
Vacation rentals with a pool in Upper Peninsula of Michigan
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Top-rated rentals with a pool in Upper Peninsula of Michigan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Upper Peninsula of Michigan rentals with a pool
House rentals with a pool

The Hideout: Luxe Birchwood Escape w/ Hot Tub
Makayla’s place is gorgeous and she’s a wonderful host. The place could have had less (cute) decorations for those traveling with young kids. We hid most of them but missed one or two that eventually became casualties of the 3 year old. But Makayla handled it with grace. And was so kind in her exchanges going so far as to mail back the toddler’s favorite PJs and stuffy.

Family ski-in & ski- out 4B/4B Disciples Ridge
Ive rented alot of air bnbs over the years. So far? This has been the best experience ive had. The house was amazing. Super clean. Comfortable beds. Super well stocked with amenities that most places dont provide. Jennifer is super easy to communicate with and get ahold of. We will be back next year:)

Beaches/Golf/Pool/Hot Tub/Sauna/Resort/Pet-friend
Our family had a wonderful stay at Yvonne’s home during early summer. The condo was very clean, clutter free, tastefully decorated, and fully stocked of ALL supplies (facial and bathroom tissue, detergent, softener, coffee and all the accompaniments, towels, etc.). The location was fantastic, which made it easy for us to enjoy time in Harbor Springs, Petoskey, Cheboygen, and Good Hart. It was off the beaten path, quiet, and very beautiful. We enjoyed relaxing at the outdoor pools and hot tub. Yvonne communicated very well and responding quickly to any inquiries we had. She’s a wonderful host with a great home! Do not hesitate to book her home if it’s available!

Unique 7 bedroom Round House Petoskey Mi
We thoroughly enjoyed our stay at Bob and Lisa’s place!

Bay Cliff Cottage Retreat
This is the cleanest Airbnb we have ever rented! Everything we needed was included. Beautiful location! The pool was and extra perk that we enjoyed. I would definitely rent this place again.

Cozy Retreat w/ Hot Tub & Game Room – Pet Friendly
Loved our stay in Michigan, we loved the privacy that the Airbnb gave us and the jacuzzi was so worth it!

Timber Valley Chalet Ask about seasonal discounts
We have stayed at Timber Valley multiple times as a family and it is always a yearly highlight getaway for us. Kristi's place is very cozy and inviting especially being surrounded by the woods and nature. The house is the perfect size for our family of six and we have even had additional family stay with is in the past with more than enough room to accommodate our needs. Kristi is always responsive and helpful with any questions or concerns that come up. You can't go wrong with a stay at Timber Valley!

The Maple View Lodge / at Shanty Creek/Schuss Mo.
We had a great stay this weekend! The house was clean, spacious, and exactly as described. The beds were comfortable, and the kitchen was well-stocked, making it easy to cook and hang out as a group. We especially appreciated the outdoor space—it was perfect for relaxing after a long day. Communication with the host was smooth and responsive. Would definitely recommend this spot to anyone looking for a hassle-free and enjoyable stay!
Condo rentals with a pool

Leelanau Townhouse Retreat at Sugarloaf
a pleasure . . as always. Clean place, efficient check in, great location.

Breathtaking Sunsets
It was better than expected. The place was clean, amenities were thoughtful. Everything we needed was there. The host definitely had the guests best interest in mind. . Very pleased. 5 star host for sure.

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.

1 Bedrm Loft ShantyCreek Northern Escape Condo
There’s something magical about Shanty Creek. It’s our little escape each year, and this visit was just what we needed. Mornings with coffee, evenings with sunsets—those peaceful balcony views never get old. The space is cozy, calm, and always feels like a gentle pause from the world. It gave us room to breathe, rest, and just be. Cheryl was a fantastic host who communicated with perfect detail and the space was our perfect getaway. We are already dreaming of next year’s visit!

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 W2 condo at Shanty Creek
Nate was a great host! We would stay at the unit again.

Ski-In/Ski-Out on Lutsen Mountain: The Hygge Suite
My husband and I were looking for a relaxing get-a-way without the kids :) This place was exactly what we were looking for. The space was welcoming and comfortable. Steps away from an outdoor pool, indoor pool, indoor hot tub, restaurant and everything at Lutsen Resort. The key fob for the pool didn't work but Joanne responded RIGHT away and was able to solve our problem within minutes. We decided last minute not to bring our fur child and she refunded us the pet fee right away. Overall, very satisfied and have talked about going back with the whole family!

*Comfy Mountain-View Getaway w/Kitchen
Deborah’s property is comfortable, well-equipped and homey, with a number of thoughtful details and a great view of the resort’s golf course. I enjoyed my stay very much!
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