Holiday rentals in Little Bear Lake

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Top-rated holiday rentals in Little Bear Lake

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Top guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 185 reviews

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

Top guest favourite
The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.
Cottage in Gaylord
4.98 out of 5 average rating, 166 reviews

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Trail 4 Access. Mod furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

Guest favourite
An outdoor fire pit area is surrounded by a circular stone pathway, featuring four Adirondack chairs arranged for seating. In the background, the multi-level cabin is visible, with a green metal roof and a small balcony, amidst a natural wooded setting.
Cabin in Gaylord
4.96 out of 5 average rating, 202 reviews

Big Lake Cabin W Hot Tub/ Kayaks/PngPong/HBO

The "Sunshine Cabin" enjoys ample natural sun year around from its lofty position up in the trees. The large picture window overlooking Big Lake provides a birds eye view (partial view) of both the canopy and lake. This 81’ deep lake has an island and home to many types of fish that's why we brought fishing/recreational kayaks for our guests. The boat launch access is just 1.6 miles from the sunshine cabin. The cabin is secluded on 1.45 acres of trees. The place has 18 stairs to the 2nd floor.

Guest favourite
Cabin in Gaylord
4.91 out of 5 average rating, 222 reviews

Happy Trails Haus, Cozy Lakeside Cabin

Step into natures playground in Gaylord Michigan. This three bedroom one bath cabin is located steps to beautiful Otsego lake with access across the street where you can swim, fish or try out kayaking! With a cozy up north cabin feel you also have the amenities of home with Wi-Fi for streaming, a full kitchen, washer & dryer, and downtown Gaylord just a 9 minute drive away! There is an abundance of golf courses close by with some just up the road: Michaywe Pines, The Ridge, and The Loon!

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, 235 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, 198 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
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
4.98 out of 5 average rating, 161 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
A spacious log cabin is set amidst lush greenery, complemented by a stone fountain and gentle landscaping. The structure features a deep porch with wooden railings, and a paved driveway leads to an attached garage, all surrounded by tall trees.
Cabin in Johannesburg
4.99 out of 5 average rating, 169 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’.

Guest favourite
Cottage in Gaylord
4.89 out of 5 average rating, 387 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.

Guest favourite
Cottage in Gaylord
4.95 out of 5 average rating, 205 reviews

SerenityBeachHaus-HotTub•Kayak•Ski•Golf•Pool•Trail

Relax at this charming 2-bedroom, 1-bath Otsego Lake cabin, featuring a private outdoor hot tub and lakefront deck. Just 6 miles from downtown Gaylord, you’ll be perfectly situated to enjoy swimming, boating, barbecues, or simply sipping coffee as the sun rises over the water. Ideal for families or friends, this cozy retreat offers the perfect blend of relaxation and adventure for your Michigan getaway. Sweet summertime memories await at the lake!

Top 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, 494 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!

Top 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
4.93 out of 5 average rating, 255 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