
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

Group Memory Maker + Luxe Lakefront Fun
We looked at a few other places but are so glad we chose Monica's lakehouse. It's simply gorgeous, close to everything and well laid out with so much space. Our whole group loved it, and my mom and kids said it was their favorite AirBNB ever. It's near everything and honestly worth every penny. We played pool, cooked every day, rented the hot tub, took walks in the snow with our dog, and even went snow tubing at Wilmot. The whole house is recently updated, and just the perfect place for a large family. Monica even helped us with a Christmas tree and decorations, and groceries and shopping are just down the street. We also loved Antioch Pizza, which delivered super fast. There was everything we could possibly need for our winter holiday. We plan to come back in the summer now, to check out those kayaks and fully enjoy the lakefront Boathouse

Lake house Monica Steps from the lake! 4BD 3bath
The house had plenty of room for my family of 10. We truly appreciated all of the extra things to do at the house. The pool table/ping pong table was a hit for the young adults. The fact that they had enough kayaks that the young adults could go out in a group was a huge plus. The only negative I would say is the amount of lily pads in front of the house didn’t allow for swimming off the dock or fishing. Obviously this is not the fault of the owner so we made the best of it.

Modern 3 bedroom house, quiet residential street.
Very clean and comfortable, nice neighborhood and not too far from our venue. Bikash was super responsive and even recommended a great place to try out Chicago deep dish pizza.

Little Blue House
Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.

Charming Comfy Home
Sharron and her family were extremely accommodating. I highly recommend her home for a quiet spacious and comfortable stay.

Home in DT Libertyville near Corp HQs & Naval Base
The hosts were very responsive. The house was clean. The beds were very comfortable. it felt like a very safe neighborhood. It is walking distance to downtown with lots of great restaurants. It is about a 15 minute drive from the naval base, which was perfect since we were there for a boot camp graduation. It is definitely an older home that was renovated. If the doors were closed, the master bedroom and the main bathroom were much warmer than the rest of the house. We would definitely stay again.

Spacious 2082 sq ft Home & 1 Mile Walk 2Town/River
We enjoyed staying at Nicole’s house in Geneva Illinois. It was clean, comfortable, and pet friendly. Nicole was very responsive when we had a couple questions and always friendly. The house is very spacious and all 4 bedrooms have plenty of room. The backyard is very nice. It’s about a 1-mile walk to downtown Geneva or an easy drive. We didn’t use the 2nd floor since there were only two of us, but if you have a larger group you will have plenty of room. Highly recommend!!

Adorable house Madison Street w/ 2 car garage!
My family of four (two kids) stayed here for a few nights before a flight at Chicago O’Hare. We really enjoyed the comfortable home and slept well! Jill was so kind and helpful. We really loved the area as well- walkable to a super cute street of shops and restaurants! We also appreciated the garage and felt very safe. We would stay here again!
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.

Quiet but in the Heart of City walk Everywhere
This place was incredible. My kids and I loved staying here. My young daughter had asked to stay in a "fancy hotel" on our trip, and this blew her mind with the views over the city, how nice the space was, and the pool and hot tub that we pretty much had to ourselves every evening. The kitchen had the things we needed to make our own meals. And we were within easy reach of every place we wanted to go. The included parking spot really took things over the top to make this a great deal and an amazing stay for our family.

#EnglishPrairieBnB | 8br | 1:pm in/o | Kidquariam
We had a great time at Mikes place! It was all the little things and extras. From the provided waffle mix with toppings, the golf simulator and indoor pool to the ping pong table and infinity game table. It was also very cozy and we all felt close and connected. We were a large group that gets together once a year for skiing. It was the first time we visited Wisconsin and we would definitely come back! Mike was very responsive with any issues that came up.

Great Kayaking, biking, hiking get away
Check in was easy, and everything was as described. Julie’s place met our needs for a place to stay while visiting family. Her place is clean and well supplied. Lots of room which we didn’t use all of it. The fenced in area was nice to be able to let our dogs out.

Relaxing Four Season Getaway near Lake Geneva
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!

Modern unit in Bridgeport-Chicago
Great place! Came to Chicago for a conference and the place was only a 12 minute drive from the event center. I was worried about the area being unsafe, but the area was super nice! Very close to Chinatown too!

Living the High Life Pool House
Spent a vacation here with my family, everything was accurately described and easy to get in and had everything I needed. I recommend this location and housing for any get-aways.

2-level PH w/ 2 Luxe Suites Combined; Spa Access
Had a great time! Beautiful place and great location. Matthew was very quick to respond and flexible
Private, pet-friendly home rentals

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Jamie’s place was a perfect spot to stay in Chicago. There is access to the L within a few miles (with parking structure), and there are many walkable places locally. We highly recommend Caesar Pierogis on West Irving (offers gluten free pierogis). The neighborhood is charming and safe for walking. After long days of exploring, we came back to Jamie’s place and enjoyed watching Netflix and relaxing in the living room. The kitchen is stocked with utensils, and there is a grocery store within walking distance. Jamie is a very thoughtful host, and her home is quite accommodating. We had a lovely get away. Thank you, Jamie!

Short Drive to Hospitals/Airports/Downtown Chicago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.

A Comfortable Stay While You are Away in Oak Park
The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Artsy Chicago Abode: Steps to Shops & Restaurants
Had a nice stay. Did the trick as a place to sleep while exploring the city. Good location

a SIMPLE place
This is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay again!

Home in the Woods!
We had such a wonderful time at Jazmin Airbnb. The place was clean and smell great! She was very responsive and we had no issue with checking into our Airbnb. Thank you for being such a great host!

𓃥Wicker Cozy Corner w/Parking on site
This was one of my fave stays with Airbnb. Hien's place is cute and comfortable and close to so many great things to do. Hien is very thoughtful in all the details in the home including a locked shed to store luggage before check in / after check out. Highly recommend.

4Bed 3.5ba New Construction! Close to Skiing!
John let us host our baby shower here and it was the perfect house for a family gathering! There was plenty of room for everyone. It was very appreciated to have somewhere to host our family from Wi & IL since we now live in Nashville.
Quick stats about holiday rentals that are pet-friendly in Waukegan
Total rentals
90 properties
Nightly prices starting at
£37 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
Wifi availability
90 properties include access to wifi
Destinations to explore
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Milwaukee Public Museum
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Six Flags Great America
- 875 North Michigan Avenue
- Lincoln Park Zoo
- Museum of Science and Industry
- Grand Geneva Resort & Spa
- The Field Museum
- Wicker Park
- Chicago History Museum
- Willis Tower
- Alpine Valley Resort
- Brookfield Zoo
- Racine North Beach
- Lincoln Park
- Geneva National Resort & Club