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 Home, Hot Tub, Fireplace, Game Room

Relax in comfort in this stunning modern home nestled in a beautiful wooded setting. Views of majestic trees and natural light flood the interior. Enjoy the indoor/outdoor fireplace and unwind in the hot tub, entertain and BBQ on back patio and relax at backyard fire pit. Cook meals in the well stocked kitchen. Game Room has pool table, ping pong in heated garage. Escape to this unique vacation experience minutes from Saugatuck, Lake Michigan beaches and Fenn Valley wine country. Dog friendly.

Tiny Home, Lake MI view, Hot Tub, Beach 5 min walk

This Tiny Home is truly unique and very cool! The 2 story space combines rustic barnwood with a sleek, modern kitchen, full bathroom, and it’s just a 5-minute walk to the beach. Enjoy Lake MIchigan sunsets from the concrete stamped patio and relax under the stars in the privacy of the hot tub. Completed in ‘21, the Tiny Barn spares no details: outdoor shower, gas fire pit, charcoal Weber grill, beach chairs & cooler, patio snow melt system. Avail yr round. Be a part of the rave reviews!

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.

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

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.

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.