Vacation rentals in Glenn

A Guest Fav! Cozy Gatsby Vibes • Near Saugatuck

Discover a cozy, Great Gatsby‑inspired getaway near Saugatuck — an official Airbnb Guest Favorite for those who love beautiful design, warm ambiance, and a truly memorable escape. Welcome to OllieWood, a magical & historic 1‑acre property btw Saugatuck and South Haven- 12 minutes to each, a 10‑min walk to Glenn Beach, and 10-min drive to 4 top Lake Michigan beaches. A just renovated 3 bed/3.5 bath oasis with new furniture, mattresses, gym, pond, firepit, pergolas, sunsets, near wineries & shops.

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

Apartment/Taste- Lakeshore w/ full breakfast -King

Water Views- Pamper Yourself! The Apartment features: a private entrance. The master bedroom features a king-size bed with sitting area, a private bathroom with shower and sauna; an art gallery; and laundry facilities. In addition, a large living/dining/kitchen room with fireplace and queen-sized sofa bed; Walk out to the yard, gardens, and patio overlooking the Kalamazoo River and lush landscape, bring you fishing gear. Luxury and hospitality await you. “What is Love without Hospitality”

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)

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!

Captain's Loft in the heart of South Haven

Located in the heart of downtown South Haven! We are steps from Lake Michigan, South Beach, the Black River, Restaurants & Shopping. Recently updated with new sofa, queen bed & fresh beach vibe! An upstairs unit, its 25 steps to a perfect getaway that is close to everything that downtown South Haven has to offer! Private access to a rooftop deck with showstopper views of the river & marina. 1-bedroom with a private entrance from the sidewalk, a small kitchen, bathroom, and living room.

Peaceful Journey, Saugatuck Township

Experience the tranquility of this gem in the woods, all within steps to Lake Michigan, and just a short drive to all the attractions. This is a well appointed two bedroom, two bath home (pull out sofa in cocktail area of the dining room) that is great for a private getaway for up to 6 guests. There are large rooms for fun and gathering, and a patio to enjoy alfresco dining. Or just enjoy a romantic evening in front of the outdoor fireplace , before or after a sojourn in the hot tub

Near Douglas/ Saugatuck- Hot tub & 3- Seasons room

Front patio that holds a hot tub, grilling area, outdoor dining. Main floor- *bedroom with queen bed *Full kitchen *full bathroom with tub/shower *living room *dining room *screen in porch off dinning room and living room Upstairs- *bedroom with king bed *Full bathroom with double sinks and standup shower Douglas- 5mins away Saugatuck- 7mins away Beach access is about 10mins away During summer months we provide beach chairs, cooler, beach towels, beach toys, and beach bag

Family Friendly Private Beach Home with Hot Tub

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck Escape to our 3BR South Haven home in an exclusive community, just a 5-min walk to a private Lake Michigan beach. Comfortably sleeps 8. Features a private hot tub, chef's kitchen, and cozy fireplace. Perfect for families, you're just a short drive from downtown South Haven & Saugatuck. Your luxurious lakeside retreat awaits! Experience South Haven With Us & Learn More Below!

Renovated cabin | beach access | 1+ acre of woods

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 families 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.

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.

Modern Log Cabin With Hot Tub Near Lake Michigan

Welcome to our serene South Haven cabin. An elevated retreat where modern design meets a calm, grounding sense of escape. Thoughtfully styled to help you unwind and recharge, the space offers a quiet, effortless luxury you’ll feel the moment you arrive. Secluded yet convenient, you’re just 5 minutes from downtown South Haven and 4 minutes from North Beach. Perfect for days of lakeshore adventure and evenings of relaxed indulgence.