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Holiday rentals in Glenn

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Top-rated holiday rentals in Glenn

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in South Haven
4.88 out of 5 average rating, 106 reviews

Glennhouse Getaway

Glennhouse Getaway is an elevated nature escape that is conveniently located between downtown South Haven, Douglas and Saugatuck, MI. It is beautifully surrounded by a private beach, sand dunes, driftwood, beach stones, and Lake Michigan. Enjoy the wrap around spacious deck, gameroom, the sunset on the beach (only 7min walk) or the stars at night by the firepit. Any meals can be enjoyed on our three season porch as well. We hope to host you soon and please message us if you have any questions!

Guest favourite
The living room features a brown leather couch and a blue accent chair, complemented by a wooden coffee table adorned with small plants. A geometric area rug lays underneath, and natural light streams in through a window, highlighting a welcoming atmosphere with rustic wood accents.
Cottage in Fennville
4.84 out of 5 average rating, 57 reviews

The cozy, charming Glenn Cottage! Walk to the lake

Unwind at our newly renovated Glenn Cottage. The interior has been lovingly hand crafted by us with tongue & groove pine floors, custom cabinetry & handmade bunk beds for a rustic, cozy feel. Enjoy beautiful Lake Michigan, located a short walk away (10 - 15 min), or take in the scenic views of the cottage from our patio & fire pit area that often include sightings of local deer, turkey & more. Then venture out to South Haven & Saugatuck, between which the cottage is conveniently located (15 min)

Top guest favourite
The historic property features a Victorian-style façade with yellow and green accents. A screened-in porch is framed by lush greenery and surrounded by vibrant landscaping. A gravel driveway leads to the house, showcasing its charming architecture and inviting setting.
Home in Fennville
4.97 out of 5 average rating, 76 reviews

Gatsby Estate • Dream Backyard + Lake MI Sunsets

NOTE: NIGHTLY RATE SHOWN NOW INCLUDES ALL FEES INCL. CLEANING and AIRBNB FEES. "HOST FEE" SHOWN IS AIRBNB's NEW FEE, NOT OURS. Discover OllieWood, a newly renovated, cozy, Great Gatsby-inspired gem, 3 beds, 3.5 bath and official ABNB Guest Favorite for those who love beautiful design, warm ambiance, sunsets & a memorable escape. It's a magical property btw Saugatuck and South Haven w/ a firepit, gym, pond, pergolas. Walk to Glenn Beach, minutes from Lake Mich beaches, wineries, shops, & more.

Guest favourite
Cabin in Fennville
4.92 out of 5 average rating, 174 reviews

Lake Michigan Moon Barn

Welcome to your home away from home that we lovingly call the Moon Barn. We are situated in between South Haven and Saugatuck just a mile away from a hiking trail with public access to a Lake Michigan beach. Our home was built in remembrance of a family barn that sat on this location generations ago. It has natural barn wood and art works integrated throughout the house. Downstairs has a complete kitchen, dining area, spacious living room with a gas fire place, full bathroom, and a piano!

Guest favourite
A spacious deck features bright green Adirondack chairs and a circular table, overlooking the calm waters of Lake Michigan. The scene is enhanced by a colorful sunset, casting warm hues across the sky and reflecting on the water.
Home in Fennville
5.0 out of 5 average rating, 16 reviews

Overlook

Escape to your own private oasis perched atop the bluffs along the stunning shores of Lake Michigan. This beautifully appointed vacation home offers breathtaking lake views from almost every room, ensuring a serene and luxurious getaway for you and your guests. Whether you're relaxing on the new beachside balcony, strolling along your private beach, or venturing out to explore nearby Saugatuck or South Haven (11 miles to each,) this Fennville retreat offers the ultimate lakefront escape.

Top guest favourite
A decorative pillow with the word 'RELAX' prominently displayed is centered against dark blue pillows. The soft bed linens provide a serene backdrop, contributing to a calming atmosphere suited for restful retreats.
Cottage in South Haven
5.0 out of 5 average rating, 61 reviews

Lake Michigan Cottage Private Beach Access/Firepit

Escape to Glenn Haven — a cozy, well stocked 2-bedroom cottage tucked into the lakefront community of Glenn Shores half way between South Haven and Saugatuck, just a short walk to private Lake Michigan beach access and unforgettable sunsets. Wake up to lake breezes, sip your morning coffee on the screened-in porch, and end the day around the fire pit after a sunset walk along Lake Michigan. Build your days relaxing, grilling, fire-pits or the beach with chairs and towels provided.

Top guest favourite
Home in Fennville
5.0 out of 5 average rating, 46 reviews

Scandi Dream Cottage in Glenn MI

Peaceful 2BR/1BA Scandinavian-style cottage in Glenn, MI—perfectly placed between Saugatuck, South Haven & Fennville. Thoughtfully modernized with high-design elements and amenities, while preserving cozy cottage charm. Surrounded by nature, ideal for families, couples, or weekend escapes. Enjoy a serene back deck, fire pit, BBQ, and warm interiors curated for comfort and style. A tranquil retreat with walking access to two beaches and a quick drive to vibrant lakeshore towns.

Top guest favourite
A spacious living area features a large sectional sofa surrounding a central coffee table. A flat-screen TV is positioned nearby, with a ceiling fan above. Natural light filters through the double doors leading to the outside, while decorative wall art enhances the setting.
Home in Fennville
5.0 out of 5 average rating, 21 reviews

New Listing - The Cottage at Glenn Woods

Welcome to the Cottage at Glenn Woods, a newly renovated retreat on a serene half-acre wooded lot. Located just 15 minutes from both South Haven and Saugatuck, this two-bedroom, 1.5-bath cottage offers the perfect blend of tranquility and convenience—just a short walk (under 5 minutes!) to the beach. You'll find a fully equipped kitchen, modern laundry facilities, high-speed WiFi, a garage full of games and comfortable living spaces designed with your relaxation in mind.

Top guest favourite
Home in Fennville
4.99 out of 5 average rating, 113 reviews

Hot tub, dog friendly, firepit, grill, wineries!

*Hot tub is BRAND NEW!* Walk home from nearby vineyards. Crack open a bottle (or three) of wine, jump in the hot tub, put a record on the record player, light the fireplace, or gather around the huge dining table for a night of party games (we have all of the newest and best group party board games)! We also have Xfinity ultra-high speed internet, Xfinity cable TV, and a full chef's kitchen with everything you need for a big dinner party & immaculate vibes.

Top guest favourite
Aerial view of a modern A-frame chalet featuring a combination of dark metal and wooden siding. Large glass windows provide natural light to the interior. A deck extends from the house with outdoor seating and a circular hot tub partially visible amidst the surrounding greenery.
Chalet in Fennville
4.99 out of 5 average rating, 133 reviews

Modern Aframe with River Views, Sauna, Hot Tub

Welcome to Riverbend Aframe, a stylish A-frame cabin perched on a wooded bluff above the tranquil Kalamazoo River in Southwest Michigan. This 2023-built retreat blends modern design with cozy charm, offering the perfect escape. Enjoy a private sauna, hot tub, and firepit among the trees. Stay tucked away in nature or explore nearby wineries, orchards, local eateries, and the beautiful Lake Michigan beaches—just minutes from the cabin.

Guest favourite
A charming two-story house, featuring a combination of white siding and large windows, is surrounded by lush greenery. A spacious deck can be seen on the upper level, and a tall tree provides shade over the inviting front yard.
Home in South Haven
4.78 out of 5 average rating, 140 reviews

White House in Glenn, Michigan

Only minutes away from lake Michigan, Saugatuck and South Haven in quant town of Glenn, enjoy the comforts of Home away from your home with all amenities you can think of. Relax and unwind at this quiet, peaceful and comfortable 160 years old house on 6 acres private land, newly renovated . The basic price per night includes 4 people. Extra guests above 4 will be charged $25 per night per person (not include infants)

Superhost
A cozy dining nook is featured with a round wooden table surrounded by two white chairs. Plush cushions are arranged along the built-in seating against the walls. Natural light filters through the windows, highlighting a framed nature print on the wall above.
Cabin in South Haven
4.84 out of 5 average rating, 122 reviews

Glenn Cabin | Private acre+ | beach | dog friendly

Unwind at this fun family-friendly cabin in the Glenn Shores beach community. The house was lovingly renovated in 2021 including a brand new bathroom, kitchen, and outdoor shower. Located equidistant from downtown South Haven and Saugatuck, offering a wealth of local attractions to explore. Nestled on over an acre of secluded property, this cabin is the perfect spot to relax and enjoy all that Southwest Michigan has to offer.

Popular amenities for Glenn holiday rentals