Entire home

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

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

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Terrace/patio - Ski-In/Ski-Out Chalet at the Top of The Highlands! (Harbor Springs)
TV, fireplace - Ski-In/Ski-Out Chalet at the Top of The Highlands! (Harbor Springs)
Exterior - Ski-In/Ski-Out Chalet at the Top of The Highlands! (Harbor Springs)
TV, fireplace - Ski-In/Ski-Out Chalet at the Top of The Highlands! (Harbor Springs)
Fridge, microwave, oven, stovetop - Ski-In/Ski-Out Chalet at the Top of The Highlands! (Harbor Springs)
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

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

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.

Similar properties

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
Information provided by the property may be translated using automated translation tools

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

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

Harbor Springs is home to Ski-In/Ski-Out Chalet at the Top of The Highlands!. Andrew J. Blackbird Museum and Little Traverse History Museum are cultural highlights, and some of the area's activities can be experienced at Heather Golf Course at Boyne Highlands and The Highlands.
Map
Harbor Springs, MI

What's nearby

  • The Highlands - 1 min walk - 0.0 km
  • Heather Golf Course at Boyne Highlands - 18 min walk - 1.6 km
  • Nub's Nob Ski Area - 7 min drive - 3.3 km
  • Tunnel of Trees - 16 min drive - 14.5 km
  • Boyne Mountain - 43 min drive - 51.2 km

Getting around

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

Restaurants

  • ‪Piper's Mighty Good Pizza - ‬15 min drive
  • ‪State Road Provisisons - ‬19 min drive
  • ‪Gurney's Harbor Bottle Shop - ‬17 min drive
  • ‪Teddy Griffin's Roadhouse - ‬9 min drive
  • ‪Out To Lunch - ‬15 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.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 142 out of 157 reviews
Rating 8 - Good. 14 out of 157 reviews
Rating 6 - Okay. 1 out of 157 reviews
Rating 4 - Poor. 0 out of 157 reviews
Rating 2 - Terrible. 0 out of 157 reviews

10

Cleanliness

9.8

Location

Reviews

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

Patricia B.

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

Peacefull

Property was as advertised. 10 of us were very comfortable. Front porch and back porch wonderful for coffee in morning and reading a book or just relaxing in the outdoors. Beautiful location any time of the year.
Stayed 6 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jim h.

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.

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
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.
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

10/10 Excellent

Jane W.

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

Family Fun

This place was great for our growing family! We were in for a family wedding and the place worked out great for all of us. The kids enjoyed the outside tremendously and loved eating outside on porch. Great place for families and definitely would stay here again.!! Shampoo , soap and such was small but we managed . I would recommend cleaning the living room fan at some point, pretty dusty :/ Anyway, great place!
Stayed 7 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stephanie T.

The Perfect Ski Weekend Escape

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Hillside Retreat was absolutley perfect for our family ski weekend! We loved being able to ski in and ski out. The house was spotless, the kitchen was well stocked with anything we could have needed for cooking large meals, and the propert was overall very well maintained. There were plenty of sleeping options for all and it was so nice to have multiple private bathrooms for guests. We enjoyed the hot tub each night after a long day of skiing. Thank you for sharing your beautiful home!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin W.

Birthday getaway

Rating Details: The property manager was more than 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: Well maintained home on the skill at the Highlands. Very spacious. Loved the fireplace and grill.

10/10 Excellent

Ralph R.

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

Wonderful.

We had a group of 12 golfers stay at this lovely house for a week. It was perfect for us. Close to the golf courses. The hot tub was great after a long day of golf. The house was in great condition with all the amenities that you could hope for. We hope to stay again in the future.
Stayed 5 nights in Aug 2023

8/10 Good

Blake B.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
A well-constructed log cabin near the top of the hill. The home is pleasant and updated. We had a great time! There were some broken/defective items (hot tub lid, coffee maker, light switches, luggage rack) from previous guests which were not fixed or reported to us in advance. I would recommend (as with any rental) to take photo evidence and inform the property manager right away to avoid being falsely accused of breaking them.
Stayed 3 nights in Sep 2025

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

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

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

AJ R.

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

Great stay

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

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

Verified traveller

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

10/10 Excellent

Pat B.

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

Awesome week

Prime location for summer getaway
Stayed 7 nights in Aug 2019

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