
Condo holiday rentals in Lake Michigan
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Top-rated condo rentals in Lake Michigan
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Beach Studio- King Bed, Modern Updates
Super cute spot in a convenient location! Clean and easy to get to. Place was equipped with everything you need for your stay included towels for the pool! Jessica was super helpful and responsive! I’ll totally be back to stay during my next time in Manistee!

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.

DoorCo Happy Place @Landmark Resort
Quiet, restful location. The little porch was a nice touch. On the small side. Perfect for a couple, as I can't imagine sharing the space with kids. The location is perfect for exploring the Door. We did not use the pools, but would have if we remembered our suits! Well stocked kitchen if you feel like cooking, but no salt/pepper could be found. A pleasant stay overall!

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!

Curated, NewBuild Condo on TART Trail, With Bikes
This home was just as advertised. Clean, well stocked and our host was very responsive to our few questions. If you are planning a trip centered around biking, you can’t beat this location! It’s right on the TART trail. The condo was the perfect size for my husband and I and our small dog. Highly recommend.

Chic Studio ~Walk to Dining, Shops & Trails
Everything was great! Beth was very responsive and flexible. This is a great place in such a cool part of town!

Shanty Creek/Bellaire/Golf Northern Sunset Retreat
Amazing view!! Very helpful with things around to do! Clean!!

"A Room with a View",EastBay Waterfront with Pool
Kara's place offered amazing views of the bay and was super clean with high end furnishings/designs that truly make you feel like you're getting away from the city for a great mental/physical reset. Will absolutely be booking here again next time I am in town.
Pet-friendly condo rentals

Robyn's Chain Ferry Nest #2 Water-Chain Ferry View
Saugatuck is a darling town and Robyn’s condo made it even more delightful. Wonderful neighborhood, very walkable to shops, restaurants and the water!

Front Street Retreat
It was very cozy and homey, clean and comfortable! The hosts were very prompt and friendly answering a question that I had prior to reserving it. The instructions were precise and easy to understand. We had a lovely little trip with my husband's elderly parents and it was perfect for the four of us! Thank you!

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.

Spacious Condo at The Commons, Walkable Shops
Perfect location and exactly what we needed. Very quiet. Grounds were beautiful. My only question going in was if the brew pub in the same building would be a distraction but definitely was not. Actually the opposite. We had multiple nice visits there, friendly staff and closes early too. The immediate surrounding area was very quiet and peaceful after 9 PM Saturday night The ability to temporarily pull up to the ground level front door to unload vehicle was handy. So many food and drink options within a few minute walk and great hiking trails right behind building up into hills west of TC were also great. Would stay again for sure. The history of the facility is very interesting and would recommend taking one of the tours available.

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.

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

Bay View - Lake View on the Park w/Secret Lounge
We rented this entire house, both upper and lower units (separate listings) for our wedding across the street at South Shore Pavilion. This rental was outstanding and created a beautiful and stress free home-base for our wedding guests and weekend. The bridal party was able to get ready here before the ceremony and guests from out of town had clean private bedrooms to stay in. Awesome eclectic vibe and plenty of places to relax, with plenty of extra room. I recommend this rental to anyone spending an important weekend in Bayview, like a wedding. The next door neighbors were courteous and very tolerant of our busy weekend. Instructions were clear for how to stay out of their way and how to be good guests in the neighborhood of mostly homeowners. I would not consider this a “party house” given the context of the neighborhood and rather a beautiful relaxing domain to enjoy the best neighborhood in Milwaukee.

101 | Luxury | Downtown Sister Bay | Door County
What a beautiful property! We had an amazing time and couldn’t have asked for a better hostess, location, and place to stay. Would definitely recommend!
Condo rentals with a pool

Leelanau Townhouse Retreat at Sugarloaf
We had a wonderful weekend and totally enjoyed the Condo. It was clean, organized and we felt right at home. We most definitely would stay there again. It was perfect!! Thank you so much for allowing us to rent from you. It was nice to have a home, instead of just hotel rooms. Excellent experience.

BunnyHill: Outdoor Heated Pool- Summer
The property at Boyne is a classic and has maintained a warm place in our memories which we have returned to decades ago after decades. There is history and seasoning in everything which has traveled and joined in our time and hopes every time we attend.

Surreal Views #328 | Beach | Pool | AC | Hot Tub
Great location in Traverse City! We loved that we were located right on the beach! The condo was very clean and looked like the pictures. We would stay here again.

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️
Great place with a beautiful view!

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Our Stay at The Bliss of Evanston was great. The host is very responsive and was very accommodating of our requests. The location and view can not be beat.

The W2 condo at Shanty Creek
Nate was a phenomenal host. Very responsive, and had great suggestions of things to do. Extremely clean inside the condo. Would recommend Nate to anyone.

Amazing Beach Condo with pool and great sunsets!
Let me begin by saying we can’t wait to stay again. The location was absolutely amazing, particularly if you, like us, adore sunsets. We enjoyed the walk to the beach which is on the property and found the sunsets breathtaking. The beach is beautiful and allowed us to walk three miles. The unit was very clean and had what we needed. We were able to cook in two nights and enjoy a Saugutuck restaurant one evening. Patricia was very communicative and was prompt in responses to questions. We simply could not have enjoyed a better stay. We look forward to coming back.

Cute condo with pool great for summer fun
Our family of 4 really enjoyed our short 2 night midweek stay here. Excellent location that is close to the beach and downtown Saugatuck. The heated pool and gas fire pits were really nice after we got back from a day of exploring the area. Isabel’s was just a short walk across the parking lot - great bakery, coffee shop, and market with unique foodie options. We would love to come back here.
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