Holiday rentals with outdoor seating in Highland Park

Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.

My friends and I really enjoyed our stay. Everything was exactly how they described. Quick response from the hosts, I highly recommend this place. Definitely going back 💃

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!

I had an amazing experience! From the moment I arrived, everything was seamless. The check-in process was smooth, and the host was incredibly responsive and welcoming. The space itself was spotless, well-decorated, and had all the amenities I needed for a comfortable stay. The bed was cozy, the kitchen was nice, and the little touches-like fresh towels made big difference. I couldn't have asked for a better place to stay. It truly felt like a home away from home. I would absolutely book again and highly recommend it to anyone visiting the area!

We had a great stay! The place was clean, cozy, and had everything we needed. The area was quiet and convenient, and check-in was super easy. Would definitely recommend to anyone looking for a comfortable and well-located stay!

This was a perfect house for our extended family trip to attend my daughter's graduation!

Such a BEAUTIFUL home ! The place is amazing and very clean. We really enjoyed our stay, the backyard is huge to let dogs walk around. The neighborhood is quiet and really nice ! Paul is very responsive and friendly! 10 out of 10 !

The lake house was so peaceful and clean. We could have stayed all summer!

Marla and James' place was cozy and perfect for our family's stay! We were out and about a lot of the day in Chicago, and the Airbnb was a perfect, peaceful place to return to. There were lots of cozy touches, like ample board games available to play, some snacks and tea bags set out, and a lovely porch and sunny kitchen table and living room setup - so multiple areas to gather as a family and relax! There are also lots of nice cafes and restaurants and other small businesses within walking distance. Would definitely stay here again and would recommend to anyone looking to visit Chicago!

Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.

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!!!

Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

We had a great stay at Stephanie’s squeaky clean apartment. It is located in a quiet neighborhood, about 1 mile from Downtown Evanston. The kitchen was very well appointed and the snacks were appreciated. Stephanie has lots of local restaurant recommendations. Stephanie went above & beyond when she loaned us a tire pump when we had a flat tire & recommended a local garage.

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!

Superb location makes this cozy little place great for travelers who are seeking unfancy accommodation. Tons of restaurants and parks nearby, close to transportation to downtown Chicago. Parking can be a little challenging during the day, easy in the evenings. Hosts are terrific.

Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.

The renovated classic Chicago greystone is spectacular. This is an amazing update of an architectural gem. The space has all modern amenities but the character and charm are thoroughly maintained. The spaces are spotless. Rogers Park is a wonderful lakeside neighborhood and is a melting pot of ethnicities and cultures. There are great restaurants within walking distance as well as close by in Evanston, Andersonville, etc. The Metra and the El are an easy walk. Lillian was so accommodating and proactive. We loved this stay and will be back.

This condo is clean and very comfortable. It is supplied with everything you need! We were in town for a wedding and unfortunately, didn't get to take advantage of all the great amenities. If we're in the area again, we would stay here.

Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.

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.

My husband and 2-year-old stayed here with my parents during a family reunion. We appreciated the kids books and toys, the crib and especially the big closet in the bedroom where we could shut the door when we put the kiddo down early. Spacious and comfortable place that we enjoyed staying in.

This home was beautifully decorated, the beds were super comfortable, from the mattresses to the linens. We loved how clean and clearly cared for everything was, and Mark and Marcelo were responsive and helpful anytime we had a question. We needed a place that felt like home while visiting Chicago for my son's graduation, and this was perfect for the three of us. An added bonus was that there is a designated parking spot on the premises.

Lori’s place was amazing! The location was perfect, peaceful, yet centrally located near tons of things to do. Whether you want to explore or just head back to relax, it’s the ideal spot. I highly recommend taking your coffee out onto the balcony to enjoy the beautiful view, it was one of my favorite parts of the stay. Lori was incredibly responsive and checked in often to make sure I had everything I needed. I would 100% stay here again in a heartbeat!

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!