
House rentals near The Highlands at Harbor Springs
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Top-rated house rentals near The Highlands at Harbor Springs
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Highland View Cottage of Harbor Springs
Our home is beautifully decorated, spacious, and very clean. It is your home away from home. Relax and enjoy the many amenities it has to offer. Whether you like to cook or eat out, our home has all the comforts of home. It is a SMOKE FREE and PET FREE home. Our guest MAXIMUM IS 8. Highland View is a great place to gather with friends and loved ones to create memories for years to come. Other things to do: Mackinac Island 35 minutes away Fishing Golf Skiing Biking Hiking Beaches Etc.

Maple Grove Retreat House
Take it easy at this unique and tranquil getaway. This beautiful home provides a space to unwind after exploring the amazing sites of northern Michigan or simply relax by the fire place or under the canopy of maple trees. It is truly our hope that you enjoy this retreat house. It has easy access to downtown Petoskey, Walloon Lake, Boyne Mountain & Nubs Nob. There are multiple wineries and a local market just down the road. End your day taking in spectacular sunsets with friends & family.

Gorgeous Getaway! 2 Queens/2 Fold-up twins.
We have played off the beautiful water colors of the bay in our decor. Like our other unit next door, we have included everything we can to make sure our guests are taken care of and feel right at home. We have 2 queen beds and 2 single fold up beds. We do accept pets ($25 flat fee) but certain breeds are not allowed. Please see “other things” for a list. This is a manufactured home in a manufactured home community. The unit has been completely remodeled and is magical! You will love it!

Trendy Home 1 Mile From Downtown Petoskey
Enjoy this trendy and newly remodeled home only one mile from downtown Petoskey! With a large fenced in backyard overlooking a field and wooded area, you can feel like you are out in the countryside of Northern Michigan but conveniently located near downtown shops, restaurants and bars. Also very close to many of the local wineries in the Petoskey area. This home is only a few minute drive to Lake Michigan and other surrounding inland lakes. This is a perfect place to experience Up North!

The House Next Door: In-Town Harbor Springs
The House Next Door is a vintage-chic modern cottage in the heart of Harbor Springs. Nicely designed throughout, perfect for staying in or to be your home base for endless local activities, many without getting in your car. 8 minute walk to waterfront, restaurants and shopping. Minutes from hiking, biking, beaches. 10 minute drive to ski/golf resorts. A block back from the bluff, close to the hustle of our busy resort town but separated enough for peace and quiet and sounds of nature.

The Nature Retreat - NEW hot tub & piano
YES WE HAVE A LOT OF SNOW!!😄🎉 A unique experience for people who appreciate the simple things of life - like nature, a good book and music. Located in a peaceful neighborhood near the Tunnel of Trees, Pond Hill Farm, downtown Harbor Springs, 8 minutes to Boyne Highlands and other top northern Michigan attractions. LUXARY HOT TUB INSTALLED JULY 2025. Upright piano and ukulele. House = approx. 2,800 sq. ft. You must let us know if you are bringing a dog or an 8th person.

Updated design! HotTub-Fire Pit-EV Charger-Dogs
Welcome to this updated 3-bed, 2-bath home designed by Melissa with a cozy vintage-modern feel. Perfect for a weekend getaway, ski trip, or family stay. With a fully stocked kitchen, exquisite design and comfort and a private outdoor hot tub after a day of adventure, the only thing missing is you. Located 15 minutes from Boyne Mountain, Petoskey, and Boyne City, 5 minutes from Walloon Lake, and 30 minutes from Charlevoix. Dog-friendly with a fee (2 dogs max). No cats.

Lake Front Home w/ 50 ft Dock on Paradise Lake
A beautiful 1700 square ft home on Paradise Lake. The home is on 2.5 acres and just 5 miles from Mackinaw City. Hulu and digital antenna TV with smart TV's in the living room and both bedrooms. A couple minute walk brings you to the sandy bottom lake which is perfect for a couples retreat or family getaway. Guest will enjoy our 275 feet of private lakefront with a 50 ft dock. This property is centrally located between many of northern Michigan’s attractions.

Cozy Retreat w/ Sauna Nubs Boyne
Escape the chaos of daily life to all the beauty and fun Pure Michigan has to offer, any time of year. Nestled in the "valley" of two of the ski hills, Nub's Nob and The Highlands, you're sure to have a great "Up North" Experience. Escape the chaos of daily life to all the beauty and fun Pure Michigan has to offer, any time of year. The Star Valley Lodge is nestled in the "valley" of two of the ski hills, Nub's Nob and The Highlands (Formally Boyne Highlands).

Dream Vacay: Clam Lake Cottage w Torch Lake Access
Fall/Winter Season Special: 3rd Night Free! We are currently offering one free night during your next booking of 2 nights or more from Oct 31st 2025 until March 31st 2026, and again from Nov 1st 2026 until Apr 1st, 2027, excluding dates that include federal holidays. Book any two nights within these date ranges, excluding holidays, and you can stay a third night for free! Send us your booking request and we will adjust the rate to reflect the 3rd free night.

Skiing/Pool/Hot Tub/Sauna/Resort/Pet-friend
*Nubs Nob/Boyne 1.5mile *Free shuttle Nubs Nob *Secluded Setting *Smart TVs in bedrooms *55"Smart TV Liv Room *Jacuzzi Master Bath *Gas Fireplace *High Speed Wifi *1 car garage *Additional Park onsite *Ski rack in garage *Hiking Trails *Beaches-10 min drive * 3 pools indoor/outdoor 4749 S Pleasantview Rd Harbor Springs MI 4940

Spacious Pet Friendly Home w/Game & Exercise Room
This is truly Up North. A great place to escape --- enjoy year round activities...this is the perfect place to call home during your stay Up North. Spacious home in a quiet private setting located 5 miles North of Harbor. •All bedrooms are located upstairs. •Two pull out sofas are in the family room, see photos •Game Room | Arcade games, shuffleboard, foosball, board games and pool table + popcorn machine!
Popular amenities for house rentals near The Highlands at Harbor Springs
House rentals with a pool

Family ski-in & ski- out 4B/4B Disciples Ridge

Newly-Renovated Dog-Friendly Getaway!

Charming condo for sun or snow. 3 King Beds!

Ski & Golf Oasis. All season pool pass available*

Snowmobile/ Ski Waterfront Haven | Private Hot tub

Mini Michigan Paradise

Walk to Shorts Pets Sauna Traeger Game Room Family

Timber Valley Chalet Ask about seasonal discounts
Weekly house rentals

Cozy retreat near local resorts, skiing/golf

4k sqft Log Chalet, Chef’s Kitchen, no fees, pets!

Chic Crooked Lake Lakefront Retreat Stunning Views

Snowy Owl's Nest-Vacation Home in Harbor Springs

Mountain Cabin overlook Boyne near Nubs W/ Hot Tub

Hemlock House

The Griffin Chalet-Harbor Springs MI

Lakefront Cottage in Charlevoix
Private house rentals

Orange Door Haus

TreeTops Ayframe, Supersized AFrame on the River w

Woody’s Place on the Bike Path

Northern Retreat Oasis-Hot Tub/Dogs/Boyne/Petoskey

Nubs Slopeside Condo

Design-forward Lake Views Bay Harbor

Cozy country home in Petoskey

Lollapalooza
Pet-friendly house rentals

Ski~Golf Resorts*HotTub*Game Room*King bed

Petoskey’s “Peeks of the Bay”

Beautiful Log Cabin on the River with Hot Tub

Charming four bedroom house on the hill

Kathy's Kottage

Cozy Lil Red Cabin; Water Frontage, Dog Friendly!

Home in the woods nestled on 15 wooded acres.

Lake CHX Views, Hot Tub, Firepit, Pets OK, Boyne
Quick stats about house rentals near The Highlands at Harbor Springs

Total vacation rentals
Explore 20 vacation rentals in The Highlands at Harbor Springs

Nightly prices starting at
The Highlands at Harbor Springs vacation rentals start at G$18,731 GYD per night before taxes and fees

Verified guest reviews
Over 1,260 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
20 of The Highlands at Harbor Springs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across The Highlands at Harbor Springs rentals

4.9 Average rating
The Highlands at Harbor Springs stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Family-friendly rentals The Highlands at Harbor Springs
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- Ski-in/ski-out rentals The Highlands at Harbor Springs
- House rentals Harbor Springs
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- House rentals Michigan
- House rentals United States
- Boyne Mountain Resort
- Nubs Nob Ski Resort
- Petoskey State Park
- Avalanche Bay Indoor Waterpark
- Chateau Chantal Winery and Inn
- Headlands International Dark Sky Park
- Mackinac Island State Park
- Castle Farms
- Call Of The Wild Museum
- Bowers Harbor Vineyards
- Grand Traverse Lighthouse
- Brys Estate Vineyard & Winery
- Old Mission State Park




