Holiday rentals in Gaylord

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Top-rated holiday rentals in Gaylord

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Superhost
An aerial view captures the cottage surrounded by vibrant autumn foliage, with the tranquil lake reflecting colorful trees. The peaceful water is dotted with islands, enhancing the picturesque landscape, inviting outdoor exploration and relaxation.
Cottage in Gaylord
4.89 out of 5 average rating, 119 reviews

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.

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, 267 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
A cozy living area features wooden beams and large windows that provide expansive views of the lake. Comfortable seating includes a sectional sofa and two armchairs. A wood-burning stove is positioned centrally, accompanied by a natural wood coffee table and light-colored area rug.
Cabin in Gaylord
5 out of 5 average rating, 105 reviews

Sunrise Vista*NEW AC/Lakefront/Dock/Kayaks/Hot Tub

Sunrise Vista is a family-friendly destination located on all-sports Otsego Lake. Our newly-updated and professionally decorated home is located less than 15 minutes away from nearby golfing at Treetops, and just minutes from downtown Gaylord. Enjoy our lakefront property stocked with amenities such as kayaks, life jackets, a dock, & hot tub outside, with a fully stocked kitchen, new furnace and A/C, smart TVs, games, & shuffleboard table inside. There’s something for everyone at Sunrise Vista!

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, 164 reviews

Waterfront Cottage: Hot Tub, Wood Stove, Scenic

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, 200 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.

Top guest favourite
Cabin in Vanderbilt
4.96 out of 5 average rating, 166 reviews

Secluded Getaway: Close to Trails, Golf/Ski Resort

**Message us for a 5% discount on stays 3 days or longer March~April** Welcome to your secluded getaway in the woods. 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 trails. Relax around the campfire after your day skiing, shopping in Gaylord or trail riding. Book today!

Guest favourite
A spacious dining area features a rustic wooden table accompanied by sleek, dark bar stools. Natural light floods the space through large glass doors leading to a deck, illuminating the warm wooden floors and stylish furnishings throughout the cozy living area.
Cabin in Gaylord
4.9 out of 5 average rating, 100 reviews

The Beige House in Lake Arrowhead

Experience the tranquility of a charming 4-bedroom cottage nestled in the picturesque Lake Arrowhead, featuring a refreshing atmosphere and abundant natural light. Enjoy a heated outdoor pool and access to all-sports Buhl Lake! Gaylord, Michigan offers something for everyone, with activities like swimming, boating, golfing in summer, and skiing and snowmobiling in winter. Boyne Mountain is just 30 minutes away, while Traverse City, Mackinaw Island, and Petoskey are all within an hour's drive!

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, 453 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, 221 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, 231 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
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, 120 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
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, 166 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’.

Popular amenities for Gaylord holiday rentals

When is the best time to visit Gaylord?

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Avg. price$192 SGD$198 SGD$170 SGD$172 SGD$188 SGD$192 SGD$230 SGD$229 SGD$201 SGD$198 SGD$178 SGD$198 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Gaylord?

    Yes! Work meets play with ease at over 20 vacation rentals in Gaylord featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Gaylord?

    Four-legged friends are welcome in Gaylord. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there Gaylord vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gaylord, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Gaylord?

    Experience the best of Gaylord with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Gaylord have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Gaylord. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gaylord have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Gaylord. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gaylord have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Gaylord. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Gaylord?

    Gaylord has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Gaylord

  • Total holiday rentals

    Explore 60 holiday rentals in Gaylord

  • Nightly prices starting at

    Gaylord holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Gaylord holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Gaylord rentals

  • 4.8 Average rating

    Gaylord stays are highly rated by guests – averaging 4.8 out of 5!

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