Holiday rentals in Gaylord

Iconic 5Bd Lakefront Cottage w Hot tub & Kayaks

Large family-friendly luxurious cottage sitting right on the shores of private Five Lakes w/ all seasons breathtaking views & clear water. Enjoy swimming, fishing, kayaking, and ice fishing on-site. Minutes from downtown attractions, golf resorts, snowmobiling, snowshoeing, and a short drive to Boyne Mountain Ski Resort & up north attractions. Cozy bedrooms, modern kitchen, dining room, comfortable living room, large deck, fire pit, gas grill, Billiard table & HOT TUB with gorgeous lake viewing.

Morgan’s Cozy A-frame: near golf skiing & downtown

This A frame was built with character, it’s older charm will surely help you rest and relax. However, if you want a renovated space, this cabin is not for you. It’s clean, cozy, northern charm is perfect for the guest who wants to get away & spend some time close to nature. the cabin is minutes from snowmobiling, hiking, golfing, ski resorts, & Downtown Gaylord. More details on activities in the Welcome Binder. The cabins large U shape driveway perfect for hauling snowmobiles and trailers!

Big Lake Cabin W Hot Tub/ Kayaks/PngPong/Cable/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.

Bonfire Holler (between Grayling and Gaylord)

Live your life by a compass not a clock. Find your way to Bonfire Holler where you can unplug and relax. Cozy cabin on 20 acres(occasional neighbor across road) where you can enjoy snowmobiling in Grayling/Gaylord area or ATV riding in the Frederic area. Just minutes from Hartwick Pines State Park or Forbush Corner for hiking, snowshoeing and cross country skiing. 20 minute drive from treetops resort in Gaylord. Camp Grayling (near I-75) holds occasional trainings see their FB for schedules.

Hephzibah’s Haven: Up North cabin with Lake Access

Hephzibah's Haven is a cozy A-frame cabin in the heart of Northern Michigan. It is nestled in a neighborhood of cabins by Otsego Lake. Despite the vintage decor, the cabin offers modern conveniences and a great kitchen! Regardless of which season and level of adventure you are seeking, you will find Hephzibah's Haven to be a great home-base for your time Up North. Guests will have access to Otsego Lake, and all of the Northern Michigan favorites are within 45 minutes to 1.5 hours away!

Happy Trails Haus, Cozy Lakeview 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!

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!

Cottage 7 on Heart Lake - Fresh Reno, Amazing View

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!

Winter Getaway:Close to Snow Trails & Ski Resorts

**Message us for a 5% discount on stays 3 days or longer Jan~April** Welcome to your secluded winter getaway. Ideal for couples and families seeking a peaceful Up North retreat. **Snowmobilers, the trailheads are only a couple miles from here and you can ride there 😉 Near the Pigeon River Country, the Pigeon & Sturgeon Rivers, Treetops and Otsego ski/golf resorts and miles of snowmobile trails. Relax around the campfire after your day skiing, shopping in Gaylord or trail riding.

Boyne Basecamp for Adventure

Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

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.

Kassuba Lake Retreat - Snow, Ski & Trails

Just minutes from Treetops Ski Resort, with snowmobile trails at the end of the road, our cozy lakefront ranch overlooks peaceful Kassuba Lake and sleeps six. Inside you’ll find a king bedroom, a bunk room with two twin-over-full bunks, a full bath, and a fully stocked kitchen. Large windows fill the space with natural light. After a day of adventure, relax with a 58" Smart TV, HDMI hookup, DVD player, and WiFi - perfect for a four-season Up North getaway.