Cheboygan holiday rentals

We found 908 holiday rentals — enter your dates for availability
Select from 66 homes, 35 cottages and other holiday rentals in Cheboygan to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and garden. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Cheboygan

Showing deals for:4 Dec - 11 Dec

Room
Living area
Living area
Living area
Exceptional
(7 reviews)

Harbor Springs Lodge, Less then a mile to Nubs/Highlands Ski,Golf, Hot Tub,

Harbor Springs

9% off
S$9,804
for 7 nights, 1 chalet
S$1,401 per night
includes taxes & fees
Harbor Springs Lodge, Less then a mile to Nubs/Highlands Ski,Golf, Hot Tub,
View from the loft where 2 bedrooms and a full bathroom are located.
Welcome to Northern MI!
Dining room and breakfast bar seats 10!
Recently renovated kitchen offers full stove, refrigerator/freezer and dishwsher
Exceptional
(106 reviews)

Beautiful Harbor Springs Chalet minutes to Nub's, Boyne Hlnds, Golf & Mackinaw

Harbor Springs

7% off
S$3,073
for 7 nights, 1 chalet
S$439 per night
includes taxes & fees
Beautiful Harbor Springs Chalet minutes to Nub's, Boyne Hlnds, Golf & Mackinaw
Interior
Exterior
Exterior
Living area
Exceptional
(7 reviews)

Nub's Nob / Boyne Highlands area 3 Bedroom/4 bath in Harbor Springs

Harbor Springs

6% off
S$4,778
for 7 nights, 1 chalet
S$683 per night
includes taxes & fees
Nub's Nob / Boyne Highlands area 3 Bedroom/4 bath in Harbor Springs
Interior
Exterior
Dining
Interior
Exceptional
(97 reviews)

Mid Century Modern Ski Chalet Views of Boyne Highlands Next to Nubs Nob Cabin

Harbor Springs

9% off
S$4,752
for 7 nights, 1 chalet
S$679 per night
includes taxes & fees
Mid Century Modern Ski Chalet Views of Boyne Highlands Next to Nubs Nob Cabin
Seating for 6 at the kitchen peninsula
The living room has a wood framed glass swing door which leads to upper deck.
Property grounds
Living room has an electric stove and access to top back deck.
Exceptional
(25 reviews)

RiverHouse Cabin with Hot Tub and Central State Trail Access!

Indian River

8% off
S$5,748
for 7 nights, 1 cabin
S$821 per night
includes taxes & fees
RiverHouse Cabin with Hot Tub and Central State Trail Access!
Sliding doors are located on each side of the living room for easy access to dec
Welcome to The White Pine Lodge
The cozy and relaxed ambiance of the living room is popular with guests
Fantastic views from the loft
Exceptional
(108 reviews)

Family-friendly log home between Harbor Springs, Petoskey, and Mackinaw Island

Pellston

8% off
S$8,899
for 7 nights, 1 room
S$1,271 per night
includes taxes & fees
Family-friendly log home between Harbor Springs, Petoskey, and Mackinaw Island
Living area
Exterior
Terrace/patio
Interior
Exceptional
(63 reviews)

THE HARBOR HOUSE LODGE! Enjoy water sports, golf, skiing and more.

Harbor Springs

8% off
S$11,106
for 7 nights, 1 home
S$1,587 per night
includes taxes & fees
THE HARBOR HOUSE LODGE! Enjoy water sports, golf, skiing and more.
Main level living room
The Boathouse solo stove facing Lake Huron
The Milky Way over the house
Private kitchen
Exceptional
(39 reviews)

Bois Blanc Island Lighthouse Home. Iconic Sunset Views of the Mackinac Bridge!

Pointe Aux Pins

8% off
S$10,409
for 7 nights, 1 home
S$1,487 per night
includes taxes & fees
Bois Blanc Island Lighthouse Home. Iconic Sunset Views of the Mackinac Bridge!
Private kitchen
Property grounds
Exterior
Interior
Exceptional
(6 reviews)

Private 4 Bedroom-8 Bed Cottage Near Ski Resorts! Stay at True North Golf Club

Harbor Springs

9% off
S$12,319
for 7 nights, 1 cottage
S$1,760 per night
includes taxes & fees
Private 4 Bedroom-8 Bed Cottage Near Ski Resorts! Stay at True North Golf Club
Upstairs Bedroom Two
Property grounds
Fully Stocked Kitchen With Keurig and bun coffee maker, soap and dishwasher pods
Additional Living Room Seating Area
Exceptional
(51 reviews)

Premier Lakeshore Retreat

Onaway

8% off
S$3,482
for 7 nights, 1 home
S$497 per night
includes taxes & fees
Premier Lakeshore Retreat
whimsical details throughout the house
Welcome to the Woodloft Haus
Light filled rooms throughout the house
Cozy corners for enjoying a good book
Exceptional
(143 reviews)

Exceptional Modern Meets Cabin Home Near Ski Resorts, Harbor Springs & Petoskey

Harbor Springs

8% off
S$4,331
for 7 nights, 1 home
S$619 per night
includes taxes & fees
Exceptional Modern Meets Cabin Home Near Ski Resorts, Harbor Springs & Petoskey
Dining
Interior
Exterior
Private kitchen
Exceptional
(14 reviews)

Acorn Landing: Lakefront 4BR, 3BA retreat with dock, kayaks, fire pit, and game room.

Cheboygan

7% off
S$3,203
for 7 nights, 1 home
S$458 per night
includes taxes & fees
Acorn Landing: Lakefront 4BR, 3BA retreat with dock, kayaks, fire pit, and game room.
Dish pantry. Plenty of dishes, silverware, mugs, stemware, and serving platters.
Great room opens to deck.
Newly remodeled kitchen. Ample work space. View of Huron.
View of house from driveway.
Exceptional
(38 reviews)

North Shore Retreat

Cheboygan

8% off
S$3,681
for 7 nights, 1 home
S$526 per night
includes taxes & fees
North Shore Retreat
Private kitchen
Outdoor dining
Living area
Dining
Exceptional
(55 reviews)

Beautiful Waterfront Property

Harbor Springs

8% off
S$9,816
for 7 nights, 1 home
S$1,402 per night
includes taxes & fees
Beautiful Waterfront Property
The relaxation station!
Welcome in!
Cook all your meals right at home!
So many native trees, bushes, and flowers surround the home.
Exceptional
(15 reviews)

Spacious Family Home Overlooking Little Traverse Bay

Harbor Springs

8% off
S$8,787
for 7 nights, 1 home
S$1,255 per night
includes taxes & fees
Spacious Family Home Overlooking Little Traverse Bay
Interior
Living area
Dining
Interior
Exceptional
(73 reviews)

Private & secluded beach front on Lake Huron!

Cheboygan

8% off
S$4,336
for 7 nights, 1 cottage
S$619 per night
includes taxes & fees
Private & secluded beach front on Lake Huron!
Room
Living area
Living area
Private kitchen
Exceptional
(20 reviews)

Mountain Cabin overlooking Boyne near Nubs W/ Hot Tub

Harbor Springs

8% off
S$4,769
for 7 nights, 1 home
S$681 per night
includes taxes & fees
Mountain Cabin overlooking Boyne near Nubs W/ Hot Tub
Staircase
Interior
Kitchen
Eagles nest
Exceptional
(39 reviews)

Eulenhaus or Owlhouse - Fall colors coming

Pointe Aux Pins

8% off
S$2,692
for 7 nights, 1 home
S$385 per night
includes taxes & fees
Eulenhaus or Owlhouse - Fall colors coming
Private kitchen
Interior
Exterior
Room
Exceptional
(42 reviews)

Wilderness Escape: BBQs, Bonfires & Backwoods Adventures Await!

Cheboygan

7% off
S$2,955
for 7 nights, 1 home
S$422 per night
includes taxes & fees
Wilderness Escape: BBQs, Bonfires & Backwoods Adventures Await!
Living area
Property grounds
Exterior
Room
Exceptional
(11 reviews)

Adorable Cottage - Lake Huron Access - Within the tall Northern Michigan trees!

Cheboygan

8% off
S$2,575
for 7 nights, 1 cottage
S$368 per night
includes taxes & fees
Adorable Cottage - Lake Huron Access - Within the tall Northern Michigan trees!
Room
Outdoor spa tub
Exterior
Interior
Exceptional
(112 reviews)

The River's Edge Hot Tub Wi-Fi Riverfront Pet Nature Relax Ski Stargaze Relax!

Indian River

7% off
S$2,417
for 7 nights, 1 cabin
S$345 per night
includes taxes & fees
The River's Edge Hot Tub Wi-Fi Riverfront Pet Nature Relax Ski Stargaze Relax!
Looking from the entryway into the living room.
This is why we call it Heaven on Huron. You will agree!
The spiral staircase up to the loft bedroom. Perfect spot for the kids to sleep!
Welcome to your home away from home. Your view when you first pull in.
Exceptional
(10 reviews)

Lake Huron Beachfront, Hot Tub, Kayaks, 10 minutes to Mackinaw City

Cheboygan

9% off
S$3,841
for 7 nights, 1 cabin
S$549 per night
includes taxes & fees
Lake Huron Beachfront, Hot Tub, Kayaks, 10 minutes to Mackinaw City
OPEN CONCEPT
Loft- twin bed. WARNING: BED IS RIGHT AT RAILING. NOT CHILDPROOF!
Exterior
Upstairs loft, washer under the stairs
Exceptional
(14 reviews)

LOG CABIN ON STURGEON RIVER

Indian River

9% off
S$2,837
for 7 nights, 1 home
S$405 per night
includes taxes & fees
LOG CABIN ON STURGEON RIVER
Interior
Terrace/patio
Room
Interior
Exceptional
(15 reviews)

If you love water & outdoor activities this is the place for you!!

Indian River

9% off
S$2,856
for 7 nights, 1 home
S$408 per night
includes taxes & fees
If you love water & outdoor activities this is the place for you!!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the lively city of Cheboygan

Enjoy the area's musicals, theatre scene and entertainment with a rental holiday home in Cheboygan. This city's riverfront, boating and lake draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Cheboygan

Are you looking for top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cheboygan a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Animal Tracks Adventure Golf (15.2 mi / 24.5 km)
  • The Greens of Mackinac (15.4 mi / 24.8 km)
  • The Original Mackinac Island Butterfly House & Insect World (15.5 mi / 25 km)
  • The Jewel at the Grand Hotel (15.9 mi / 25.6 km)
  • Black Lake Golf Club (19 mi / 30.5 km)
  • Nub's Nob Ski Area (24.1 mi / 38.8 km)

Exploring the natural features in Cheboygan

Travellers enjoy Cheboygan for its riverfront and lakeside setting. Whether you're looking for adventure or just want to take in the scenery, Cheboygan is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Turner Park (0.7 mi / 1.2 km)
  • Mullett Lake (9.6 mi / 15.4 km)
  • Douglas Lake (11.6 mi / 18.7 km)
  • Edgewater Beach (14.7 mi / 23.7 km)
  • Burt Lake (15.4 mi / 24.7 km)
  • Arch Rock (15.9 mi / 25.6 km)

Travelling to and around Cheboygan

The nearest airport is in Pellston, MI (PLN-Pellston Regional), located 15.9 mi (25.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Mackinac Island, MI (MCD), which is 16.8 mi (27.1 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Cheboygan?
According to our research, apartments are the most sought-after type of property in Cheboygan. But as you'd expect, everyone's idea of an awesome trip isn't going to be the same. Vrbo has holiday rentals with every shape, size and budget in mind, and we'll help you to find your perfect match.
How much does it cost to rent a holiday rental in Cheboygan?
The average price for a holiday home in Cheboygan depends on a number of factors, like property type, season and length of stay. Whether you're thinking about a villa with space for extended family or a comfy cabin for you and your other half, just enter your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in Cheboygan?
Prices for beach houses in Cheboygan may differ depending on the size and style of the property and time of year you're travelling. Simply enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use the filters to narrow down your search by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday rentals in Cheboygan?
With three holiday rentals that allow pets, your furry companion can join you on your Cheboygan break. Use our filter tool to browse our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.
What are popular rental amenities in Cheboygan?
Nearby museums, a firepit and a barbecue grill are the most popular rental amenities in Cheboygan. Whether you're planning to travel as a party of one, with your better half or a group of friends, Vrbo can help you find a holiday rental that matches your tastes with all the features you're looking for.
Are there holiday rentals in Cheboygan that welcome kids?
Cheboygan has three family-friendly holiday rentals to choose from. And discovering a stay that welcomes kiddos is simple with Vrbo's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll also get access to conveniences and perks such as bunk beds, pools and kitchens.
What are the top attractions for families in Cheboygan?
There are loads of cool things to do and see with the family in Cheboygan, such as:
  • Cheboygan State Park
  • Aloha State Park
  • Cheboygan Marina
Can I find two-bedroom holiday rentals in Cheboygan?
Gather your family and relax in total privacy and comfort in one of the two two-bedroom holiday rentals Cheboygan has to offer.
How can I find holiday rentals with air conditioning in Cheboygan?
Work out your travel dates and then use our filters to search for holiday rentals with air conditioning in Cheboygan on Vrbo. With three air-conditioned properties available, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a holiday rental in Cheboygan?
Age restrictions can vary across properties on Vrbo, so be sure to look at the rules of the holiday home in Cheboygan you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Cheboygan for?
The amount of time you can stay in a Cheboygan holiday home for varies depending on the property. Simply enter your preferred travel dates to see options that offer long-term stays. They feature all you need to make your extended break more enjoyable and comfortable, like kitchens and backyards. Some properties may also offer discounted weekly or monthly prices, so you can stay longer for less money.

More holiday ideas