
Holiday rentals in Cheboygan
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Top-rated holiday rentals in Cheboygan
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Aframe on Tunnel of Trees Harbor Springs
Cozy A-frame perfectly located minutes from downtown Harbor Springs. Nestled in the trees across from a nature preserve so you get that “cabin-in-the-woods” feel while being close to everything the area has to offer. Perfect homebase for “Up North” adventuring: •5 min from downtown Harbor Springs •20 min from Petoskey •40 min to Mackinaw •10 min to Nubs Nob/Highlands •5 min to Tunnel of Trees M-119 Home Features: •2 bdrms w queen beds •Indoor & Outdoor firepit •Stocked kitchen •Front/back deck

Cute Cabin! Walloon Lake! Hot Tub! Pets!Fireplace!
Experience the charm of Walloon Lake Village in our beautiful, cozy cabin in one of the most beautiful areas in Northern Michigan complete with a secluded backyard to relax with a campfire, hammock, hot tub and space for yard games within walking distance from three restaurants, park with pickle ball and play ground, river for fishing, beach, Walloon General Store and million dollar sunsets. Hiking and 4x4 trails are minutes away as well. Located less than 10 minutes from Boyne City and Petoskey

Moran Bay View Solarium Suite
Centrally located, downtown, 800 sq. ft. heated solarium suite - bedroom, living room, small bathroom and kitchenette (toaster oven, microwave, electric frypan, mini fridge - not a full kitchen) and sleeper couch, attached to the back of my home. Private entrance out back, winter access thru the garage. Laundry facilities in the garage. Driveway parking. Well behaved dogs are welcome - see rules. Fenced backyard with fire pit. Solarium is full of plants. Beautiful front water view plus gardens.

Cozy Cottage • Winter Retreat w/ Sauna + Fireplace
Updated home located on the shores of Lake Huron. With 1,500 sqft of space, the chic decor provides a comfortable place to rest after enjoying beautiful Northern MI. Swim in the cool blue waters of the lake on our private beach, or rock hunt on the traditional Huron beach shores. Grab a coffee and experience the beauty of the water from the 50' deck or down on the beach next to a warm fire. End the day decompressing in the private sauna. -20 min to Mackinaw City, 10 min to downtown Cheboygan.

Black Lake Cabin Retreat
Clean cabin with UP NORTH log furniture nestled above the picturesque sunset side of beautiful BLACK LAKE! Black Lake is a 10,000 acre all sports lake. The cabin sits on a hill (not on the lake) about 35 ft from another home on 40 acres and has 105 ft of private lake frontage shared with my another unit. Wildlife along with flower gardens throughout the property. Black Mountain Recreational Area is 10 minutes away. Mackinaw, Petoskey, Ocqueoc Falls 45 minutes away. Restaurants 10 minutes away.

White Goose Cottage
Welcome to the quaint and historical Village of Topinabee located on beautiful 17,000-acre Mullett Lake, and the Inland Waterway of Northern Michigan. This 3 bedroom, 2 bath home with updated kitchen and bathrooms is easy access from I-75 and walking distance to the public swimming beach, Bar and Grill, Topinabee Market, the public boat launch, and North Central Bike and Snowmobile Trail. Come and enjoy this four-season home for all recreational activities the "Up North" life has to offer.

The Bear Cub Aframe
We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

The Cozy Cottage close to town
Our beautiful cottage is right outside Cheboygan city limits set in a peaceful country backdrop. This cozy little space is the perfect retreat for you to explore everything Northern Michigan has to offer. As soon as you walk into our quiet little getaway, you will feel at home. Just a couple minutes from the cute shops and restaurants that line Cheboygans Main Street, and about 20 minutes from Mackinac City's famous fudge shops and the ferry docks for Mackinac Island.

Cozy, Rustic Cottage - Lake Huron Access!
Lakewood Cottage resides in a small, private association. The association resides along the shores of Lake Huron in Cheboygan County. Guests have access to 4 private association Lake Huron access points that also include some playground equipment for the littles! Surrounded by the tall Northern Michigan trees, this rustic cottage is the perfect location to get away and relax - you will definitely feel like you are "Up North" when you stay with us!

Disconnect at our Ski Chalet in Nubs Nob
Newly remodeled A Frame Cabin in the woods of Hidden Hamlet in Harbor Springs, Michigan. Located in the little neighborhood at the base of Nubs Nob Ski Resort, this is a peaceful and quiet neighborhood surrounded by beautiful trees. Currently we are renting this as an open bedroom loft with a queen bed. There is also a pull out sofa sleeper on the main floor, but you know the comfort level of those... Check us out on Instagram @potters_cottage

Aloha Village Quaint 2BR Pet Friendly Cottage
This adorable pet friendly cottage in the heart of Aloha Village is steps from Mullet Lake in Cheboygan Michigan. Aloha Village is the home of Aloha State Park and on the North Eastern State Trail system for biking, hiking and snowmobiling. Nearby boat launch with excellent fishing. 2 bedrooms, one bathroom with fireplace and central air conditioning. Close to the U.P. and Mackinac Island.

Snowy A-Frame Escape | Hot Tub + Fireplace
❄️ Snowy Weekend Escape in Indian River! ❄️ Fresh snowfall is expected — the perfect excuse for a cozy Up North getaway. Relax in the private hot tub under falling snow, unwind by the fireplace, and enjoy peaceful winter views in our romantic A-frame retreat. Sleeps 4 and ideal for couples or a double-date weekend. 25% off already applied for this weekend only!
Popular amenities for Cheboygan holiday rentals
Stay near Cheboygan's top sights
Other great holiday rentals in Cheboygan

Serene Lakefront Escape•Sauna & Woodfired Hot Tub!

Comfort and Rest on Twin Lakes

Little Cabin on the Lake

Tree House on Pigeon River

North Straits Chalet-Fast Drive to Mackinaw Ferry

Holistic Hideaway

Enjoy your stay close to town at The Clay Slipper

Sugar Magnolia- Black Lake
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Cheboygan?
Yes! Work meets play with ease at over 10 vacation rentals in Cheboygan featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Cheboygan?
Experience the best of Cheboygan with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Cheboygan have wifi?
Absolutely! We offer over 10 house rentals with wifi in Cheboygan. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Cheboygan?
Cheboygan has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Cheboygan

Total holiday rentals
Explore 20 holiday rentals in Cheboygan

Nightly prices starting at
Cheboygan holiday rentals start at $114 SGD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cheboygan holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Cheboygan rentals

4.9 Average rating
Cheboygan stays are highly rated by guests – averaging 4.9 out of 5!
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