Holiday rentals in Benzie County

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

The Hive @ Little Red Homestead

Our Airbnb prices reflect the inclusion of the Airbnb service fee. Explore Sleeping Bear Dunes, Traverse City, and more from the luxury of your own geodesic dome! Experience this unique stay, nestled away in the charming small town of Lake Ann. This is the perfect place to kick up your feet and unwind. ✔ No cleaning fee ✔ Complimentary stocked mini-fridge ✔ Large panoramic window ✔ Smart TV ✔ Amenities (grill, hot tub, fire pit) ✔ High speed Wi-Fi ✔ Free parking Inquire about our website!

Yurt | Breathtaking Views | Private Eco Retreat

🌲 Private Yurt Retreat 🛏️ Open Concept Stay 🔥 Hot Tub + Firepit 🪂 Paragliding Views Nearby 🌊 Near Sleeping Bear Dunes Hosted by Catered Stays Rentals, The Dune Yurt is a unique Northern Michigan escape set on its own private property. Enjoy a peaceful stay with a hot tub, firepit, and scenic surroundings, plus the chance to watch paragliders launch nearby. A one-of-a-kind stay just a short drive from Sleeping Bear Dunes. *Please Note: NO direct beach access, just incredible views*

Cozy Offline A-Frame with Forest Trails + Pond

Enjoy the cozy vibes of this private A-Frame Chalet nestled on 80 peaceful, wooded acres in Benzonia, MI. Tucked behind a secure, gated entry alongside our home, your retreat features private hiking trails, a flowing creek, and a trout pond. Immerse yourself in Northern Michigan’s beauty and truly unwind—our property has NO Wi-Fi, offering the perfect excuse to disconnect. Remain a short drive from Crystal Mountain, Frankfort, Sleeping Bear Dunes, and Traverse City. A perfect home base!

Frankfort, Michigan Cozy Vacation Home!

UP NORTH - Michigan Vacation Spot! 4 bedrooms, 1 full bath, 2 1/2 baths home. Can sleep 10 plus room for additional air bed. Three queen bedrooms upstairs. Basement has 2 twin beds and a full size fold out futon, with a pool table and sliders opening to a walk-out patio. TV, wifi, fire pit and charcoal grill on 3 acre site. Home is walking distance to downtown Frankfort and Lake Michigan. Minutes from skiing, Sleeping Bear Sand Dunes, and Traverse City. Choose your seasonal getaway!

Family Guesthouse | 5 Minute Drive to the Beach

Welcome to Hidden Harbor - a thoughtfully designed 2-bedroom guesthouse just minutes from Lake Michigan beaches, Crystal Lake, and downtown Frankfort. Family-friendly and full of charm, our cozy retreat sleeps up to 6 and offers the perfect mix of comfort, style, and Northern Michigan adventure. The guesthouse sits on the same property as the main home, tucked down a small hill with its own drive. While not fully secluded, the location offers a wonderful blend of convenience and peace.

Above Crystal Lake - Hot Tub and Panoramic Views

Guests love the screened porch — perfect for morning coffee, reading, or watching the sunrise over the lake. They also love the hot tub under the stars. Boaters will appreciate the circular drive with ample trailer parking. Whether your days are filled with exploring Sleeping Bear, fishing trips, fall color tours, or simply sitting quietly with a book, this cottage offers a peaceful base that feels both private and connected to everything that makes Northern Michigan special.

*Turquoise Tiny House Experience* Relax in Spring

A darling cabin on the edge of the forest in Northern Michigan. Be sure to check out our other tiny house, too! Relaxation, fresh coffee, fresh air await you. Close to protected lands for hiking & mountain biking. A chance to live close to nature while remaining close to Frankfort, Elberta, beaches & more. Explore Sleeping Bear Dunes, Traverse City, Empire, etc. from here. Unwind and experience simply living. A perfect place for anniversary & birthday celebrations!

Löyly Luxury Dome | Michigan | Private Amenities

Löyly at Glamp Michigan is a luxury, private geodesic dome in a pristine Michigan forest... -Private hot tub, fire pit, and Blackstone. -Reservable sauna and cold plunge for privacy. -Sleeps four with one king and queen in loft. -Full kitchen, bathroom, living area. Incredible location in Michigan! -Crystal Mountain (5 mi) -Lake Michigan at Arcadia (12 mi) -Crystal Lake (8 mi) -Sleeping Bear Dunes (30 mi) -World-class golf (12 mi) -Fishing in the Betsie River (2 mi)

Base Camp Beulah—at Crystal Lake

Elevated Escape at Base Camp Beulah—newly renovated modern log cabin with king beds—1 block from pristine Crystal Lake and a quick ride to charming downtown Beulah. Situated on US 31, offering effortless access to Sleeping Bear Dunes, Crystal Mountain (12 min), and beyond. Circular driveway fits boat & snowmobile trailers. Sleeps 9—ideal for two families or friends seeking refined comfort.