
Holiday rentals with a pool in Upper Peninsula of Michigan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upper Peninsula of Michigan
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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
This has been my favorite Air BNB to stay. Everything was exactly as portrayed in photos. Very clean, beds cozy, check-in/out smooth, & we were able to use the pool & jacuzzi!

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

Bay Cliff Cottage Retreat
Great quiet, private location with unbeatable views of the bay! House was well equipped and matched the provided photos. Would definitely recommend!

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!

Pineview Get Away, Pet Friendly Resort Home
This was probably the best AirBnB I’ve stayed in to date. The cleanliness was near pristine, it had anything you could possibly need (the water station was a lifesaver!! And so thoughtful too). She provided multiple recommendations of activities to do nearby with my family, places to eat, and great instructions for being able to use the amenities within the community. Not to mention the home was beautiful. It was perfect for a getaway and I would absolutely consider booking again if I were ever in the area. We didn’t have a dog with us, but I love that they also had a large dog kennel on site for those that do bring a dog. Overall, a wonderful stay and experience!

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!
Apartment rentals with a pool

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.

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

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI
This place was perfect for our family! The large backyard was perfect for outdoor games for all the kids and the pool was very nice! Bonus that we could walk to the winery and cheese store! Very convenient location for exploring all of door county!

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!

[L a n d m a r k] condo! Spectacular Views!
I was very happy with my stay. Place was exactly as advertised, and loved the added amenity of a 24 hour (adults only) pool located just a short walk away. Location was prime for Door County, located right between Sturgeon Bay and Sister Bay, making it easily accessible and drivable for all the wineries and sight-seeing you want to do in the peninsula. Thank you Carrie!

Ski-In/Ski-Out, Lutsen Mountain, sleeps 8!
The perfect place to gather for a peaceful rest! The setting is wooded & quiet — our favorite type of get-away! Also, thanks for the great communication, Christopher!

"A Room with a View",EastBay Waterfront with Pool
Kara’s place was perfect! My wife and I celebrated our 25th anniversary and we couldn’t have picked a better place to stay. Very comfortable and clean place, had everything that we needed. From the views and close to everything that we wanted to see. Definitely hope to be back soon!

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!
Destinations to explore
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