Holiday rentals in Littlefield Township

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Top-rated holiday rentals in Littlefield Township

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

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Top guest favourite
A comfortable living area overlooks Crooked Lake through expansive glass doors. A sectional couch and a recliner provide ample seating, while a glass coffee table sits in the center. Natural light creates a warm ambiance, complemented by soft interior colors.
Apartment in Harbor Springs
4.95 out of 5 average rating, 148 reviews

Centrally Located Lakefront Condo-Beach & Fishing

Your Summer Special Place: location, expansive lake views from your private balcony, great value. Northern Michigan is beautiful in the summer and Lakeside Lookout is the perfect home base to enjoy it. You're minutes from the Gaslight District of Petoskey, the elegance of Harbor Springs, Lake Michigan sandy beach, and a scenic 30 miles from Mackinaw City for the Mackinac Island ferry. Kayak, hike or bike the North Western State Trail, or sip wine lakeside in the courtyard or private balcony.

Guest favourite
A covered seating area is situated on a wooden deck overlooking a tranquil body of water. Comfortable chairs with striped cushions frame a central table, while lush green grass surrounds the space. The canopy provides shade for relaxation by the water.
Home in Alanson
4.89 out of 5 average rating, 155 reviews

Waterfront Cottage with Covered Boat Slip

We offer a covered boat slip. Peaceful & secluded, yet walking distance from town. Full kitchen w/dishwasher, Keurig, W& D. Please note that this is a place for those that love outdoors & has no air conditioning, wi-fi or cable. Verizon & AT&T in area. Fire pit outside. We are pet friendly but we've had a few instances that have resulted in us having to adopt a pet policy & pet fee. We charge $25/night, per pet, max of $250. Upon booking, call us & we will send policy form & collect payment.

Top guest favourite
The exterior of a modern cabin is showcased, featuring a natural wood facade and a dark metal roof. Surrounded by vibrant autumn foliage, large windows provide glimpses into the interior, while a manicured pathway leads to the entrance.
Cabin in Petoskey
4.97 out of 5 average rating, 104 reviews

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub

Enjoy the modern, 2-bed, 2-bath Vestur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Top guest favourite
Home in Alanson
5 out of 5 average rating, 9 reviews

Pet Friendly Cottage Near Petoskey

Summer in Northern Michigan is all about fresh air, lake days, golden evenings, small-town exploring, and slow mornings with coffee and birdwatching. Our peaceful Petoskey/Alanson-area retreat is a comfy home base for hiking, biking, and fishing/ kayaking—and also for shopping, dining, and scenic drives. Come home each evening to relax under a starlight canopy and s'mores at the fire pit. We’re booked for much of the season, but cancellations happen—and it’s never too early to plan ahead!

Guest favourite
A red log cabin is nestled among tall trees, with solar panels on the roof. Soft lighting from string lights enhances the screened porch. Surrounding greenery includes various shrubs and plants, creating a secluded and nature-inspired setting.
Cabin in Indian River
4.88 out of 5 average rating, 153 reviews

Midcentury log cabin on the Sturgeon River

Step back in time with a visit to this log cabin with retro style, modern comforts and a few surprising luxuries. The cabin is on the Sturgeon River, surrounded by cedar, pine and birch trees. The screened porch has been described as feeling like you are in a treehouse yet the town of Indian River is very close and easily accessed even by foot. It’s perfect for the couple who want a getaway with plenty of opportunity for adventures but also a comfortable and stylish space to relax.

Top guest favourite
A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.
Cabin in Harbor Springs
5 out of 5 average rating, 367 reviews

The Rhubarbary Ruins - with an outdoor sauna

We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

Top guest favourite
Cottage in Petoskey
4.95 out of 5 average rating, 223 reviews

Charming Lakefront Guest Cottage

Charming, cozy guest cottage located on Crooked Lake just steps away from the water. Detached guest cottage with private entrance in a quiet location. Perfect for couples. Light & sunny interior with vaulted ceiling and beautiful lake views. One bedroom with queen bed. Conveniently located between Petoskey & Harbor Springs with great dining & shopping. Close to ski resorts. Enjoy a Northern Michigan summer, come for the amazing fall colors, or enjoy a cozy winter ski weekend!

Guest favourite
A cozy corner features a light-filled seating area with a soft grey sofa, accented by neutral pillows. A small dining table with two chairs sits adjacent, complemented by natural wood flooring. A round jute rug adds texture to the space.
Flat in Petoskey
5 out of 5 average rating, 23 reviews

FarmHouse Vineyards Winery Loft

Introducing our latest addition at FarmHouse Vineyards - a charming apartment nestled on our picturesque vineyard premises! Immerse yourself in the serene beauty of our lavender fields and organic vineyard while being just a stone's throw away from the Crooked Lake boat launch, offering endless water activities like paddle boarding, kayaking, and boating. Cap off your day with a glass of our exquisite wine in our cozy tasting room or under the stars by the inviting fire pit.

Top guest favourite
Adirondack chairs are arranged on a lush green lawn, facing a serene lake. A private white dock extends into the water, providing easy access. The calm surface reflects the clear blue sky and surrounding greenery, creating a peaceful lakeside setting.
Cottage in Alanson
4.98 out of 5 average rating, 53 reviews

Cozy Cottage Near Petoskey & Mackinaw

Welcome to Crooked Springs Cottage – your year-round getaway on scenic Crooked Lake in Alanson, Michigan. Just 10 minutes from Petoskey and 25 from Mackinaw City, this peaceful retreat offers breathtaking lake views, swimming, campfires, grilling, and vibrant fall colors. In winter, enjoy nearby ski slopes and cozy evenings by the fire. Whether you're here to relax or explore, it's the perfect place to make unforgettable memories.

Top guest favourite
A rustic cabin made of logs is surrounded by greenery, featuring a welcoming front porch and a large window. Outdoor furniture includes a glass-top table with patterned chairs, two loungers, and a grill, all positioned on a grassy area for relaxation.
Cabin in Petoskey
4.98 out of 5 average rating, 121 reviews

Quiet Petoskey Cabin

Relax in this comfortable cabin in a tranquil country setting that is less than 10 minutes from scenic Petoskey or Walloon Lake, and 15 minutes from Boyne City or Harbor Springs. The cabin has trails out the door for hiking, mushrooming, snowmobiling, snowshoeing, or biking. Canoeing/kayaking is just 4 miles away on the Bear River. Sleeps 4 in this 450 square foot cabin including loft. Furnished with all the comforts of home.

Top guest favourite
Home in Alanson
4.94 out of 5 average rating, 31 reviews

Chic Crooked Lake Lakefront Retreat Stunning Views

Spring adventures start here at our 2 BD–2BA lakefront retreat near Petoskey & Harbor Springs! Hike blooming trails, bike scenic paths, or explore charming local shops and seasonal events. After a day of fun, relax with coffee or tea on the deck, soak in peaceful lake views, and unwind in cozy, stylish spaces. Perfect for families, couples, or friends seeking nature, comfort, and unforgettable northern Michigan memories.

Guest favourite
Lush greenery surrounds a charming home, with colorful flower beds featuring vibrant blooms. A stone pathway leads to the house, which is partially obscured by trees. The well-maintained garden showcases a variety of plants, enhancing the natural setting.
Home in Alanson
5 out of 5 average rating, 21 reviews

Cosy Cottage

On the Mackinaw Trail, for quick access to snow mobiles trails and hiking. Minutes from the Highlands and Nubs ski resorts. Bike Trails from Petoskey to Mackinaw City. Dozen golf courses and boat ramps close by. Harbor Springs and Petoskey within 10 minutes drive. Two good restaurants and a very cool bakery just blocks away. The home offers shelves of books for a relaxing Read away vacation.

Popular amenities for Littlefield Township holiday rentals