Holiday rentals in Pleasanton Township

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Top-rated holiday rentals in Pleasanton Township

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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, 289 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
Cabin in Bear Lake
4.97 out of 5 average rating, 168 reviews

Book for Summer 2026! Beaches, Solitude, 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 exterior of the cabin features a modern blue facade with a striking red door. A wooden deck extends from the entrance, accompanied by a gas grill nearby. Decorative fish adorn the wall, and the surrounding grassy area offers a peaceful atmosphere.
Cabin in Thompsonville
4.97 out of 5 average rating, 235 reviews

"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.

Top guest favourite
A rustic cabin is visible in the background, surrounded by lush greenery. In the foreground, a stone fire pit contains a bright fire, casting a warm glow. Wooden chairs are arranged nearby, inviting relaxation among nature.
Cabin in Thompsonville
4.94 out of 5 average rating, 206 reviews

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!

Top guest favourite
A scenic view displays a vibrant landscape of autumn foliage, featuring trees in shades of orange, yellow, and green. A serene body of water reflects the sky, surrounded by rolling hills. This natural setting invites relaxation and appreciation of the changing seasons.
Flat in Frankfort
4.93 out of 5 average rating, 103 reviews

Up North Frankfort retreat with lake access

Come enjoy the four seasons in this open-concept private apartment with one queen and one full size bunk bed, kitchen, dining area, full bathroom and pool table. Views galore-guests get the run of the outside, including the front covered porch, access to our lake lot where you can put your kayaks in and a great fire pit. Close to everything - Trails, beaches, Lake Michigan, Herring Lakes, wineries, Sleeping Bear National Park/Crystal mountain. ***winter-4 wheel drive vehicle required

Top guest favourite
A private studio cabin is nestled under a spacious tree, surrounded by a grassy area. Outdoor seating arrangements include a bench and two chairs, positioned near a fire pit. A wooden fence provides a backdrop, creating a sense of seclusion.
Cabin in Frankfort
4.92 out of 5 average rating, 180 reviews

Carol's Cabin

Easy location to find as we are right on Frankfort Hwy. 3 miles from downtown Frankfort and Lake Michigan, only a 8 minute walk from Crystal Lake. Enjoy bicycle riding we are less than a mile from the paved bike path/rails to trails, 15 miles from Crystal Mnt. Entering your cabin you will enjoy a new memory foam, queen-sized bed in a private studio cabin. Featuring a kitchen, bathroom, air conditioning, and free fast wifi! Clean bed linens, towels, pots/pans, dishes/utensils provided.

Top guest favourite
The image captures a serene beach scene at sunset. Vibrant colors of orange and pink blend in the sky as the sun dips below the horizon. Lush green grasses and plants frame the sandy shore, with gentle waves lapping against the coastline.
Guest suite in Arcadia
4.96 out of 5 average rating, 169 reviews

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.

Top guest favourite
A cozy interior combines natural wood paneling with a modern kitchen. A stainless steel kettle sits on a gas stove next to a double sink. A dining area features a wooden table set for two by a window, offering views of the lush greenery outside.
Tiny home in Frankfort
4.98 out of 5 average rating, 329 reviews

*Turquoise Tiny House Experience* Relax in Spring

A darling cabin on the edge of the forest in Northern Michigan. Be sure to check out our other tiny house, too! Relaxation, fresh coffee, fresh air await you. Close to protected lands for hiking & mountain biking. A chance to live close to nature while remaining close to Frankfort, Elberta, beaches & more. Explore Sleeping Bear Dunes, Traverse City, Empire, etc. from here. Unwind and experience simply living. A perfect place for anniversary & birthday celebrations!

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
4.91 out of 5 average rating, 187 reviews

Magical Northern Michigan Cottage with Hot Tub

Meadow Cottage is a newly renovated 100 year old farmhouse with a hot tub located in beautiful Northern Michigan. 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
The tranquil waters of Lake Michigan reflect varying shades of blue under a clear sky, creating a serene view. The gentle waves ripple towards the shore, framed by the branches of nearby foliage, adding a natural element to the scenery.
Home in Arcadia
5 out of 5 average rating, 144 reviews

Lake Michigan Waterfront at Inspiration Point

LAKE MICHIGAN WATERFRONT HOME AT INSPIRATION POINT, ARCADIA, MI. Waterfront, beautiful sunsets & lake breezes nestled below Inspiration Point in the heart of Arcadia Dunes Nature Preserve. Soaring stone fireplace, open living room & kitchen with breathtaking views, deck, spectacular sunsets. Beautiful base to enjoy the area's many attractions. Craft breweries, distilleries, wineries, world-class golf, skiing, boating, gaming & dining abound nearby.

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, 262 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!

Top guest favourite
Home in Thompsonville
4.94 out of 5 average rating, 199 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.

Popular amenities for Pleasanton Township holiday rentals