Holiday rentals in Gaylord

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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 $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,710 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

  • 4.9 Average rating

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

Top-rated holiday rentals in Gaylord

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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
4.9 out of 5 average rating, 131 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.

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, 167 reviews

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

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
A serene lake view reflects vibrant autumn foliage and trees along the shoreline. The calm water mirrors the colorful landscape, creating a peaceful atmosphere. Clear blue skies complement the natural scenery, enhancing the tranquil setting of Kassuba Lake.
Home in Gaylord
4.94 out of 5 average rating, 155 reviews

Kassuba Lake Retreat

Just minutes from Treetops Golf Resort, with hiking trails, fishing, & outdoor recreation nearby, our air conditioned lakefront ranch overlooks peaceful Kassuba Lake & sleeps six. Inside you'll find a king bedroom, a bunk room with two twin-over-full bunks, a full bath, and a stocked kitchen. Large windows fill the space with natural light. After a day of golfing, swimming, boating, or exploring, relax with a 58" Smart TV, HDMI hookup, DVD player & WiFi-perfect for a 4 season Up North getaway.

Top 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, 209 reviews

Big Lake Cabin W Hot Tub/ Kayaks/PngPong

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, 462 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
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, 245 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
Cabin in Wolverine
4.92 out of 5 average rating, 284 reviews

Elkhorn Cabin:Ultra Cozy Experience: New King Bed

The Elkhorn Log Cabin, located in the scenic town of Wolverine, Michigan, has undergone a meticulous restoration to create an ambiance of warmth and charm. The restoration process involved the careful use of locally sourced, reclaimed woods and materials, resulting in a rustic yet refined atmosphere. The strategically placed windows provide stunning views of the surrounding forest and encourage natural airflow. In my opinion there is not many places that surpass this idyllic location.

Guest favourite
The mid-century A-frame cabin is set among trees, illuminated by string lights in the evening. A spacious deck features seating and an umbrella, providing a welcoming atmosphere for relaxation. The cabin's distinctive triangular roof highlights its architectural charm and rustic appeal.
Chalet in Johannesburg
4.97 out of 5 average rating, 175 reviews

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!

Top guest favourite
Home in Gaylord
5 out of 5 average rating, 31 reviews

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

Top guest favourite
Home in Gaylord
4.98 out of 5 average rating, 44 reviews

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.

Guest favourite
Cottage in Gaylord
4.89 out of 5 average rating, 394 reviews

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.

Guest favourite
An open living area features high cathedral ceilings with large triangular windows allowing natural light to fill the space. A spacious sectional sofa is positioned on a patterned area rug. A staircase leads to the upper level, and a dining area is visible in the background.
Chalet in Gaylord
4.93 out of 5 average rating, 133 reviews

Secluded 3 Br Luxury Chalet!

A beautiful 3 Bedroom 2 Bath Chalet sits in a peaceful secluded neighborhood in the highly regarded Michaywe community. The house is newly decorated and ready to welcome you and your family. The property sits on a double lot with a lot of nice views from the large windows and deck. The high cathedral ceilings are also a site to take in. The location is also just 15 minutes out of downtown Gaylord and close to many attractions all year round.

Popular amenities for Gaylord holiday rentals

When is the best time to visit Gaylord?

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Avg. price$234 SGD$234 SGD$190 SGD$174 SGD$191 SGD$195 SGD$234 SGD$232 SGD$204 SGD$201 SGD$181 SGD$201 SGD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Gaylord?

    Popular areas for stays include properties around downtown for easy dining and shopping access, or cabin rentals near local lakes and parks for tranquil nature experiences. Many families enjoy multi-bedroom homes with outdoor amenities.

  • What are the best things to do in Gaylord with kids?

    Explore parks with playgrounds, visit the local elk viewing area, or enjoy interactive experiences at museums around town. Seasonal festivals often include family-focused activities and hands-on crafts.

  • What are some of the best things to do in Gaylord?

    Explore the Swiss-inspired downtown architecture, discover exhibits at local museums, or stroll the trails in Aspen Park. Outdoor enthusiasts often enjoy nearby golf courses, lakes, and nature preserves.

  • How is the weather in Gaylord?

    Gaylord experiences cold winters, with temperatures from 12–29°F (-11 to -1°C), and warms up to 55–76°F (13–25°C) in July and August. Rain and snow are common, so packing weather-ready clothing is a good idea.

  • When is the best time to visit Gaylord?

    Many travelers choose summer for warmer days, outdoor events, and lush landscapes, while winter draws those interested in snow sports and festive activities. Fall colors and spring wildflowers around Gaylord create distinct experiences for visitors.

  • What are the best places to visit in Gaylord?

    Explore downtown’s Swiss-style buildings and shops, unwind in Aspen Park, or discover heritage exhibits at a local museum. Otsego Lake State Park and the elk viewing area are also often highlighted for visitors.

  • What are some hiking trails in Gaylord?

    Gaylord has scenic hiking options, including the Aspen Park trails, which wind through woodlands and offer wildlife spotting. Local nature preserves and pathways around Otsego Lake State Park are also frequently suggested for walking or cycling.

  • What are some family activities we can do in Gaylord?

    Families can visit the elk viewing area, enjoy local parks or splash pads in summer, and participate in hands-on activities at community museums. Sledding hills and trails are popular when snow blankets the town.

  • What are some of the best day trip ideas from Gaylord?

    Venture to nearby state parks for hiking, picnic areas, or beach access, or explore charming small towns around the region with artisan markets and historic main streets. Depending on the season, you can discover wineries, farm stands, or scenic lakeshore areas.

  • Are there any pet friendly accommodations available in Gaylord?

    Gaylord has a range of pet-friendly vacation rentals, including cozy cabins and family homes where four-legged companions are welcome. Many host listings mention amenities like fenced yards or easy access to outdoor spaces.

  • What are some local tips for visiting Gaylord?

    Layered clothing is suggested as weather can shift quickly, especially with northern Michigan breezes. Consider exploring local nature trails, sampling regional specialties at family-owned restaurants, and checking for seasonal festivals when planning your visit.

  • What is Gaylord known for?

    Gaylord is known for its alpine-inspired downtown, proximity to forests and lakes, and a longstanding tradition of Swiss-themed festivals. The town frequently draws outdoor enthusiasts for golf, snow sports, and wildlife viewing.

  • What are the best hidden gems to explore in Gaylord?

    Seek out local nature preserves with hiking or birdwatching opportunities, stop by independent shops downtown, or explore community art installations. Small lakes and less-traveled parks around Gaylord draw those looking for quieter spots.

  • What are the best foods to try in Gaylord?

    Try locally baked Swiss specialties, whitefish dishes, and flavorful pasties, which are savory pastry pies rooted in the region’s mining history. Many visitors also enjoy homemade maple treats or locally roasted coffee.

  • What should I bring for a trip to Gaylord?

    Pack layers to adjust for shifting temperatures, especially if visiting in fall, winter, or early spring. Bring sturdy footwear for outdoor trails, swimwear in summer, and a camera to capture picturesque lakes or elk herds.

  • What is the nightlife in Gaylord like?

    Gaylord’s nightlife centers on welcoming pubs, casual taverns, and spots with live music or trivia nights. You might find local breweries pouring regional beers and low-key venues hosting open mic performances around town.

  • What are the most popular events or festivals in Gaylord?

    Gaylord hosts an annual Alpenfest in summer, known for Swiss-themed celebrations, music, and parades. The region’s winter carnival is also frequently suggested, celebrating snowy weather with outdoor activities and local traditions.

  • Are there family friendly vacation rentals in Gaylord?

    Gaylord has many family-friendly rentals, ranging from multi-bedroom cabins to condos with kitchens and shared facilities. Look for places near recreation areas or parks to keep both adults and children engaged.

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