Places to stay near The Highlands at Harbor Springs

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Top-rated holiday rentals near The Highlands at Harbor Springs

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Top guest favourite
An A-frame cabin surrounded by vibrant autumn foliage, featuring an outdoor fire pit with two chairs positioned nearby. Pumpkins are scattered throughout the naturally landscaped area, adding a seasonal touch to the serene setting. The cabin's warm windows hint at comfort inside.
Chalet in Harbor Springs
4.97 out of 5 average rating, 177 reviews

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

Guest favourite
The chalet's exterior is framed by lush greenery, showcasing a striking A-frame structure with large windows. The natural wood tones blend harmoniously with the surrounding trees, creating a serene woodland setting. A hint of a deck is visible beyond the foliage.
Chalet in Harbor Springs
4.84 out of 5 average rating, 247 reviews

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.

Guest favourite
A comfortable living room is featured, with a large sectional couch and two armchairs arranged around a rustic coffee table. A gas fireplace is centered on the white-brick wall, complemented by a wall clock and framed artwork. A Smart TV is mounted for easy viewing.
Cottage in Harbor Springs
4.95 out of 5 average rating, 100 reviews

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!

Top guest favourite
A cozy living area is shown with a large sectional sofa and a patterned area rug. A television is mounted on the wall opposite the couch. Natural light fills the space through three windows, and a pool table adds an element of leisure to the room.
Flat in Harbor Springs
4.83 out of 5 average rating, 180 reviews

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.

Guest favourite
The cabin features a modern A-frame structure with a striking blue roof and large glass windows. Surrounded by lush greenery, a gravel patio is designed with comfortable seating and subtle outdoor lighting. Tall trees provide privacy in the tranquil outdoor setting.
Cabin in Elmira
4.95 out of 5 average rating, 221 reviews

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Top guest favourite
A well-appointed bedroom features a queen bed with a blue blanket and neutral pillows. A nightstand with a lamp sits beside the bed, while a small tray with glasses and a bottle of wine is displayed on the bed. Natural light enters through the window adorned with blinds.
Guest suite in Boyne Falls
4.96 out of 5 average rating, 142 reviews

Boyne Basecamp for Adventure

Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

Top guest favourite
A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.
Cabin in Harbor Springs
5 out of 5 average rating, 349 reviews

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.

Top guest favourite
A charming wooden cabin situated amidst lush greenery features a welcoming porch with two red Adirondack chairs. Surrounding gardens are filled with flowers, contributing to a tranquil atmosphere. The cabin showcases a mix of log and traditional siding, harmonizing with the natural landscape.
Guest house in Harbor Springs
4.94 out of 5 average rating, 253 reviews

Cozy Studio Suite

Visit and explore all Northern Michigan has to offer while staying comfortably in this adorable 250 sq ft studio tiny house. Sit on the deck, relax and enjoy your coffee surrounded by tranquil gardens. Located in Harbor Springs, our property is close to the following: Downtown Harbor Springs, 1.2 mi Boyne Highlands Golf & Ski Resort, 5.1 mi Nub's Nob Ski Resort, 6.2 mi M119 Tunnel of Trees, 2.8 mi Petoskey, 13 mi Many parks, bike/hiking trails, and beaches

Guest favourite
An A-frame cabin is nestled among lush greenery, showcasing large windows that invite natural light. A wooden staircase leads to the entrance, framed by a wooden deck. A bicycle rests against the cabin, complementing the serene outdoor environment.
Cabin in Harbor Springs
4.9 out of 5 average rating, 361 reviews

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

Top guest favourite
A serene view of Little Traverse Bay is visible, showcasing calm blue waters and a distant shoreline with tree-covered hills. The foreground includes a mix of greenery, including trees and shrubs, creating a natural frame for the expansive water vista.
Flat in Petoskey
5 out of 5 average rating, 217 reviews

Water view Getaway, steps to Downtown Petoskey

Attractive second story guest suite in downtown Petoskey. The property owner lives on the first level. It is conveniently located within walking distance to the gaslight district and Petoskey’s finest shopping and dining. It is also just steps away from the breakwall, Bayfront Park and Little Traverse Wheelway. Weather permitting in spring and summer you can also enjoy the views of Little Traverse Bay from a private upper level deck.

Top guest favourite
The open-concept living area showcases a comfortable gray sofa positioned in front of a dark accent wall. A modern dining table with chairs is visible, along with an updated kitchen featuring stainless steel appliances and overhead lighting.
Home in Harbor Springs
4.98 out of 5 average rating, 117 reviews

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

Top guest favourite
A cozy living area is highlighted by a gas fireplace set within a stone feature wall. A large sectional sofa is positioned nearby, accompanied by a textured ottoman. Natural light filters in, contributing to the comfortable ambiance of the space.
Loft in Harbor Springs
4.98 out of 5 average rating, 237 reviews

Golf and Sun Lovers Up North Getaway

Enjoy our bright and peaceful home for all four seasons in beautiful Harbor Springs. Our condo includes: Master bedroom loft with king bed & jacuzzi, fully equipped kitchen, gas fireplace, large balconies, mountain views. Community amenities include: indoor and outdoor pools during peak season, fitness center, nature trails, sand volleyball court, soccer field, playground, tennis courts, and stocked trout pond.

Popular amenities for holiday rentals near The Highlands at Harbor Springs

Quick stats about holiday rentals in The Highlands at Harbor Springs

  • Total holiday rentals

    Explore 30 holiday rentals in The Highlands at Harbor Springs

  • Nightly prices starting at

    The Highlands at Harbor Springs holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 1,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of The Highlands at Harbor Springs holiday rentals include wifi 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!