Holiday rentals in Little Bear Lake

TreeTops Ayframe, Supersized AFrame on the River w

Escape to TreeTops Ayframe, newly built in 2025! The largest traditional Aframe in the world at 2,200 square feet, right on one of the most scenic blue ribbon trout rivers in Michigan, the Pigeon River. On 3 acres with its own peninsula, the home features 3 bedrooms, 2 full baths, and a floating third level loft fittingly named the Eagles Nest, unlike anything you've seen. Hop in the hot tub & sauna and take in the sounds of the river or cozy up by the fire listening to the vinyl record player.

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.

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.

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!

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!

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

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, events & family reunions welcome with prior approval. No ‘parties’.

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.

Time Capsule | 70s Hot Tub, Sauna + Arcade

Welcome to Time Capsule Tower — a fully remodeled retro 70s retreat in Gaylord's Michaywe community. Inside: hot tub, sauna, arcade, bumper pool, movie room with surround sound, putting green, and three distinct hangout spaces for when the group needs to spread out. Michaywe guests also get access to the year-round community pool (indoor in winter, outdoor in summer). 15 min to Treetops Resort, 45 min to Boyne Mountain — skiing, golf, and snowmobile trails all within reach.

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!

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.

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.