

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

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.

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!
Popular amenities for outdoor seating rentals in Waukegan
House rentals with outdoor seating

Lakefront 2BR | Deck | Fire Pit | Dog Friendly

Private 3rd Floor Apartment

Casa Monarca • 3.5 Bathrooms

The Chicago River House – GIANT wall projector!

Unique porcelain-enamel paneled "Lustron" home

Large Family Home | Minutes from Naval Base (4 mi)

Near Naval Base | 3BR/2BA | Graduation Stays

Charming Elgin Home with a Great Location
Apartment rentals with outdoor seating

"Serenity of Evanston" 2 BDR/2Bath Modern Suite

Cheerful Apartment in Downtown Arts District

Stylish & Comfy Gem near Downtown~Balcony~Parking

Downtown-Treetop Deck-2Bd/2Bth

Peaceful Elgin APT King Bed

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Historic home in quaint Grayslake, self check-in

An elegant Chicago Northside Getaway
Apartment rentals with outdoor seating

Best Lincoln Square location. Spacious 2 bedroom

Cozy 3BR on Chicago's North Side & Free Parking

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Susie's Space. 2BR easy parking & pet friendly

Spacious 4 Bedroom Condo

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

Stylish 2-bedroom flat in Vibrant Bucktown.
When is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £142 | £138 | £144 | £161 | £171 | £170 | £168 | £159 | £157 | £139 | £135 | £125 |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
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 £29 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Waukegan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waukegan rentals

4.9 Average rating
Waukegan stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a firepit Waukegan
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- Rentals with a washing machine and dryer Waukegan
- Rentals with outdoor seating Lake County
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- Rentals with outdoor seating United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Wilmot Mountain Ski Resort
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower




