Holiday rentals in Little Bear Lake

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Top-rated holiday rentals in Little Bear Lake

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Guest favourite
The exterior of a cozy cabin is shown, surrounded by lush trees. A welcoming front porch features a small set of steps and a flag displayed. Gravel paths lead to the cabin, with additional outdoor space visible, creating an inviting atmosphere in a wooded setting.
Home in Johannesburg
4.93 out of 5 average rating, 14 reviews

Big Bear Cabin + Beach Access

Escape to this charming cabin just a short stroll (less than 40 yards) from the beach access on beautiful Big Bear Lake. With crystal-clear waters and some of the most breathtaking sunsets you’ll ever see, this is the perfect spot for relaxing getaways, romantic weekends, or family adventures. This cozy cabin has all the essentials for a comfortable stay, plus a peaceful outdoor space where you can unwind after a day at the lake. * please note that the driveway is shared with neighbors.

Guest favourite
The cabin features a modern A-frame structure with a striking blue roof and large glass windows. Surrounded by lush greenery, a gravel patio is designed with comfortable seating and subtle outdoor lighting. Tall trees provide privacy in the tranquil outdoor setting.
Cabin in Elmira
4.95 out of 5 average rating, 254 reviews

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!

Guest favourite
The modern shipping container home is surrounded by lush greenery, featuring a combination of black metal siding and warm wooden accents. A spacious rooftop deck is adorned with string lights, providing a cozy atmosphere. A gravel pathway leads to the entrance, enhancing the natural setting.
Shipping container in Mancelona
4.94 out of 5 average rating, 213 reviews

Steelhaven - Sleek, Modern Shipping Container Home

Discover the beauty of Northern Michigan in this unique and modern, brand-new shipping container home made of three 40 foot containers. Surrounded by nature, enjoy a true escape where you can rest, unwind, and recharge. During your stay, explore all of the amazing places and outdoor activities the area has to offer, including hiking, swimming, skiing, snowmobiling, and more! Located in the "Lakes of the North" development, an 18-hole golf course and indoor pool are just minutes away.

Guest favourite
An early autumn scene captures vibrant red and orange leaves on tall trees beside a peaceful lake. A cottage with a welcoming facade is visible, alongside a wooden deck and swing set. An American flag gently flutters against a clear blue sky.
Cabin in Gaylord
4.82 out of 5 average rating, 153 reviews

Cottage 7 | Cozy Cabin for Two on the Lake

Fresh remodel - May 2025! Welcome to Cottage 7 on Heart Lake. This has 1 bed/1 bath accommodating up to 2 guests. The cottage includes a full kitchen stocked with all cookware, silverware, and dining utensils. In the summer guests will have access to shared kayaks, canoes, paddle boards, water trampoline, swim platform, and bonfire pit. In the winter, guests can access Trail 7, directly across the road, for snowmobile season. It's the perfect place for your northern Michigan getaway!

Guest favourite
The mid-century A-frame cabin is set among trees, illuminated by string lights in the evening. A spacious deck features seating and an umbrella, providing a welcoming atmosphere for relaxation. The cabin's distinctive triangular roof highlights its architectural charm and rustic appeal.
Chalet in Johannesburg
4.97 out of 5 average rating, 181 reviews

MCM A-Frame | HOT TUB | Lake | Nature | Hike

Haven in the Wood is a mid-century A-frame nestled in a lake community right across the street from a private all-sports lake. This recently renovated cabin features an open concept floor plan and boasts a modern-rustic aesthetic. The cabin resides in the heart of northern Michigan with proximity to many golf and ski resorts, nature and snowmobile trails, lakes and state parks. Listen to records, have a bonfire, relax in the hot tub, or take a walk along the beautiful Lake Louise!

Top guest favourite
Home in Gaylord
5.0 out of 5 average rating, 41 reviews

Golf | A-Frame | Hot Tub | Sauna | 2 King Beds

Sunshine Chalet Gaylord is a Charming A-Frame ski haus featuring treehouse views. Just minutes from Otsego Resort, Treetops Resort, and a short drive to Boyne Mountain, this is the perfect location for winter enthusiasts or golf retreats. Charming downtown Gaylord's restaurants, pubs, and shopping is just around the corner. Experience a true up-north stay with valley views, and; *Hot Tub *Sauna *Double Decks *Fire Pit *Fire Table *Gas Grill & Charcoal Grill *Coffee Bar *Hammock

Top guest favourite
Cabin in Johannesburg
4.97 out of 5 average rating, 184 reviews

True Nature Lodge | 10 Acres | Hot Tub | Groups

Private log-and-stone lodge on 10 secluded acres, 15 minutes from downtown Gaylord, Treetops golf course, and Otsego Resort and ski slopes. Ideal for groups, wedding guests, reunions, ski trips, ORV weekends, couples, families, and peaceful retreats. Sleeps 20, with hot tub, huge private yard, pond and stream, wide wooded trails, unique games and activities inside, and a fun, relaxing up-north feel. Weddings and family reunions welcome with prior approval. No ‘parties’.

Top guest favourite
A spacious deck overlooks Kassuba Lake, shaded by a large umbrella. Seating options include a wicker sofa with soft cushions, and five metal chairs arranged around a small table. A round area rug lies on the wooden floor, adding comfort to the outdoor setting.
Cottage in Gaylord
4.99 out of 5 average rating, 106 reviews

Scenic Lakefront Near Town w/Hot Tub and Lake Toys

Experience winter Up North at Blue Pearl Cottage on quiet Kassuba Lake! Your prime basecamp for snowshoeing, ice fishing, and quick drives to premier skiing at Treetops Resort, Otsego Resort, and Boyne Mountain. After hitting the powder, take in serene frozen lake views from the deck and wood swing, or cozy up inside. Only 3.8 miles to downtown Gaylord's dining and pubs. Includes a fully loaded kitchen, gas grill, and easy keyless self-check-in. Book today!

Guest favourite
Cottage in Gaylord
4.89 out of 5 average rating, 399 reviews

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.

Top guest favourite
A modern home is surrounded by tall trees, showcasing a spacious driveway leading to a two-car garage. The front of the house features large windows and a welcoming entrance, with a clear view of the natural landscape that enhances the tranquil setting.
Home in Lewiston
5.0 out of 5 average rating, 40 reviews

Little Wolf Hideaway | Private Lake Retreat

Escape to Little Wolf Hideaway, a newly remodeled, private 6-bedroom, 6-bath lakefront retreat on Little Wolf Lake near Lewiston, Michigan. A guest favorite with beautiful lake views, this spacious home features four upstairs ensuite bedrooms, a game room with pool and card tables, an office, and a dining room overlooking the lake. Enjoy kayaks, water activities, a wonderful patio, outdoor grill, firepit, and peaceful mornings listening to the loons.

Guest favourite
An A-frame cabin with a dark exterior and large windows is surrounded by greenery. In front, four black chairs are positioned around a fire pit made of stones. A wooden barrel heated sauna stands nearby on a platform, adding a unique element to the outdoor space.
Cabin in Indian River
4.97 out of 5 average rating, 520 reviews

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!

Guest favourite
The exterior of a log cabin is surrounded by vibrant autumn foliage. A fire pit, outlined with stones, is surrounded by four outdoor chairs. A pathway leads from the cabin to the fire area, with scattered leaves covering the ground.
Cabin in Atlanta
4.92 out of 5 average rating, 285 reviews

Little Bear Cabin on the Hill

The Little Bear Cabin on the Hill is nestled in the woods off of M-32. It is surrounded by Lakes, State Land, and Golf Courses. Great location for golfing, hunting, swimming, boating, fishing, ORV Trails, and a getaway from it all...Bring your ATVs, fishing poles, floaties, boats, kayaks, jetski, and the family. Oh and don't forget your pets they can come too! Great for the Summer & Fall seasons!!

Popular amenities for Little Bear Lake holiday rentals