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.

Modern Secluded Cabin, Private Hot Tub, Fire Pit

Escape to this charming cabin in the woods. Relax in total privacy and peace and quiet with majestic views of towering trees. Natural sunlight floods into the home creating a healthy environment to unwind in. Stay warm and cozy with heated concrete floors and a gas fireplace. Cook in the well the stocked kitchen. Soak away your worries in the private hot tub. Roast s’mores in the backyard fire pit and grill on the huge deck. Fun awaits in the 3-season game room in barn NOT HEATED. Dog friendly.

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, 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. Glenn Haven is designed for relaxing, whether you’re lounging inside, grilling dinner, or heading to the beach with chairs and towels provided.

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!

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.

Freshly Renovated 1940s "Sunshine Park Cottage"

Freshly renovated in 2022, this charming 1940's cottage is nestled in the heart of Fennville MI. Located near Saugatuck, South Haven & Holland - close to beaches, dunes, wineries, breweries, orchards, pickle ball, playgrounds & skiing in the winter. Kitchen w/everything for cooking, laundry, full bath, 2 bedrooms each w/ queen bed, Wi-Fi, deck, gas fire pit (May-Oct), short walk for groceries & restaurants. Dog friendly. (Remember, dogs must be included as pet guests when you book)

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.

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!

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.

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.

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)