Holiday rentals in Cheboygan

4.83 out of 5 average rating, 105 reviews

100' Lake Huron Beachfront, LP9 Snowmobile Access

Enjoy peace and seclusion at this cozy Lake Huron beachfront cottage. With 100’ of private shoreline, it’s the perfect place to relax in a safe and quiet atmosphere. You can see Mackinac Island from the beach and on a clear day, you can even spot the Grand Hotel from your chair! Renovations have just been completed on this two bedroom one bath home on 1.5 acres. Directly across from the #9 Snowmobile trail and just minutes from Mackinaw City and Cheboygan, there’s no end to the fun you can have!

4.95 out of 5 average rating, 121 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.

Guest suite in St. Ignace

4.92 out of 5 average rating, 752 reviews

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.

4.86 out of 5 average rating, 162 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!

4.97 out of 5 average rating, 164 reviews

Cabin in Ocqueoc

Cozy A-Frame Cabin on the shores of Lake Huron

Enjoy a secluded and updated A-Frame cabin surrounded by tall pine trees and the clear blue lake of Lake Huron. Take in the beautiful views and sounds the lake offers while enjoying coffee or cocktails on the deck, just steps away from the shoreline. You'll be close enough to everything in Cheboygan/Rogers City/Mackinac, but far enough to enjoy a relaxing evening cozied up to a fire under the night sky. Miles of sandy beaches, bike trails, Ocqueoc Falls and Rogers City all within 15 min.

Superhost

Cottage in Ocqueoc

4.88 out of 5 average rating, 165 reviews

Little Cottage On The Hill

A piece of Northeast Michigan Paradise. This cottage is in a rural woods setting on a 200 acre Farm, with the Ocqueoc river running through it. Enjoy short walks thru the woods and even down the hill to the river valley. Celebrate the day watching the sunset. River access to fish and kayak. 6 miles to Ocqueoc Falls. 2 miles to Lake Huron. 5 close boat launches. Many lighthouses. Direct access to N. MI trail system for hiking/4 wheeling. Bon fire pit in back yard. No Smoking!

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, 120 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.

4.94 out of 5 average rating, 144 reviews

Cabin in Cheboygan

Lakefront Retreat with 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.

4.97 out of 5 average rating, 424 reviews

Cabin in Indian River

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!

4.92 out of 5 average rating, 106 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 holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Cheboygan

4.96 out of 5 average rating, 73 reviews

Private Great Lakes Beach House

NeilRating, 5 stars5 months ago

Amazing place for the winter or summer would love to come back again with the family

4.97 out of 5 average rating, 92 reviews

Cozy, Rustic Cottage - Lake Huron Access!

LizbethRating, 5 stars1 week ago

My family and I really enjoyed our stay at the Lakewood Cottage! It was very relaxing, clean and had everything we could possibly need. Amanda was super responsive whenever we had a question. I highly recommend staying here if you are looking for a nice, quiet get away by the lake!

Superhost

4.78 out of 5 average rating, 92 reviews

Cheboygan’s Bellant St. Bungalow

TaylorRating, 5 stars1 week ago

Our stay was perfect for my boyfriend’s birthday celebration and trip to the UP and Mackinaw. The house is adorable and a great space for playing games and gathering together.

5 out of 5 average rating, 50 reviews

Flat in Cheboygan

Westside Sunrise Rental on Mullet

JennaRating, 5 stars9 months ago

Valerie and her husband have done an amazing job with this location, it is prestine. Right across from the lake with a gorgeous view waking up in the morning.

5 out of 5 average rating, 24 reviews

Serene "Sol Retreat" by the Shores of Lake Huron

AlessandraRating, 5 stars1 week ago

Krysten and Brigette were amazing hosts!! Our stay here made for the perfect weekend getaway from the hustle and bustle of Chicago. We originally booked Krysten and Brigette’s Starlight Cabin, but when the cabin ran into trouble with city permits, they were super kind to offer us their Sol Retreat house for the same rate. The house was very accommodating, beautifully decorated and just lovely around.

4.96 out of 5 average rating, 45 reviews

Deck House on Long Lake Cheboygan with DOCK

WesRating, 5 stars10 months ago

Great place for a family of 4. lots to do around or just sit by or in the lake. Wrap around porch and open living space with lots of windows overlooking the lake through a thin line of trees.

5 out of 5 average rating, 17 reviews

Freighter View:Sandy Beaches & Stunning Sunrises

JeffreyRating, 5 stars6 days ago

This is a truly beautiful and impeccably clean home—an ideal place to relax and unwind. It’s incredibly peaceful and quiet, with breathtaking views in every direction. You can enjoy both the sunrise and sunset each day, and we even watched several freighters pass by on the water. In the distance, you can spot the iconic Mackinac Bridge. The location is perfect—just a short, easy drive to downtown Cheboygan, where you'll find great shops, restaurants, and bars. The fire pit is a standout feature and perfect for evenings under the stars. Plus, you can spend hours beachcombing and rock hunting along the shoreline. Communication with the host was excellent throughout our stay. I would absolutely recommend this place and look forward to coming back!