Holiday houses in Crooked Lake

Centrally Located Lakefront Condo-Beach & Fishing

Your Summer Special Place: location, expansive lake views from your private balcony, great value. Northern Michigan is beautiful in the summer and Lakeside Lookout is the perfect home base to enjoy it. You're minutes from the Gaslight District of Petoskey, the elegance of Harbor Springs, Lake Michigan sandy beach, and a scenic 30 miles from Mackinaw City for the Mackinac Island ferry. Kayak, hike or bike the North Western State Trail, or sip wine lakeside in the courtyard or private balcony.

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!

Chic Crooked Lake Lakefront Retreat Stunning Views

Summer adventures start here at our 2 BD-2BA lakefront retreat near Petoskey & Harbor Springs! Spend your days at nearby beaches, boating, kayaking, hiking scenic trails, biking picturesque paths, or exploring waterfront towns, shops, and festivals. After a day outdoors, relax with coffee or tea on the deck, enjoy peaceful lake views, and unwind in our cozy, stylish spaces. Perfect for families, couples, or friends seeking relaxation, outdoor fun, and unforgettable northern Michigan memories.

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!

Northern Hideaway, Lakefront, 15-min from downtown

Enjoy ‘Lake Life’ in this 3 bed, 2 bath home on Crooked Lake. Beautiful, secluded lakefront. Last house on a private road near Nature Preserve. Enclosed porch, decks, & waterside patio, pavilion, and firepit for tons of space to relax. 10-15 minutes from Petoskey and Harbor Springs. Guests access the entire home, dock, canoe, and kayaks. WIFI. Ceiling & floor fans and lake breeze. Bring your boat. Fabulous boating on the Inland Waterway. Stunning sunrises. "Artists' or writers' retreat"!

Lakefront - Private Hot Tub - Minutes to Skiing

Year-round options at our Lakefront Haven! ☀️🛥️❄️⛷️ ✔️ Amazing views from all angles ✔️ Private deck with 6 person Hot Tub perched on the lake ✔️ 4 Private Boat Slips at your footsteps ✔️ Boat Rentals right next door ✔️ Connected inland waterways for endless adventures ✔️ 15 mins Petoskey or Harbor Springs for great shopping and dining. ✔️ 12 mins to The Highlands and Nub's Nob ski resorts ✔️ 8 mins to Wineries ✔️ 5-10 min to State Parks & Nature Preserves ✔️ 30 min to Mackinaw Ferry

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!

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 .

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!

Castle Guest House Lake Michigan Million $ Sunsets

A Sunset Chaser’s dream spot! RELAX in our spacious guest house 'castle' in charming Harbor Springs, Michigan located 5 miles north of town, right off M-119 (the Tunnel of Trees). Enjoy our private beach with paddle boards, kayaks, a bonfire pit, deck, BBQ, SUNSETS, Northern Lights and QUIET. WiFi (300 mps), a tv room with streaming downstairs. Sleeping + kitchen & Air Conditioning upstairs. Dogs permitted but 1. MUST BE ON FLEA / TICK CONTROL 2. NO DOGS ON FURNITURE.

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.