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

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Reviews

10 out of 10

Exceptional

5 bedrooms4 bathroomsSleeps 16

Popular amenities

  • Parking available
    Parking available
  • Washer
    Washer
  • Pet-friendly
    Pet-friendly
  • Barbecue grill
    Barbecue grill
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen

Explore the area

Map
Harbor Springs, MI
  • Heather Golf Course at Boyne Highlands
    20 min walk
  • The Highlands
    7 min drive
  • Nub's Nob Ski Area
    10 min drive
  • Pellston, MI (PLN-Pellston Regional)
    26 min drive

Rooms & beds

5 bedrooms (sleeps 16)

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Dining
Living area
Exterior

About this property

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.

Property manager

Northern Michigan Retreats
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets 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 fire extinguisher and a first aid kit

About the area

Harbor Springs

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

  • Heather Golf Course at Boyne Highlands - 20 min walk
  • The Highlands - 7 min drive
  • Nub's Nob Ski Area - 10 min drive
  • Little Traverse Bay Golf Course - 16 min drive
  • Tunnel of Trees - 22 min drive

Getting around

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

Restaurants

  • ‪Petoskey Brewing - ‬19 min drive
  • ‪Randy's Mighty Good Pizza - ‬16 min drive
  • ‪Pier Restaurant - ‬20 min drive
  • ‪State Road Provisions - ‬19 min drive
  • ‪Crooked Tree Breadworks - ‬18 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.

Reviews

10

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. 128 out of 137 reviews" "
Rating 8 - Good. 9 out of 137 reviews" "
Rating 6 - Okay. 0 out of 137 reviews" "
Rating 4 - Poor. 0 out of 137 reviews" "
Rating 2 - Terrible. 0 out of 137 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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

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

Emily G.

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
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.
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.
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

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

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

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

8/10 Good

Rebekah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Felt like a Mountain Getaway!
We had a great stay at this property. You had to climb The Highlands slope in your car to get there, and it truly felt like we were away from it all. It was nice to have the hot tub, basement activities, and a yard to set up our crossnet volleyball net. Lots to do just at the house. We also liked that it was equidistant to Petoskey and Harbor Springs. We spent most of our time in these 2 towns.
Stayed 7 nights in Jun 2023

10/10 Excellent

Alan C.

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

10/10 Excellent

Jay G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location great amenities except mattresse
This place has everything you need for up to a group of 4 families. Check in was fast. Amenities were all in working order, lighting was adequate, quality of furniture was good except mattresses were very lame and of poor quality.
Stayed 2 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Rick C.

Great house and location
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 had a ski weekend in early March and the house worked out great with plenty of space, both in and out, for our group. We will hopefully be back again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jodi M.

perfect
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: So clean inside and spacious! We had a fantastic time and the Property manager was so nice and helpful! Perfect Ski In-out location!

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for annual friends trip
The house and yard are great for a long weekend. Would be great for a ski weekend being on the slope. A couple minor things that could use touch up, i.e. towel bar wouldn't stay on in one bathroom, basement fridge could use a cleaning and price was considerably higher this year than past. Issues were minor things nothing that would change the 5 star thoughts of the property. The price will have us checking out other listings. Overall, tough to beat for a 3-4 family gathering.
Stayed 3 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Leigh J.

Beautiful and spacious home
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: Thank you, we had a wonderful time! The management team was very accommodating and easy to get ahold of. The house was perfect for our large group of adults and children. Beautiful location, very clean and cozy! We would love to come back.

10/10 Excellent

Jesse C.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tracy and John E.

Great property and location
Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: The unit was perfect for our larger family size and had great indoor/outdoor space. I would only suggest that it could Use a deep clean.
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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Annamarie W.

Harbor Springs Hilltop
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: Great home! Our large family enjoyed all the amenities that the home offered. We adults love the hot tub. The kids enjoyed the fire pit and star gazing at night.The house is a short drive to Boyne Highland resort and the ski lift. The chair lift was an amazing experience.We had the opportunity to spend the day at Mackinaw Island. A short drive from the house. Thanks for the helping us build memories in upper Michigan!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Steven G.

Hillside Retreat Review
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 had a wonderful experience in the house. There is a fully stocked kitchen with plenty plates, cups, and cookware! The bedrooms were spacious for all 8 adults, and the kids had their own bunk beds. Beds were comfortable. The house was very clean upon our arrival. We thoroughly enjoyed the outdoor space, from the porch, outdoor dining table, the hot tub, and the firepit. There was plenty of room in the back yard for outdoor games. Plus the kids had tons of fun exploring in the woods. Can't recommend this house enough!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nancy B.

Northern Michigan relaxing
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: The house was great. Welcoming. Backyard was great for Corn Hole and Polish horseshoes. Loved the back deck every morning with a cup of coffee. We found the house clean and supplied with bathroom goodies. The management was quick to respond to the one issue we had.Overall it was a great time in an area we love. Perfect for large generational gatherings
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Annamarie W.

July 2022 Stay
Our families had a wonderful time in Harbor Springs. The home was perfect for our large family and was well equipped to fit our needs. The kitchen was stocked with plenty of dishes, utensils and cooking supplies. The beds were comfy and there was plenty of places for everyone to sleep. We loved the fire pit and use of the hot tub only added to the fun. There was a grill if you need it. The downstairs kept the teens busy playing pool or air hockey when the weather was a tad bit cold to be outside. The only con was the nasty mosquitoes outside. We did have bug spray that helped. I would have loved to see more mirrors and tv’s in all the bedrooms. It would have just made it easier to get ready each day. Thanks again for the lovely rental. We had a great time!

10/10 Excellent

Matt M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun time and amazing place to stay at
It was lit
Stayed 3 nights in Apr 2022

About the host

Hosted by Northern Michigan Retreats

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English, Spanish

Premier Host

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