Family-friendly vacation 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!

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

Barn Studio Suite

Reconnect with nature at this unforgettable escape. Once a barn for tack and hay, now a peaceful studio suite with all of the modern amenities, including a full bath, kitchen, and laundry. Play with goats or relax on the swing to watch cows & horses graze. Our animals are also pets and we welcome yours! Choose your adventure! Saddlewood Ranch is surrounded by trails, between 2 lakes (5 minutes), yet close to town and Camp Grayling. Whether you seek serenity or adventure, your get away awaits!

The Hive @ Little Red Homestead

Our Airbnb prices reflect the inclusion of the Airbnb service fee. Explore Sleeping Bear Dunes, Traverse City, and more from the luxury of your own geodesic dome! Experience this unique stay, nestled away in the charming small town of Lake Ann. This is the perfect place to kick up your feet and unwind. ✔ No cleaning fee ✔ Complimentary stocked mini-fridge ✔ Large panoramic window ✔ Smart TV ✔ Amenities (grill, hot tub, fire pit) ✔ High speed Wi-Fi ✔ Free parking Inquire about our website!

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.

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!

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.

Lincoln Lodge: Secluded~Wineries~Dog Friendly

🌲 Secluded 4-Acre Hardwood Retreat 🐶 Pet-Friendly for Family & Friends 🏞️ Covered Porch with Wildlife Views 🌅 Floor-to-Ceiling Nature Windows 💻 Fast 300 Mbps Wi-Fi Hosted by Catered Stays Rentals, we cater to the ideal guest experience, ensuring your comfort and satisfaction. Enjoy a secluded 4-acre property immersed in nature, perfect for both relaxation and adventure. Explore nearby attractions, unwind, and create lasting memories.

Romantic Glacier Hot Tub Hideout | A-Frame

Nestled on the Betsie River near Crystal Mountain, this romantic A-Frame offers a private hot tub under starry skies, a glowing indoor fireplace, and a loft bedroom overlooking the river. Sip local coffee from the espresso bar, fish from the riverbank, or unwind by the firepit. Designed for couples yet comfortable for small families seeking a peaceful riverfront escape. Weekend dates go fast — book early to secure your stay.

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.

J2 Farm Guest House

Find us on Insta @cedarnorthtc. Peaceful romantic get away in beautiful Leelanau countryside. Gentleman/lady farm with dairy goats and cow. Private, airy guest house with separate entrance, but within our home. Galley kitchen and loft for extra sleeping room are cozy additions. There are five additional places to stay through Airbnb on our property at Cedar North, check them out as well.

Base Camp Beulah—at Crystal Lake

Elevated Escape at Base Camp Beulah—newly renovated modern log cabin with king beds—1 block from pristine Crystal Lake and a quick ride to charming downtown Beulah. Situated on US 31, offering effortless access to Sleeping Bear Dunes, Crystal Mountain (12 min), and beyond. Circular driveway fits boat & snowmobile trailers. Sleeps 9—ideal for two families or friends seeking refined comfort.