House holiday rentals in Harbor Springs

TreeTops Ayframe, Supersized AFrame on the River w

Escape to TreeTops Ayframe, newly built in 2025! The largest traditional Aframe in the world at 2,200 square feet, right on one of the most scenic blue ribbon trout rivers in Michigan, the Pigeon River. On 3 acres with its own peninsula, the home features 3 bedrooms, 2 full baths, and a floating third level loft fittingly named the Eagles Nest, unlike anything you've seen. Hop in the hot tub & sauna and take in the sounds of the river or cozy up by the fire listening to the vinyl record player.

Location · Family · Sleep quality

3+bd/ 3ba home, hot tub, near downtown Harbor

Welcome to Fun Harbor! A 3 bedroom home located less than 1 mile from downtown Harbor Springs/Lake Michigan and 6 miles to skiing and golf. This well appointed home features 3 bedrooms and 2 full baths on the main level. There is a fully finished basement with bunk beds, a full bathroom and arcade games. The kitchen has all the amenities you need and plenty of seating. The large backyard includes a deck, hot tub, and fire pit. We do allow pets with prior approval. No party groups allowed.

Location · Value · Sleep quality

Harbor Retreat |Private Hot Tub|Game Room|Ski+Golf

Relax and getaway with friends and family at our peaceful, charming 5BR home. Sitting upon a hill just 4 mins outside of Harbor Springs, you can enjoy the serene feelings of the countryside while being just minutes from the city. Ample space for comfortability while enjoying family memories together. Equipped with a full game room, hot tub, fire pit and more to accommodate family fun. Harbor Springs-4mins Boyne Highlands-7mins Nubs Nob-9mins Petoskey state park-12mins Tunnel of trees-11mins

Family · Value · View

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.

Value · Location · Nearby

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.

Location · Family · Indoor spaces

Chic Crooked Lake Lakefront Retreat Stunning Views

Summer adventures start here at our 2 BD-2BA lakefront retreat near Petoskey & Harbor Springs! Spend your days at nearby beaches, boating, kayaking, hiking scenic trails, biking picturesque paths, or exploring waterfront towns, shops, and festivals. After a day outdoors, relax with coffee or tea on the deck, enjoy peaceful lake views, and unwind in our cozy, stylish spaces. Perfect for families, couples, or friends seeking relaxation, outdoor fun, and unforgettable northern Michigan memories.

Location · Family · Getting around

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!

Location · Value · Air conditioning

The A-Frame at Finch Creek - Secluded w/ Hot Tub

Welcome to the A-frame at Finch Creek. A one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

Location · Family · Sleep quality

The House Next Door: In-Town Harbor Springs

The House Next Door is a vintage-chic modern cottage in the heart of Harbor Springs. Nicely designed throughout, perfect for staying in or to be your home base for endless local activities, many without getting in your car. 8 minute walk to waterfront, restaurants and shopping. Minutes from hiking, biking, beaches. 10 minute drive to ski/golf resorts. A block back from the bluff, close to the hustle of our busy resort town but separated enough for peace and quiet and sounds of nature.

Value · Family · Comfort

Snowy Owl's Nest-Vacation Home in Harbor Springs

Make unforgettable memory in this beautiful vacation home surrounded by woods nestled in the heart of ski resort, Nub's Nob and Highlands. You have easy access to all kinds of activity that North MI can offer! 10-15 minutes to drive to Petosky State Park, Down town Harbor Springs, Tunnel of the tree, hiking, snow mobile trails, golf course, and to Mackinac bridge with 30+mins drive. Leave all behind and experience the beauty and fun Pure Michigan has to offer, any time of year!

Value · Location · Skiing

Lake Charlevoix: Hot Tub, Dock, Pets

Enjoy 75' of private Lake Charlevoix frontage with your own dock, hot tub, fire pit, big yard, fast Wi-Fi, and fully equipped kitchen. The perfect retreat for families or groups. 🏖️ Private waterfront 💧 Hot tub 👀 Stunning lake views 🔥 Fire pit 🚤 .5 mi to boat launch 🐾 Pets welcome (must reserve under Guests > Pets) ⛱️ 2 mi to beaches & playgrounds 🏋️‍♀️ .5 to fitness center ⛷️ 8.7 mi to Boyne Mountain 🥩 Propane BBQ grill 🌐 Fast Wi-Fi (104 Mbps) 💻 Dedicated workspace

Family · Location · Hospitality

Game & Exercise Room | Dog Friendly! (Sleeps 14)

🌲 Private Up North Retreat on 11 Acres | Game Room + Trails + Close to Ski & Golf Escape to Northern Michigan and experience the perfect blend of privacy, space, and year-round adventure just 5 miles north of Harbor Springs. Set on 11 secluded acres, this beautifully appointed home offers everything you need for a relaxing getaway or an activity-filled stay — from on-site ORV/ATV trail access to being just minutes from skiing, golf, and beaches.

Value · Location · Hospitality