Holiday houses in Cheboygan County

4.95 out of 5 average rating, 122 reviews

Maxwell House, Farm setting Cheboygan, MI

Welcome, stay and play for 2 nights, a week or more. Located 20 minutes from Mackinaw City and adjacent to trail number 7 with amazing scenery and many opportunities to eat and drink on and off the trail. Cook in the well-appointed kitchen. Relax and entertain in the large living room with 50" TV and 2 large sofas. Rest well in one of the 2 private bedrooms or open loft with two twin beds. The single bathroom has a shower and garden tub on the main level. Close to Mackinaw City/ Mullet Lake.

4.93 out of 5 average rating, 185 reviews

Lake Huron Beachfront Home with Sauna

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.

4.86 out of 5 average rating, 165 reviews

Pa's Retreat a Cozy Cottage for Fishing Families

Amazing fisherman's paradise. Burt lake access across the road & boat launch is just 1/2 mile away. Lots of parking. Lots of space inside to get ready for a day on the lake and for prepping family meals. This place is ideal for humble fishing families looking for a warm bed, hot shower, good meal, and a great time in the woods! We are off the beaten path, 15 minutes to town. Unfortunately, there is NO TV or WiFi, and cell service can be spotty. Perfect place to turn off electronics & get away!

4.95 out of 5 average rating, 106 reviews

Black Lake Beachfront 4season Lake House 🐾

A Pure Michigan getaway awaits you at our Lakehouse. Stunning Black Lake sunrises. 3 bedrooms. Open concept kitchen-dining-living rooms, cozy, fabulous views, private drive. Boating, swimming, fishing, All Sports Trails. Near Mackinaw City/Mackinac Island. 25yo+to book, 4pm check in, 11am check out. JUNE-AUGUST RENTED BY THE WEEK (Saturday check-in/check-out). Long stays considered. $50 pet fee. $75 Cleaning Fee. Smoking outside only. No party’s. Guests responsible for any damage to property.

4.95 out of 5 average rating, 171 reviews

"Private, Modern & In Town!

"Come experience Pure Michigan in our beautiful river town. Our 3 -bedroom, 2-bath vacation rental is newly remodeled and is equipped with all your essential needs. We are conveniently located in walking distance to down town Cheboygan to enjoy all the Theatres, Bars/Restaurants & Shopping! It's just a short drive to the Rails to Trails bike/ snowmobile trails and to all our Boat Launches. Heading to the U.P. or the famous & historic Mackinaw Island? Just a 20 minute drive!"

4.88 out of 5 average rating, 121 reviews

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.

4.98 out of 5 average rating, 124 reviews

Rolling Highlands Farm

Cheboygan Vacation Rental: Rolling Highlands Farmhouse Experience. This classic farmhouse boasts four bedrooms and a recently remodeled bathroom. The large dinning and living room make it a perfect spot to unwind while still having the conveniences of home. A beautiful wrap around porch equipped with wicker furniture makes your early morning coffee, afternoon get together, and evening star gazing an opportunity to make lasting memories with your family and friends.

Campervan/RV in Indian River

4.97 out of 5 average rating, 114 reviews

Valley View Vacation Rental

Welcome to our charming vacation rental nestled in the heart of Northern Michigan's wilderness. With a breathtaking valley view, our secluded oasis offers the perfect retreat from the hustle and bustle of everyday life. Tucked away in the woods, this mini home away from home provides a cozy sanctuary with modern comforts and rustic charm. Experience the tranquility of nature and the comforts of home at our Valley View retreat-your perfect escape awaits!

Superhost

4.8 out of 5 average rating, 255 reviews

Welcome to 4 Seasons Getaway!

As brothers born and raised in Northern Michigan, we appreciate all that the area has to offer. Along with our wives, we invite you to visit our Four Seasons Getaway. This cozy three-bedroom home offers a retreat for the outdoor enthusiasts to enjoy all four seasons of Northern Michigan. From winter sports to summer boating, from fall color tours to spring wine tasting, this home is located in an ideal location to enjoy everything the area has to offer.

4.94 out of 5 average rating, 144 reviews

Cabin in Cheboygan

Lakefront with AC, Fire Pit & High-Speed WiFi

Escape to this charming Lake Huron cabin with 120 feet of private frontage! Enjoy stunning sunrises, freighter views, and cozy nights by the fire pit. Fast WiFi keeps you connected, while the lakefront tranquility offers the perfect retreat. For your convenience, we’ve included coffee pods, laundry detergent, and dryer sheets, so you can feel right at home. Whether you're here to relax or explore, unforgettable moments await. Book your stay today!

4.93 out of 5 average rating, 267 reviews

Great Lakes Michigan Retreat. Pet friendly

1,344 square feet of Cozy cottage close to Great Lakes and across the street is the state bike trail. 14 minute drive to charming Mackinaw City/Island. 3 miles to Cheboygan Ice Rink Pavilion. 15 miles to Dark Sky Park There will be information pamphlets and brochures made available here for you our guests. We look forward to your stay. Your vacation is of utmost importance to us! One Exterior camera on exterior (front porch) for security.

4.92 out of 5 average rating, 107 reviews

Wooded Up North Retreat Steps from Lake Huron

Don't judge a book by its cover! This darling 1970’s cottage has had a complete overhaul, providing you with the quintessential Up North experience. Nestled in a large, private, wooded area in a well-established neighborhood, you will have access to 4 family-friendly lakefront parks (the largest one is a short walk away). 5 minutes to Cheboygan State Park, 15 minutes to downtown Cheboygan, 30 minutes to Mackinaw City.

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Popular amenities for Cheboygan County holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Cheboygan County

4.89 out of 5 average rating, 19 reviews

Apartment in Cheboygan

Down the way from Duncan Bay

MargheriteRating, 5 stars8 months ago

Stephanie was a thoughtful host, easy to communicate and quick to respond. The apartment was equipped with everything you'd need and was so warm and cozy from the comfortable beds to the 'Franklin stove' gas heater. My husband and I thoroughly enjoyed our time there. The street was quiet and the grounds were lovely. It turned out that we had a personal connection to Stephanie and her husband which made our stay all the more amiable. I highly recommend staying at "Down the way from Duncan Bay'!

4.92 out of 5 average rating, 65 reviews

Chalet in Cheboygan

North Straits Chalet-Fast Drive to Mackinaw Ferry

MelissaRating, 5 stars3 weeks ago

We had a great stay! The house felt comfortable...like we belonged there. Everything we needed was thought of plus a few things we didn't think we needed. We enjoyed the board games and the spacious living room. The kitchen was a bit small (we ALL like to cook) but we had all the pans, gadgets and utensils we needed so we spread out and used the dining table for the prep area. Thanks for the k-cups. Those were a live saver! One thing that should be obvious by the pic is that the entire house has stairs. The grandparents were fine getting into the house (sturdy stairs with railing) but I'm grateful one of the bedrooms was on the main level. Overall, we hope we have the opportunity to stay here again. We all loved it.

4.92 out of 5 average rating, 38 reviews

Cabin in Cheboygan

Eagle Point Inn on Black Lake Michigan.

SharonRating, 5 stars2 weeks ago

Beautiful view of the lake! Enjoyed watching the wild life especially the eagle. Great place to fish, canoe and use the paddle boat. The indoor space was clean and comfortable. The pool table was a big hit!

Superhost

Apartment in Cheboygan

4.85 out of 5 average rating, 26 reviews

Holistic Hideaway

DianaRating, 5 stars3 weeks ago

Very cozy and clean stay! The location was perfect for easily getting to downtown Cheboygan. Would stay again!

5 out of 5 average rating, 53 reviews

Lakefront*HotTub*Kayaks*Fire Pit*Bridge views!

LaurenRating, 5 stars1 day ago

This location is great for privacy, beachfront views, and close to Cheboygan and Mackinaw. The kids enjoyed the coziness of the home and the yard to run in. Kitchen worked well to make snacks and air fryer meals or grilling. Hot tub is very clean! The start of this home is the beautiful bathroom. Fun tub for kiddos OR even better for a romantic getaway with lots of privacy.