Family-friendly holiday rentals in Petoskey

Cozy retreat- Fall and Winter- Ski Nubs/Highlands

Cozy year round retreat-Relax on your deck or sandy beach just footsteps from your door on beautiful/private Round Lake. This comfortable studio condo offers lots of nearby summer, fall and winter events, 3.5 miles to Nubs and Boyne Highlands with colorful autumn and snowy events. Year round indoor pool & Hot Tub. Shop/Dine/Bike or Hike Trails & area attractions in Petoskey, Harbor Springs and Charlevoix. 5 min walk to the fabulous Toski Sands market for your food and beverages. Pickle B courts.

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Country setting nextdoor to Walloon Lake Winery.

The house is private and quiet. A short walk to Walloon Lake Winery. Start the wine trail here! 10 minute to Walloon Lake public swimming, Petoskey gaslight district, Petoskey State Park. 26 mile bike path Little Traverse Wheelway. Odawa Casino, shopping, theater and restaurants 5 minutes away. Fire pit in the back yard. 20 minute drive to Boyne Mt, Nubs Nob and Boyne Highlands. 17 Golf courses. Entertainment weekly in Petoskey, Harbor Springs and Charlevoix in the summer. Art galleries.

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!

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Unit #1 Petoskey Townhouse

This newly remodeled townhouse unit offers a living room, dining room and cottage style kitchen. There are three bedrooms upstairs : a king, queen and twin with a trundle bed. There is a shared deck and large yard. It's very clean and comfortable. Linens, blankets, pillows, towels are provided. Kitchen is fully stocked. We have one window air conditioning unit downstairs and one upstairs and window fans. There is one parking spot to the left of the unit and extra parking on the street.

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Guest favourite

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.

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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.

Petoskey’s “Peeks of the Bay”

Embrace Petoskey’s Sun-Splashed Skylines by Little Traverse Bay. Enjoy our beautiful house in a quiet neighborhood, minutes from the shops in Petoskey’s historic gaslight district, Bay Harbor, East Park, Little Traverse Wheelway and Odawa Casino. Enjoy a cup of coffee or your favorite beverage on the deck while catching peeks of the bay through the tree line. While you're relaxing let your pets run and play in the huge fenced-in yard (additional $75 fee for pets applies).

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Tiny Home* 5 Min to Boyne Mtn. *Sky Bridge*BonFire

Escape to 13 peaceful acres just 5 minutes from Boyne Mountain. This 310 square foot tiny home sleeps up to 5 and offers a quiet farm setting while keeping you close to Boyne City, Petoskey, skiing, golf, beaches and trails. We're excited to share our land with more than a century of family history- and the serene Northern Michigan life we love- with you. Please note that due to the ladder-access loft and design of the tiny home, we welcome children ages 5 and older.

Gorgeous Getaway! 2 Queens/2 Fold-up twins.

We have played off the beautiful water colors of the bay in our decor. Like our other unit next door, we have included everything we can to make sure our guests are taken care of and feel right at home. We have 2 queen beds and 2 single fold up beds. We do accept dogs ($25 flat fee) but certain breeds are not allowed and no cats. This is a manufactured home in a manufactured home community. The unit has been completely remodeled and is magical! You will love it!

The Enchanted Spore:Fairytale Retreat w/ Treehouse

Step into an enchanting outdoor hideaway where treehouse dreams, glowing fireplaces, cozy swings, and starry skies come together. With a magical blend of rustic wood, soft beds, and an open-air kitchen, this one-of-a-kind retreat invites couples, families, and friends to unwind, explore, and reconnect in nature’s most creative setting. This one of a experience takes luxury glamping to another level. Making memories in Northern Michigan just got even better.

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Hot tub+Firepit+Game Room+Sleeps 14

Welcome to Sun and Ski Retreat! Visit our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!

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Welcome home to PENNY Cottage CVX! Renovated + A/C

Welcome to the updated Penny Cottage! Spacious in-town Charlevoix home. Thoughtfully designed interior with elevated materials and custom pieces throughout. The perfect spot to relax after a day of adventuring. 3 bed, 2 bath home with fully equipped kitchen & BBQ grill. A few blocks walk to Lake Michigan beaches or 1 minute car ride. Central A/C, Wi-Fi, Roku TV, books, games, puzzles and toys. Towels & linens provided. STR License: 270-175-00