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.

Huge space in an awesome location. Extremely walkable neighborhood and very close to the train if you want to hop on and ride into the heart of the city. Views from the patio were amazing. We had a great time at Kevin's place.

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!

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!!

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!

This place is a jem in the heart of an old town. Walkable distance to great restaurants and train station. The neighborhood is quiet and peaceful. For us it was a perfect place to come back to after a day of exploring Chicago. Robert, the host, is super responsive and is very pleasant. Highly recommended!

Stayed here for my girls trip and it was a super convenient location! It was our first time visiting Chicago, and it was perfect. Had the most beautiful view we loved the private patio. Beds were all comfy and the hosts were extremely communicative the entire stay. Would definitely stay again!

The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely 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.

We had a great stay! The place was exactly as shown in the listing—clean, comfortable, and well-equipped. We had some minor issues with the digital locks, but the host was always very quick and helpful in resolving them. Overall, a very positive experience and we’d definitely recommend it!

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!

TIBO was a great host, if given the opportunity would stay again!

Locations, locations, location, we came into town to watch our Cincinnati Reds play the Cubs and we couldn’t ask for a better location, seconds from the stadium. There was lots of bars and restaurants on Clark street which was just mins away walking. The air bnb was as advertised and we would definitely come back and stay, maybe next time the Reds will win. The host texted me throughout the stay to make sure we didn’t need anything which I thought was very nice. Check out was super easy as there was nothing to do. ⭐️⭐️⭐️⭐️⭐️

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

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.

Our stay at Philip’s place was wonderful! Incredibly comfortable bed, quiet and the perfect set up with washer/dryer, kitchen set up, etc. Communication and flexibility were top notch and made the stay so easy and comfortable. Very friendly interactions with hosts while onsite and would definitely stay here again!

I absolutely loved Lisa and Nathan’s place. It was exactly as advertised - a beautiful property (photos do not capture how nice this place really is). Aside from the great place and location is how responsive they were. My schedule was in flux while traveling and they were so flexible making sure my stay met my expectations. I also liked how quick they responded when I reached out about the heat (it was very cold in Chicago at the time). They immediately offered to send the building engineer to take a look - and it turns out I just didn’t know how to work the remote for the heat. The heat was fine - it was just user error on my part. But I respected how quickly they followed up with me to make sure everything was fine and that I was comfortable. Will definitely rent again next time I am in town. I can highly recommend their place.

Mark’s place was exactly what we needed - cozy, in a great location, and felt like home. It’s an easy walk to the train, coffee shops, and restaurants. We even walked to Wrigley Field. We would definitely stay again if in Chicago!