Holiday rentals 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.

Charming Downtown Sawyer Home Close to the Dunes

Enjoy this charming home in the heart of downtown Sawyer. Venture out on foot, and you're a 2 min walk to Greenbush, Infusco, Section House and more. Hop in the car and be at Warren Dunes or Journeyman Distillery in under 10 mins. Centrally located to be close to everything Harbor Country has to offer. Inside you'll find all the comforts of home, including a full kitchen, plush queen beds, as well as a 55" Smart TV with many apps ready to go on the Apple TV. Kitchen & bathroom basics provided.

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.

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.

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

The Beachcomber suite upstairs is a one bedroom/livingroom with a queen bed. A small dining area is off the kichenette. Kitchen includes a microwave, coffee maker, toaster, and electric griddle. Full size refrigerator. Bathroom has a full size bathtub and shower. Unit has been completely remodeled and updated with new furniture, fixtures, and appliances. This is a SECOND FLOOR suite accessed from the front entryway of the home. Owners live on the main floor. No pets allowed.

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.

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!

Morton's Retreat Cozy 1 Bedroom Apartment

Cozy comfort close to Michigan's most popular state park, breweries, wineries, antique malls and farm-to-table restaurants. Morton's Retreat has plenty of room to relax. Charcoal grill and fire pit (shared with Morton’s other retreat) for use in a spacious yard. Private entrance with keyless entry makes check-in a breeze. One other Airbnb located next door in same building. Two complimentary seltzer waters and snacks are provided to help kick off your stay.