Holiday rentals in Pleasant View

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 would like to bring 1 dog or an 8th person. Guests must be comfortable with stairs.

Orange Door Haus

Pack your bags and head to this 3-bed/3-bath vacation rental home in the charming town of Harbor Springs! The home’s unbeatable location offers easy access to skiing, local wineries, and endless opportunities for all-season outdoor adventure. Spend days perusing the shoreline of Lake Michigan, exploring local hiking trails, or hitting the slopes at Boyne Highlands or Nubs Nob Ski Resort. Bring days to a close by watching a movie on the Smart TV or sharing a drink with friends by the fire pit.

Fall Escape, close to Tunnel of Trees & Mackinac

Welcome to your private 10-acre Up-North fall getaway near Harbor Springs, Petoskey & the famous Tunnel of Trees. Surrounded by woods and fall color, this spacious retreat sleeps 14 and is perfect for families, friends & group getaways. Spend your days chasing fall colors, hiking, exploring Petoskey & Harbor Springs, visiting wineries and breweries, or taking a day trip to Mackinac Island. Then come home to two outdoor firepits, twinkle lights, crisp fall air & cozy nights under the stars.

Cozy retreat near local resorts, skiing/golf

Located just two minutes away from The Highlands and Nubs Nob ski/golf resorts, and only ten minutes away from the beautiful downtown shopping districts of both Harbor Springs and Petoskey, this charming Northern Michigan getaway is fully stocked for your vacation! This home away from home is fully outfitted to make your stay as comfortable as possible. We have also taken great care to ensure that it is one of the cleanest and tidiest homes available to you. Thank you for your consideration!

***NEW!*** Relaxing Retreat with Amenities Galore!

Immerse yourself in the rustic serenity of Northern Michigan while enjoying the modernized amenities that this newly listed location offers. Relish in the relaxing comforts of home, including an open floor plan, well-appointed full kitchen, master bedroom with a spacious attached bath, washer/dryer, outdoor patio, and a warm fireplace for those snowy nights. The many amenities include indoor/outdoor pools, hot tubs, pickleball, tennis, fitness center, fishing ponds, hiking trails and more!

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft (2nd floor) located minutes from downtown Harbor Springs (6.6 mi). Notable attractions include: • Nubs Nob (6.4 mi) • Tunnel of Trees (6.7 mi) • The Highlands (7 mi) • Snowmobile trails (0.5 mi) • Easy access to many area mountain bike trails • Petoskey State Park (11.3 mi) • Pellston Airport (14 mi) • Inland Waterway Burt Lake (14.8 mi) • Mackinac Bridge (30 mi) Owner is on site in the main house, but you will enjoy your own private entrance and space.

Harbor Springs Hot Tub Chalet! Ski/Golf/Play Boyne

Welcome to our (pet friendly) Up North cabin, ideally located across from Boyne Highlands property. World-class skiing and golf just 2 minutes away, and the beauty of northern Michigan at your finger tips. Lakes, beaches, incredible shopping/dining in Harbor Springs and Petoskey are all within 15 minutes. This home features 3 bedrooms / 2 bathrooms, a hot tub and can easily fit two families (upstairs / downstairs) Open layout and plenty of outdoor space for all to enjoy. Come stay awhile!

The Grand Cedar Lodge- Hot Tub + Golf + Ski

Highlandview Farms is the perfect, all-season retreat. Sitting on 20 breathtaking acres, this 7,000 sqft custom-built, cedar home with room for guests looking to enjoy time together, while having their own separate spaces. Enjoy full access to the property for games, the hot tub, grilling, snowshoeing, bonfires and more. Close to many golf courses, Nubs Nob & Highlands for winter sports too! This is a separate, limited listing from experienced hosts since 2017- see other listings 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.

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

Your dream northern escape awaits. Custom 3 level Scandinavian artisan custom designed hand- hewn log lodge with room for 12 has 4 bedrooms, 2.5 bathrooms, hot tub, and 2 stone fireplaces. This lodge has newly updated luxury amenities. Your dream lodge is located only a few minutes from The Highland’s resort with world class golf, tennis, mountain biking, as well as zip lining. 10 minutes from beautiful Petoskey and Harbor Springs with great shopping and dining options.

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