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Compare 334 Vacation Homes in Cheboygan with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (33)
"Absolutely Perfect Getaway! We had an incredible experience at this property! From the moment we arrived, everything was spotless and beautifully maintained. The home was even better than the photos—cozy, and thoughtfully decorated. The location was ideal—close to local attractions yet peaceful and private. This was truly one of the best stays we’ve ever had, and we can’t wait to come back! Highly recommend this property for anyone looking for a relaxing getaway. "
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

10.0 out of 10, Exceptional, (5)
"Great location and accommodations. The house had everything we needed for a great long weekend guys trip. Communication with the owner was professional and quick. Very clean house! Overall a great vacation."
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!!!

9.6 out of 10, Exceptional, (71)
"Described as Secluded but there are close neighbors. Otherwise we enjoyed the space and location. "
Spacious and secluded home very close to the major ski resorts!!!

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

9.4 out of 10, Exceptional, (18)
"Spacious house with nice layout for two family groupings; upstairs and lower level. It is situated on a private road with little traffic. The house could use some refreshing, inside and out. The kitchen was well stocked for cooking, if desired. Over all, it was a pleasant stay."
Pet-Friendly Harbor Springs Home: Hot Tub + Pool!

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

9.8 out of 10, Exceptional, (120)
"The home was located in a very convenient location for us. Just outside of Harbor Springs. It was nice and clean and check-in was a breeze. We received good communication from the owners and the home had all the conveniences that we were looking for. We would definitely stay there again."
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

9.8 out of 10, Exceptional, (227)
"We had a wonderful Thanksgiving weekend together at this well laid out and secluded cabin. Was also conveniently located near a few restaurants, gas stations and a Walmart in case we needed to run out and pick up something. The views of Lake Huron and wooded area around cabin was very nice."
A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room

Lakefront Retreat in Cheboygan

2.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed for a weekend and it was wonderful! Kitchen is well stocked and the view is beautiful. The layout of the beds allows all guests to have space. Absolutely lovely!!"
The price is AED 1,286
AED 2,806 total
includes taxes & fees
25 Dec - 26 Dec
Lakefront Retreat in Cheboygan

Chic Golf Course Escape W/Hottub

2.0 star property
The price is AED 746
AED 2,094 total
includes taxes & fees
9 Jan - 10 January 2025
Chic Golf Course Escape W/Hottub

Charming Historic Mackinaw City Cottage

10.0 out of 10, Exceptional, (25)
"Centrally located and walking distance to the ferry and shopping. This was a big plus! We like our space when sleeping so the beds were a little small but otherwise it was good. Some nice updates to the property."
Charming Historic Mackinaw City Cottage

Cozy Chic of Cheboygan: Private Main Level - Hot Tub, Tanning & Massage Chair!

10.0 out of 10, Exceptional, (17)
"We had an excellent time staying at the Cozy Chic property. The hot tub, tanning bed and massage chair were definitely our favorites. The sunroom was beautiful in the morning. I would definitely stay here again. "
The price is AED 349
AED 737 total
includes taxes & fees
26 Dec - 27 Dec
Cozy Chic of Cheboygan: Private Main Level - Hot Tub, Tanning & Massage Chair!

4+ acres with 100 feet of sugar sand beach on Lake Huron

10.0 out of 10, Exceptional, (44)
"Our experience with this rental was wonderful. The house was more gorgeous than I imagined, and the amenities were amazing. We had 3 kids whose eyes lit up when entering the garage and seeing all the bikes, scooters and toys. The house was clean, cozy and charming. "
4+ acres with 100 feet of sugar sand beach on Lake Huron

Perfect in-town Petoskey licensed full house rental new kitchen. Always clean.

9.8 out of 10, Exceptional, (115)
"Great stay, as always!"
Perfect in-town Petoskey licensed full house rental new kitchen. Always clean.

“Northern retreat in the heart of Indian River.”

10.0 out of 10, Exceptional, (124)
"We stayed at Steve’s place over our Thanksgiving break. The house was spacious for our family of four and we all enjoyed the area. Thank you!"
“Northern retreat in the heart of Indian River.”

T&J Cozy Cottage on Crooked River - Enjoy a family or romantic getaway

10.0 out of 10, Exceptional, (77)
"This is our 3rd year stayibg at the cozy cottage over the Thanksgiving holiday. My daughter and family now consider this to be our tradition. The locarion, amenities and laid back vibe make this a perfect destination for iur family to alow down and enjoy the joliday and all the area has to offer each year. The hosts Tammy and Jason are already planning on our stay and booking it for next year!goinf to "
T&J Cozy Cottage on Crooked River - Enjoy a family or romantic getaway

Harbor Springs Cottage with Little Traverse Bay views

10.0 out of 10, Exceptional, (18)
"Loved the porch, roominess, view, reminders of endless summers."
Harbor Springs Cottage with Little Traverse Bay views

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

10.0 out of 10, Exceptional, (119)
"It was a great experience for us we drove over 5 hrs to get here and it worth every second Beautiful house , it’s huge room for everyone we loved it Hope we can come back in the summer!!!"
Exceptional Modern Meets Cabin Home Near Ski Resorts, Harbor Springs & Petoskey

Trout Creek Resort/Fall Colors/Skiing/Pool/Hot tub/Sauna/Pet friendly

10.0 out of 10, Exceptional, (24)
"The whole process with the condo was easy. The hosts were very responsive to questions and concerns. The condo was clean and inviting. Will definitely be staying again."
Trout Creek Resort/Fall Colors/Skiing/Pool/Hot tub/Sauna/Pet friendly

Country setting. Two miles from downtown Petoskey.

10.0 out of 10, Exceptional, (15)
"Everything was wonderful, from the property, the check in process, the surroundings, the weather, and above all the host! So accommodating to everything we needed! Relaxing and everything we were looking for 10/10! "
Country setting. Two miles from downtown Petoskey.

Good Hart Beach Cottage on 100' of Private Beach on Lake Michigan

10.0 out of 10, Exceptional, (69)
"Beautiful stay. Had everything we needed, beach and sunsets great."
Good Hart Beach Cottage on 100' of Private Beach on Lake Michigan

Snowflake Lodge - Harbor Springs! Nub's + Boyne! Golf + Ski!!

9.6 out of 10, Exceptional, (15)
"Exactly the VRBO we needed for our group. Accommodating our itinerary. "
Snowflake Lodge - Harbor Springs! Nub's + Boyne! Golf + Ski!!
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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Other property types in Cheboygan

Cozy Chic of Cheboygan: Private Main Level - Hot Tub, Tanning & Massage Chair!

10.0 out of 10, Exceptional, (17)
"We had an excellent time staying at the Cozy Chic property. The hot tub, tanning bed and massage chair were definitely our favorites. The sunroom was beautiful in the morning. I would definitely stay here again. "
The price is AED 349
AED 737 total
includes taxes & fees
26 Dec - 27 Dec
Cozy Chic of Cheboygan: Private Main Level - Hot Tub, Tanning & Massage Chair!

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

9.8 out of 10, Exceptional, (56)
"The location on Lake Huron was gorgeous, and the hosts were lovely!"
Wifi, lakefront, bike trail access. Ask about 2 free ferry tickets!!

Family cottage on Lake Huron, 4 bedrooms/2 bathrooms. Sleeps 7, Pet-friendly!

9.8 out of 10, Exceptional, (20)
"Awesome place"
Family cottage on Lake Huron, 4 bedrooms/2 bathrooms. Sleeps 7, Pet-friendly!
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.