Holiday rentals in Lake Charter Township

-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.

3bd/3ba Hot tub/pool table close to beach & winery

Come relax in our beautiful, spacious three-bed, three-bath home close to local wineries, breweries, and beaches. Enjoy our cozy entertainment room fully equipped with a bar, pool table, TVs, and fireplace! Out back, take a soak in the hot tub, unwind on the deck, or enjoy a nice warm fire at our built-in fire pit. For this reservation, we are offering the full main level of the house to smaller groups of up to six guests. The furnished basement will not be rented and will be locked. 25+ only.

Cozy Lake Escape-Walk to beach and downtown!

Welcome to "Cozy Cottage! 3 bedroom completely renovated home less than a mile from Weko Beach on Lake Michigan. Great restaurants, walk to breweries and 5 miles from fantastic wineries. Equipped with beach chairs, toys, kayaks, swim mat and bikes to take a ride to the beautiful Weko Beach. Grill out and Relax out back around the fire pit during the summer or cooler evenings. Beautiful beaches, kayaking, hiking and amazing sunsets. Turn key and enjoy. Book your stay today in Pure Michigan!

Charming Cottage w/ Hot Tub

This delightful cottage boasts a bright "eclectic" vibe, perfect for a cozy retreat near Warren Dunes State Park (Lake Michigan). Unwind in the 3-season porch, soaking in stunning nature views, or relax in the bubbling hot tub after a day at the beach. Located centrally between two of Michigan's cutest 1 street beach towns: Sawyer & Bridgman. Within in minutes of the world class wineries and breweries that occupy southwest Michigan's wine country- This is a must visit! Book your stay today:)

Downtown | Close to Beach | Brew and Wine Country

3000 sq ft in the heart of beaches, breweries and wine country. Easy mile walk to beautiful Weko beach. Only a couple blocks from downtown shops and food. Under 5 mi to Warren Dunes & Grand Mere State Parks & Captain Mike’s Fun Park. 3 BR, 2 full BA, large kitchen, formal dining, free wi-fi, entirely renovated, new mattresses and sectional, coffee bar, great room/media center, activity room for kids and adults. Private parking for multiple vehicles. Beds for 9 but enough space for 14.

The treehouse at Warren Dunes

Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

Modern Minimalist Tiny House | Firepit | Nature

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

Lakeside Serenity: One-Bedroom Villa

Escape to Sunset Dunes Vacation Villas on Lake Michigan's tranquil shores. Nestled in Bridgman, enjoy our well-designed accommodations with fully-equipped kitchens just a short walk from pristine beaches. Perfect for romantic getaways or family retreats, explore Southwest Michigan's wineries, restaurants, and outdoor adventures. Gather around our community fire pit under starlit skies. Available year-round, create timeless memories at our premier lakefront destination.

Retro Retreat - 1 Bedroom Apartment near Lake MI

The Retro Retreat is a one bedroom apartment nestled above a seasonal (March through October) and operational 50’s style drive-in restaurant on Red Arrow Hwy in Bridgman, MI. Sleeps four with a queen size bed in the bedroom and a pull out sofa in the living room. Includes full kitchen and bathroom. Located one mile from downtown Bridgman, less than two miles from Weko Beach and about 4 miles from Warren Dunes State Park this is a prime location for your getaway.

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

Studio King - Freshwater Inn - Bridgman, MI

Freshwater Inn offers a modern, boutique stay in walkable downtown Bridgman. Formerly The Monogram and now under new ownership, the property has been refreshed with clean, coastal design and updated suites. Walk to restaurants, breweries, shops, and even Weko Beach. A perfect home base for beach days, wine country trips, Warren Dunes adventures, and relaxed lakeshore getaways year-round.