Holiday houses 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!

Book now for Summer 2026! Beaches Dunes Memories

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.

Cozy Summer Escape near Crystal Mountain

Experience summer in Northern Michigan at this cozy chalet just minutes from Crystal Mountain. Spend your days golfing, biking, kayaking, exploring scenic trails, or discovering charming towns and local favorites. Then return to 2.5 peaceful acres surrounded by quiet pines to relax and recharge. Enjoy warm summer evenings around the outdoor fire pit, fresh northern air, and a stylish, comfortable interior designed for making memories. The perfect summer escape for both adventure and relaxation.

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.

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!

NEW! Beautiful 1895 Church, Bear Lake Getaway

Welcome to The Lighthouse Church at Bear Lake—a unique 1895 church turned 3BR/2BA rental that sleeps 10, 1 King bed, 2 Queen beds, 2 Twin beds and a Full bed. Enjoy historic charm, modern comforts, full kitchen, BBQ, fire pit, and 2 wooded acres. Just minutes from Crystal Mountain, Arcadia Bluffs, Bear Lake, Lake Michigan, trails & more. Ideal for families, couples & groups. No pets. Book now for a heavenly escape in Northern Michigan!

Creekside’s Cozy A-Frame Chalet with Pond & Trails

Enjoy the cozy vibes of this A-Frame Chalet nestled on 80 peaceful acres in Benzonia, Mi. Tucked into the heart of Northern Michigan’s beauty enjoy being surrounded by nature at the Chalet and truly unplug as this property does NOT have WiFi. A chance to getaway while remaining a close drive to Frankfort, Crystal Mountain, Sleeping Bear, and Traverse City. A perfect place to retreat or a home base for the adventurous spirit!

Romantic Glacier Hot Tub Hideout | A-Frame

Nestled on the Betsie River near Crystal Mountain, this romantic A-Frame offers a private hot tub under starry skies, a glowing indoor fireplace, and a loft bedroom overlooking the river. Sip local coffee from the espresso bar, fish from the riverbank, or unwind by the firepit. Designed for couples yet comfortable for small families seeking a peaceful riverfront escape. Weekend dates go fast — book early to secure your stay.