Family-friendly holiday rentals in Cheboygan

Retro-Modern, Fenced Yard, Near Beach, Eats & Fun!

Make your vacation a retro experience and relax into the 70s vibes in this newly updated, pet-friendly home. With an unfussy, fenced-in backyard, this 4-bedroom home sleeps up to 10 and includes curated books, classic games, vinyl records, and retro dress-up accessories. ✿ 1-min Walk to groceries and great takeout ✿ 3-min Drive to beautiful beaches on East Bay ✿ 10-min Drive to Downtown Traverse City and Old Mission Wineries Your life of leisure in Traverse City awaits! Explore more below.

TC Memory - Family Friendly + 100% Privacy

Introducing our charming Traverse City escape! Nestled in a serene neighborhood, this 3-bedroom, 2-bath have boasts a spacious backyard and a convenient attached garage. Only a short 10-minute drive to town, it offers both tranquility and accessibility. Perfect for your next gateway! 2 min - Center Ice Arena & Elmbrook golf courses 3~5 min - TC State Park beach, airport & Costco wholesales 10 min- Downtown, Spider Lakes & Mt. Holiday Feel free to message us for any questions before booking!

Relaxing Year-Round Lakefront Retreat!

The Flying Fish is a family friendly, fully equipped 4 bedroom, 2 bath home on the hidden gem, all sports, Intermediate Lake. Great place to relax or for a change of scenery for virtual work! Dock your boat at the house and access the entire Upper Chain of lakes or head to nearby Schuss/Shanty or Boyne Mountain for winter fun! Tons to do both inside & out all year long. Plenty of nearby fun and central up north location is ideal for day trips as well! Kitchen newly remodeled in spring 2024!

Family ski-in & ski- out 4B/4B Disciples Ridge

Clean and waiting for you and your family and friends! Beautiful, quiet, ski-in/ski-out condo located right on Boyneland Run...walk or ski to everything ANY season. We love Boyne Mountain and can't wait to share our home with you. Our 4 bedroom/4 bathroom (sleeps 14+) condo/home is comfy, clean (smoke-free/pet free) and fully stocked so you relax from the minute you arrive! Comfy beds and a fireplace make it perfect for resting after a day of fun in Northern Michigan.

Little Cabin in the Woods (Cabin 3)

This rustic cabin will take you away from the busyness of life. Included in your stay: studio style cabin, two full alcove beds, fully equipped kitchen, bathroom, vhs compatible tv(movies can be borrowed from the communal rec room on the property), playground in the woods, grill and fire pit, access to Lake Michigan beachfront, and hiking trails. If you are hoping to enjoy the beauty of nature and the charm of St. Ignace and Mackinac, this is the perfect cabin for you.

Deluxe Beachside Suite

The condo is on gorgeous East Grand Traverse Bay. The Suite was recently fully renovated. It is clean and comfortable for couples, families and friends. Close to restaurants, wineries, Horse Expo, golfing, putt putt, casino, downtown Traverse city and much more. Two queen size beds are on one side of the suite and queen size sleeper sofa is on the other side with a living area and kitchen. Both sides have full bath, tv and room to lounge. We will help you plan!

Welcome to Penny Cottage! Newly renovated in 2024

Welcome to Penny Cottage! Spacious in-town Charlevoix home. Newly renovated in 2024. 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

Large Condo, slps 18, perfect for summer vaca

This well-appointed Disciples Ridge condo at Boyne Mtn is on property and sleeps 16 in beds and 18 with sleeper sofa. This condo rents as a full unit and is the entire right side of the building...all three levels. A wonderful place for multiple families, this condo has everything needed for an amazing stay. Wonderful for families, weddings, reunions. We have other rentals in the Boyne areas and another property just two doors away

☆Cherry Farmhouse☆60 Acres☆Central Air☆Fireplace

♥Completely renovated in 2016 ♥Located on acclaimed M-22 in Leelanau County ♥ 2 miles to Town & Beaches & Marina ♥ State parks,wineries, microbreweries, bowling, golf course, casino and art galleries,all within 10 min drive ♥Cross Country Skiing/Snowshoeing right out the Door! ♥Friday night music in the park, farmers markets and MUCH more! ♥A great place for couples, families, Bikers, Cyclists or Girls Long Weekend!