Family-friendly holiday rentals in Crooked Lake

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Top-rated family-friendly rentals in Crooked Lake

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Top Guest favourite
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
4.97 out of 5 average rating, 177 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

Guest favourite
The image showcases a serene lakefront with sandy beach areas leading to the water. A dock extends into the lake, providing access for boating. Lush green grass borders the beach, creating a tranquil outdoor space under a clear blue sky.
Condo in Harbor Springs
4.9 out of 5 average rating, 275 reviews

Cozy Lake Front Condo - Near Nubs Nob and Boyne

* Lakefront *Beachfront * All sports lake * Boat slip included * 8-minutes to Nubs Nob/Boyne * Skier friendly * Golfers welcome *Mackinaw Island Ferry 30 minutes. * 5 minutes to downtown Petoskey and Harbor Springs Enjoy AMAZING VIEWS on this cozy lakefront condo. Bring a boat (or rent one) and enjoy a leisure ride through the chain of lakes. Crooked Lake flows all the way into Lake Huron. * Petoskey State Park 5 minutes. * Close to all Northern Michigan attractions * Snowmobilers welcome

Top Guest favourite
A serene view from the balcony showcases Crooked Lake, reflecting soft hues of blue and orange as the sun sets. Silhouetted ducks can be seen swimming in the calm water, while the shoreline is lined with a mix of sand and snow.
Condo in Petoskey
4.96 out of 5 average rating, 188 reviews

Cozy Lakefront + Fireplace near Boyne & Nubs Nob

Ski Season Special: More space, more comfort, & better value than slopeside hotels, just minutes from Boyne Highlands and Nubs Nob. Northern Michigan is getting buried in snow this year, & Loons’ Nest Landing is the perfect home base to enjoy it. This cozy, lakefront condo is just minutes from Boyne Highlands, Nubs Nob, and charming downtown Petoskey & Harbor Springs. Whether you're here to ski, snowshoe, or unwind by the fire, you'll find everything you need for a relaxing winter escape.

Guest favourite
The cabin features a modern A-frame structure with a striking blue roof and large glass windows. Surrounded by lush greenery, a gravel patio is designed with comfortable seating and subtle outdoor lighting. Tall trees provide privacy in the tranquil outdoor setting.
Cabin in Elmira
4.95 out of 5 average rating, 221 reviews

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Top Guest favourite
Tiny home in Boyne Falls
4.98 out of 5 average rating, 189 reviews

Tiny Home- 5 min to Boyne Mountain- sleeps 5

Grandma Jo's Farm boasts a 310 square foot tiny home with a modern farmhouse flare! Thirteen acres of cherished family farmland and a unique space blending nature and simple living with the comforts of modern luxury. Grandma Jo's farm is conveniently located 5 minutes from Boyne Mountain and close to Northern Michigan's most visited attractions. With a fully stocked kitchen, extra linens, and kids activities, this retreat is the perfect escape for the stress free getaway you deserve.

Top Guest favourite
The living area is furnished with a cozy sofa and an armchair, complemented by a light-toned coffee table. A Roku TV is positioned on a wooden stand, while light streams in through glass doors that lead to the exterior. Colorful wall decor adds a touch of charm.
Apartment in Walloon Lake
4.92 out of 5 average rating, 325 reviews

Cozy Nest Near Skiing

Great vacation spot! This cozy eclectic apartment is a three-minute walk from the charming village of Walloon Lake with its shopping, beach, and restaurants. This space comes with a full kitchen and work space. Situated on a quiet street. It is an ideal spot for two, however, there is a sleeper in the living room to accommodate two little ones. Our apartment is 12 minutes to Petoskey's gas light district, Boyne Mountain's skiing/waterpark, or Boyne City's popular farmer's market.

Top Guest favourite
A well-appointed bedroom features a queen bed with a blue blanket and neutral pillows. A nightstand with a lamp sits beside the bed, while a small tray with glasses and a bottle of wine is displayed on the bed. Natural light enters through the window adorned with blinds.
Guest suite in Boyne Falls
4.96 out of 5 average rating, 142 reviews

Boyne Basecamp for Adventure

Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

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, 349 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
A cozy guest cottage is positioned near the water, with a welcoming porch featuring two red chairs. Surrounded by lush greenery, the structure presents a charming view from across the lake, inviting relaxation and a sense of tranquility.
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
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
4.9 out of 5 average rating, 361 reviews

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

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.
Apartment in Petoskey
5 out of 5 average rating, 218 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.

Top Guest favourite
Cabin in Indian River
4.97 out of 5 average rating, 475 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 family-friendly rentals