Holiday rentals in Glen Lake

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Top-rated holiday rentals in Glen Lake

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Top guest favourite
A modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.
Tiny home in Lake Ann
4.99 out of 5 average rating, 317 reviews

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!

Top guest favourite
A charming dome house is captured amid vibrant autumn foliage. The structure features a wrap-around deck that provides views of the surrounding nature. An outdoor wooden pathway leads to the entrance, highlighting the unique architecture of the home nestled on a hillside.
Dome in Maple City
5 out of 5 average rating, 55 reviews

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.

Guest favourite
A cozy living area features a blue sofa adorned with patterned cushions, positioned beside a round coffee table. Soft light is provided by a lamp and a small side table, enhancing the rustic charm of the log walls and inviting atmosphere.
Cabin in Maple City
4.87 out of 5 average rating, 295 reviews

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.

Superhost
A brown cottage with a welcoming facade features a covered porch, complete with an orange umbrella and seating. Surrounding greenery adds a natural touch, while the driveway provides easy access. A small stone border outlines the well-kept lawn, contributing to a tidy outdoor area.
Cottage in Glen Arbor
4.96 out of 5 average rating, 23 reviews

Where the Glen Lakes meet: Hill Haven Cabin 5

Hill Haven Resort Cottages, family owned and operated since 1986, includes 5 stand alone cottages and a duplex (Cabin 6 and the Main House). Cabin 5 accommodates up to 3 guests in a studio style cottage. 1 full bed and 1 upper twin bunk with an apartment sized kitchen and a private deck with picnic table, umbrella, and charcoal grill. In addition to the private cottage, you will have access to a fire pit, the Play Pen, basketball hoop, playground, horseshoe pit, and coin-operated laundry.

Guest favourite
The exterior of the home features a two-story design with large windows and a wrap-around balcony. The structure is elevated on stilts, showcasing a blend of modern materials, including wood and stone accents. Outdoor seating and a grill are positioned on the patio area.
Tower in Empire
4.92 out of 5 average rating, 122 reviews

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

Top guest favourite
The exterior of a round, recently renovated home is surrounded by lush greenery and colorful flowers. Large windows offer views into the living space, while an inviting patio features seating and a grill. The unique architecture blends harmoniously with the natural landscape.
Dome in Glen Arbor
5 out of 5 average rating, 276 reviews

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.

Top guest favourite
A modern structure is nestled among tall trees, showcasing large windows that reflect the surrounding autumn foliage. A wooden walkway leads through vibrant vegetation, enhancing the connection between nature and the home.
Home in Lake Leelanau
4.97 out of 5 average rating, 37 reviews

Hygge Sunrise Lane

Sunrise Lane is the OG - the first home built by Hygge Supply. The home sits on a tranquil stretch of preserved wetland that leads to lakeside access to stunning Lake Leelanau. The floor-to-ceiling windows allow you to feel one with the outdoor surroundings. Views of tamarack trees, cattails, and wetland flowers, the wildlife thrives on this protected piece of property, so expect to see deer, rabbits, squirrels, birds, fireflies, and an occasional bobcat sighting.

Guest favourite
The exterior of the home is showcased, featuring wood siding and expansive windows. A stone patio is visible with seating around a firepit, alongside a picnic table, all surrounded by lush greenery.
Home in Empire
5 out of 5 average rating, 15 reviews

Dune Path - with Waterfront!

Home with dock, firepit, W/D, Ping-Pong -walkable to the beach. Spacious home nestled in the woods with just a short walk to private waterfront on Little Glen. Bring your boat! Bonus: a large basement game room with a Ping-pong table, air hockey, board games and darts. The beachfront area (across the street) is outfitted with chairs, two kayaks, a canoe, a shuffleboard court, and a dock with a mooring device - all for your enjoyment.

Guest favourite
A serene view of Glen Lake captured from the cottage grounds, with gentle waves lapping at the sandy shore. Sunlight glints off the water's surface, while distant boat docks are visible against the horizon, framed by lush green trees.
Home in Empire
4.84 out of 5 average rating, 79 reviews

Sandy Haven - Beachfront Getaway on Glen Lake

Are you looking for a beach front property in Northern Michigan that allows for friends and family to have a place to relax for a week long vacation? You found it, right here in Glen Arbor, MI! Sandy Haven is a classic lake cottage which has been remodeled and updated reminiscent of summers gone by. Relax while swimming in beautiful Glen Lake, building sandcastles, roasting marshmallows around a beach fire, or just enjoy the sunsets.

Top guest favourite
Home in Glen Arbor
5 out of 5 average rating, 6 reviews

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.

Superhost
Home in Thompsonville
4.92 out of 5 average rating, 222 reviews

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.

Guest favourite
Aerial view of a modern chalet surrounded by lush greenery, with a distinctive orange roof. The tranquil Garey Lake reflects the sky, while trees provide a natural border along the shoreline, offering a serene setting in the heart of nature.
Chalet in Empire
4.94 out of 5 average rating, 163 reviews

Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table

🌊 Private Lakefront Modern Chalet 🧘 6-Person Barrel Sauna for Relaxation 🚤 Paddleboards & Kayaks Included 🔥 Cozy Lounge with Fireplace & Pool Table 📍 15 Mins to Sleeping Bear, 20 to TC Hosted by Catered Stays Rentals, we create the ideal guest experience. Enjoy seasonal kayaks and paddleboards (May–Sept) along with cozy spaces to relax inside and out. Perfect for families and friends to unwind and make memories.

Popular amenities for Glen Lake holiday rentals