Pet-friendly holiday rentals in Crooked Lake

*Fall Holiday Weekend* Lakeside Sunset Retreat

🌅 Experience gorgeous Lake Michigan views from this 3 bedroom/2 bath lake house. During the day you can enjoy the private beach, collect Petoskey stones, swim, bike, or kayak. Then settle in around the fire for the evening, listening to the water and stargazing. Centrally located in Ellsworth near Torch Lake, Charlevoix, Elk Rapids, and Traverse City, Sunset Cedar House is the also the perfect hub for the area's hiking, biking, and skiing. Fully-equipped kitchen, grill, firewood provided 🌌

Outdoor spaces · Pets · Solo travel

Black Lake Cabin Retreat

Clean cabin with UP NORTH log furniture nestled above the picturesque sunset side of beautiful BLACK LAKE! Black Lake is a 10,000 acre all sports lake. The cabin sits on a hill (not on the lake) about 35 ft from another home on 40 acres and has 105 ft of private lake frontage shared with my another unit. Wildlife along with flower gardens throughout the property. Black Mountain Recreational Area is 10 minutes away. Mackinaw, Petoskey, Ocqueoc Falls 45 minutes away. Restaurants 10 minutes away.

Walkability · Pets · Location

The Nature Retreat - NEW hot tub & piano

A unique experience for people who appreciate the simple things of life - like nature, a good book and music. Located in a peaceful neighborhood near the Tunnel of Trees, Pond Hill Farm, downtown Harbor Springs, 8 minutes to Boyne Highlands and other top northern Michigan attractions. LUXARY HOT TUB INSTALLED JULY 2025. Upright piano and ukulele. House = approx. 2,800 sq. ft. You must let us know if you would like to bring 1 dog or an 8th person. Guests must be comfortable with stairs.

Walkability · Outdoor spaces · Backyard

Lake Street Retreat - In town Harbor Springs

This Lake Street apartment is a one of a kind. The apartment is partially above commercial businesses, including your host, The Harbor Barber (no chemical services offered - so no funky odors from below). This space was 100% improved in 2021. The property is a short walk/bike-ride from the bike path, and iconic downtown Harbor Springs, the Lyric theatre, a dog beach, a bathing beach and so much more. Your host freely shares his knowledge of the history and current events happening around town.

Outdoor spaces · Pets · Check-in

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.

Walkability · Outdoor spaces · Decor

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub

Enjoy the modern, 2-bed, 2-bath Vestur 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!

Pets · Outdoor spaces · Sleep quality

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 .

Pets · Walkability · Hospitality

Stunning design! Fall colors-HotTub-EV Charge-Pets

Welcome to this updated 3-bed, 2-bath home designed by Melissa with a cozy vintage-modern feel. Perfect for a weekend getaway, ski trip, or family stay. With a fully stocked kitchen, exquisite design and comfort and a private outdoor hot tub after a day of adventure, the only thing missing is you. Located 15 minutes from Boyne Mountain, Petoskey, and Boyne City, 5 minutes from Walloon Lake, and 30 minutes from Charlevoix. Dog-friendly with a fee (2 dogs max). No cats.

Pets · Walkability · Indoor spaces

Lake Huron Escape | Hot Tub, Fire Pit & Sunsets

Fall weekends are open for a peaceful Lake Huron Escape. Wake up to Lake Huron just steps from your door. Spend your days exploring northern Michigan, then return for hot tub evenings, fires by the water, and sunsets along the shoreline. Whether you’re planning a quiet September getaway or a cozy October weekend, Huron Helm was designed for peaceful waterfront escapes. Perfect for: • Couples getaways • Family trips • Small groups looking for a quiet Lake Huron stay

Pets · Walkability · Barbecue

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.

Outdoor spaces · Pets · Layout

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

Pets · Walkability · Value

Modern Home of Style & Comfort | Private Hot Tub!

Welcome to your modern escape, where luxury meets nature in the heart of Petoskey’s stunning landscape. Tucked away for peace and privacy, yet just minutes from downtown, this contemporary retreat offers the perfect blend of serenity and convenience. Enjoy the best of both worlds—seclusion in nature with easy access to Petoskey’s vibrant charm.

Outdoor spaces · Pets · Quiet