Holiday rentals in Pleasanton Township

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Top-rated holiday rentals in Pleasanton Township

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Bear Lake
4.97 out of 5 average rating, 177 reviews

Available for August/Labor Day Book Now 4 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!

Top guest favourite
A modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.
Tiny home in Lake Ann
4.99 out of 5 average rating, 309 reviews

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!

Top guest favourite
The image captures a tranquil outdoor space illuminated by soft green lighting at dusk. A hot tub is in the foreground, while a fire pit nearby creates a warm glow against the stone backdrop. Seated areas are arranged for comfort among the surrounding trees.
Home in Bear Lake
5.0 out of 5 average rating, 59 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.

Top guest favourite
A cozy chalet-style cabin is nestled among tall pine trees. The wooden exterior features large windows that allow natural light to fill the space. A spacious deck with wooden railings enhances the inviting entrance, leading to a well-maintained natural landscape.
Cabin in Thompsonville
5.0 out of 5 average rating, 107 reviews

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.

Top guest favourite
A cabin with a semi-transparent roof and wooden walls sits among lush greenery. Two red and gray camping chairs are arranged around a fire ring, surrounded by a layer of gravel. The area is accented by fresh mulch, creating a cozy outdoor gathering spot.
Place to stay in Benzonia
4.98 out of 5 average rating, 131 reviews

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.

Top guest favourite
Home in Benzonia
4.96 out of 5 average rating, 24 reviews

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!

Top guest favourite
A charming wooden house is set amidst lush grass and trees at dusk, with warm light glowing from its many windows, inviting guests to relax. The unique architecture is highlighted by the sloped roof and rustic design, creating a tranquil atmosphere in the natural surroundings.
Home in Thompsonville
4.95 out of 5 average rating, 55 reviews

Rustic Retreat

Escape to our peaceful home surrounded by 40 acres of woods and fields, perfect for hiking, wildlife spotting, and reconnecting with nature. While our home is a work in progress, it boasts unique architecture, vintage charm, and a warm, inviting atmosphere that makes it a truly unique getaway. Inside, you'll find an antique cookstove along with comfortable spaces to relax and unwind. We also have a huge bookshelf and guests are welcome to take home any book that strikes their interest.

Top guest favourite
A cozy patio area is enclosed by wooden fencing, featuring a large hot tub with gentle light reflecting from the water. String lights hang overhead, illuminating a picnic table and seating area. Gravel and grass complement the outdoor space, providing a serene setting.
Cottage in Bear Lake
4.92 out of 5 average rating, 206 reviews

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.

Top guest favourite
A tiny cabin features a charming wooden exterior with a peaked roof and a light blue door. Steps made of wood lead to the entrance, surrounded by greenery. A small metal bucket with flowers adds a touch of color to the entrance area.
Tiny home in Frankfort
4.96 out of 5 average rating, 363 reviews

*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!

Guest favourite
The geodesic dome is situated amidst a forest at night, with warm light emanating from its large windows. The unique architectural design is highlighted by the contrasting dark surroundings of tall trees, creating a striking visual against the night sky.
Dome in Benzonia
5.0 out of 5 average rating, 7 reviews

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)

Guest favourite
The exterior of a charming white church is displayed, featuring a distinctive steeple with a copper roof and a welcoming front entrance. A wooden fence encloses the property, while lush green trees provide a backdrop, emphasizing the tranquility of the surroundings.
Home in Bear Lake
5.0 out of 5 average rating, 14 reviews

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!

Top guest favourite
The A-Frame Chalet is framed by lush greenery and stands in a spacious yard. A charming pergola with two chairs invites relaxation. Surrounding trees provide privacy, creating an inviting outdoor space that complements the chalet's striking black exterior.
Chalet in Benzonia
4.99 out of 5 average rating, 272 reviews

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!

Popular amenities for Pleasanton Township holiday rentals