Holiday 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.

Motel style 2 bdrm, near LK MI, Saugatuck, cranes

Quick, easy, 1/2 mile off blue star Hwy. 1 1/2 miles to 196/31. Perfect overnight stop on your way thru! Motel room style setup. Microwave/mini fridge. No kitchen. Close to everything! Beach, towns, restaurants! Rest after your amazing day enjoying the beach and waterfront towns! Same street as vineyards and cider mills. Fire pit. Located 9 min to Saugatuck , 12 min to S. Haven, 20 min to Holland and min to public beaches on Lake MI and Hutchins Lake. Private entrance, no shared indoor space.

Secluded & Quiet on the Beautiful Kalamazoo River

Our comfortable and spacious 1 bedroom apartment with breathtaking views of the Kalamazoo River is the perfect respite if you're looking to relax and be one with nature. A beautiful and peaceful retreat!!! Just minutes from the many area beaches, attractions, wineries, breweries, restaurants, shopping, vineyards, orchards, wineries, and Downtowns Saugatuck, Douglas, Fennville, South Haven and Holland. This is a perfect getaway from the hustle and bustle, but only a few minute drive to town.

Orchard Hill Farm in Saugatuck Near Beaches

This charming 4 bedroom, 2 bath farmhouse backs up to picturous farmland and was renovated in 2017. This 100 year old beauty has been featured in Cottages & Bungalows, Houzz and Country Living. We are close to Saugatuck (12 mins), S. Haven (12 mins), Holland (20 mins) and Fennville (12 mins). The farmhouse is conveniently located near 3 Lake MI beaches (under 1 mile), cider mills, breweries, wineries, farm stands, antiques, shopping & restaurants. The open layout is perfect for large groups.

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!

Lux, Hot Tub, Restore, Calm, Creekside, Escape

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Cozy Log Cabin | Romantic Stay | Walk to Saugatuck

7 Min Drive to Mount Baldhead Park 9 Min Drive to Oval Beach 12 Min Walk to Butler Street Nestled in a peaceful wooded area, you’d never guess that this beautiful log cabin is in the heart of Saugatuck. Beautifully decorated and surrounded by greenery, this cozy cabin is the perfect getaway for couples. Take a stroll downtown, admire boats from the dock, and explore other nearby attractions, including Oval Beach and various hiking trails! Experience Saugatuck With Us & Learn More Below!

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.

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.

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)

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.