House holiday rentals in Gaylord

4.88 out of 5 average rating, 203 reviews

*HotTub*GameRoom*PetFriendly*Firepit*Wood stove

Your spacious, impeccably decorated Up North cabin on 3 acres with a Hottub, Game Room garage, Exercise equipment, Firepit and a cozy wood stove, only 2 miles from downtown Gaylord… And Pet Friendly! 5 Minutes from the restaurants, breweries and shopping in Gaylord, but nestled on 3 acres of privacy. The Iron Belle Trail (snowmobile, hike, and bike) is right behind the property. Your perfect basecamp for exploring all of the golf courses, ski courses and lakes and rivers in Northern Michigan.

4.98 out of 5 average rating, 50 reviews

"BETSY ROSS DOWNTOWN SOUTH COURT STREET "

This Lovely Home was once the Most Beautiful Home located in a Great Close to Town Setting, and has been developed to be a three unit, complex. The Main Home space is what you will be staying in, Beautiful renovated Two bedroom Home, with Great wrap around Front porch, located just one Block off Main street. The Alpine Village, home of Alpenfest, every July, second week, Great Restaurants Breweries Shopping Skiing Golfing and great Activities close walk to Elk Park,hiking bike trails . Safe !

4.98 out of 5 average rating, 122 reviews

Home in Ellsworth

Cozy Lil Red Cabin; Water Frontage, Dog Friendly!

This cozy cabin, is tucked away on the lake in a small town of Ellsworth. Private single story cabin nestled into the woods with a beautiful hiking trail that leads you to the personal lake front, for swimming, kayaking and even ice fishing. Perfect cabin for a getaway or stay with your family. Incredible views of six mile lake, and just a small drive into town for activities to do like beach access cozy home town restaurants and fun for families. Nearby snowmobile trails, so bring your sled! S

4.92 out of 5 average rating, 148 reviews

Home in Boyne City

Lakefront Sleeps 4. Walk downtown+near Skybridge

Spacious cottage on Lake Charlevoix that has been completely remodeled! The cottage shares a large, 1-acre property with a house that is listed separately. Both can be rented together. One bedroom with queen bed, sofa sleeper in the living room, kitchen, full bath, lake view, and covered deck overlooking 125' of shared Lake Charlevoix frontage. Shared dock. (Seasonal) and parking. Fire pit and grill (seasonal). One mile to downtown BC on a walkable bike trail and six miles to Boyne Mountain.

4.94 out of 5 average rating, 141 reviews

Kassuba Lake Retreat

This central air-conditioned lakefront ranch offers stunning views of Kassuba Lake. The home features 2 bedrooms and 1 bathroom. The main bedroom has a king bed; the second bedroom has two twin-over-full bunk beds. The open-concept kitchen, living, and dining area is bathed in natural light thanks to large windows. There is a fully stocked kitchen. The living room has a 58" Smart TV, HDMI hookup, DVD player, and WiFi. This getaway is the perfect home base for your northern Michigan retreat.

4.94 out of 5 average rating, 174 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

4.89 out of 5 average rating, 180 reviews

Home in Kalkaska

North Blue Lake Escape - A Waterfront Oasis

Come stay away at N Blue Lake with over 50 ft of lake frontage & private dock, boat launch 1/4 mi from the property. Year-round fishing in abundance. Less than 1/4 mile to access Blue Bear Trails & Kalkaska Co. ORV and hiking trails. Visit nearby Hartwick Pines. We are also a short drive to Traverse City, or Schuss or Boyne Mountain for skiing or golfing to experience all things Pure Michigan! Other golfing and canoeing available within just 15 minutes. See more @up_northbluelakeescape !

4.97 out of 5 average rating, 118 reviews

Timber Valley Chalet Ask about seasonal discounts

Timber Valley Chalet provides 4 seasons of rest, relaxation and outdoor fun. 3 bd/2ba +basement to sleep 14 . 5G wifi, full kitchen, fireplace, deck, firepit, backyard that opens up to the woods...everything you need. Easy access to all outdoor activities: ski (downhill & x-country), golf, snowmobile, fish, hunt, hike, bike, boat, swim, atv, snowshoe, ice skate...all in Gaylord. Centrally located in the top of the Mitt, we are also an easy drive to much of northern Michigan.

4.97 out of 5 average rating, 30 reviews

Sunrise Cottage on Dixon

Located directly on beautiful Dixon Lake and close to downtown Gaylord. Dixon lake is clean, spring fed and tranquil in addition to being an All-Sports lake. Super close to premier golf courses, ski resorts, snow mobile trails, restaurants and other attractions. This 4 bedroom, 2 bath cottage is fully furnished. Perfect location for events at Sojourn Resort! ***As of 8/2025 - Renovated floors/showers/deck/lock. Seawall and outdoor space renovated. New photos coming soon.

Superhost

4.72 out of 5 average rating, 130 reviews

The Guest House

Welcome to the Guest House, come and enjoy our charming Alpine Village, walk to our lively downtown, and enjoy our beautiful Up North Community. The Guest House is located on Main Street, within walking distance of Downtown, and just around the corner from multiple golfing and skiing resorts. The home features 2 bedrooms, with a great room off the dining room. Sleeps 8 comfortably, enjoy your stay while you play and explore Northern Michigan.

4.95 out of 5 average rating, 38 reviews

Hideaway on the 45th

Looking for a quiet escape from the hustle and bustle? Come hideaway with us on the 45th parallel! You'll feel right at home in this peaceful and quiet space. With the best of both worlds: beautiful, woodsy, removed surrounding… yet only minutes from downtown Gaylord! Less than 5 miles from town, to be exact. We are also only half a mile from Treetops, so if that’s part of your plans you won’t have far to go to be sure.