Holiday rentals in Glen Lake

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!

1 Bdrm Private Apartment (Dark Chocolate) at GDC

Our Dark Chocolate apartment is a private, spacious 1 bedroom unit located above our new Grocer's Daughter Chocolate gelato shop in the village of Empire, Michigan. We're nestled in the Sleeping Bear Dunes National Lake Shore, just 3 blocks from Empire beach. This is the perfect base camp for adventures in the park and a great location to explore the area, from Fishtown in Leelanau to Frankfort in Benzie. This apartment has a private, locked entrance, new Thuma king size bed and large patio!

The Hobbit House on Spider Lake

Welcome to our Hobbit House on the lake in Northern Michigan! This private cottage is nestled within a quiet cove of scenic Spider Lake, just east of Traverse City. With two bedrooms and an open-concept kitchen and living room, the Hobbit House can sleep six people — perfect for a group getaway. The outdoor accommodations are endless with a front porch, beach patio, and dock to relax on the water. Guests have plenty of space to soak up the summer sun. Book your stay at the Hobbit House today!

Grandpa's Little Cabin-Across Big Glen

Stay at our classic, tiny log cabin from the 1940s. Originally the front office for the log cabin retreats on Glen Lake, more recently this was 'Grandpa's Little Cabin', providing decades of family memories. Located across from Old Settler's Park, it is situated in a beautiful, woodsy surrounding, with the benefits of the park's dock access and sunset views. Located just a short drive from Glen Arbor, The Dunes and all that Leelanau offers. Come see Up North as it was originally intended.

Beautiful Beachfront Home on Crystal Lake

Welcome to your unforgettable Crystal Lake getaway where you will be steps away from putting your toes in the warm sandy beach and sparkling blue waters. Get ready to create priceless memories with friends and family as you enjoy the cozy accommodations in our three-bedroom, two-bathroom lake house. Just purchased in Fall of 2024, we have made significant updates starting with all the main level flooring, beds, couches, décor, interior doors, and a completely renovated kitchen.

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.

Sunny Waterfront Cottage on Glen Lake

NEW - Camp Haven cottage! Sunny, simple cottage with stunning views and shared water/boat/ beach access steps from your door. An ideal base camp for Sleeping Bear Dunes Park, this cabin is on a paved bike trail between Glen Arbor to Empire that meanders through peaceful wooded dunes and is nearby stunningly scenic hikes. Quaint pubs and ice cream shops are just 5 minutes either direction! Add'l Camp Haven cabins available onsite w/shared waterfront.

Renovated Riverfront Cottage with Sauna

Escape to this charming, private cottage on the Crystal River! Just minutes from downtown Glen Arbor, public beaches, Sleeping Bear Dunes National Lakeshore, and the Homestead Resort. Built in the 1990s and fully renovated in 2022, blending modern comforts with timeless charm. Surrounded by natural beauty, this cozy retreat offers the perfect setting for relaxation, outdoor adventure, and exploring the best of northern Michigan.