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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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You are staying at our home. Please treat it with care and respect.
A rental agreement is required for all guests.
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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Harbor Springs
Harbor Springs is home to this holiday home. Heather Golf Course at Boyne 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.
Heather Golf Course at Boyne Highlands - 18 min walk - 1.6 km
Nub's Nob Ski Area - 7 min drive - 3.3 km
Harbor Springs Beach - 15 min drive - 14.2 km
Tunnel of Trees - 16 min drive - 14.5 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
Petoskey Brewing - 19 min drive
Nubs Pub - 11 min drive
Rodrigo's - 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 does it cost to stay at Ski-In/Ski-Out Chalet at the Top of The Highlands!?
As of 14 Apr 2026, prices found for a 1-night stay for 2 adults at Ski-In/Ski-Out Chalet at the Top of The Highlands! on 4 May 2026 start from £321, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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 Heather Golf Course at Boyne 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.
Chalet was just about perfect for our friends and family ski vacation. Everything was just as explained in the listing. Beds were comfy, kitchen well stocked with equipment, plates, glasses and silverware. I forgot to count, but I believe there were 5 different methods for making morning coffee. Enough space for everyone and dog was probably the happiest of all. Only drawback was that we had to reset the breaker on hot tub a couple times, (the owners had mentioned that to us before hand) but it did lead to one night where we couldn't use. Note - If your crew is avid skiers, the fact that Highlands shuts down the Interconnect lift (at least as of Jan 1-3 2026) at around 3pm limits ski in/ski out to half the day.
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.
Great property!! Ski in/out was great and the kids loved the hot tub. Great experience!!
Joseph H.
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.
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!
Emily G.
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
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.
Verified traveller
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.
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!!
Jesse C.
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!
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.
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!
Dana S.
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!
Great layout for entire family of 15. All amenities in excellent shape. Good for all seasons.
JOSEPH P.
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
19 May 2008
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
10/10 Excellent
Bradley G.
30 Jan 2019
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!
Bradley G.
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!
About the host
Hosted by Northern Michigan Retreats
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests