
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

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.

Spacious Two Story Luxurious Home w/Outdoor Deck!
Great location, close to all the action but just far enough to be peaceful. We loved having the back deck to sit outside and relax before a night out. I would absolutely recommend this location for a weekend or even longer.

CasaNova Modern City Living
Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

Historic Old Town, Fabulous 4 Bedroom Home
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
This house was just as described on the website. It was in a great location. The house is beautiful and clean. Walking distance to Wrigley, many restaurants and also the train. We really enjoyed our stay.

Private 3rd Floor Apartment
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

Larimer Park Carriage House
Kirsten provided everything we needed. She was able to provide a crib, high chair, books, toys and bath toys for our grandchildren, which was very helpful. The park across the street was so much fun for the kids. The place was very clean and the kitchen was stocked with everything that could possibly be needed. I would recommend this place to anyone looking to stay in the Evanston, IL area.

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining
This was a fantastic find! My whole party loved the place. It was clean and wonderfully located in a peaceful neighborhood close enough to transport to walk but far enough from the noise and bustle of downtown. Shawn was very responsive to any questions I had and was super kind and friendly! I absolutely would stay here again!!
House rentals in Lake View, Chicago

Flat in Lincoln Park 2-Flat Central to Everything
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !

Division St Designer Home In Heart of Wicker Park
I traveled to Chicago for work and had a nice three-day stay here. The Airbnb is in a great location, clean, and well-equipped with thoughtful amenities. I particularly enjoyed the small library!

The Roscoe House near Wrigley Field
One of the nicest places near Chicago,

Chicago River House -BBQ Oasis now open!
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Lake View | Wrigley Designer House w/Patio
We had a great stay! Super comfortable, lots of room and great location. Host was quick to respond to questions and helpful. It was perfect for our girls trip (party of 6). Book it!

Retro Modern Bungalow | fire pit • free parking
We had a great stay at this place. The location is very nice. Get to be outside of downtown still while close enough to visit whenever you’d like. The retro vibes of the home itself is very cozy and unique. Will definitely book again if we ever come back.

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
Everything was great!:) Definitely recommend!

Wrigleyville Greystone
Mark and his partner have clearly put their heart and soul into preparing this home for guests. Every detail has been thoughtfully considered, and any instructions you might need seem to appear just when you need them. The house itself is cozy, clean, and incredibly comfortable. To future guests, make sure to spend some time in the beautiful backyard. Whether you’re sipping a drink, reading a book, or simply having a chat, it’s a lovely, peaceful spot that adds something special to the stay.
Lake View, Chicago fishing vacation rentals

Spacious Vintage 3 BR in Chicago's NorthCenter!
Lin communicated clearly and was helpful throughout the whole process. The space was perfect for our needs, close to the event we were there for and in a lovely neighborhood near a small park close to a variety of great family restaurants. Happy to go back should the need arise.

Charming, Sunny Apartment with Backyard Garden
We really enjoyed our stay and Susan was a wonderful host!!!

The Bright Retreat in Andersonville
Alex’s place is perfect for a short stay in a very walkable area of Chicago, with plenty of restaurants and bars to walk to near by! A cozy bed awaits you at the end of the day, and on-site parking is an added bonus!

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit
Great spot to stay in Chicago! Perfect location between Wrigley and Downtown so everywhere we wanted to go was easy to get to. Jane was a great host.

Andersonville Living
We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there again.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Near Lake Michigan & Wrigley Field
Loved this spot! It was exactly where we wanted to be located - walkable to Aragon. the place felt clean, had high tech amenities, walkable to coffee and Eateries, convenient to train station. Lots of natural light, well decorated, cool stuff to look at and read. would stay here again.

Midcentury Modern Lakeview 2 Bedroom Apartment
We enjoyed our stay in this apartment very much. It is nicely appointed with comfortable furnishings and up to date decor. The neighborhood is quiet and lovely, just a short walk to restaurants, shops and trains. Michelle was responsive and very easy to deal with. We would rent here again next time we're in town.
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
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center