Family-friendly holiday 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.

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

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!

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.

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!

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!

Lake Huron Waterfront Cottage | Cozy Getaway

Escape to this charming Lake Huron cabin with 120 feet of private frontage! Enjoy stunning sunrises, freighter views, and cozy nights by the fire pit. Fast WiFi keeps you connected, while the lakefront tranquility offers the perfect retreat. Inside, you’ll find a newly remodeled kitchen and bathroom. We’ve also included coffee pods, laundry detergent, and dryer sheets so you can feel right at home. Whether you're here to relax or explore, unforgettable moments await. Book your stay today!

The Lily Pad

Rustic cabin on Echo Lake with 60 ft. of beach, a dock for fishing and a swing for relaxing. Enjoy the sunrise, then enjoy the rest of your day on the beach with a screened in tiki bar equipped with refrigerator and gas grill on the water. Cabin has three bedrooms with queen beds, loft has a California king and a double bed. Loft also has a computer and kids area. Two full baths, outside dining area and a screened in lower deck with refrigerator, ceiling fan and hammock for relaxing.

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.

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!

Tiny Home* 5 Min to Boyne Mtn. *Sky Bridge*BonFire

Escape to 13 peaceful acres just 5 minutes from Boyne Mountain. This 310 square foot tiny home sleeps up to 5 and offers a quiet farm setting while keeping you close to Boyne City, Petoskey, skiing, golf, beaches and trails. We're excited to share our land with more than a century of family history- and the serene Northern Michigan life we love- with you. Please note that due to the ladder-access loft and design of the tiny home, we welcome children ages 5 and older.

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!