Holiday rentals in Pleasant View

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Top-rated holiday rentals in Pleasant View

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 188 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

Top guest favourite
The exterior of a modern cabin is showcased, featuring a natural wood facade and a dark metal roof. Surrounded by vibrant autumn foliage, large windows provide glimpses into the interior, while a manicured pathway leads to the entrance.
Cabin in Petoskey
4.97 out of 5 average rating, 106 reviews

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub

Enjoy the modern, 2-bed, 2-bath Vestur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Top guest favourite
Home in Harbor Springs
4.91 out of 5 average rating, 125 reviews

The Nature Retreat - NEW hot tub & piano

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. Guests must be very comfortable with stairs.

Top guest favourite
Guest house in Harbor Springs
4.91 out of 5 average rating, 86 reviews

Woods Cabin- Golf + Ski

Welcome to the estate! Spend time in nature by unwinding on acres of breathtaking, wooded property. This custom-built cabin is the guest house to a stunning 7,000sqft home that shares 20 acres, but tucked down a private path far in the woods from the main house. Our guest cabin is perfect for a small group or those just looking to escape! During your stay, enjoy full access to the property for grilling, snowshoeing, bonfires, petting the horses and more. Ski resorts & golf within 5 minutes!

Top 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
4.96 out of 5 average rating, 112 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 charming cabin is nestled among lush greenery, surrounded by mature trees. A winding stone path leads to the entrance. Outdoor seating areas are visible on the lawn, offering spaces to relax. The sloped roof and wooden structure reflect the cabin's rustic character.
Cabin in Harbor Springs
5 out of 5 average rating, 23 reviews

Hideaway Cabin In the Woods

Enjoy an escape in one of Northern Michigan's historic cabins. Originally built in 1906 in Charlevoix, MI, this cabin has everything you need for an up north getaway. The cabin is surrounded by nature preserve trails which are accessible from the property. The local township has a Lake Michigan public access point (3.5 miles away) where you can enjoy the greatest sunsets in the world! Centrally located - great dining options, famous Tunnel of Trees, and the quaint town of Harbor Springs!

Top guest favourite
An outdoor patio area features a gravel surface, surrounded by planters with vibrant flowers. A fire pit is centrally located, accompanied by several seating options in various colors. A grill stands nearby, with expansive green fields visible in the background under a clear sky.
Flat in Harbor Springs
4.84 out of 5 average rating, 189 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.

Top guest favourite
A gray house with a metal roof is framed by lush greenery and flowering shrubs. Windows are adorned with plants, while a wooden trellis adds an element of structure to the surrounding natural landscape.
Guest suite in Harbor Springs
5 out of 5 average rating, 212 reviews

Guest Suite near Cross Village

Enjoy summer days or wintry splendor. We are located in a rustic area of northwest Michigan, 15 miles north of Harbor Springs, within 2 miles of the Tunnel of Trees. We are conveniently located for nature preserves, hiking trails, beautiful beaches, ski slopes, and Mackinaw Island. Our home is attached to the guest suite but guests access their suite via a secured private entrance. Our equipped kitchen has a pantry, fresh farm eggs, butter, a home-baked item, ground coffee, and teas.

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, 370 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.

Superhost
Home in Alanson
5 out of 5 average rating, 3 reviews

Updated Home-3 Private Acres-Hot Tub-Firepit

Welcome to your private 3-acre Up North getaway near Harbor Springs, Boyne Highlands, and Petoskey—perfect for vacations, golf trips, and group escapes. With room to comfortably sleep up to 8 guests, this home is designed for long lake days, relaxing evenings, and quality time together. Whether you’re teeing off, grilling on the deck, spending the day on the water, or unwinding by the fire under the stars, this is where unforgettable Northern Michigan memories are made.

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, 378 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

Guest favourite
Camper van/Motorhome in Wolverine
4.91 out of 5 average rating, 103 reviews

Modern Vintage Airstream "Cabin": One of a Kind !

Escape to the picturesque beauty of Northern Michigan and indulge in a truly unique experience by booking our Vintage Modern Airstream Cabin today. Immerse yourself in the perfect blend of vintage charm and modern luxury while exploring everything this breathtaking region has to offer. With its stunning landscapes, vibrant culture, and a plethora of outdoor activities, Northern Michigan promises an unforgettable adventure for all.

Popular amenities for Pleasant View holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Emmet County
  5. Pleasant View