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Entire home·Private host

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

Ski-in/ski-out access for fun in the snow

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

Exterior
Terrace/patio
Interior
TV, fireplace
TV, fireplace
Consider a stay at Ski-In/Ski-Out Chalet at the Top of The Highlands! and take advantage of a firepit, a garden and laundry facilities. For some rest and relaxation, visit the hot tub. Guests can connect to in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bathrooms

Popular amenities

  • Parking available
  • Hot tub
  • Dryer
  • Washer
  • Air conditioning
  • Fireplace

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Tucked into nature at the top of The Highlands of Harbor Springs, a ski and golf resort, and perfect for year-round vacationing in Harbor Springs, yet minutes to Petoskey! This 3,200 square foot privately owned chalet boasts views overlooking the Lois Lane ski run. One of the highest residences at The Highlands, truly ski-in/ski-out, and a perfect place to wake up, strap on your skis, and hit the slopes. Please note that our rental property can comfortably accommodate up to 16 guests.

Featuring five bedrooms and four bathrooms with additional loft space for sleeping. The main level offers an open floor plan with lots of windows, a vaulted great room, and gas fireplace – all which make it easy to take in the views of skiers going by or the beautiful fall colors. Catering to large groups, you’ll find two primary suites with private baths, one with a king and one with a queen, and two more bedrooms, one with two full beds, the other with 2 bunkbeds (twin over full). The fifth bedroom has a queen and there is loft space for extra sleeping arrangements. *The 6 twin cots are available for use, but linens are not provided. The gourmet kitchen includes everything you’ll need to prepare meals and gather with your friends and family. The large wraparound deck features a six-person hot tub, gas grill, and large patio set. The backyard is perfect for yard games and when it’s time to go in for the night your entertainment doesn’t need to stop. A spacious game room can be found in the lower level, complete with a second full size refrigerator, pool table, air hockey table, and flat screen TV. This spacious, well-appointed chalet accommodates large groups well – allowing ample room to gather as well as private space for downtime.

*This unit is dog-friendly and a pet fee applies, please inquire within if you plan to bring a dog with you.
*All wheel or 4-wheel drive is recommended to access this rental property during the winter season.

You have full access to the house.

THE HIGHLANDS OF HARBOR SPRINGS INFO
The Highlands offers renters an abundance of things to do all year round! Zip lining, horseback riding, mountain biking/hiking, and golf are just a few of the things you can do while you`re here. Also, Boyne offers chairlift rides throughout the summer and fall months for your viewing pleasures. When the snow flies, jump on the mountain for skiing, snowboarding, and cross-country skiing. Most of these amenities have fees associated with them directly through the resort. If you have questions related to resort activities, please reach out to our management team!

NEARBY DESTINATIONS
Downtown Harbor Springs: 7.4 miles
Pond Hill Farm: 11 miles
Harbor Springs Lyric Theatre: 7.1 miles
Petoskey State Park (Lake Michigan): 8.5 miles
Mackinaw City (to catch a ferry to Mackinac Island): 29.3 miles
Northern Lights Recreation: 7 miles
Teddy Griffin`s Road House Restaurant: 3.4 miles
Pellston Regional Airport: 14.9 miles
Downtown Petoskey: 12.4 miles
Odawa Casino: 14.8 miles
You are staying at our home. Please treat it with care and respect.

A rental agreement is required for all guests.

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  • Kitchen
  • Washer
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10.0 out of 10, Exceptional, 93 reviews
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

You are staying at our home. Please treat it with care and respect. A rental agreement is required for all guests.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

270272

About the area

Map
Harbor Springs, MI

What's nearby

  • Heather Golf Course at Boyne Highlands - 18 min walk - 1.6 km
  • The Highlands - 4 min drive - 1.9 km
  • Nub's Nob Ski Area - 7 min drive - 3.3 km
  • Petoskey State Park - 13 min drive - 11.6 km
  • Harbor Springs Beach - 15 min drive - 14.2 km

Getting around

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

Restaurants

  • ‪Crooked Tree Breadworks - ‬18 min drive
  • ‪State Road Provisisons - ‬19 min drive
  • ‪Teddy Griffin's Roadhouse - ‬9 min drive
  • ‪Piper's Mighty Good Pizza - ‬15 min drive
  • ‪Gurney's Harbor Bottle Shop - ‬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.

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.

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Reviews

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

9.8

Exceptional

9.8

Cleanliness

9.8

Location
Rating 10 - Excellent. 141 out of 156 reviews
Rating 8 - Good. 14 out of 156 reviews
Rating 6 - Okay. 1 out of 156 reviews
Rating 4 - Poor. 0 out of 156 reviews
Rating 2 - Terrible. 0 out of 156 reviews

Reviews

10/10 Excellent

Kim H.

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

10/10 Excellent

Melissa C.

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

Great house

We had a wonderful stay! Great set up, very clean, and the ski in/ski out access was perfect. Definitely recommend.
Stayed 3 nights in Mar 2021

10/10 Excellent

Brad C.

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

Perfect Retreat

Spacious house to relax after days of golf. Beautiful backyard setting and hot tub was nice bonus. Would definitely stay again.
Stayed 3 nights in Sep 2021

10/10 Excellent

Pam T.

Excellent

Nice property. The kitchen was well stocked and the house was roomy. The ski in/ski out was very nice. We enjoyed our stay.
Stayed 3 nights in Feb 2019

10/10 Excellent

Dana S.

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

10/10 Excellent

Janette W.

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

8/10 Good

James H.

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

Very nice place. Hot tub and fire pit were well used. Could be better stocked. No soap or coffee

Besides lack a few items this place worked well for our large golf group.
Stayed 3 nights in Sep 2019

10/10 Excellent

Daniel P.

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

Golf weekend getaway

Great house for our group of 8. Plenty of beds and lounging areas. Basement is an added perk. Outdoor area is great with hot tub, grill, large yard for lawn games and a firepit. Hosts were communicative and easy to work with. Definitely will try and reserve for next year's trip!
Stayed 3 nights in Sep 2023

10/10 Excellent

Linda L.

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

Boyne Highlands ski house

Hot tub was clean and functioned well Big house with lots of bedrooms Two refrigerators were wonderful I wish they had to ranges as well View was beautiful and clear instructions Ski from home was nice as well Had a wonderful stay
Stayed 4 nights in Mar 2020

10/10 Excellent

Andrew B.

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

Great stay!

Great house for a few families to enjoy a long weekend! Second year staying and will be a top choice for future stays. Ski slope in the back yard. While we go before there's snow on ground, its great for hiking, campfires, hot tub, grilling, relaxing. No doubt it would be great for a ski trip too. Owner is quick to respond if you have questions.
Stayed 3 nights in Nov 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bradley G.

Weekend Getaway

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: We've been returning to this house for several years for a weekend getaway and skiing. The house is great, clean and fits the needs of our large group year after year.

10/10 Excellent

Sandi S.

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

Great summer getaway!

This house was perfect for our family of 12. It was very clean and spacious with plenty of room to hang out. The kitchen was well equipped for family dinners and had plenty of seating indoors and on the porch. We enjoyed the game room, backyard area and fire pit. The location itself was peaceful and private while offering nearby access to Harbor Springs and Petoskey. Would make a great getaway for any season, we would definitely enjoy staying here again.
Stayed 7 nights in Jun 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tommy C.

Excellent Golf Trip Stay

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: This property was perfect for our group of 8 guests. Plenty of space to sleep, eat, and hang out! We were up here for our annual golf trip to The Highlands, and the location was extremely close in proximity. Highly recommend!
Stayed 3 nights in Sep 2023

10/10 Excellent

Carol B.

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

Lovely wooded retreat

Our big family group loved the place in early October and can only imagine how great it would be as a ski vacation. Management was very responsive — we had a plumbing issue and they sent an emergency plumber on Friday night. Strange problem that the front door code stopped working after the initial check-in, but the garage entrance remained usable so no harm done. Kitchen is beautifully appointed and the gift of American Spoon jam and BBQ sauce was a sweet Up-North-forward gesture! Great spot for walking on the ski trails behind the house and we enjoyed the hot tub — fire out will have to wait for next time.
Stayed 2 nights in Oct 2024

8/10 Good

Ginger L.

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

Beautiful location and home

It was a great home only complaint is the water was cut off twice on two different days with no warning catching some in the shower. Property manager said city did it both times without giving them notice. I would hope better communication with city could happen to not catch guests off guard
Stayed 3 nights in Jan 2022
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jan H.

Fantastic!

This is our third year staying in the house and highly recommend it as a ski-in/ski-out property. The flow of the house is condusive to larger families including those with kids. There is a large table that seats ~ 9 people which is great for sharing stories. Also, the game room in the basement is fabulous; the game room is chilly until the fireplace gets going. The kitchen is well stocked with dishes and pots and pans. The house is well equiped with bath towels, soap, toilet paper, dishwashing detergent, dish soap, dish towels and laundry detergent. Bring your clothes and food and have a great time!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Miriam W.

Nestled in the woods in Harbor Springs

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a delightful time at the Hillside Retreat with family. Although we ran out of time to use the fire pit it was a nice addition. There was plenty of seating for meals and the kitchen was well equipped. We enjoyed being able to play corn hole and putt putt down at the Highlands. We signed up for horseback riding, mountain biking, the zipline, and attended a delightful show with the Young Americans. We also went to Boyne Mountain for the indoor waterpark on a rainy day. Petoskey State Park is nearby and has a nice beach and hiking trails. The only negative was the washing machine which needs to be replaced.

8/10 Good

Benjamin M.

This is a great home that accommodated our large group very comfortably.

The house was great, but there were a few issues. First the drive way was a solid sheet of ice several inches thick, walking on it was precarious at best. The stairs leading up to the front door were also covered with ice. The owner expects the garage door to remain closed, so when we had friends come to visit they had to go up the outside stairs and more than a few people slipped. The next issue is no fault of the owner nor did they try to hide it, but the early closing of the lift and no night skiing on that section of the mountain really limited the actual practicality of ski in ski out. Despite these few things this was a great property and we had a ton of fun.
Stayed 3 nights in Mar 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Exceeded All Our Expectatons

This house is spectacular. It is located directly on Louis Lane trail about 300 yards below the summit at Boyne Highlands. The views are amazing at the top of the mountain and the scenery is so serene and peaceful. The house itself is as they say, brand new. This log home is even more impressive in person than in the photos. Not at all what you expect in a typical rental home. There is no carpeting to get wet and moldy..., which was good for my husband's allergies. All of the flooring is clay tile (which stayed warm) or wood. There are windows everywhere. The appliances were top-notch stainless steel and the kitchen was full stocked with items our large group needed to cook meals. We also liked the fact that the game room had a second full-size fridge. And most importantly, the beds were comfortable. I actually slept better here than I do at home. With this remote location, we expected that the amenities might suffer a bit, but we were pleasantly surprised that we were easily able to log onto high-speed wireless Internet and use it throughout the entire house. Some of our cell phones didn't work, but they provided a landline with free national calling along with cable and a nice entertainment system in the great room... CD/DVD player, flat screen TV, surround sound. There was a big screen TV in the game room. The picture quality wasn't all that great, but it was perfect for the kids to play their video games on. We very much enjoyed relaxing in the hot tub looking at the stars at night. Next to the location, this was a big part of why we selected this house... and it was worth it! The owners answered all of our questions about the house and provided us with directions, instructions for entering the house (it is coded), recommendations for local restaurants and grocery stores as well as instructions for things like the hot tub. They promptly returned our security deposit. We took advantage of the excellent ski conditions during our trip and expect we'll come back this summer for some golf. This is an amazing place and I would highly recommend it to all my family and friends

10/10 Excellent

Roger G.

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

10/10 Excellent

Chaz U.

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

10/10 Excellent

Ashley B.

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

Ski weekend

We had a great time at the Ski Chalet for the weekend. The ski-in/ski-out was great, but just wished the new chair lift ran longer in the afternoon. We had an issue with the hot tub, and the property manager responded quickly.
Stayed 3 nights in Feb 2025

10/10 Excellent

Gng C.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

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Stayed 2 nights in Jan 2025

8/10 Good

Erik C.

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

Great place and location with a catch

The house is great, clean, well appointed and easy to get to the lifts by skiing right out the back. The catch is that the only lift that serves this side of the hill closes an hour before everything else. If you’re not careful you may get stranded at the base with no easy way back to the house. We enjoyed the stay a great deal. However, for open to close skiers or boarders it’s a little disappointing that you have to drive to the main base area anyway if you want to have an easy way home after.
Stayed 4 nights in Dec 2024