
Holiday rentals with outdoor seating in Waukegan
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Top-rated rentals with outdoor seating in Waukegan
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Popular amenities for outdoor seating rentals in Waukegan
House rentals with outdoor seating

Heart of Downtown Luxury 4 Bed 3.5 Ba 2400sf $1M+
This has been our absolute favorite place to stay in this area. Lori’s home is walkable to all the downtown libertyville restaurants. We had so much fun walking as a family to all the local spots, coffee shops and playgrounds included. Lori’s home is super cute and very comfortable. The master bedroom is a great size and nice having the laundry room on the top floor by the bedrooms. We had everything we needed in the kitchen for cooking. I can’t express enough what a wonderful stay we had.

2BR Lake House | Lake Toys | Views | Dog Friendly
We had the pleasure of staying here over our anniversary weekend with our 2 kiddos; it was our first vacation just our little family and it's was fantastic. Cristle was so helpful and went above and beyond to help us out when we had some issues on our end leading up to our trip. She was very thoughtful and kind and that alone was worth the 5 star rating. The home was very well kept and clean and had everything we needed for a nice relaxing weekend. We had a lot of fun out on the paddle boat and playing in the yard. The screened in porch was also a nice bonus. Our girls enjoyed the park and playing the sand. Overall it was a very nice stay and we'd love to go back sometime soon.

Lakefront Paradise
We had a great weekend. Spacious and clean and we really enjoyed our time!

Lakehouse Retreat with Game Room
We had a truly wonderful stay for our women's retreat! The home was perfect—clean, cozy, and beautifully set up for a relaxing time together. We especially loved the spacious kitchen where we could cook and share meals—it felt just like home. The living room was warm and inviting, perfect for late-night chats and laughter. We also enjoyed being just a short walk away from the lake beach, which added a peaceful and refreshing touch to our time. Our host was incredibly kind and thoughtful, making sure we had everything we needed. We couldn’t have asked for a better place for our special night together. Highly recommended!

Lake it Easy at this beautiful 2 bedroom lake home
We had a great stay! Everything was as described and we were cozy from the moment we walked in! Neighborhood is cute, neighbors were friendly, and you can’t beat the lake views! (just a few short steps from the driveway and you’re right at the boat launch) We didn’t bring our kayaks with but we could have easily walked them down. It was a great week here and we would absolutely stay again!

Corner Lakefront Property
This house is simply wonderful. It has the best beachy cottage summer vibes! The location is also great very private for being somewhat close to the city, and very close to Six Flags. We especially loved mornings on the deck and taking the kayaks out on the lake. Can't wait to stay again!

Lake House- Private Frontage/Pier- Kayaks Included
The home was comfortable, clean and well-stocked with cleaning and kitchen supplies. We relaxed and enjoyed the lake views, caught some fish from the dock, went kayaking, enjoyed s'mores, read and lounged in the patio areas, and kids had fun on the play set. Nearby, we enjoyed swimming at the beaches at Silver Lake and Lake Mary. Walked the neighborhood - lots of friendly neighbors. And, lots of tasty local food - Bodi's, New Taste of Italy, Dini's, and Sandlots. Highly recommend!

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
We had an amazing stay at the Tailor House. The place was spotless and stylish. The perfect getaway. Colin was super communicative. We enjoyed relaxing in the hot tub. Would absolutely stay here again and recommend it to anyone visiting the area.
Apartment rentals with outdoor seating

Walk to downtown McHenry. Heart of the Fox River
This apartment was super cozy and warm. Everything was labeled nicely and everything we needed could be found in the kitchen and the bathroom.

Farmhouse Chic Home with a view. Downtown
We enjoyed our experience in Crystal Lake and staying in this sweet home. Brent was an ideal host; accommodating, replied quickly, provided suggestions on local spots and even further recs once asked. His instructions are clear which made arrival/departure easy. The home was a great size, clean & we loved having a king bed & large master bedroom (great closet space too!) We enjoyed the balcony area overlooking the downtown area which was so fun to explore during our time there. Thanks again, Brent! We’ll be back.

Lovely studio near the beach! (and heated floors!)
We stayed at Ariel and Gabby's place several times and we always had a great experience! Their place is very welcoming and comfortable. The neighborhood is beautiful and peaceful, and the hosts are very nice and helpful. We hope to be back soon.

Cheerful Apartment in Downtown Arts District
The location was convenient and everything was within walking distance. Maureen was so helpful and responsive to whatever I needed. She is a great host and the trip was perfect!

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!

The Hive 2BR Apt | Downtown Racine Escape!"
This is our second stay and Angela is always responsive, the place is always clean, and the check in and out process is super simple. Looking forward to booking again!

Huge Sofa-King Bed-Retro-Private Deck-Downtown Pal
We had a great time staying at the Hideaway Apartment in Palatine! It was easy to get inside and the apartment was nice. The place was very clean and organized, we felt very comfortable! There is a second floor deck, a nice spot to enjoy a cup of coffee in the morning! It was easy communicating with the hosts, overall it was a great experience staying at the Hideaway, would recommend!

Downtown-Treetop Deck-2Bd/2Bth
Couldn't ask for a better place to stay in Kenosha. SOOo private. There is no one on either side of the apt and a store is below so no one is there at night. GREAT back deck w grill. Super clean. Great shower. Hosts are the nicest people!! They greeted me when I arrived and gave me detailed instructions on how TV worked, how to get onto back deck etc. They have thought of EVERYTHING someone might need. Beach towels and beach bag...even a big wide brim hat in case you forgot yours. Magnified make up mirror, great TV w movie channels, super comfortable bed, AC units in every room. Loved it and will stay again whenever I am in Kenosha!!
Apartment rentals with outdoor seating

A Stones Throw from U Chicago South Campus!
It was a very cozy apartment with a nice set up. Easy access to university of Chicago and the lakefront trail. We really enjoyed our stay!

- King Bed - Massive Yard - Fully-Equipped Condo -
My family and I were in town for my nephew's graduation, and Marika's home was truly beautiful, so inviting, and comfortable. She definitely paid attention to details that made the stay even more cozy. Beautiful property, and well appointed! Easy lovely, 10 minute walk to town, also. We look forward to staying there again when in Geneva 😊

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Our Stay at The Bliss of Evanston was great. The host is very responsive and was very accommodating of our requests. The location and view can not be beat.

Renovated 3br Duplex In Logan Square W/parking
We enjoyed a week of comfortable stay at Matt’s place! We were a family of 5 people and had enough space for everyone! We came for my daughter’s wedding and it was great to have lots of things/amenities that helped us prepare for the wedding! Garage spot was helpful! Backyard peaceful and we spent some time relaxing on the deck! Adorable cozy duplex with everything you need for the relaxed and comfortable stay! Matt was respectful, helpful and very responsive! Area is great as well! Thank you so much!!

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.

Modern Chicago Movie Themed Apt
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Top location, no cleaning fee, everthings close B
We enjoyed our stay here! It has a comfortable king bed and unique decor which made our visit fun. The location is very close to the lake and walkable to several downtown restaurants, coffee shops, Lake Geneva Shore Path and lake tour boats. We enjoyed getting custom-make breakfast wraps downstairs. We had a college reunion event at the Geneva Taphouse a couple blocks away. Lots to do and see in downtown Lake Geneva!
Quick stats about holiday rentals with outdoor seating in Waukegan
Total rentals
50 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Milwaukee Public Museum
- Lincoln Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606