Holiday rentals in Crooked Lake

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Top-rated holiday rentals in Crooked Lake

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Top guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 181 reviews

Cozy Aframe on Tunnel of Trees Harbor Springs

Cozy A-frame perfectly located minutes from downtown Harbor Springs. Nestled in the trees across from a nature preserve so you get that “cabin-in-the-woods” feel while being close to everything the area has to offer. Perfect homebase for “Up North” adventuring: •5 min from downtown Harbor Springs •20 min from Petoskey •40 min to Mackinaw •10 min to Nubs Nob/Highlands •5 min to Tunnel of Trees M-119 Home Features: •2 bdrms w queen beds •Indoor & Outdoor firepit •Stocked kitchen •Front/back deck

Top guest favourite
A tranquil lakeside view reveals boats docked along a wooden pier, reflecting against calm waters. A vibrant sky filled with clouds and the soft glow of the setting sun casts a serene atmosphere over Crooked Lake.
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.

Top guest favourite
The exterior of a modern cabin is showcased, featuring a wooden façade with a dark metal roof. A single, black front door is framed by two windows. A small wooden porch leads to the entrance, enhanced by decorative rocks and greenery on either side.
Cabin in Petoskey
4.95 out of 5 average rating, 110 reviews

Hidden Acres- Austur Cabin- Close to town- Hot Tub

Enjoy the modern, 2-bed, 2-bath Austur 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!

Guest favourite
A private hot tub is positioned on a deck overlooking the shimmering waters of Crooked Lake. Gentle waves can be seen in the background, with the sun reflecting off the surface, creating a calming atmosphere for relaxation.
Townhouse in Alanson
4.94 out of 5 average rating, 64 reviews

Lakefront - Private Hot Tub - Minutes to Skiing

Year-round options at our Lakefront Haven! ☀️🛥️❄️⛷️ ✔️ Amazing views from all angles ✔️ Private deck with 6 person Hot Tub perched on the lake ✔️ 4 Private Boat Slips at your footsteps ✔️ Boat Rentals right next door ✔️ Connected inland waterways for endless adventures ✔️ 15 mins Petoskey or Harbor Springs for great shopping and dining. ✔️ 12 mins to The Highlands and Nub's Nob ski resorts ✔️ 8 mins to Wineries ✔️ 5-10 min to State Parks & Nature Preserves ✔️ 30 min to Mackinaw Ferry

Top guest favourite
A gray house with a metal roof is framed by lush greenery and flowering shrubs. Windows are adorned with plants, while a wooden trellis adds an element of structure to the surrounding natural landscape.
Guest suite in Harbor Springs
5 out of 5 average rating, 209 reviews

Guest Suite near Cross Village

Enjoy summer days or wintry splendor. We are located in a rustic area of northwest Michigan, 15 miles north of Harbor Springs, within 2 miles of the Tunnel of Trees. We are conveniently located for nature preserves, hiking trails, beautiful beaches, ski slopes, and Mackinaw Island. Our home is attached to the guest suite but guests access their suite via a secured private entrance. Our equipped kitchen has a pantry, fresh farm eggs, butter, a home-baked item, ground coffee, and teas.

Top guest favourite
A charming log cabin is surrounded by vibrant autumn foliage, with colorful leaves scattered across the manicured lawn. A stone pathway leads towards the entrance, framed by a beautiful garden featuring blooming flowers amidst the rustic wood exterior.
Cabin in East Jordan
5 out of 5 average rating, 224 reviews

Cheerful Six Mile Lake Log Cabin.

Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

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, 357 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 bright living area features large windows offering views of the lake. A modern fireplace is centered on a white shiplap wall, complemented by stylish furnishings, including a light-colored sofa and two armchairs. Natural light floods the space, enhancing the serene ambiance.
Home in Alanson
4.88 out of 5 average rating, 24 reviews

Lakeside Luxe Retreat + Sauna!

Welcome to your modern escape on Crooked Lake, Michigan. This sleek, stylish condo offers breathtaking lake views, clean design, and comfort in every detail. Enjoy morning coffee on the balcony, sunset strolls by the shore, and direct water access for kayaking or boating. With a fully equipped kitchen, luxe furnishings, and thoughtful touches throughout, it's the perfect retreat for couples, small families, or solo travelers seeking lakeside serenity.

Top guest favourite
A serene view of Little Traverse Bay is visible, showcasing calm blue waters and a distant shoreline with tree-covered hills. The foreground includes a mix of greenery, including trees and shrubs, creating a natural frame for the expansive water vista.
Flat in Petoskey
5 out of 5 average rating, 222 reviews

Water view Getaway, steps to Downtown Petoskey

Attractive second story guest suite in downtown Petoskey. The property owner lives on the first level. It is conveniently located within walking distance to the gaslight district and Petoskey’s finest shopping and dining. It is also just steps away from the breakwall, Bayfront Park and Little Traverse Wheelway. Weather permitting in spring and summer you can also enjoy the views of Little Traverse Bay from a private upper level deck.

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, 51 reviews

3 bedroom 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.

Guest favourite
Cabin in Indian River
4.97 out of 5 average rating, 487 reviews

Sauna, Aframe Riverside Cabin on Sturgeon River

When you stay with us you'll step into the magic of Fernside, our beloved A-Frame retreat on the Sturgeon River in Indian River, Michigan. Imagine yourself waking up to warm sunlight and the soothing melody of the river. It's not just a getaway; it's your ticket to pure serenity and excitement. Fernside is where every moment feels like an adventure waiting to unfold. We can't wait for you to experience the joy of this cozy haven!

Popular amenities for Crooked Lake holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Emmet County
  5. Crooked Lake