
Places to stay near The Highlands at Harbor Springs
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Top-rated vacation rentals near The Highlands at Harbor Springs
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Aframe on Tunnel of Trees Harbor Springs
Cozy A-frame perfectly located minutes from downtown Harbor Springs. Nestled in the trees across from a nature preserve so you get that “cabin-in-the-woods” feel while being close to everything the area has to offer. Perfect homebase for “Up North” adventuring: •5 min from downtown Harbor Springs •20 min from Petoskey •40 min to Mackinaw •10 min to Nubs Nob/Highlands •5 min to Tunnel of Trees M-119 Home Features: •2 bdrms w queen beds •Indoor & Outdoor firepit •Stocked kitchen •Front/back deck

The Nature Retreat - NEW hot tub & piano
YES WE HAVE A LOT OF SNOW for skiers!!(March 19) 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.

Harbor Springs Vacation Rental-Hot Tub
Beautiful Cedar ski chalet with large deck, located in woodsy area. Back deck with 7 person jacuzzi, get ready to relax after some skiing. Fire Pit located just off the back deck, completely covered fire pit also under deck,large gas grill on the front elevated deck. Chalet has a full kitchen. Billiards, pingpong, foosball and 6' air hockey table in the basement. Walking distance to Nubs Nob. Well trained pets are welcome for $35 nt or $150 wk. potty trained, non chewing, no going on furniture.

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.

Lake Street Retreat - In town Harbor Springs
This Lake Street apartment is a one of a kind. The apartment is partially above commercial businesses, including your host, The Harbor Barber (no chemical services offered - so no funky odors from below). This space was 100% improved in 2021. The property is a short walk/bike-ride from the bike path, and iconic downtown Harbor Springs, the Lyric theatre, a dog beach, a bathing beach and so much more. Your host freely shares his knowledge of the history and current events happening around town.

Relaxing Getaway in Harbor Springs!
Located in Harbor Springs, the perfect year-round getaway in Northern Michigan awaits. Tucked away in a peaceful location, Trout Creek condos are on 150 acres with many amenities for all to enjoy! Indoor & outdoor pools, tennis courts, gym, hiking trails and more! Enjoy area golf courses, ski hills, lakefront & restaurants. -Located next to Nubs Nob and The Highlands -Complimentary shuttle to Nubs Nob (weekends) -Close to Harbor Springs & Petoskey - Mackinac Island Bridge (30 miles)

Up North Lodge that checks all boxes! W/ AC
Experience everything Northern Michigan has to offer! Our 4 BR, 2 full bath Lodge is the perfect getaway that meets all of your needs. Relax by the fire, gather in the fully equipped kitchen & entertain in the large finished basement w/ a 75" Smart TV & pool table. This four seasons offering is centrally located to Nubs Nob/The Highlands (3 minutes), Harbor Springs (8 minutes), Petoskey (10 minutes) and renowned golf courses/restaurants. Come make memories that will last a lifetime!

Harbor Springs Farm Apartment
A recently remodeled lower level apartment on a farm in Harbor Springs. Located just miles from downtown, Lake Michigan, world class skiing and golf, biking and hiking trails, this is the perfect home base for any adventure. Enjoy breathtaking views of the sunrises and sunsets on the farm out the panoramic windows. We do live upstairs and you will be able to hear us through the floors. The entire apartment is private, with your own driveway, entrance, kitchen, bathroom, and living space.

The Rhubarbary Ruins - with an outdoor sauna
We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

Disconnect at our Ski Chalet in Nubs Nob
Newly remodeled A Frame Cabin in the woods of Hidden Hamlet in Harbor Springs, Michigan. Located in the little neighborhood at the base of Nubs Nob Ski Resort, this is a peaceful and quiet neighborhood surrounded by beautiful trees. Currently we are renting this as an open bedroom loft with a queen bed. There is also a pull out sofa sleeper on the main floor, but you know the comfort level of those... Check us out on Instagram @potters_cottage

Sauna, Aframe Riverside Cabin on Sturgeon River
When you stay with us you'll step into the magic of Fernside, our beloved A-Frame retreat on the Sturgeon River in Indian River, Michigan. Imagine yourself waking up to warm sunlight and the soothing melody of the river. It's not just a getaway; it's your ticket to pure serenity and excitement. Fernside is where every moment feels like an adventure waiting to unfold. We can't wait for you to experience the joy of this cozy haven!

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
Popular amenities for vacation rentals near The Highlands at Harbor Springs
Condo rentals with wifi

BunnyHill: Outdoor Heated Pool- Summer

Coveside Retreat: Beach, Pools, Hiking, Skiing

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

LakeSide Club #59 across from heated indoor pool

Mountain Villas Getaway – Peak Fall Foliage Views

Cozy Condo (Unit 2)-Boyne City & Lake Charlevoix

Shanty Creek/Bellaire/Golf Northern Sunset Retreat

Dog Friendly Resort Condo – Pool, Sauna & Fun!
Family-friendly house rentals

Cozy home in Harbor Springs

Nature Trail Tranquility Lodge, Mackinaw City

Stunning design! HotTub-Fire Pit-EV Charger-Pets

The House Next Door: In-Town Harbor Springs

Snowy Owl's Nest-Vacation Home in Harbor Springs

Modern Chalet Retreat in Harbor Springs w/ Firepla

Hemlock House

Trendy Home 1 Mile From Downtown Petoskey
Apartment rentals with air conditioning

Waterfront Condo Petoskey/Harbor Springs

SG King Room # 7A

NEW! The Grand Suite at Little Bay Cottage

Downtown Boyne City upper level 10 min to Boyne Mt

Red Pine Rental Your up north get away.

HOT Tub Close 2 Boyne,Schuss Mt 2 queen bd

Cozy Nest Near Skiing

cozy wood-paneled apartment
Other great vacation rentals near The Highlands at Harbor Springs

Steelhaven - Sleek, Modern Shipping Container Home

Upper Deck: Boyne Carriage House

The Bird’s Nest

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

Mountain Cabin overlook Boyne near Nubs W/ Hot Tub

Valleys Chalet - Harbor Springs/Petoskey Condo

The Bear Cub Aframe

Ski-In/Ski-Out Chalet at the Top of The Highlands!
Quick stats about vacation rentals in The Highlands at Harbor Springs

Total vacation rentals
Explore 30 vacation rentals in The Highlands at Harbor Springs

Nightly prices starting at
The Highlands at Harbor Springs vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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
- Rentals with a fireplace The Highlands at Harbor Springs
- Cabin rentals The Highlands at Harbor Springs
- House rentals The Highlands at Harbor Springs
- Family-friendly rentals The Highlands at Harbor Springs
- Ski-in/ski-out rentals The Highlands at Harbor Springs
- Condo rentals The Highlands at Harbor Springs
- Rentals with a patio The Highlands at Harbor Springs
- Rentals with a washer and dryer The Highlands at Harbor Springs
- Cottage rentals The Highlands at Harbor Springs
- 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
- Bowers Harbor Vineyards
- Castle Farms
- Call Of The Wild Museum
- Brys Estate Vineyard & Winery
- Grand Traverse Lighthouse
- Old Mission State Park




