Holiday rentals in Bear Lake

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

Book now for Summer 2026! Beaches Dunes Memories

Cozy forested retreat awaits your arrival. Bedroom with queen bed, clay plaster walls and a living roof. New screened porch Kitchen with range, oven, small fridge, washing machine & cookware for all your cooking needs. Bathroom, vanity & tiled shower. Picnic table, grill and campfire ring with wood. Less than 15 minute to Crystal Mountain, Lake Michigan. Arcadia Dunes, M22. Biking/Hiking/Skiing Forest Bathing/Nature Ideal location for a getaway. Fiber Optic WiFi throughout. Read the reviews!

Pine Ridge country home in woodland setting.

This home has 2 bedrooms, each with a full bathroom . Located only 3 miles to Onekama and Bear Lake for fishing, swimming and dining. Lake Michigan beaches are just a 5 minute drive. Marked 1/4 mile private hiking trail for quiet walks with the kids and pets. Washer and dryer, air conditioning, sofa sleeper for extra guests, pin ball game and full kitchen. Wood and marshmallows included for the backyard fire pit with 3 separate outdoor seating areas. Little River Casino is just 8 miles away.

Salt City Lodge

Just steps from the Little Manistee River within a small fishing community is a northern Michigan getaway with the style of a lodge retreat, and the comforts of home. Host family and friends for billiards, board games, and conversation by the fireplace. Curl up on a big cushy chair, and look out at the river with a cup of coffee. Bring your buddies to fish, hike or bike on the Big M Trail, and explore the Manistee National Forest. It’s the perfect place to do everything, or nothing at all.

Magical Northern Michigan Cottage w/ Hot Tub & AC

Meadow Cottage is a newly renovated 100 year old farmhouse with a hot tub located in beautiful Northern Michigan. New central AC for 2026! Perfectly situated for year round fun including skiing at Crystal Mountain (13 miles), Caberfae (36 miles), snowmobiling (.2 miles), Lake Michigan (7 miles), or golfing at Arcadia (9 miles). Beautifully designed rooms provide space for up to 8 guests. Step outside to our patio to soak in our large spa under the stars or sit around the campfire.

Peaceful private getaway on Lake Michigan

Relax and enjoy this fully renovated, unique and tranquil getaway. The updated 2nd floor lakefront retreat is cozy and functional. The space features an open layout that seamlessly combines the living area, kitchen, dining and bath. You will have full use of the suite which is closed off from the main house making it truly private. Reservations for 2026 can be booked starting in 2026 when all dates will be open for booking. Message me if you are looking for specific dates.

*Cabin*Up North*Spring Wildflowers & Relaxing

A delightful tiny cabin on the edge of the forest in Northern Michigan! Close to summer beaches! Close to protected lands for hiking & mountain biking. Sip fair-trade drip coffee & enjoy a hand-crafted space. A chance to live close to nature while remaining close to Frankfort, Elberta, beaches,& more. Guests have explored Sleeping Bear Dunes, Traverse City, Empire, etc. Experience simple living! 125 sq ft!! A perfect place to celebrate your anniversary & birthday!

Creekside’s Cozy A-Frame Chalet with Pond & Trails

Enjoy the cozy vibes of this A-Frame Chalet nestled on 80 peaceful acres in Benzonia, Mi. Tucked into the heart of Northern Michigan’s beauty enjoy being surrounded by nature at the Chalet and truly unplug as this property does NOT have WiFi. A chance to getaway while remaining a close drive to Frankfort, Crystal Mountain, Sleeping Bear, and Traverse City. A perfect place to retreat or a home base for the adventurous spirit!

Romantic Glacier Hot Tub Hideout | A-Frame

Nestled on the Betsie River near Crystal Mountain, this romantic A-Frame offers a private hot tub under starry skies, a glowing indoor fireplace, and a loft bedroom overlooking the river. Sip local coffee from the espresso bar, fish from the riverbank, or unwind by the firepit. Designed for couples yet comfortable for small families seeking a peaceful riverfront escape. Weekend dates go fast — book early to secure your stay.

Charming Country Home Near Crystal Mountain Resort

This lovingly renovated historic farmhouse is the perfect setting for your next “up north” getaway. Located just 1 ½ miles from Crystal Mountain Resort, and just down the road from Iron Fish Distillery, this 3 bedroom, 2 bath Farmhouse sleeps 8 very comfortably, and offers great indoor and outdoor spaces for relaxing, with a living room on both the first and second floors, as well as a back patio and classic front porch.

Lakeview Hideaway

A very relaxing view of the lake and wooded area from a private screened inpatio. Also, if you are lucky, you can see deer that come through early morning or late evening. My location is off 22, I am across the street from the lake. Second house on the right on private paved drive . I have a black bear mailbox at the end of my driveway. Makes it easy to know where to turn into the drive.