Search Vacation Homes in Winnetka

"This home was very Beautiful and More Spacious than expected with a Beautiful back yard that we sadly didn’t get to enjoy because of the rain. The house location was great with A lot of stores and restaurants nearby. Next time we have a Family gathering I definitely will be rebooking"

"Relaxing, quiet and clean neighborhood. Love the retro decor. Kitchen is well equipped for those that might want to cook. A few branches were down in backyard, furniture wasn't set out yet such as outdoor dining table and chairs or gazebo, but overall property was in good condition. Thank you for a relaxing place to stay."

"Place was clean and decor was nice and owner responed very nice to any questions."

"We loved staying at this property. We always opt for VRBO and other home rentals when we travel and I always do extensive research on each property/neighborhood before I book. This property ranks as one of our top experiences and we've traveled all over the world. The home itself is lavishly renovated and comfortably appointed. TONS of sleeping options, many sparklingly clean bathrooms, two dining areas, two sitting areas, a lovely (and quiet) backyard, and an impressive kitchen all with...

"This vrbo exceeded expectations from the photos. The vrbo was extemely clean, well maintained, and our dog enjoyed the yard. We also felt very safe walking at night and really enjoyed the proximity to Oak Park attractions, and the green line el stop is a 5 minute walk away. We intend to stay again when visiting the Chicago suburbs!"

"Comfortable"

"very close to Michigan Avenue convenience store like a block away. It was a great stay."

"This is one of the most charming vrbo that i have stayed at. the house is just as 1 described My son graduated Navy Bootcamp and it was so nice to have the comfort of this home vs sharing 3 hotel rooms."

"Perfect for a traveling family!"

"My boyfriend and I just got home from our stay at this beautiful house. We enjoyed it very much, especially the hot tub! Everything was so clean, communication was a breeze and the location was ideal. We didn’t want to stay in the city, just on the outskirts. This place was perfect for us. Unfortunately, the Chicago weather didn’t agree with us too well, so we fell sick on our trip. Thankfully the house was close to everything we needed to access for that. We absolutely would stay again when we...

"A perfect, quiet, but centrally-located destination on the North Shore in Evanston, there's nothing but good about this historic coach house a block from Lake Michigan. The apartment is beautifully furnished, and full of light and charm. Comfortable room sizes, and lots of closets. Easy to access and very private and quiet. A nice roomy kitchen, with a pleasant dining area. Could not ask for a better getaway locale in Evanston. Will definitely be back soon."

"The property is in a great location and very well maintained. It's a great place."

"Great location and good neighborhood"

"Every part of my experience in this VRBO was 5 star! Absolutely amazing hosts, best communication and so communicative and accommodating! The home was perfect! It was cozy, modern, comfy and spotless. I can’t say enough wonderful things about this home. We celebrated Christmas here and it made my holidays a joy. Thank you!"

"Me and my family stayed there and it has to be my favorite place when visiting family there was more than enough room for local family members to come and visit, the beds were so comfortable and the place was stocked with everything we needed. Communication was perfect we had to stay an extra day and they let us book it with no problem. Would definitely book to stay at again."

"It was a perfect location and plenty of space for family of 8 plus visiting friends. Mike was a great host and we got to enjoy some firewood he had set up for us to have a fire. Highly recommend! The description says 4 bathrooms and there are 3 bathrooms…the only discrepancy."

"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."

"Great location for us to get downtown for a college graduation and friends and family in the western suburbs. Great backyard as well!?"

"We came for a wedding and it was perfect for us to all be together. 5 adults and 2 kids aged 3 and 12. Very comfortable"

"Had a great time used space for birthday event!!"

"It was amazing to have a whole apartment for the price of a hotel room... less actually. Their system is simple and painless. I will book here again!"

"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "

"Overall the stay was amazing. We will definitely be booking here again."