Holiday rentals in Glen Arbor

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!

Hawks Nest Hideaway | 2BR | Screened In Deck

Welcome to your home away from home while exploring the natural beauty of northern Michigan. This newly renovated 2-bed/2-bath condo has been thoughtfully designed with comfort and style in mind. Hangout in the family room with ample seating and a smart TV with cable and streaming apps. Relax on the screened-in patio among the pines, with peek-a-boo views of Lake Michigan. Enjoy home cooked meals in a fully stocked kitchen. Location is perfect for easy access to everything the area has to offer!

Secluded Dome House w/view of Glen Lake. Sauna

Enjoy the sounds of nature and a view of Glen Lake when you stay in this unique Dome House. It is secluded but close to Glen Arbor, Crystal River, Palmer woods MTB trails, Glen Lake, and hikes on Sleeping Bear Sand Dunes. The house is perched up on a hill with a wrap around deck to enjoy the views and an outdoor fire pit also with a view of Glen Lake. Or enjoy the view from inside with the wood stove. Within a 5 min drive you can get to a public access for Glen lake or Lake Michigan.

1 Bdrm Private Suite (Milk Chocolate) at GDC

Our Milk Chocolate suite is a large 1 bedroom apartment located above our gelato shop in Empire, Mi. From it's spacious breezy balcony, you can sip coffee and plan your adventure. The apartment is decorated in a colorful mid-century modern style. The bedrooms and living room both have smart tvs. There's a full kitchen stocked with the essentials and we provide toiletries and beach towels/blanket/chairs. It's a great base camp to explore the area and just a few blocks from Empire beach!

Family Guesthouse | 5 Minute Drive to the Beach

Welcome to Hidden Harbor - a thoughtfully designed 2-bedroom guesthouse just minutes from Lake Michigan beaches, Crystal Lake, and downtown Frankfort. Family-friendly and full of charm, our cozy retreat sleeps up to 6 and offers the perfect mix of comfort, style, and Northern Michigan adventure. The guesthouse sits on the same property as the main home, tucked down a small hill with its own drive. While not fully secluded, the location offers a wonderful blend of convenience and peace.

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

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.

Riverfront Home with Sauna | 5 min to Glen Arbor

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.

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.

Cozy Good Harbor Cottage with hot tub & fireplace

Welcome to our thoughtfully designed 1940's cottage in the woods just minutes from Good Harbor Beach. This quiet retreat gives you access to the wine, food, and nature the Leelanau Peninsula is known for. Enjoy the outdoor fire pit, charcoal grill, fast wifi, Smart TV, and well-appointed kitchen. Sound travels so please be respectful of our neighbors. Sorry, no parties or events. All are welcome.

New build in the heart of Glen Arbor

Nestled between Lake Michigan and Glen Lake in the heart of Glen Arbor. Our 3 bedroom, 1.5 bath home was built in 2021 with efficiency and comforts of home in mind. Featuring a large deck and bonfire pit area surrounded by trees. One block from downtown Glen Arbor and only a few blocks from the lakes this is the perfect destination for your next Northern Michigan adventure