Holiday rentals in Pleasanton Township

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!

Now Available for Labor Day and Frankfort Ironman

Cozy forested retreat awaits your arrival. Bedroom with queen bed, clay plaster walls and a living roof. New screened porch Kitchen with range, oven, small fridge, washing machine & cookware for all your cooking needs. Bathroom, vanity & tiled shower. Picnic table, grill and campfire ring with wood. Less than 15 minute to Crystal Mountain, Lake Michigan. Arcadia Dunes, M22. Biking/Hiking/Skiing Forest Bathing/Nature Ideal location for a getaway. Fiber Optic WiFi throughout. Read the reviews!

The PERFECT_Couples Retreat!

The PERFECT couples retreat! Or solo get away. Reviews speak loudest on Airbnb! Must read! After hosting for nearly a year I’d like to send a big “Thank You” for all of your support and kind words. Cozy Woodland Home with Hot Tub in Bear Lake, MI Escape to our charming small home nestled in the serene woods of Bear Lake, MI. This cozy, pet friendly retreat offers the perfect blend of rustic charm and modern amenities, making it an ideal getaway for couples or solo adventurers.

"River Rock Cabin" on the Betsie River

I am the “River Rock Cabin". I sit atop the banks of the Betsie River, a few miles from Crystal Mountain. Some of my features are my kitchen, wood floors and log furniture. My unique finishes include my stair rail, my fish, and my river rock kitchen back splash hence my name. If you stay with me, I have 4 beds, cable tv and Wi-Fi. My outdoor amenities include a fire pit, patio, picnic table, chairs and a grill. You can access the river from my doorstep, however, please do this at your own risk.

Glamping Cabin #1, Woodland North

Immerse yourself in nature with this unique platform-style glamping stay. With screen walls and a clear roof you will be able to fully enjoy the sites and sounds of nature day and night. Nestled in a 60ac hardwood forest in one of the most scenic areas of Northwest Michigan, you are just a stones throw away from all the area has to offer. From biking to hiking, kayaking to fishing, you'll have a great night's rest in tranquil peace before you enjoy the great North. Minutes away from Frankfort.

Modern Escape • Arcadia Bluffs•Crystal Mtn•Lake MI

Welcome to The Farmhouse at Rustic Ridge — the original homestead of our revitalized century-old timber farm in Northern Michigan! Designed for unforgettable group getaways, our spacious retreat sleeps 16+ guests and features arcade games, a pool table, putting green, outdoor bar + grill, fire pit & more. Surrounded by top destinations including Arcadia Bluffs Golf Club, Crystal Mountain, Lake Michigan, Sleeping Bear Dunes & Traverse City — your perfect Northern Michigan escape starts here!

*Fire Pit*Kitchen*Keurig*ORV Trails*Tippy Dam*BigM

Within the Manistee National Forest, our 350 sq ft cabin offers plenty of outdoor activities moments away. Free WiFi | Near Fishing, Hiking, ORV Trails | Near Manistee and Pine Rivers ● 5 min to Tippy Dam and 17 min to Tippy Dam Recreation Area ● 25 min to Lake Michigan ● 13 min to Skinner Park ● 8 minutes to Big M Trailhead ● 5 minutes to North Country Trail ● 1 hour to Sleeping Bear Dunes ● 5 min to Cooley Bridge Roadside Park ● 20 min to Caberfae Peaks and 30 min to Crystal Mountain

Magical Northern Michigan Cottage w/ Hot Tub & AC

Meadow Cottage is a newly renovated 100 year old farmhouse with a hot tub located in beautiful Northern Michigan. New central AC for 2026! Perfectly situated for year round fun including skiing at Crystal Mountain (13 miles), Caberfae (36 miles), snowmobiling (.2 miles), Lake Michigan (7 miles), or golfing at Arcadia (9 miles). Beautifully designed rooms provide space for up to 8 guests. Step outside to our patio to soak in our large spa under the stars or sit around the campfire.

Peaceful private getaway on Lake Michigan

Relax and enjoy this fully renovated, unique and tranquil getaway. The updated 2nd floor lakefront retreat is cozy and functional. The space features an open layout that seamlessly combines the living area, kitchen, dining and bath. You will have full use of the suite which is closed off from the main house making it truly private. Reservations for 2026 can be booked starting in 2026 when all dates will be open for booking. Message me if you are looking for specific dates.

*Cabin*Up North*Spring Wildflowers & Relaxing

A delightful tiny cabin on the edge of the forest in Northern Michigan! Close to summer beaches! Close to protected lands for hiking & mountain biking. Sip fair-trade drip coffee & enjoy a hand-crafted space. A chance to live close to nature while remaining close to Frankfort, Elberta, beaches,& more. Guests have explored Sleeping Bear Dunes, Traverse City, Empire, etc. Experience simple living! 125 sq ft!! A perfect place to celebrate your anniversary & birthday!

Betsie River 1200’ of Frontage - 5 min to Crystal

Welcome! Come enjoy this 6 acre property with 1,200 feet of frontage on the Betsie River. Minutes from Crystal Mountain and Frankfort. Also close to many attractions like Sleeping Bear Dunes, Crystal Lake, and miles of snowmobile trails. Two bedroom, 1.5 bath home with an outdoor shower also available in the summertime. This is a cozy getaway that’s perfect for visiting gorgeous northern Michigan with fishing, skiing, snowmobiling, wine tasting, and so much more.