Holiday rentals in Gaylord

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Top-rated holiday rentals in Gaylord

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

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Guest favourite
Home in Gaylord
4.94 out of 5 average rating, 145 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.

Guest favourite
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, 262 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!

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
4.97 out of 5 average rating, 152 reviews

Hot Tub, Wood Stove, Close to Skiing, Trails, Snow

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!

Top guest favourite
A comfortably furnished living room features a beige sofa and an accent chair with a floral pattern. A round coffee table sits on a soft area rug, complemented by two light sources from table lamps on either side. Large windows allow natural light to brighten the space.
Flat in Kalkaska
5 out of 5 average rating, 117 reviews

Includes Weekly Cleanings for Longer Stays

Escape to our little sliver of paradise! This newly constructed 480 sf private suite is perfect for anyone traveling for work, leisure, or just to get away. During the winter months we offer length of stay discounts up to 55% off which includes weekly cleanings for longer stays. The suite is centrally located in Northern Michigan... only 30 min - 1 hr from Traverse City, Charlevoix, Petoskey, Gaylord, Grayling and Cadillac, making it the perfect home base for day trips to area attractions!

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
4.98 out of 5 average rating, 441 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, 214 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!

Top 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, 218 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
Cabin in Vanderbilt
4.95 out of 5 average rating, 150 reviews

Winter Getaway:Close to Snow Trails & Ski Resorts

**Message us for a 10% discount on stays 3 days or longer Jan~March** 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
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, 140 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, 127 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

Top guest favourite
A private hot tub is set within a wooden enclosure, surrounded by a wooden fence adorned with string lights. The hot tub is filled with bubbling water, providing a relaxing atmosphere amidst a seasonal setting.
Tiny home in Bellaire
4.92 out of 5 average rating, 622 reviews

Tiny Home Industrial/Brewery Themed w/ Hot Tub

Custom crafted tiny home! It’s a industrial/rustic style home and equipped with everything you’ll need for a great stay including your own private hot tub! Please make note of the spiral staircase as it is steep. It’s located in a private corner of our property with its own drive so you will feel completely on your own. It’s located about 7 miles from Bellaire and Shorts brewery as well as torch lake. It’s about 45 minutes from traverse city, Charlevoix and Petoskey.

Guest favourite
A tranquil lake view is presented at sunset, with soft hues of pink and orange reflecting on the water's surface. A wooden dock extends into the lake, surrounded by trees that frame the scene, creating a serene and peaceful atmosphere.
Cottage in Gaylord
4.89 out of 5 average rating, 374 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.

Popular amenities for Gaylord holiday rentals

When is the best time to visit Gaylord?

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Avg. price$194 SGD$201 SGD$172 SGD$174 SGD$190 SGD$194 SGD$233 SGD$231 SGD$203 SGD$174 SGD$165 SGD$195 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 $100 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 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 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 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 house rentals in Gaylord?

    Gaylord has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Gaylord

  • Total holiday rentals

    Explore 50 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 2,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 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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