Holiday rentals in Little Bear Lake

Top guest favourite

Guest favourite

Scenic Lakefront Near Town w/Hot Tub and Lake Toys

Located on beautiful Kassuba Lake, this cozy cottage offers stunning scenery, tranquility and relaxation. Perfect for families and small groups, you'll spend your days enjoying lake life, with dining, shopping and the pubs of charming downtown Gaylord only 3.8 miles away. This charming cottage provides numerous lounging options, plus: *Fully Loaded Kitchen *Lakefront Deck *Stone Fire Pit *Fire Table *Wood Swing *Gas Grill *Rowboat *Kayaks * Stand Up Paddle Boards *Pedal Boat *Fishing Gear

Top guest favourite

Guest favourite

Pine Lodge Retreat

Relax with the whole family or get away with friends at this beautiful private cabin! The property is updated with comfortable modern amenities, and is within proximity to all Lewiston outdoor activities. Centrally located for golf trips, nestled in between Garland Resort and Treetops resort. Cabin is bordering 70+ acres of state land and has ORV/snowsport trails near by. Also in close proximity to many of Lewiston's finest lakes, great fishing! Also close to Tallys famous log cabin bar!

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.

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!

Top guest favourite

Guest favourite

Lakefront A-Frame | Kayaks, Fire Pit & Hot Tub

Tucked among the pines on a quiet northern Michigan lake, Veaux Pines is a lakefront A-frame made for slow mornings, lake days, and cozy nights under the stars. Spend your days kayaking, paddleboarding, relaxing in the covered hot tub, or enjoying the newly updated outdoor spaces before gathering around the fire. Inside, warm wood details and thoughtful design make it easy to settle in after a day outside. Perfect for: • Couples getaways • Small groups • Peaceful Up North escapes

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!

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Guest favourite

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

Escape to Your Modern Cabin Retreat - Royal North

Looking for the perfect balance of secluded nature and convenient location? This newly renovated 2-bedroom cabin offers a cozy-yet-modern getaway on nearly 10 acres of private woods. Just 10 minutes from downtown Otsego and Treetops Resort, you’ll have easy access to skiing, hiking, golf, lakes, and year-round outdoor adventures. Whether you’re planning a romantic couple’s escape, a family trip, or a group getaway, this stylish cabin is designed for comfort and relaxation.

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Guest favourite

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’.

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

Guest favourite

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.

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!!