
Condo vacation rentals in The Great Lakes
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Top-rated condo rentals in The Great Lakes
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Modern Izakaya Studio in Wicker Park
My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

Historic 1850s Walton St. Apt w/ Rooftop Hot Tub
Jasmine & Scott’s place was even more beautiful than the photos! A truly unique spot that was super clean in a great location. The attention to detail in decor and Jasmine’s friendliness and responsiveness made us feel right at home. We had some issues with the projector when we arrived and Jasmine came right over and fixed it for us while we were out for dinner (at one of Jasmine’s amazing recommendations!). We couldn’t have asked for a better trip :)

Picture Perfect 3Bed Steps from Train and FLW
Great stay at Anne’s place. She was very communicative and went out of her way to ensure we were comfortable. We would definitely recommend to anyone coming to the Chicago area!

Cozy Fairy Lake Getaway
The perfect little get away. The condo was super clean and updated, as well as homey/welcoming. Pino provided everything you could need. The view was beautiful. It was just what we needed for the best weekend.

The Moose Lodge - Modern Condo in Collingwood
The place was clean, quiet, and well-maintained. The bed was comfortable, and the middle bedroom, with no windows, was good for sleep. The host was responsive—when I asked for more toilet paper, they provided it the next day. Overall, a very positive experience!

Private hot tub - King bed suite - Free parking
Cody’s place was a perfect hideaway from which to venture into the city, and both far enough away to be peaceful but close enough to a string of good restaurants and cafes to be walkable. Check-in and house instructions were comprehensive, Cody himself was proactive and communicative, and the hot tub was a major plus on cool nights. Looking forward to another stay!

The Wanderlust at the Sunset Cove
Stay here! Had an excellent weekend getaway, and loved Botond's space. Obviously very well kept and clean, but the space has a very tranquil vibe and is extremely cozy. Would love to stay again! Lots of great food and fun within walking distance! I'd recommend a morning walk up the hill to downtown! And if you can, a short drive to Deer Park! Boti really is a great, responsive host, so big thanks to her again!

River Street Loft
First of all Diane was extremely friendly, and very responsive. I had a slight problem with the TV and she responded immediately and between the two of us it was quickly resolved. This place was rustic, but very charming.
Pet-friendly condo rentals

Lovely top floor 2BR/2BA, steps from everything!
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.

One Minute Walk to Lake Superior. Brookside #3
Jon's place was great for me and my wife with our 2 small dogs. we were the first renters of the season and there wasn't any coffee, so Jon immediately gave me a $15 refund. great directions for hiking trails, nice quiet place and great location for visiting the Apostle islands. we would definitely stay there again.

On Lake Superior's Shore (Chateau LeVeaux Unit 6)
On both nights of the stay, host reached out to let us know if we stepped outside we may be able to see the northern lights. Before the stay, had several lists of recommendations and things to do in the area. Quick response time and very friendly. The condo is in a beautiful, serene location that is perfect to escape to.

Lincoln Square Gem!
Great location, and easy access to all main streets. The neighborhood is quiet, and very safe. The people in the neighborhood were very welcoming. The condo was nice, very spacious and a great value for the cost.

Ultra clean/cozy condo, 10 mins south of Downtown!
Crazy clean, super breezy place to stay. Neighborhood is fine, but not a lot of amenities. But it was a great place for us to be.

Lake Views in Downtown
We stayed at the location for a wedding. We loved how the area was so walkable for the city, for food, and to get out into nature. Truly a lovely spot and extremely convenient.

Golf course view, close to the beach
A charming spot next to a golf course. Pet-friendly, close to Glen Arbor.

Updated Designer Duplex In Fulton Market W/parking
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai
Condo rentals with a pool

Lake Erie Condo w/ amazing view & indoor pool
Location was great. Beautiful view of Lake Erie. Very clean, tasteful and had great fun with friends for a girls weekend getaway. Recommend Shawna’s place!

Bluewater: Breathtaking Lake Superior Views
This was a beautiful place to stay with spectacular views! The kitchen/dining was the perfect size for our weekend getaway and was equipped with everything we needed to make our own meals. Just remember to bring your own groceries and plan ahead because there aren’t a lot of local options as far as shopping once you arrive. The environment is quiet and serene with a little walking path down to the lake just steps from the back door. The unit is decorated with a rustic nautical theme which is fitting to the view of the lake. This was a perfect place to unplug from the busyness of life and that’s just what we did! We are looking forward to staying again soon!

North Shore Escape on Lake Superior
Such an amazing spot for a weekend getaway. This place matched the description and pictures 100%. Beautiful area with so much to do!

180° Lake View in the Heart of Downtown Sandusky
All great things, all great things! This was one of our favorites that we stayed so far and we've been in several at this location! Also, this was the first time we fished right there on the water, and it was great fun! Ross was very responsive on a couple quirky questions, nothing impactful, all great! Would stay, again.

Beachside 213 Luxury Condo on the Beach
Would definitely stay again, clean unit in a great locations. The balcony was amazing in the early mornings for coffee.

The Docksider for Couples & Young Families
This was our first vacation as a family with a 5 and 3 year old. Our neighbors were lovely. The beach was a great addition. The place was pristine and exactly enough for us. Perfect location close to everything and the communication leading up to the vacation was top notch. We had chilly weather but the vacation was just what we needed. Amazing view and super relaxing (even with the kids!) will definitely come back!

Relaxing Villa with Amazing Amenities!
Great place! Loved that we were tucked away in a more quiet area but still a short drive away from the hustle and bustle of Lake Geneva. Quiet, clean, and spacious.

Lake Superior Views Await - Unwind or Explore
This was a great place for our family, right on the lake. We were close to lots of parks and hiking trails. Quick drive to restaurants and shops. There was plenty of space and the indoor pool was a great spot for our kids.
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