Vacation rentals in Crooked Lake

Cozy retreat- Fall and Winter- Ski Nubs/Highlands

Cozy year round retreat-Relax on your deck or sandy beach just footsteps from your door on beautiful/private Round Lake. This comfortable studio condo offers lots of nearby summer, fall and winter events, 3.5 miles to Nubs and Boyne Highlands with colorful autumn and snowy events. Year round indoor pool & Hot Tub. Shop/Dine/Bike or Hike Trails & area attractions in Petoskey, Harbor Springs and Charlevoix. 5 min walk to the fabulous Toski Sands market for your food and beverages. Pickle B courts.

Location · Value · Getting around

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!

Family · Location · Condition

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.

Value · Family · Wifi

Cozy retreat near local resorts, skiing/golf

Located just two minutes away from The Highlands and Nubs Nob ski/golf resorts, and only ten minutes away from the beautiful downtown shopping districts of both Harbor Springs and Petoskey, this charming Northern Michigan getaway is fully stocked for your vacation! This home away from home is fully outfitted to make your stay as comfortable as possible. We have also taken great care to ensure that it is one of the cleanest and tidiest homes available to you. Thank you for your consideration!

Value · Location · Getting around

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

Family · Location · Indoor spaces

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.

Location · Family · Sleep quality

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!

Family · Value · Heating

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.

Location · Family · Quiet

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

Location · Value · View

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.

Value · Family · TV

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!

Value · Location · Getting around

LaNanna's Lakefront Retreat

SUMMER PRICING REDUCTION: Please note that the summer pricing has been reduced by 20 percent due to High Lake Levels, which have restricted use of the dock, the yard and the "She Shed". The typical price per night in the summer is $550 per night and is now reduced to $440 per night. In addition, there is no restriction on the number of nights that you must book.

Location · Family · Air conditioning