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
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, 310 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
A single-story gray house features large windows and a welcoming front porch enclosed by a white railing. A pathway of stone pavers leads through a grassy yard, with trees lining the background under a clear blue sky.
Home in Frankfort
4.99 out of 5 average rating, 123 reviews

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!

Top guest favourite
Cabin in Bear Lake
4.97 out of 5 average rating, 178 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
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 out of 5 average rating, 60 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
Home in Benzonia
4.96 out of 5 average rating, 25 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!

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, 208 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, 364 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 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 out of 5 average rating, 15 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, 273 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!

Guest favourite
Home in Thompsonville
4.93 out of 5 average rating, 214 reviews

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.

Top guest favourite
A historic farmhouse is showcased with a red exterior, complemented by a covered porch featuring several comfortable chairs. Lush greenery and blooming flowers, including irises, enhance the inviting ambiance, while large windows allow for natural light to illuminate the interior.
Cottage in Thompsonville
4.96 out of 5 average rating, 194 reviews

Charming Country Home Near Crystal Mountain Resort

This lovingly renovated historic farmhouse is the perfect setting for your next “up north” getaway. Located just 1 ½ miles from Crystal Mountain Resort, and just down the road from Iron Fish Distillery, this 3 bedroom, 2 bath Farmhouse sleeps 8 very comfortably, and offers great indoor and outdoor spaces for relaxing, with a living room on both the first and second floors, as well as a back patio and classic front porch.

Guest favourite
A cozy living area is presented with a light-colored sofa and a reclining chair. A wooden coffee table sits centrally on a soft rug. The space is well-lit by natural light filtering through two floor-length curtains, and a television is positioned on a media console.
Cottage in Brethren
4.92 out of 5 average rating, 108 reviews

Dreams & Streams Cottage Relax and Recharge

Keep it simple at this peaceful and centrally-located place. Manistee- 18 miles Cadillac- 30 miles Traverse City- 46 miles Parks/Nature: Manistee River/Tippy Dam Spirit of the Woods Trail North Country Trail Manistee River Trails Little Mac Footbridge Entertainment/Activities Cherry Bowl Drive-In Theater Caberfae Peaks Crystal Mountain Essentials: Dublin General Store Dollar General Brethren EZ-Mart Meijer

Popular amenities for Pleasanton Township holiday rentals