
Pet-friendly holiday rentals in Waukegan
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Top-rated pet-friendly home rentals in Waukegan
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Pet-friendly house rentals

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.

Spacious 2-br, 1 bath home w/AC near Naval Base
This home was chosen because of it's proximity to Recruit Training camp Great Lakes! I wanted to make sure I could get to my son's bootcamp graduation quickly with no issues of traffic. That worked out perfectly especially with Sarges easy directions! As for this home, it is located on a one way street which was extremely easy to find. The home is adorable, extremely clean and well decorated!!! I would highly recommend. They accommodated an earlier check in as we had a few connecting flights from Los Angeles... The beds are extremely comfortable with nice sheets and pillows. The towels in the bathroom were nice and fluffy. Shower was really nice with a filtered shower head! Nice TVs thru out! Shampoos, conditioners, soap in shower. first aid kits, iron and iron board, blow dryer. Kitchen had plenty of essentials to utilize for home cooked meals. If you are coming for Navy bootcamp graduation... do not hesitate to book!! Perfect home to rent! Thank you again to the hosts!

Skyway w/ Shuffleboard
Wonderful house for our group of 10 ladies! Blaine was great and prompt with all communication. Would definitely stay again and recommend to others

Lakefront, beautiful views, spacious and private.
We had a great time celebrating our daughters graduation from college! It was nice to have a space large enough for our entire family together, to relax and enjoy the outdoor outdoors! George was a very responsive host and we thoroughly enjoyed the fire pit a couple of nights just sitting around and enjoying our time together!

Modern & Private Basement Retreat with Kitchenette
Crystal place is amazing!!! Book now idc. Nothing more to say, but RUN to the reserve button asap!!!

The Blue House ~ Spacious & Near Naval Academy
We were in town for our sons’ Navy Boot Camp Graduation and our other Airbnb did not work out. Kevin was a lifesaver! He even let us check in early, which really helped us out. The place was clean, spacious, lots of hang out space with cozy couches and comfortable beds. It had everything we needed and Kevin was very responsive and friendly! It was only 15 minutes from the Navy Base, so great location for us. We would definitely stay there again! Thank you Kevin!

Gorgeous Home Stay | 4BD 1.5BA
We chose this home for its close proximity to the Naval base. Great location for a quiet stay. Close to shopping and restaurants. The home was cozy and the beds so comfortable. The basement area was nice to play ping pong, and also a quiet bedroom for my sailor to take a short nap in. Highly recommend staying here. Jakub’s communication was quick anytime I messaged him.

Charming Lake Geneva, Wisconsin 3BR/2Bath Home
This was a GREAT AirBnB. The home was so spacious, comfortable, free of clutter, and homey. Also very quiet. Appreciated the lighting indoors and outdoors, with some motion sensors. Have experienced homes with inadequate lighting in the past, so this was something we really noticed. This feature added a lot to our stay. The kitchen and coffee station was well stocked and very clean. The yard was perfect and well kept. Also glad to have plenty of trash cans inside and out. Something we don't always see at other homes. Had a wonderful stay. Will certainly try and stay here again when we are in the area. One of our top 3 AirBnB's we have stayed in the past 10 years as we travel across the country. Thank you. Claire
Pet-friendly home rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Sentral Premium 2BR Apt South Loop Chicago
It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

In Ground Pool, Full Ranch Home
Great place and easy to work with.

Living the High Life Pool House
Nice big indoor pool (12 feet deep at one end and 3 feet at the other). The newly renovated rooms are very open and spacious. All the bedrooms are well kept. Lots of games to play(soccer table, poker, table tennis, etc.). Lots of pullout sofas and chairs. We enjoyed our stay. Thanks Jack!!

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
We had a wonderful stay - the three bedroom rental itself was amazing, and the on-site facilities (pool, sauna, game room, family room for little kids, etc.) were beyond awesome. The location is convenient as well - plenty of restaurants within waking distance, a cute coffee shop/wine bar downstairs that makes a killer caprese sandwich, and super close to public transportation as well. One of the members of our party arrived early and the friendly folks at the front desk were able to check her in early, which was an extra bonus. We’d definitely stay here again!

Penthouse near Fulton Market: 3BR Luxury
The view alone is very much worth the price
Private, pet-friendly home rentals

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!

Lago Amore - Channel house, pier, kayaks
Talk about fully loaded! This place has it all. Ample space, stocked necessities, incredible views. Don’t get me started on the neighbors, so much fun! Alexis was super helpful and made our stay so comfy and honestly unforgettable. We loved every minute of this place & can’t wait to come back again!

Game Room | Exercise Area | Firepit | Sanitized
★★★★★ We had an absolutely phenomenal stay at Nayeli’s townhouse in Hoffman Estates, and I can’t recommend it highly enough! From the moment we booked, Nayeli’s communication was top-notch—warm, welcoming, and incredibly detailed. The pre-arrival message with clear instructions for check-in, parking, and amenities made everything seamless and stress-free. The townhouse itself is a gem—spotlessly clean, stylishly decorated, and equipped with everything you could possibly need. The newly remodeled bathroom in the bedroom hallway was a delightful surprise, with modern fixtures and a fresh, spa-like feel. The master bathroom was equally impressive, and the entire home felt cozy yet spacious. The beds were super comfortable, and the futons in the basement were a great bonus for our group, ensuring everyone had a cozy spot to sleep. One of the best experiences with Airbnb I had! Thank you for the unforgettable Stay!

Lake House Retreat Near Navy Base
Larry was a very accommodating and responsive host! The place was amazing and exactly as described. Plenty of room, amenities, and beautiful views. He made sure we had plenty of supplies and all the stuff for Smores!

Cozy House | 4BR 2 BTH | NEW Waukegan
I had a great stay at Jacky’s place! The space was both comfortable and stylish, with thoughtful touches that made it feel like home. Everything was clean and well-maintained, and the overall vibe was relaxing and welcoming. It’s definitely a very good place to stay—I’d happily book again and recommend it to others looking for a cozy and well-designed spot.

Beautiful home for Naval families!
The privacy is great.Melissa is awesome. It is a great place to relax and feel at home.

Beautiful Updated Home near Great Lakes Naval Base
Adorable place to stay. This place was close to Great Lakes Naval. The kitchen had everything anyone’s needs. House was very clean.

4Bd 3.5ba New Construction! Community Beach Access
stayed at this Airbnb multiple times for a fun sleepover with friends. the house is very welcoming and nice. Love the fooseball table but wish there was alittle more games there like boardgames. But overall a great experience definitely will be back in the future.
Quick stats about holiday rentals that are pet-friendly in Waukegan
Total rentals
90 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wi-Fi availability
90 properties include access to Wi-Fi
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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
- Milwaukee Public Museum
- The Field Museum
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Geneva National Resort & Club
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Brookfield Zoo
- The 606