Holiday houses in Bridgman

Weko Beach Retreat | Hot Tub, Near Lake Michigan!

5 mins. to Weko Beach (2.1 Miles) 7 mins. to Warren Dunes State Park 15 mins. to New Buffalo 15 mins. to St. Joesph 10 mins. to Three Oaks Escape to this charming retreat just moments from the shores of Weko Beach, award-winning wineries, cideries, distilleries, craft breweries, and only 15 mins. from lively New Buffalo. Whether you're planning a family vacation, a girls weekend, or a golf getaway, this location puts you in the heart of it all — including the prestigious Lost Dunes Golf Club.

-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.

Off Grid Yurt Glamping on Permaculture Homestead

Stay in our stylish yurt for a one of a kind "glamping" experience on a 20acre homestead! The perfect location on the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Awesome ammenities - off grid solar power, private outhouse, outdoor shower, fans, fridge, grill, firepit, and more. Take the tour, meet sheep, horeses, chickens, rabbits and learn permaculture. Order our delicious DIY pancake breakfast featuring homemade maple syrup, our organic eggs and pancake batter.

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.

Idyllic A-frame in Michigan’s Harbor Wine Country

Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

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.

Lake Michigan Shoreline Retreat: Charming One-Bedr

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!