Book Holiday Homes in Cheboygan

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Featured Holiday Homes in Cheboygan

7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!

7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!

Petoskey
Stay at this vacation home in Petoskey. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Crooked Lake and Petoskey State Park are located ...
7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!
Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands

Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands

Harbor Springs
Book a stay at this ski vacation home in Harbor Springs. Enjoy a garden, ski-in/ski-out access, and patios. Popular attractions Little Traverse Bay Golf Course ...
Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands
Spacious and secluded home very close to the major ski resorts!!!

Spacious and secluded home very close to the major ski resorts!!!

Harbor Springs
Stay at this vacation home in Harbor Springs. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Heather Golf Course at Boyne Highlands ...
Spacious and secluded home very close to the major ski resorts!!!
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Pet-Friendly Harbor Springs Home: Hot Tub + Pool!

Pet-Friendly Harbor Springs Home: Hot Tub + Pool!

Harbor Springs
Book a stay at this family-friendly vacation home in Harbor Springs. Enjoy tennis courts, cable/satellite TV service, and an in-room coffeemaker. Popular attractions ...
Pet-Friendly Harbor Springs Home: Hot Tub + Pool!
One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob

One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob

Harbor Springs
Stay at this vacation home in Harbor Springs. Enjoy free WiFi, a garden, and patios. Popular attractions Donald Ross Memorial Course and Andrew J. Blackbird ...
One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob
A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room

A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room

Cheboygan
Book a stay at this family-friendly vacation home in Cheboygan. Enjoy free WiFi, a pool table, and patios.
A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room
Lakefront Retreat in Cheboygan

Lakefront Retreat in Cheboygan

2 out of 5
Cheboygan
The price is NZ$1,352 per night from 24 Dec to 25 Dec
NZ$1,352
includes taxes & fees
24 Dec - 25 Dec
Book a stay at this family-friendly vacation home in Cheboygan. Enjoy a garden, patios, and air conditioning. Popular attractions G.C. Nature Preserve and Nicholas's ...
Lakefront Retreat in Cheboygan
Chic Golf Course Escape W/Hottub

Chic Golf Course Escape W/Hottub

2 out of 5
Petoskey
The price is NZ$1,021 per night from 9 Jan to 10 Jan
NZ$1,021
includes taxes & fees
9 Jan - 10 Jan 2025
Book a stay at this golf vacation home in Petoskey. Enjoy free WiFi, a garden, and patios. Popular attractions Petoskey State Park and Little Traverse History ...
Chic Golf Course Escape W/Hottub
Charming Historic Mackinaw City Cottage

Charming Historic Mackinaw City Cottage

Mackinaw City
Book a stay at this family-friendly vacation home in Mackinaw City. Enjoy free WiFi, a water park, and an in-room coffeemaker. Popular attractions Mackinaw Bridge ...
Charming Historic Mackinaw City Cottage
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheboygan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cheboygan vacation homes are the perfect way for you to wing it.

Holiday houses in Cheboygan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cheboygan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cheboygan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cheboygan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cheboygan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cheboygan Holiday Homes essential information

Accommodation
336 Holiday Homes
Lowest Price
NZ$160
Highest Price
NZ$1,352
Popular accommodation
7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!, Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands, Spacious and secluded home very close to the major ski resorts!!!, Pet-Friendly Harbor Springs Home: Hot Tub + Pool!, One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob, A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room, Lakefront Retreat in Cheboygan, Chic Golf Course Escape W/Hottub, Charming Historic Mackinaw City Cottage

Top trending hotels in Cheboygan

Wifi, lakefront, bike trail access.  Ask about 2 free ferry tickets!!

Wifi, lakefront, bike trail access. Ask about 2 free ferry tickets!!

Cheboygan
Stay at this apartment in Cheboygan. Enjoy free WiFi, a garden, and patios. Popular attractions Historic Mill Creek Discovery Park and Jack Pine Lumberjack Show ...
Wifi, lakefront, bike trail access. Ask about 2 free ferry tickets!!
Hamilton Inn Select Beachfront

Hamilton Inn Select Beachfront

3 out of 5
701 S Huron Avenue, Mackinaw City, MI
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 24 Dec to 25 Dec
NZ$160
includes taxes & fees
24 Dec - 25 Dec
Stay at this 3-star beach hotel in Mackinaw City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Hamilton Inn Select Beachfront
Holiday Inn Express Mackinaw City, an IHG Hotel

Holiday Inn Express Mackinaw City, an IHG Hotel

3 out of 5
364 N Louvingney St, Nwq I-75 & Sinclair Road, Mackinaw City, MI
Fully refundable
The price is NZ$161 per night from 31 Dec to 1 Jan
NZ$161
includes taxes & fees
31 Dec - 1 Jan 2025
Book a stay at this business-friendly hotel in Mackinaw City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Mackinaw City, an IHG Hotel
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Mission Point Resort

Mission Point Resort

3.5 out of 5
One Lakeshore Drive, Mackinac Island, MI
Book a stay at this spa resort in Mackinac Island. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean ...
Mission Point Resort
Don't see what you're looking for?
See all available properties in Cheboygan
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.