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!

Available August/Labor Day NO Added Guest Fees!

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.

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!

Betsie River Lodge - Paddle, Fish, Bike, Ski, ATV

Tranquil Betsie River property located just minutes from Crystal Mountain Ski & Golf Resort. 6+ Acres of peace and quiet with over 1000 Feet of Private River Frontage. Enjoy the great outdoors or a nice quiet evening watching the river roll by.... The property has recently been upgraded with many new additions including Gourmet Style Kitchen, Central Air, and a finished, cozy basement. Snowmobile trailhead right out of the driveway and a 5 minute drive to the slopes at Crystal Mountain!

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!

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.

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)

*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!