
Vacation rentals in Lake View, Chicago
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Top-rated vacation rentals in Lake View, Chicago
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Popular amenities for Lake View, Chicago vacation rentals
Lake side house rentals in Lake View, Chicago

House in the Park- 5 Min from O'Hare.
A really roomy and fantastic place overall. The location was perfect for our trip and for attending events at Allstate Arena. The interstate is very close and easy to access. There is a great lake/park right across the street. The kitchen was spacious and well appointed with a big fridge! The upstairs shower could be a little cleaner. We used the downstairs shower, which was roomier and had the really nice multi-function shower head. The oversized couches were super comfy after a long day out in the city. There were so many little great details that made the place just like home. We would definitely stay here again, with only one negative/caveat that hopefully will be corrected. Several windows were missing the locking mechanisms, which we discovered late on our last evening when a window opened itself (somehow/maybe airport vibration??). It is a quiet nice neighborhood that felt safe. We would highly recommend this place for a convenient/easy access and comfortable stay in Rosemont.

Spacious Two Story Luxurious Home w/Outdoor Deck!
Robert was a superhost! So friendly and so responsive. The location was perfection; lovely quiet neighborhood but steps from everything you could want. The home had so much space and if felt like home immediately. The deck was incredible; we could have lived out there alone!

CasaNova Modern City Living
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
Lovely place in a good location.

Private 3rd Floor Apartment
Karen was a wonderfully responsive host. The apartment is spacious and comfortable. Great location with proximity to the lakeshore trail.

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
Good location restaurants and shopping not far. House was clean, great space and provided the basics. First night wasn't working the host responded immediately and was able to troubleshoot and fix the issues!

Edgewater Beach Home Steps to the Lake
Nicole and Ryan's place was amazing to host a large amount of people. It had plenty of space for everyone to hang out. The outside spaces were also a huge plus to the home. We thought all the bedrooms were great and super comfy. Would recommend anyone to stay here!

The Spa of Downtown Whiting
Thank you for allowing us to enjoy your home. It was a wonderful experience. It is incredible. The place is very cozy. You feel an atmosphere of relaxation and peace.
House rentals in Lake View, Chicago

Family Friendly Duplex/9 min from MDW/Free Parking
Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗

Spacious Full Home Near the Heart of Wrigleyville
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.

3 Level Bronzeville Haven 3bedroom 1Bath
Louis was responsive and we could easily Uber anywhere from this location. The area seems to be an up and coming neighborhood with a new coffee shop near by that was delicious!

Des Plaines Home
I travel a lot for work, and this was by far one of the best places I've ever stayed! Kris was so kind and responsive. We were all in love with the house, and my partner repeatedly said they wanted a house just like it! We were close to a cute downtown with great coffee and only 15 minutes from the Allstate arena. The couches were so comfy and the kitchen was well stocked with appliances and even containers to put leftovers in. If we are ever in the area again I hope we are able to book this bnb again.

Urban Chic 3beds w/2bath + free parking & W/D
Tiffany's place in Oak Park is a fantastic place for a family stay! Super cute with room to spread out, a lovely neighborhood that is close to the essentials (like grocery stores) and only 20 minutes outside of downtown Chicago. Tiffany was very kind, helpful and quick to respond to questions that we had. We would love to visit again and will recommend our friends stay here as well!

Casa PLZN Location | Entire Home | Garage Parking
Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.

Home for rent to traveling family and work.
Raul was very friendly and responsive and the listing was just as described. It was very nice to have such a close place to our relatives. The only minor downside is that the master bed mattress, while workable, is a bit lumpy and the headboard squeaks whenever you toss and turn. Everything else was great! Thanks for a great stay, Raul! We'll definitely be back! :)

Modern Single-Family Home w/outdoor space + garage
We had a good stay there. The house is beautiful and near to downtown but we feel safe. There is a supermarket and a pharmacy, and some restaurants nearby, which is very convenient. In house fully equipped kitchen, good room layout, it’s good choice for people like us to stay here for attending the McCormick Place trade show, we will choose the house next time! And the landlord agreed us to check in earlier and check out later, he is so kind.
Lake View, Chicago fishing vacation rentals

Charming, Sunny Apartment with Backyard Garden
Susan has a beautiful, well-kept home on a lovely quiet street. She was super responsive and the place was a comfortable retreat where we were able to relax and feel totally at home from the moment we walked in the door. It was spotless and very well appointed, with everything we needed. We’d definitely recommend the House of the Blue Doors, and wouldn’t hesitate to stay there again. Thanks so much, Susan!

Lakeview Charmer -with parking!
Great location! Felt safe and easy to get around. Close to the Vic Theater and the El. The space was very comfortable for 3 of us. Once we figured out the codes/keys, it was easy enough. I would definitely stay again. Cathy is super easy to talk to and very responsive. Thank you, Cathy!

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Craig was extremely nice and accommodating when it came to my birthday weekend. He responds quickly to all questions asked and makes sure we’re comfortable at all times. This home was clean, accurately described, and had the perfect “home feeling”. Overall, when visiting the area I will be booking here again !

Chicago Bootlegger House Sleeps 10-20
Will’s place was perfect for my group of coworkers who traveled in from various cities to stay together. His instructions for check-in and check-out were thorough and helpful. We had plenty of room to spread out but enjoyed being together in the large common areas. We even took advantage of the ample supply of board games one evening while sitting around the fireplace. Given that two of us drove, having a two-car garage for off-street parking was greatly appreciated. The house is immaculately clean and super comfortable. We took advantage of the walkable neighborhood and the nearby restaurants and stores. We all commented on how quiet the house is despite being near major thoroughfares. The well-equipped kitchen inspired one of my coworkers to get up early and cook us a full breakfast. The location allowed for a quick, shared-ride service to the Loop. All of us would highly recommend Will’s place and would be happy to make a return visit. Grateful for a wonderful stay!

Executive Apartment on Lake Michigan with parking
me and my fiance stayed just a few days and I didn’t want to leave! The space was even better than expected. Having almost everything you’d need to cook, plenty of towels, clean bedding. It was so clean and beautiful inside and the view from the balcony was gorgeous. Felt just like home. The neighborhood was very nice and peaceful as well. We will 100% be back!

Andersonville Living
These hosts are lovely as is this space. The amenities are wonderful and go beyond what they would need to provide - making travel easier! The apartment is spacious, comfy and clean. The area is full of places to go and also right on the Clark bus line, making access to the rest of the city easy peasy. Highly recommend.

2bd/2bath Urban Loft w/ 2 pkg spots 1 blk to train
Jay communicated amazingly and was very accommodating. Was slightly disappointed finding shampoo bottles in both bathrooms, a wet dirty sponge in the sink, and the stove was dusty/greasy. Jay was responsive and caring when bringing this to his attention. Location is great with lots to do within blocks and of course Cubs games. Would definitely stay at this location again.

Near Lake Michigan & Wrigley Field
We loved our stay at Brian’s condo. We felt at home right away. There are lots of modern amenities and the location is great.
Quick stats about vacation rentals in Lake View, Chicago
Total rentals
690 properties
Total number of reviews
52K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
230 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
400 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Flossmoor Golf Club
- Museum of Science and Industry
- Willis Tower
- Lincoln Park
- Wicker Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Promontory Point
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