Family-friendly holiday rentals in Glen Arbor Township

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Cozy Offline A-Frame with Forest Trails + Pond

Enjoy the cozy vibes of this private A-Frame Chalet nestled on 80 peaceful, wooded acres in Benzonia, MI. Tucked behind a secure, gated entry alongside our home, your retreat features private hiking trails, a flowing creek, and a trout pond. Immerse yourself in Northern Michigan’s beauty and truly unwind—our property has NO Wi-Fi, offering the perfect excuse to disconnect. Remain a short drive from Crystal Mountain, Frankfort, Sleeping Bear Dunes, and Traverse City. A perfect home base!

Soo House

Soo is a very fun cedar shake cabin on 15 forested acres, surrounded by trails, a loon call from Glen Arbor. This scandi-eclectic, cozy spot is a dappled dirt road away from Port Oneida/Good Harbor Bay Beaches and Pyramid Point. Soo stewards a half-mile of private trails on the property itself and borders 27+ miles of maintained MTB/hike/ski trails via the Palmer Woods and Krumwiede Forest Reserves. Soo is the unique family basecamp for your Sleeping Bear Nat'l Lakeshore adventures!

Exodus: Luxury Tower- Hot tub Near Sleeping Bear

Welcome to the Exodus Watch Tower, our newest addition offering stunning views and a luxurious space perfect for a getaway in the heart of Empire This home presents a unique and unforgettable experience from the panoramic window view and convenient wet bar, to the wrap-around balcony and relaxing hot tub Despite being the perfect hideaway, you are only: 5 min from Empire Beach 5 min from Sleeping Bear 10 min from Glen Arbor 20 min from Traverse City 30 min from Crystal Mountain

Empire Blue House w/ Hot Tub

Clean, new home (in 2020) with 6-person hot tub is less than a 4-minute walk to Lake Michigan, and 3-minutes to downtown Empire. In the heart of Sleeping Bear Dunes National Lakeshore and its amazing trails, there is over 1400 square feet of indoor living space, plus 1000 sq feet of covered decks. The location offers easy access to a variety of outdoor recreation, Leelanau Wineries, and is 25 miles to Traverse City shopping and nightlife or 25 miles to Crystal Mountain Skiing!

Cheerful & Cozy Empire Cottage-walk to the beach!

Relax with the whole family at this peaceful cottage in the heart of Empire Village. Take a short walk to the beautiful Empire public beach. Enjoy the Sleeping Bear Dunes National Lakeshore, Lake Michigan beaches, and Glen Arbor all within minutes! The greater Traverse City area is just 30 minutes away! Empire village has plenty of character but fewer crowds. This home is a clean, comfortable, and conveniently located getaway for all that Leelanau Peninsula has to offer.

The Round Haven with Big Glen Lake Access

Experience living in the round. This recently renovated home is a super energy efficient 30 ft diameter circle. We are situated in the heart of Sleeping Bear National Lakeshore and a 300 ft walk to a secluded public access on Big Glen Lake. A place to adventure, relax and restore: this home is designed for sustainability and comfort. The perfect home base to explore the wonder of Sleeping Bear and surrounding quaint towns. We hope you find inspiration and rejuvenation.

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

Magical Jordan River Oasis | Fish from Deck

Experience pure riverfront magic on the legendary Jordan River. This custom-built cabin features 863 ft of private trout-fishing shoreline, floor-to-ceiling river views, a cozy wood fireplace, a unique pulley-system loft, and an incredible wrap-around deck sitting right over the water. Perfect for anglers and peace-seekers or a romantic getaway. We have another beautiful cabin next door that sleeps an additional 4 for larger groups.

Vacationland | Fisher Lake Cottage + Big Glen

Waking up to still water with a mountain-like view across the lake. This designer-renovated ranch sits on 100ft of pristine Fisher Lake — connecting directly to Big Glen Lake. Reclaimed tamarack barn floors, a screened pavilion with wood-burning fireplace, private dock, and kayaks included. Minutes from Glen Arbor, Sleeping Bear Dunes, and the Crystal River paddle. This is Northern Michigan at its best. Welcome to Vacationland.

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.

The Caboose

Historic, updated caboose with a fire pit, central air conditioning and heating, and grill. With public access to Little Glen Lake nearby, this unique and historic abode offers all the conveniences of home. Inside, the space includes a convenient queen bed, bathroom with shower, a sitting area, and a well-equipped kitchenette that features a fridge, microwave, toaster, Keurig, and an electric percolator.