Pet-friendly holiday rentals in Lake View, Chicago

We had an amazing stay at Dustin’s place! We had a group of 9 ladies who fit perfectly with plenty of cozy beds and linens. The location was very walkable and we felt safe. We walked over to Barcocina Lakeview on Friday, and then jumped on the train to River North on Saturday to celebrate St. Patrick’s Day. We had a couple of questions during our visit, and Dustin was speedy on the replies! Everyone in the group said the experience was 10 out of 10. We hope to visit again.

We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!

We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.

This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!

The house is very beautiful. My family and I loved the place and how spacious it is.

Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!

We had a fantastic stay at this beautiful stay in downtown Chicago. The views were absolutely incredible! The home gave us a breathtaking look at the city skyline, day and night. The location couldn’t have been better, as it was right in the middle of everything, with restaurants, shops, and attractions all within pretty good walking distance. The unit itself was spotless when we arrived and had everything we needed. The bed was super comfortable, and the space felt both modern and welcoming. It was the perfect spot to relax after a day out exploring the city. The host was also very responsive and helpful!! Would definitely recommend this place to anyone looking for a clean, comfortable, and stylish stay in downtown Chicago. We’d happily stay here again!

The executive suite was immaculate and had terrific views of the city. I would book again

Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

Excellent place to stay, easy access to highway, quick ride to downtown

Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!

Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.

Great value for a work trip! Easy to find, convenient amenities, and Patty was very proactive with a clear, easy check-in. Would recommend for a small group.

This was the perfect place to stay in Chicago! Everything was nearby and the hosts were very friendly and responsive. The amenities provided were the best part; I enjoyed the rooftop, hot tub, and the views! I will be staying here again (:

We had such a great time during our stay! The surrounding neighborhood was absolutely beautiful—perfect for a relaxing weekend getaway. Rosalia and her husband John were incredibly informative and responsive, making everything super easy and stress-free.I’d highly recommend it if you’re looking for a cozy spot in the Wrigleyville area. Would definitely stay here again!

Cozy. Clean. Quiet. Charming old building. We loved the surrounding area. Lots of great places to shop and eat. Easy walk to the lake shore. Short walk to the train station. We would definitely stay here again.

Great place in a great location, very communicative and hospitable host!

You couldn’t ask for a better location in Wrigleyville. The price was fair, check is easy as well. We had a little hiccup during the stay but the host was more than accommodating!

We enjoyed our stay here very much. The unit was large and sunny, and we appreciated the easy access to Lincoln Park Zoo and other attractions. Communication was easy and fast when we had a request. We would definitely stay here again. (Despite the many stairs!)

Joe was awesome at communicating and hosting. He even allowed us to bring our reactive dog and we didn’t even have one bad interaction. It was awesome and I appreciate it. It will get warm during the summer time but that’s okay with us. We were happy to just bring our furbabies with us 💕

We loved staying in this building and area. Don’t sleep on the amenities - the skydeck and lounge are really nice. Easy parking nearby w spothero. If you’re up for walking, it’s doable to walk to The Chicago Theatre or downtown. Good communication w hosts via the Kasa link they send you.

Great place and location. Walkable to many bars, breweries, cafes, and the stadium. The place is as described, and is easy to check in. Great host.