
Family-friendly holiday rentals in Cheboygan
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cheboygan
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Cheboygan family-friendly rentals
Family-friendly home rentals with a hot tub

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:)

Cool Dome Panoramic Sauna Hot Tub Pet Friendly
Jeff’s place is a wonderful and scenic retreat! We had a great time and really enjoyed all the indoor and outdoor amenities!

Leelanau Modern Farm Cottage-NEW HOT TUB 2025
We loved our stay in this beautiful house! It's even better in person than the photos - and the photos are pretty great! Perfect location - peaceful and secluded but not far from anything. Melissa was amazing and communicated quickly when any question arose - we were able to check in early and check out late which was an awesome benefit with wine in the car! The amenities are perfection: such a well-stocked kitchen and a pristinely clean bathroom. The bed was so comfortable and the character throughout this lovely old granary really made it a stand out. The location is central to many wineries, breweries and great restaurants - we never felt far from anything but it was so quiet and peaceful to be surrounded by fields and so much green! The hot tub was an amazing bonus and we used it on an unexpectedly cold May night. Suffice to say, we will, without a doubt, be making a return visit to this wonderful place. - Lisa & Dave, Sawyer, MI

Beautiful Log Cabin on the River with Hot Tub
This place was so nice and relaxing! One thing that we were happy about is that they welcomed dogs! We have 2, 9 month old mini poodles and this was their first adventure so having a host that accepts pets was #1 on our list. This place is way better than the pictures! We felt right at home and we loved watching the boats go by on the river! The beds were so comfy and made for an even better relaxing time. I highly recommend this place. It is very private and quiet! We saw lots of different types of birds, including a couple eagles. We knew a beaver was close by but never got to see him, only his handy work. I wish we could have stayed longer and hope to be back in the future! Thank you Donald, we soooo enjoyed your place!

Harbor Springs hilltop home.
We stayed at Cathy's place while having plans at Nub's Nob. The location was absolutely perfect. Cathy was incredibly friendly and helpful. The house was beautiful and comfortable and it truly felt like a home away from home. We would, without a doubt, stay here again when in the area.

Boyne Mountain Villas Condo -Sleeps 12
Everything was great! We had an amazing time and this place met everyone’s needs!

Golf and Sun Lovers Up North Getaway
Wonderful host and fantastic condo. Comfortable, clean, spacious, and had everything we needed. Very nice linens and towels. Location was perfect for us to access Nubs Nob and restaurants in Harbor Springs. Janine was exceptionally welcoming and responsive.

Stunning Waterfront, Updated TC Condo with Pool!
We loved our stay! The listing was exceptionally clean and amenities were as described. We enjoyed the location and having a coffee shop and (delicious) burger joint in walkable distance was a great bonus! The view of the beach and water right off the private balcony was wonderful and having a heated pool/hot tub combo right on property made this an ideal booking for our family. We’d come back and would recommend to others!
Family- and pet-friendly home rentals

Deckhand's Quarters @The Boat Shop - Paradise Bay
We loved our stay above the Boat House. Room was clean and uncluttered, but with a few books and games to make it cozy. Location was quiet and peaceful. Loved sitting on the deck with a book. I would definitely stay here again! Carol was a great host, even letting me keep the room an extra couple hours until the ferry came.

LEELANAU COUNTY MODERN BARNHOUSE
My husband and I love the Leelanau peninsula and try to go up once in the spring before the craziness and once in the fall each year. Tiffany’s place did not disappoint. The property its self was magical, private, and everything as described. The location was 5 stars for what we enjoy - Leland, Suttons Bay, Northport, Glen Arbor and all in between! Would HIGHLY recommend staying here!

Treehouse Chalet - Bellaire - Near Torch Lake
I honestly believe this is just about the nicest Airbnb that I have stayed in over the last 10 years. The home has a wonderful layout and the backyard with the treehouse, deck and fire pit is makes for such a relaxing experience. The kitchen has absolutely everything you will need. The beds are super comfy. Lauren was quick to respond and very helpful. We will be back!

Cabin #1 on a century old family farm
Very beautiful location and a very short drive from downtown Charlevoix. It took a few minutes of walking to get from Cabin 1 to the main cabin where we could charge our devices and use the bathroom, which we didn't mind too much since it was a short stay. If you'd enjoy a camping-like experience with a comfy bed and no bugs, this is a great place to stay! Carl was also super helpful and responsive :)

Creek side, Great outdoor space, On the bike trail
We appreciated the local chips and beer and special dog cookie. This is a great spot and we are thankful it is dog friendly.

BOOK FAST: 6/22-29 Just Opened @Private Lake Home!
This is our second time staying at Laurie’s Airbnb and we love it. It’s the perfect place to enjoy the winter wonderland up there. Laurie is very communicative and very helpful. The place is comfy and we love that we can bring our dogs!

Beautiful home on Long Lake
This place is beautiful,we had a great time place was very peaceful!!! I highly recommend the pontoon rental, great fishing info on the lake, great variety of fish from the dock!!

Quiet freshly renovated two bedroom lake house
What a fabulous place! Tom's house was just as described, neat, well appointed, and with lots of outdoor toys. Rent the pontoon if you can--that was the biggest treat! Everything was there that we needed, including extra toiletries which turned out to be perfect given we forgot some! Easy to spend a week here, with quick access into TC, a big screen to watch tv at night, and the great outdoors to spend the days in hiking with the dogs. We highly recommend Tom's place. He was so easy to work with and we really enjoyed our stay :-)
Family-friendly home rentals with a pool

Lake Charlevoix, Boyne City Condo
We stayed with another couple at this condo for a golf trip and loved everything about it! Convenient location and the views are unrivaled! The condo was very clean and the beds and pillows were very comfortable! The hosts were extremely responsive and accommodating! It was a lovely stay and we would definitely recommend it!

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

Poolside at Boyne Mountain, slps 11, SuperHost
Mathew’s place was wonderful and it was so close to the lifts… we loved his cozy slope side chalet! We will definitely book again in the future!

Shanty Creek Resorts/Schuss Mountain Condo
Absolutely loved the location of this rental! It was like a 3 minute walk over to the yellow chair. So, so easy! The condo is also fully stocked with anything you might need for cooking breakfast, lunch and dinner. It is decorated super cute, was clean and very accommodating. We would stay here again for another ski trip.

Lakes of the North GOLF/ORV cottage
This location was perfect for our winter get away. Check in was easy, the house was clean and ready for us to enjoy time with our family. We were a group of 8 people, four adults and four children. there was space for all of us to spread out and enjoy time inside as well as outdoors. Beds were extremely comfortable! The cabin was located close to many activities such as shopping in Gaylord and snowtubing at Boyne Mountain. Andreia was helpful in providing suggestions for things to do. our group enjoyed using the club house pool as well. overall our stay was perfect. I would absolutely book this same cabin again for another family vacation.

BOYNE MOUNTAIN DISCIPLES CONDO SLEEPS UP TO 16
We had a wonderful stay and it was perfect for our group outing. Everyone was comfortable and the space had everything we needed. We liked that both kitchens were well stocked with cooking and kitchen ware as well as storage space for all our needs. Almost every room having their own bathroom was very nice, and the building layout and bedroom number allowed our group have plenty of their own space. The common areas were cozy and big enough for all of us to congregate and share meals together. It was truly a great perk to have the shuttle service and resort spa available to us. The location is convenient to downtown Boyne and Gaylord for quick trips and the house itself was in a picturesque and peaceful area. We would absolutely love coming again and would plan to stay longer so we could take advantage of more activities next time.

(4) 60 Sweet 2 bedroom
Bridget's place was spotless clean and the condo has a great view of Lake Huron. Check-in was easy and property manager Carol was very responsive to our questions. Bathrooms were thoughtfully stocked with toiletries that made our stay easy. Will definitely stay there again!

Sunset Glory
Sunset Glory has been our "go-to" ski weekend rental for years! We Love the apartment and being right in town and so close to the Highlands!
Quick stats about holiday rentals that are family-friendly in Cheboygan
Total rentals
20 properties
Nightly prices starting at
$129 SGD before taxes and fees
Total number of reviews
1.3K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
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