Family-friendly holiday rentals in Bridgman

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

Private Retreat w/Hot Tub - Beaches & Wine Tours

Welcome to "Lake to Grapes" - Bridgman is a little gem located along the Lake Michigan Shoreline, close to St. Joe and Silver Beach. Just minutes from Weko Beach and Warren Dunes State Park, local Craft Breweries, Hiking Trails, Golf Courses, and SW Michigan Wine Trails. This private, spacious 5 bed/3 bath bi-level home sits on 2.5 acres. Grill, soak in the hot tub, or sit by the fire pit in our large backyard, park-like setting. Perfect space for kids to play! Must be 25 or older to book

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.

The Cottage of Harbor Country - Close to it all!

Welcome to your very own Cottage in Harbor Country! The perfect weekend getaway from Chicago, our cottage is close to Warren Dunes and just a 15-20 minute walk to Lake Michigan. Renovated and beautifully appointed, it blends vintage charm with modern updates! Enjoy morning coffee on the new deck or screened-in porch, take a dip in the new hot tub, or cozy up next to the wood-burning fireplace. Enjoy the perfect place to relax, hike, go antiquing, wine-tasting, and make memories with loved ones!

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:)

Luxury Craftsman Farmhouse Near Beaches & Wineries

Relax in luxurious wine country. Whether you are looking for a relaxing getaway with the family or friends this completely redone 100 year old Craftsman 4 bedroom, 2.5 bath farmhouse on 19acres of vineyards, blueberries, hayfields, woods, and pond is the place to be. Spend evenings by the fire on the patio or wood burning fireplace inside. Enjoy relaxing walks and great memories! Only minutes from Beaches, Wineries, Breweries, shopping and so much more! Don't miss this rare opportunity.

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.

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Chandelier Suite - Beaches, Dunes, Golf, Wine Tr

Private 2 bedroom UPSTAIRS suite. Kitchenette with refrigerator, coffee maker, microwave, toaster, electric skillet. No stove/oven. Private bathroom. Queen bed in one bedroom. Two twin beds in 2nd bedroom. Parking available on site. Near beaches, golfing, breweries and wine trail. Older home but the units have all been updated. Chandelier Suite is one of three Suites at this location Lake Breeze Suite Beachcomber Suite No pets allowed.

Cozy Chalet by Lake MI&Dunes with Fire Pit

Sawyer Gem: Cozy Vintage Retreat Near Lake & Dunes! Charming vintage chalet sleeps 4 . Sun-drenched sunroom, private fire pit. Walk to restaurants, bars, antiques. Minutes to Lake Michigan & Warren Dunes. Adding to its unique charm, The Cozy Chalet is directly connected to Harbor Country Mission, a wonderful antique shop supporting the local community. You'll enjoy a separate entrance for complete privacy and convenience.  Book your stay today!