TOP 30 Golf and ski retreat in Harbor Springs, Michigan

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Ross Cottages @ The Highlands at Harbor Springs is a lodging institution located at 4240 Pinehurst Lane in Harbor Springs, Michigan, United States. Situated next to the Donald Ross Memorial golf course and the Arthur Hills golf course, these spacious cottages are a golfer's paradise. Additionally, their close proximity to the Main Lodge and ski base make them a popular choice for winter guests as well. Designed for families and groups, each Ross Cottage features three bedrooms, a full kitchen, and 2 ½ baths, including a luxurious whirlpool-equipped master bath. Guests can enjoy the cozy ambiance of a gas fireplace and the convenience of a Weber charcoal grill, making these vacation homes a comfortable and inviting retreat. Don't miss out on this optimal experience - enable javascript for the best possible stay at Ross Cottages @ The Highlands at Harbor Springs.

Holiday Vacation Rentals is a top-tier real estate and travel agency located at 6789 South Lake Shore Drive in Harbor Springs, Michigan. Since 2005, we have been dedicated to providing our guests with unforgettable vacation experiences by offering unique and well-suited accommodations in northern Michigan. Our extensive selection of rental properties includes cottages, condominiums, cabins, and luxury vacation homes in popular areas such as Harbor Springs, Petoskey, Bay Harbor, Boyne City, Charlevoix, and more. Whether you're looking for a family getaway on Lake Michigan, a golf vacation at Birchwood Farms Golf and Country Club, or a cozy winter retreat near ski resorts like The Highlands at Harbor Springs, Nub’s Nob, or Boyne Mountain, we have the perfect rental for you.

Trout Creek Association, located at 4749 Pleasantview Road in Harbor Springs, Michigan, offers cozy vacation rentals in the picturesque Northwest Section of Michigan's Lower Peninsula. Perfect for families, groups, golfers, and those looking to work remotely, our condos feature private entrances, fully equipped kitchens, and in-room laundry facilities. Enjoy on-site amenities such as heated pools, hot tubs, hiking/snowshoe trails, and a fitness center, or explore nearby attractions like Lake Michigan's beaches, wineries, breweries, and championship golf courses. In the winter, take advantage of skiing, snowboarding, and snowmobiling with our complimentary shuttle to Nub's Nob Ski Resort. Whether you're seeking a peaceful winter retreat or a summer getaway, Trout Creek offers a home-like experience with top-notch amenities. Book your stay today and embrace the beauty of Northern Michigan at Trout Creek Association.

Heather Highlands Inn, located at 5620 Highlands Drive in Harbor Springs, Michigan, is the perfect family-friendly lodging option. Each individually owned condo-style accommodation offers separate bedrooms and loft spaces, providing plenty of room for everyone. Situated near the Main Lodge, ski slopes, and the first hole of The Heather golf course, our central location allows for easy access to all your favorite activities. Experience a comfortable and convenient stay at Heather Highlands Inn during your family getaway. Please note that Javascript is currently disabled on our website, so please enable it for an optimal experience.

Trout Creek Condominium Resort offers vacation rentals in Harbor Springs, Michigan, perfect for families, groups, golfers, and those looking to work remotely. Located in the scenic Northwest Section of Michigan’s Lower Peninsula, our condos provide a cozy retreat with private entrances, fully equipped kitchens, and in-room laundry facilities. Enjoy on-site amenities such as heated pools, hot tubs, hiking/snowshoe trails, and a fitness center. Explore nearby attractions like Lake Michigan beaches, wineries, breweries, golf courses, and Mackinac Island. In the fall, enjoy scenic tours and tranquil surroundings, while in the summer, take advantage of pickleball and tennis courts and fishing ponds. During winter, Trout Creek is a haven for skiing, snowboarding, and snowmobiling, with a complimentary shuttle to Nub’s Nob Ski Resort. Embrace the winter season at Trout Creek for a cozy getaway in the beautiful Northern Michigan landscape. Book your stay today for a truly special retreat that feels like home with top-notch amenities.