Family-friendly holiday rentals in Gaylord

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Top-rated family-friendly rentals in Gaylord

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Home in Gaylord
4.95 out of 5 average rating, 147 reviews

Kassuba Lake Retreat - Snow, Ski & Trails

We’re minutes from Treetops Ski Resort and the snowmobile trail sits right at the end of our road! This central air-conditioned lakefront ranch overlooks Kassuba Lake, sleeps 6, and features 2 cozy bedrooms, 1 bath, a full kitchen and a spacious living/dining area. Bedroom one has a king bed; bedroom two has two twin-over-full bunks. Large windows bring in natural light, and the kitchen is fully stocked with cookware and dinnerware. Enjoy a 58" Smart TV, HDMI gaming hookup, DVD player, and WiFi.

Superhost
A charming A-frame cabin is set among tall trees, showcasing a triangular roofline. The front porch features a white railing and steps leading to a welcoming door. A mix of natural surroundings and a gravel pathway enhances the cabin's rustic appeal.
Chalet in Gaylord
4.86 out of 5 average rating, 263 reviews

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!

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, 192 reviews

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.

Top guest favourite
The A-frame cabin features a striking blue exterior and large windows that invite natural light. Surrounded by trees displaying autumn colors, the cabin sits on a grassy lot, enhancing the serene, wooded setting.
Cabin in Gaylord
4.97 out of 5 average rating, 447 reviews

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!

Guest favourite
Cabin in Gaylord
4.91 out of 5 average rating, 217 reviews

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!

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, 223 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!

Top guest favourite
Tiny home in Boyne Falls
4.98 out of 5 average rating, 191 reviews

Clean &Cozy stay by Boyne Mtn.- Coffee/Tea/Cocoa

Grandma Jo's Farm boasts a 310 square foot tiny home with a modern farmhouse flare! Thirteen acres of cherished family farmland and a unique space blending nature and simple living with the comforts of modern luxury. Grandma Jo's farm is conveniently located 5 minutes from Boyne Mountain and close to Northern Michigan's most visited attractions. With a fully stocked kitchen, extra linens, and kids activities, this retreat is the perfect escape for the stress free getaway you deserve.

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
4.78 out of 5 average rating, 112 reviews

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!

Top guest favourite
Cabin in Vanderbilt
4.96 out of 5 average rating, 158 reviews

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.

Top guest favourite
An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.
Home in Elmira
4.99 out of 5 average rating, 100 reviews

We have snow! Pet Friendly Resort Home

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

Top guest favourite
A well-appointed bedroom features a queen bed with a blue blanket and neutral pillows. A nightstand with a lamp sits beside the bed, while a small tray with glasses and a bottle of wine is displayed on the bed. Natural light enters through the window adorned with blinds.
Guest suite in Boyne Falls
4.96 out of 5 average rating, 143 reviews

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.

Top guest favourite
The cabin exterior is constructed from logs, featuring a small porch with a picnic table under a sheltered roof. Sliding glass doors provide access to the main living space, with a path leading to the entrance, surrounded by tall trees and greenery.
Cabin in Lake City
4.94 out of 5 average rating, 129 reviews

Rustic Log Cabin known as the Snowshoe Cabin

Relax with the whole family at this peaceful place in the north woods. Cabin has 2 twin size beds in the loft and a full size bed on main floor. Includes Kitchen table and chairs and a kitchenette with a microwave, mini fridge, coffee maker, toaster and a crockpot. There is a bathhouse on site with hot showers and bathrooms. Close to ATV/Snowmobile Trails and you can ride from your site. You will need to provide your own bedding, pillows, towels, cooking utensils and shower items

Popular amenities for Gaylord family-friendly rentals

When is the best time to visit Gaylord?

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Avg. price$255 SGD$253 SGD$203 SGD$205 SGD$205 SGD$254 SGD$279 SGD$304 SGD$253 SGD$253 SGD$253 SGD$253 SGD
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Quick stats about holiday rentals that are family-friendly in Gaylord

  • Total holiday rentals

    Explore 40 holiday rentals in Gaylord

  • Nightly prices starting at

    Gaylord holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Gaylord holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gaylord rentals

  • 4.9 Average rating

    Gaylord stays are highly rated by guests – averaging 4.9 out of 5!