Holiday houses in Livingston Township

4.9 out of 5 average rating, 139 reviews

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

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.

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A vintage coffee maker in soft aqua color is placed on a patterned countertop, reflecting a cozy kitchen vibe. An antique car's rounded headlights are captured close-up, displaying vibrant yellow. A rustic wooden shelf is lined with neatly arranged books and a decorative item.

4.84 out of 5 average rating, 101 reviews

Retro Retreat right on Main Street Gaylord!

Make some memories at this unique and family-friendly home. This Retro vibe makes you feel like you are visiting Grandmas, especially with all the fun to be had! Not only is it close to all the down town action but it is less than a mile from 500 miles of snowmobile and bike trails spanning 8 counties. Ostego golf club and skiing is less than a mile away. Treetops resort is 7 miles, Boyne mountain and 20 plus golf courses within 30 minutes. Ostego Lake and Burt Lake are all less than 30 minutes!

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5.0 out of 5 average rating, 58 reviews

A spacious exterior view of a multi-level home featuring a warm stone fireplace and a wrap-around deck. Comfortable outdoor furniture is set on the deck, surrounded by well-maintained greenery and landscaped areas.

Townhouse in Gaylord

5 Star Updated Gem - 8 comfy beds + 3 Air Beds

Spacious Up North ski & golf retreat located inside the hidden gem Otsego Resort. New appliances and farmhouse updates throughout with the best sleeping arrangements for large groups. 6 bedrooms with 8 beds & 3 air mattresses (no bunks)! Perfect for everyone in your group to enjoy 3 full floors with private sunset views across three fairways. Start your day at the coffee bar, play pickleball in our driveway and walk to resort restaurants, bars & amenities. Bike downtown on our 4 cruisers!

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A spacious living area features a comfortable gray sectional sofa paired with a blue accent chair. A round coffee table sits center stage on a decorative area rug. A large mirror hangs on the wall, reflecting natural light, while a dining area with a table is visible in the background.

4.94 out of 5 average rating, 185 reviews

Beautiful Sonshine Corner

Escape to serenity in this rental home located in the countryside less than two miles from Treetops and Otsego Resort, both offering premier skiing and golf. It is also walking distance from Sonshine Barn Wedding & Event Center, and has a three-mile access to shopping and restaurants. Includes: - Grill - Horse shoes - Ping pong table - Pool table - Fully stocked kitchen - Washer & dryer - Attached garage - Heat & A/C - Back deck with furniture - Bonfire pit with chairs and wood provided

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Superhost

4.8 out of 5 average rating, 226 reviews

The Main House

Welcome to The Main House. Location is everything when it comes to getting around Northern Michigan. Centrally located in Gaylord, quick access to local golf/ski resorts, short drive to many up north tourist activities, and even perfectly located in our Alpine Village. Walk to downtown and enjoy Gaylord's night life. Tastefully updated 5 bedroom home perfect for large groups and families. Enjoy our outdoor spaces as well, fenced back yard, large porches and beautiful flowers.

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5.0 out of 5 average rating, 43 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

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4.97 out of 5 average rating, 187 reviews

Cabin in Johannesburg

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, events & family reunions welcome with prior approval. No ‘parties’.

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The kitchen features wooden cabinets and a dark granite island with bar stools. Modern appliances include a stove and dishwasher, while a window offers views of the outdoors. Three pendant lights hang above the island, providing ample illumination.

4.97 out of 5 average rating, 68 reviews

Up North Living - Outdoor Fun w/Friends and Family

Up North Living is set up perfectly to fit all your family & friends under one roof to have fun, relax, enjoy the fresh air and most importantly make memories! The colorful Fall & sparkly winter are great for tearing up the ATV & snowmobile trails, skiing/sledding at Treetops or just hanging at the house with some boardgames! Summers here are full of adventure with a quick drive to Mackinac, Traverse City, or Michigan’s north coast beaches. Must be 21 or older to book!

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4.96 out of 5 average rating, 49 reviews

The rustic cabin features a warm red exterior, surrounded by tall trees and lush greenery. A spacious deck is visible on the upper level, providing a serene view of the well-maintained lawn and dense woods that frame the property.

Cabin in Gaylord

Ski & Tee Cabin at Otsego

Overlooking the first fairway of The Classic golf course at Otsego Club and Resort, the Ski and Tee Cabin offers one of the most central locations to the championship golf courses that make up Gaylord's Golf Mecca. Enjoy the expanded space of a 4-bedroom house with three levels of living space within walking distance of all Otsego has to offer—including 4 restaurants and The Tribute Golf Course (a Robbins/Koch design that tours of the majestic Sturgeon River Valley.)

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A spacious living area is highlighted by a black brick fireplace, providing warmth to the room. A large sectional sofa surrounds a circular wooden table, while a patterned area rug adds comfort underfoot. Soft lighting enhances the inviting atmosphere of the space.

4.85 out of 5 average rating, 97 reviews

The Gaylord Getaway

You'll feel right at home at our Gaylord getaway. We are centrally located to many Michigan destinations, minutes from award-winning golf courses, downtown Gaylord, ski resorts, snowmobile trails, and Otsego Lake! We have a cozy spot to relax after a day of northern Michigan fun in any season! Traverse City, Boyne, and Mackinac City/Island can all be reached within about an hour's drive! Spend the day exploring and come back to relax in the hot tub or by the fire.

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4.99 out of 5 average rating, 108 reviews

A spacious deck overlooks Kassuba Lake, shaded by a large umbrella. Seating options include a wicker sofa with soft cushions, and five metal chairs arranged around a small table. A round area rug lies on the wooden floor, adding comfort to the outdoor setting.

Cottage in Gaylord

Scenic Lakefront Near Town w/Hot Tub and Lake Toys

Experience winter Up North at Blue Pearl Cottage on quiet Kassuba Lake! Your prime basecamp for snowshoeing, ice fishing, and quick drives to premier skiing at Treetops Resort, Otsego Resort, and Boyne Mountain. After hitting the powder, take in serene frozen lake views from the deck and wood swing, or cozy up inside. Only 3.8 miles to downtown Gaylord's dining and pubs. Includes a fully loaded kitchen, gas grill, and easy keyless self-check-in. Book today!

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