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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
Chalet in Harbor Springs
4.97 out of 5 average rating, 181 reviews

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

Top guest favourite
A well-appointed kitchen is presented, featuring wooden cabinets and a spacious island with seating. Modern appliances, including a refrigerator and stove, are available. Large windows allow natural light to fill the room, and sliding doors provide access to the outdoor area.
Home in Cheboygan
4.94 out of 5 average rating, 142 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.

Top guest favourite
A rustic wooden rocking chair is positioned on a deck, featuring log railings. The expansive view showcases a sunrise illuminating the surrounding landscape, with fields stretching into the distance. The early morning light creates a serene atmosphere, inviting guests to enjoy the peaceful surroundings.
Cabin in Onaway
4.95 out of 5 average rating, 139 reviews

Up North Getaway At It’s Finest

This beautiful new Amish built log cabin sits on a rolling 80 acres just outside of beautiful Onaway, The sturgeon capital of Michigan. Five miles from the UAW Black lake golf club, 10,000 acre black lake, feet away from the trails and lasting memories. Centrally located from Rogers city, Mackinac, Petoskey and Gaylord. Bring your boats, quads, side by sides, snowmobiles and explore beautiful Northern Michigan. This property is also handicapped accessible/barrier free. Perfect 4 season getaway.

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.

Top guest favourite
A spacious deck is seen through a large window, framed by wooden walls. Overlooking the beach, the scene shows a calm Lake Huron with gentle waves, and a few chairs arranged on the sandy shore. A colorful towel is draped over the deck railing.
Cottage in Millersburg
4.88 out of 5 average rating, 300 reviews

Epic Sunrises at Huron Beach by Mackinaw-Cheboygan

A perfectly pristine Beach awaits you! A vacation dream. We are a Gem of the State known as Huron Beach 35 miles from the Mackinaw Bridge. Please enjoy our photos as this is our unique environment! Every day is Paradise here! We are Perfect for summer or winter vacations. Beach lovers enjoy our Summer. Snowmobilers, Snoeshoers, Cross Country Skiers, Downhill Skiers and Skaters love our winter! Positioned off US 23 you have easy access to Mackinaw, Petoskey, Indian River and the Upper Pennisula!

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, 356 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.

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, 192 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.

Guest favourite
Cabin in Indian River
4.97 out of 5 average rating, 482 reviews

Sauna, Aframe Riverside Cabin on Sturgeon River

When you stay with us you'll step into the magic of Fernside, our beloved A-Frame retreat on the Sturgeon River in Indian River, Michigan. Imagine yourself waking up to warm sunlight and the soothing melody of the river. It's not just a getaway; it's your ticket to pure serenity and excitement. Fernside is where every moment feels like an adventure waiting to unfold. We can't wait for you to experience the joy of this cozy haven!

Guest favourite
A single-story house is situated on a spacious lot, surrounded by lush greenery. The front porch features a patio umbrella and several outdoor chairs. A gravel driveway leads to the front entrance, providing convenient access to the home.
Home in Cheboygan
4.89 out of 5 average rating, 236 reviews

"The Yellow House" - Mullett Lake

Welcome to Mullet Lake/Cheboygan. Location, Location, Location! Stay and play for 2 nights, a week or longer. You will find this a perfect home away from home with our large open floorplan. Large kitchen and living space with private bedrooms and bathrooms. Large open deck for entertaining, relaxing and taking in the scenery. Nice large back and front yard with fire pits. Great place for all seasons! Great location!

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 ₹8,435 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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