Vacation rentals in Crooked Lake

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Top-rated vacation rentals in Crooked Lake

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Top guest favorite

An A-frame cabin surrounded by vibrant autumn foliage, featuring an outdoor fire pit with two chairs positioned nearby. Pumpkins are scattered throughout the naturally landscaped area, adding a seasonal touch to the serene setting. The cabin's warm windows hint at comfort inside.

Chalet in Harbor Springs

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

4.98 out of 5 average rating, 204 reviews

Top guest favorite

A cozy living area features a gray sofa and a light-toned armchair arranged around a wooden coffee table. A modern fireplace is set into a gray stone wall, while large windows offer views of the lake. Natural light fills the space, enhanced by exposed wooden beams overhead.

Home in Petoskey

Crooked Lake Cove: A Peaceful Lakefront Getaway

Welcome to your serene getaway on the shores of Crooked Lake in Petoskey, MI. This cozy retreat offers 3 bedrooms, a fully equipped kitchen, and a spacious deck with breathtaking lake views. Spend your days boating, swimming, fishing, or kayaking with direct lake access and unwind by the fire pit in the evenings. Located close to downtown Petoskey and Harbor Springs, you’ll enjoy shopping, local dining, scenic trails, and year-round activities. Crooked Lake Cove is your ultimate lakeside escape!

5.0 out of 5 average rating, 31 reviews

Top guest favorite

Home in Alanson

Chic Crooked Lake Lakefront Retreat Stunning Views

Fall adventures start at our 2BD-2BA lakefront retreat near Petoskey & Harbor Springs! Enjoy Northern Michigan’s fall colors—hike, bike, take a scenic drive, or explore charming waterfront towns with local shops and restaurants. After exploring, return to peaceful lake views, cozy up with coffee on the deck, and enjoy crisp air, colorful sunsets, and tranquil surroundings. Perfect for families, couples, or friends seeking a relaxing fall getaway filled with outdoor adventures and cozy moments.

4.95 out of 5 average rating, 44 reviews

Guest favorite

A cozy seating area features a spacious brown sectional sofa adorned with decorative pillows in shades of blue and white. A small white coffee table sits in front, complemented by a light-colored lamp on a white side table. Natural light floods the space through large windows, highlighting the fresh decor.

Home in Alanson

The Hideaway of Crooked Lake

Looking for the perfect Northern Michigan escape? Be sure to check out this cozy cottage nestled on a private drive just steps away from Crooked Lake. Enjoy the uniqueness of an old, charming cottage along with some modern conveniences that will make your stay more comfortable. Located minutes away from Petoskey and Harbor Springs, heading out and exploring Northern Michigan could not be easier. Or stay at the cottage for kayaking, shared lake access, bike path, and local marina rentals.

4.88 out of 5 average rating, 100 reviews

Top guest favorite

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

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 .

5.0 out of 5 average rating, 254 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 398 reviews

Top guest favorite

Cottage in Petoskey

Charming Lakefront Guest Cottage

Charming, cozy guest cottage located on Crooked Lake just steps away from the water. Slow down, watch the sunrise, enjoy cool breezes off the lake and listen to the loons. Detached guest cottage with private entrance in a quiet location. Perfect for couples. Light & sunny interior w/beautiful lake views. Located between Petoskey & Harbor Springs with great dining & shopping. Enjoy a Northern Michigan summer, come for the amazing fall colors, or enjoy a cozy winter ski weekend!

4.95 out of 5 average rating, 235 reviews

Guest favorite

Cottage in Gaylord

Cozy Cottage on the Lake.

Cozy Cottage on Five Lakes. Close to the expressway , snowmobile trails and downtown Gaylord. Fully stocked kitchen, fireplace, high speed internet and a smart TV so you can stream your favorite shows or just watch Netflix . Bring your kayaks and your fishing poles - nice deck to watch the sunset. Dogs are welcome for an additional one time fee of $35.00. There is no fence and because this house is on the lake dogs and children must be watched at all times.

4.9 out of 5 average rating, 401 reviews

Guest favorite

Treehouse in Wolverine

The Enchanted Spore:Fairytale Retreat w/ Treehouse

Step into an enchanting outdoor hideaway where treehouse dreams, glowing fireplaces, cozy swings, and starry skies come together. With a magical blend of rustic wood, soft beds, and an open-air kitchen, this one-of-a-kind retreat invites couples, families, and friends to unwind, explore, and reconnect in nature’s most creative setting. This one of a experience takes luxury glamping to another level. Making memories in Northern Michigan just got even better.

4.94 out of 5 average rating, 96 reviews

Guest favorite

An A-frame cabin is nestled among lush greenery, showcasing large windows that invite natural light. A wooden staircase leads to the entrance, framed by a wooden deck. A bicycle rests against the cabin, complementing the serene outdoor environment.

Cabin in Harbor Springs

Disconnect at our Ski Chalet in Nubs Nob

Newly remodeled A Frame Cabin in the woods of Hidden Hamlet in Harbor Springs, Michigan. Located in the little neighborhood at the base of Nubs Nob Ski Resort, this is a peaceful and quiet neighborhood surrounded by beautiful trees. Currently we are renting this as an open bedroom loft with a queen bed. There is also a pull out sofa sleeper on the main floor, but you know the comfort level of those... Check us out on Instagram @potters_cottage

4.9 out of 5 average rating, 384 reviews

Top guest favorite

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

Lakefront Fall Getaway | Petoskey | Harbor Springs

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.

4.97 out of 5 average rating, 68 reviews

Top guest favorite

An A-frame cabin with a dark exterior and large windows is surrounded by greenery. In front, four black chairs are positioned around a fire pit made of stones. A wooden barrel heated sauna stands nearby on a platform, adding a unique element to the outdoor space.

Cabin in Indian River

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!

4.97 out of 5 average rating, 525 reviews