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.

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Top guest favourite
The A-Frame cabin is framed by a winter landscape, featuring snow-covered steps leading to the entrance. The green roof contrasts with the white snow, while trees adorned with snowflakes create a serene atmosphere around the property.
Tiny home in Indian River
4.97 out of 5 average rating, 173 reviews

Eagle's Nest A-frame: Riverfront: +/-Treehouse!

Eagle’s Nest is a majestic A-Frame, nestled on the banks of the Little Pigeon River, in the quaint town of Indian River, Michigan. Our extremely private 10 acre property is what we like to call " The Ultimate Escape" from the hustle and bustle of life, yet we are centrally located to all of what Northern Michigan has to offer. -6 Minutes from I-75 Ramp -7 Minutes from Downtown Indian River -25 Minutes to Mackinaw City -30 Minutes to Gaylord -30 Minutes to Petoskey -30 Minutes to Harbor Springs

Top guest favourite
A welcoming living area is presented with a mix of comfortable leather furniture arranged around a patterned area rug featuring animal motifs. Natural light floods in from the large windows, complemented by wooden accents and rustic decor visible on the walls.
Home in Mackinaw
4.94 out of 5 average rating, 101 reviews

Nature Trail Tranquility Lodge, Mackinaw City

Indulge in the serenity of the Nature Trail Tranquility Lodge just minutes from the beach!! This 13-acre property is less than 10 minutes from downtown and the ferries. Unwind with luxurious and top-notch amenities. Hot tub, AIR CONDITIONING, coffee bar, fireplace, fire pit, yoga mats, and nightly popcorn make every evening special. Reconnect with nature — and each other — in this peaceful UpNorth luxury haven. Life is short; pamper yourself, enjoy the fresh air, and leave feeling refreshed!

Guest favourite
A modern cabin is surrounded by snow-covered trees, with light falling softly in the scene. A large deck features white Adirondack chairs, inviting relaxation. The brick chimney rises from the cabin, surrounded by flurries and evergreen foliage for a tranquil winter setting.
Home in Cheboygan
4.93 out of 5 average rating, 212 reviews

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.

Guest favourite
Home in Onaway
4.94 out of 5 average rating, 31 reviews

Waterfront Home on Black Lake

175ft Waterfront on Black Lake with 3 kayaks, 1 paddle board, and float mat. Fish from the dock, listen to the waves while reading, and absorb the sun. At night, watch the stars as you roast marshmallows around a campfire and sip a beverage. Large remodeled home with 4 bedrooms, 1.5 bath, 5 beds, sleeper sofa, deck, firepit, windows galore, pool table, washer/dryer, and up to 2 dogs are allowed ($50 fee). Saturday to Saturday rental from June 20-August 22. Bedrooms and full bath on 2nd floor.

Guest favourite
A sandy beachfront stretches along the water's edge, bordered by gentle waves. Lush trees line the shore, and a soft evening light enhances the tranquil atmosphere. The horizon displays a blend of colors as the sun sets, creating a serene backdrop for relaxation.
Home in Cheboygan
4.89 out of 5 average rating, 37 reviews

The Bluffs Beach House- Secluded Lake Front

Relax with the whole family at this peaceful beach front house, with PLENTY of outdoor space & 125ft of private & secluded beachfront! Spend all day on the beach, and nights star gazing by the bonfire, catching the Northern Lights, & seeing freighters pass by! Our waterfront cottage delivers spectacular views across ALL seasons AND is centrally located to many of Northern Michigan's most treasured attractions! Newly renovated home, cozy, airy and bright, with magnificent lake views!

Top guest favourite
A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.
Cabin in Harbor Springs
5 out of 5 average rating, 355 reviews

The Rhubarbary Ruins - with an outdoor sauna

We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

Guest favourite
A wooden deck offers a serene setting with multiple chairs arranged around a small table. Lush trees frame the view of the water in the distance, and a pathway leads down towards the beach.
Cabin in Cheboygan
4.97 out of 5 average rating, 36 reviews

Cute as a Button Lake Cabin

Welcome to our charming cabin nestled in the serene beauty of Cheboygan, near Mackinaw City and the enchanting Mackinac Island. Perfectly situated for Northern Michigan adventuring, our cabin offers a peaceful escape with convenient access to local shopping and dining. Experience Up North living in this cute as a button lake front and very rustic hand built cabin. Wake up early to catch a beautiful sunrise overlooking the straits. The cabin has a shower and bathroom included!

Top guest favourite
The cottage exterior showcases a stone facade adorned with vibrant flower beds. The roof is designed in a warm red hue, complementing the greenery surrounding the property. A tall pine tree rises beside the cottage, enhancing the rural setting under a partly cloudy sky.
Cottage in Cheboygan
4.89 out of 5 average rating, 143 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.

Top guest favourite
A classic red farmhouse is set against a clear blue sky, showcasing a covered porch with white wicker chairs. The structure features a gabled roof and is surrounded by greenery, highlighting its tranquil rural setting.
Home in Cheboygan
4.98 out of 5 average rating, 132 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.

Guest favourite
A serene lakeside scene features a circle of black Adirondack chairs surrounding a fire pit, with natural stones scattered around. The tranquil waters of Lake Huron reflect the soft colors of sunset, framed by trees and a grassy area, enhancing the peaceful outdoor setting.
Cabin in Cheboygan
4.91 out of 5 average rating, 191 reviews

Waterfront Cabin on Lake Huron

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!

Top guest favourite
The entrance features a soft pink door adorned with a heart-shaped welcome sign. A charming blue side table and potted plants flank the door, while a rocking chair and seating area create an inviting outdoor space. Soft light illuminates the entrance, enhancing its welcoming ambiance.
Cottage in Cheboygan
4.93 out of 5 average rating, 290 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.

Top guest favourite
An A-frame cabin is nestled among the trees, showcasing a spacious deck adorned with outdoor seating and dining areas. Vibrant fall foliage surrounds the home, while potted flowers add a pop of color near the entrance. Large windows provide ample natural light and views of the forest.
Cabin in Indian River
5 out of 5 average rating, 175 reviews

Cozy A-Frame Cabin | Hot Tub, Indian River

Tucked in the woods of Indian River, Veaux Pines is a cozy A-Frame retreat designed for relaxing Up North getaways. Soak in the covered hot tub beneath the pines, unwind by the fireplace, and enjoy peaceful forest surroundings without the summer crowds. Perfect for couples or a small getaway with friends, the cabin sleeps up to 4 guests comfortably and is just minutes from Mullet and Burt Lake, trails, and Northern Michigan adventures.

Popular amenities for Cheboygan holiday rentals

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 ₹8,322 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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