Entire home

Ski-In/Ski-Out Chalet at the Top of The Highlands!

Photo gallery for Ski-In/Ski-Out Chalet at the Top of The Highlands!

A wooden deck with Adirondack chairs and a log cabin in the background.
A log cabin interior with a dining area, sofa, fireplace, and large windows.
A log cabin with a stone foundation, two garages, and a balcony.
A kitchen with white cabinets, a wooden island with bar stools, a stainless steel refrigerator, and a stone backsplash.
A log cabin interior with a wooden dining table and chairs, large windows with a view of autumn foliage.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Ski access
    A rare find - hit the slopes directly from your doorstep!
  • Discover nearby landmarks
    Close to The Highlands

Popular amenities

  • Ski-in/ski-out access
  • Balcony
  • Hot tub on site
  • Barbecue grill
  • Air-conditioning
  • Pet-friendly

Explore the area

View in a map
Harbor Springs, MI
  • Place, The Highlands
    ‪1 min walk‬
  • Place, The Heather at The Highlands
    ‪18 min walk‬
  • Place, Nub's Nob Ski Area
    ‪9 min drive‬
  • Airport, Pellston, MI (PLN-Pellston Regional)
    ‪28 min drive‬

Rooms & beds

0 bedrooms (sleeps 16)

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Balcony
Garden

Add dates for prices

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  • Air-conditioning
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About the area

Harbor Springs

Harbor Springs is home to this holiday home. The Heather at The Highlands and The Highlands are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Cheboiganing Preserve and Great Lakes Center for the Arts.
View more Holiday homes in Harbor SpringsOpens in a new window
Map
Harbor Springs, MI

What's nearby

  • The Highlands - 1 min walk - 0.0 km
  • The Heather at The Highlands - 18 min walk - 1.6 km
  • Nub's Nob Ski Area - 9 min drive - 5.5 km
  • Tunnel of Trees - 18 min drive - 14.9 km
  • Boyne Mountain - 45 min drive - 54.8 km

Getting around

  • Pellston, MI (PLN-Pellston Regional) - 26 min drive

Restaurants

  • ‪Petoskey Brewing - ‬19 min drive
  • ‪State Road Provisisons - ‬19 min drive
  • ‪Crooked Tree Breadworks - ‬18 min drive
  • ‪Gurney's Harbor Bottle Shop - ‬17 min drive
  • ‪Pier Restaurant - ‬17 min drive

Frequently asked questions

Is Ski-In/Ski-Out Chalet at the Top of The Highlands! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Ski-In/Ski-Out Chalet at the Top of The Highlands!?

On-site parking is available at the property.

What time is check-in at Ski-In/Ski-Out Chalet at the Top of The Highlands!?

Check-in begins at 4:00 PM.

What time is check-out at Ski-In/Ski-Out Chalet at the Top of The Highlands!?

Checkout is at 10:00 AM.

Where is Ski-In/Ski-Out Chalet at the Top of The Highlands! located?

Conveniently located near to the ski slopes, this holiday home in Harbor Springs is within 3 miles (5 km) of The Heather at The Highlands, The Highlands and Nub's Nob Ski Area. Donald Ross Memorial Golf Course is 2 mi (3.1 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 146 out of 162 reviews
Rating 8 - Good. 15 out of 162 reviews
Rating 6 - Okay. 1 out of 162 reviews
Rating 4 - Poor. 0 out of 162 reviews
Rating 2 - Terrible. 0 out of 162 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Welcoming host and outstanding amenities. Everything was perfect and easy
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good time!!!! Great host.... Had a good experience
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
overall good experience
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Chalet is beautiful. Location was perfect for rest and relaxation. Plenty of room
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Company was great in accommodating our needs.
Stayed 3 nights in Jan 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful area. 10 friends and each had a comfy bed
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Log Lodge

Beautiful place in a beautiful setting. Very impressive log home with tons of room for a good size group. We had 15 guys and it never felt crowded.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent ski trip!!

Great property!! Ski in/out was great and the kids loved the hot tub. Great experience!!
Stayed 3 nights in Feb 2021
Response from VrboOwner on 22 Sept 2023
Thank you for your review Joseph. We're happy to hear you enjoyed the property and got to take advantage of the ski in/out feature and the hot tub. We hope to have you back soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

This place was amazing, and we are looking forward to our visit next year!
Stayed 3 nights in Jan 2020
Response from VrboOwner on 22 Sept 2023
Thank you for your review Keith. Glad you enjoyed your vacation. We’re looking forward to hosting you again next year.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

WE had a semi-large group of guys for a bachelor weekend and everything was as expected. Perfect ski in/out for Boyne and a large group.
Stayed 3 nights in Mar 2021
Response from VrboOwner on 22 Sept 2023
Thank you for your review. Glad to hear everything met your expectations and you enjoyed your time at Boyne Highlands. We hope to have you back some day.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome week

Prime location for summer getaway
Stayed 7 nights in Aug 2019
Response from VrboOwner on 22 Sept 2023
Thank you for your review Pat. We’re glad you enjoyed the home and hope to have you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hillside Retreat

We had a great time staying here with three families. Great set up and easy check in! Property manager was very responsive. We’d love to stay again!
Stayed 2 nights in Dec 2023
Response from VrboOwner on 4 Jan 2024
Hillside Retreat is a perfect choice for those who wish to host larger groups as it can accommodate up to 16 guests. The property features five spacious bedrooms that provide ample space for individuals to unwind in their private quarters yet come together in shared spaces as desired. We are pleased to hear that our management team provided seamless communication and ensured easy access to the home. We would love to have the opportunity to host you again in the future! – Vacation Properties of Northern Michigan
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House

The house is great!
Stayed 3 nights in Mar 2021
Response from VrboOwner on 22 Sept 2023
Thank you for your review. Glad to hear the house was a good fit for your group and hope to have you back next year.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for golfers!

Our group rented this property for our annual golf trip at Boyne Highlands, and it didn’t disappoint! Was perfect for our needs and just a short drive up the hill from the courses!!
Stayed 2 nights in Sep 2022
Response from VrboOwner on 22 Sept 2023
Good morning Jesse, Thank you for taking the time to review your stay with us! We are so glad to hear that you enjoyed your time at the rental and it suited your needs well. Boyne does a fantastic job upkeeping their courses, so we are glad you got to play them before they close up for the season. Keep us in mind for your next adventure this way, we would love to host you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay was great. Had trouble with TV cords, but new one came the following day. Bed were comfortable, plenty of supplies.
Stayed 14 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy getaway

We wanted a short getaway with some privacy and this was amazing! Rustic lodge type house with easy ski out access to the slopes and a hot tub on the deck overlooking a run. We would love to come back!
Stayed 3 nights in Jan 2021
Response from VrboOwner on 22 Sept 2023
Thank you Dana for your review. so great to hear you enjoyed your time at Boyne Highlands and were happy with the home. We hope to have you back next year!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Modern Log Cabin Retreat

Great layout for entire family of 15. All amenities in excellent shape. Good for all seasons.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 22 Sept 2023
Thank you for your review Joseph! I’m glad you enjoyed the property and hope to have you back.
Archival

10/10 Excellent

Golf Outing

Fantastic getaway chalet perfectly located and peaceful. Perfect place for a golf outing or ski weekend. I had friends in from out of town and they loved it and had a blast. Would definitely recommend it and will probably rent this beautiful place again.
Response from VrboOwner on 22 Sept 2023
The beauty and serenity of this property can't be captured entirely within photographs. You have to experience this wonderful place for yourselves.
Verified review

10/10 Excellent

Ski Weekend

This is a great house that accommodates lots of people! Plenty of room, and well furnished. Great communication with the owner, and will definitely rent again!
Stayed 3 nights in Jan 2019
Response from VrboOwner on 22 Sept 2023
Thank for your review Brad. We enjoyed having you as our guests and look forward to having you back next ski season!
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Loved it.. convenient for skiers

Trying to book again for next year
Stayed 4 nights in Jan 2021
Response from VrboOwner on 22 Sept 2023
Thank you for your review Raymond. I've got you booked for next season and would love to hear how we can turn this four star review into a five star next year. Looking forward to having you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

We really enjoyed this home. The yard was a great size for the kids to run around in. The house was spacious and well maintained. We definitely hope to come back.
Stayed 3 nights in Nov 2020
Response from VrboOwner on 22 Sept 2023
Thank you for your review Erin. We are happy to hear you enjoyed your time at the property and hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place

We truly enjoyed our time in the highlands. Everything we wanted to do was close by. The home was perfect. Spacious and clean. We used the fire pit most nights.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 22 Sept 2023
Hillside Retreat is a great location to get away without being too far from the action! We’re so glad that this home fits your needs, and we welcome you back anytime! – Vacation Properties of Northern Michigan
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

The house was spacious for the 16 people in our party. Comfy beds and everything needed for us to enjoy our vacation. The property manager was responsive and provided detailed instructions/directions for the property. Highly reccomend!
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

Great long weekend getaway.

Perfect spot for our golf group. Chalet was equipped with all amenities needed for our group of 10 golfers. Chalet was in perfect condition. Highly recommend!!!! Jessica, thanks for everything.
Stayed 4 nights in Sep 2018
Response from VrboOwner on 22 Sept 2023
So glad to hear you enjoyed your stay and were happy with the accommodations. We hope to have your golf group back next fall! Thank you for your review.
From a partner site

10/10 Excellent

Highlands heaven

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Exceptional stay at a wonderful property. Our fourth time here, love love love the location and spacious home.
Response from VrboOwner on 11 Jan 2024
Thank you for choosing Hillside Retreat as your home for the past four years. Your continued patronage is a testament to the quality of the property and amenities. – Vacation Properties of Northern Michigan
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