Holiday rentals in Crooked Lake

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Top-rated holiday rentals in Crooked Lake

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Top guest favourite
A modern blue exterior with white trim features a welcoming red door, flanked by plants in white pots. A stone pathway leads to the entrance, bordered by freshly mulched landscaping and small path lights. Lush greenery surrounds the charming house.
Home in Boyne Falls
4.97 out of 5 average rating, 269 reviews

Havens House. 15 mins to Ski- Games-Dogs

Welcome to Havens House. A fully renovated, modern feel; with all new finishes, quartz countertops, tiled bathrooms and cozy beds. Newly renovated basement with 2nd living area with games, TV, sofa, , along with a kids bunkroom. This beautiful space is a moment's walk from thousands of acres and hundreds of miles of state forest trails. Perfectly located just 5 minutes' drive from Walloon Lake, 15 minutes to Boyne Mountain and Petoskey, and 1 hour from Mackinac. Dog friendly ($75/ea) 2 dog max

Guest favourite
A riverfront cabin features a wooden exterior and large glass doors facing the water. A patio area with a table and four chairs is visible, bordered by a lawn. The surrounding forest adds to the secluded atmosphere.
Home in Alanson
4.93 out of 5 average rating, 151 reviews

Beautiful Log Cabin on the River with Hot Tub

Bring your boat, we have 150' of dock!! Launch next door. Riverfront cabin in the woods with a hot tub overlooking the water. The cabin is very comfortable & is ready for guests to enjoy! It has 3 bedrooms & can comfortably sleep 6 people. Very private with ducks, swans, deer and a bald eagle to enjoy! Only house in area is in our family as well so no neighbors. Escape technology (no internet or cable but Verizon and AT&T have coverage) & enjoy peace & quiet! Please note no air conditioning.

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, 103 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!

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.
Apartment in Petoskey
4.96 out of 5 average rating, 187 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, 220 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
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, 347 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!

Top guest favourite
A charming wooden cabin situated amidst lush greenery features a welcoming porch with two red Adirondack chairs. Surrounding gardens are filled with flowers, contributing to a tranquil atmosphere. The cabin showcases a mix of log and traditional siding, harmonizing with the natural landscape.
Guest house in Harbor Springs
4.94 out of 5 average rating, 251 reviews

Cozy Studio Suite

Visit and explore all Northern Michigan has to offer while staying comfortably in this adorable 250 sq ft studio tiny house. Sit on the deck, relax and enjoy your coffee surrounded by tranquil gardens. Located in Harbor Springs, our property is close to the following: Downtown Harbor Springs, 1.2 mi Boyne Highlands Golf & Ski Resort, 5.1 mi Nub's Nob Ski Resort, 6.2 mi M119 Tunnel of Trees, 2.8 mi Petoskey, 13 mi Many parks, bike/hiking trails, and beaches

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, 360 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
Cabin in Indian River
4.97 out of 5 average rating, 472 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!

Top guest favourite
The open-concept living area showcases a comfortable gray sofa positioned in front of a dark accent wall. A modern dining table with chairs is visible, along with an updated kitchen featuring stainless steel appliances and overhead lighting.
Home in Harbor Springs
4.98 out of 5 average rating, 115 reviews

Skiing/Pool/Hot Tub/Sauna/Resort/Pet-friend

*Nubs Nob/Boyne 1.5mile *Free shuttle Nubs Nob *Secluded Setting *Smart TVs in bedrooms *55"Smart TV Liv Room *Jacuzzi Master Bath *Gas Fireplace *High Speed Wifi *1 car garage *Additional Park onsite *Ski rack in garage *Hiking Trails *Beaches-10 min drive * 3 pools indoor/outdoor 4749 S Pleasantview Rd Harbor Springs MI 4940

Top guest favourite
A charming cottage is surrounded by lush greenery, featuring large windows that invite natural light. A spacious screened porch extends from the side, providing a seamless connection to the outdoors. The peaceful setting is enhanced by mature trees, creating a tranquil atmosphere.
Cottage in Harbor Springs
4.96 out of 5 average rating, 153 reviews

Idyl Daes Cottage

Idyl Daes Cottage was built in the 1950s on the Tunnel of Trees Scenic Heritage Route which follows Lake Michigan’s stunning shoreline to Cross Village. It is located two miles from downtown Harbor Springs and is close to a number of spectacular beaches and hiking trails. The large field stone fireplace is perfect for cool evenings and the spacious screened porch is ideal for relaxing summer evenings with lake breezes.

Popular amenities for Crooked Lake holiday rentals

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