Family-friendly holiday rentals in Lake Michigan

“Treetops” Charming Country Coach House

Second-floor comfortably furnished coach house. Stylish and airy space with full kitchen. Great views. Private in-ground 20' x 40' swimming pool reserved exclusively for you and your guests. Basketball half-court. Softball diamond. Bocce court. Great for bicyclists. 20 acres of woods. Hiking trails on property and pond with wildlife. Centrally located between New Buffalo, MI, and Michigan City, IN. Close to the Indiana Dunes, and Lake Michigan. 70 minutes to Chicago, 45 minutes to South Bend.

Blue Haven, private cottage on Lake Michigan

Welcome to Blue Haven where its all about the panoramic views and sunsets! Brand new private stairs and swim platform for water access. Open concept modern cottage 1/2 mile to Silver Lake State Park sand dunes and 15m to Pentwater. Central air conditioning. Stocked kitchen & dishwasher, or short drive to restaurants. Private outdoor shower, gas grill, 2 fire pits, outdoor dining table/chairs & comfy lounge chairs perfect for watching the beautiful sunsets. Well behaved doggies welcome!

Door County Cabin on Lake Michigan | No clean fee!

Welcome to our cabin on Lake Michigan. Our cabin sits near the end of a dead end road and is very peaceful and quiet. At the end of the road is a historic county park. The cabin sleeps up to 8 guests and has all the amenities of home! Relax on the deck, take the kayaks for a spin, enjoy a fire indoors or out, or ride our bikes. Play games late into the night. Shoot hoops! Or, take in amazing sunrises. We offer a pet-free space. Google “Low Cabin” for our website and social media pages!

Steps to the beach at luxury cabin 1hr to Chicago

Book your winter escape to our designer log cabin on Lake Michigan! Just steps from the beach and nestled in a peaceful forest, it's the perfect wintry retreat one hour from Chicago. Built in 1932, our charming cabin sleeps 8 guests in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit with games, puzzles & books. Featured in Country Living and the New York Times, it's perfect for families, friends, or solo retreats. Book now and create lasting memories in this hidden gem!

The Little House at Tryon Farm

The little house is located within a 170-acre modern farm community filled with open meadows, woods and dunes. Minutes to beach, 1 hour to Chicago. Relax and enjoy the property or head out to explore the lakeshore, wineries, and great area restaurants! Two bedrooms, 1.5 baths, a fully appointed kitchen, living area w/fireplace, and a large screened in porch. Large windows flood the house with natural light and will make you feel like you're living in the treetops. A perfect getaway!

Beachfront- Lake Michigan- 2bd/2bath -Heated Pool

Lake Michigan - Beachfront w/heated in-ground Pool - Indiana Dunes National Park - Private Basement Guest Suite- 2 Bedroom/2 Bathrooms-Newly Renovated and Beautifully Decorated- Heated In ground Pool* Below Deck at Waters Edge has everything you need to have a comfy and relaxing stay with your family or friends. Hiking, Beaches, X-Country Skiing and so much more! Less than an hours drive to Chicago. *Heated Pool Open from Mid-May to Mid Oct. Pool closed until Mid-May 2024.

Frank Lloyd Wright’s Eppstein House

Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Forest Avenue Bungalow

Our charming bungalow is located walking distance from downtown Muskegon and Muskegon Lake. Enjoy the quiet neighborhood setting while being close to all of the action that downtown has to offer. Breweries, restaurants, shopping, and the farmers market all await. If downtown isn’t your scene, the bungalow is a quick drive to Pere Marquette beach on the shores of Lake Michigan. Large, uncrowded stretches of sandy beach are the perfect place for a relaxing day in the sun.

Lake Bluff cottage, Unforgettable view and sunsets

We have recently renovated and brought this charming cottage, located less than 10 mins to the heart of St. Joes, back to life! It is perched atop a beautiful bluff, high above the Lake Michigan shores- highlighting expansive views and stunning sunsets. Come stargaze with us (starting this spring) at our wonderful Lake Michigan Cottage. Bring your fur baby to enjoy the getaway! ($150 pet fee) 5 night minimum for Holiday weeks (Thanksgiving, Christmas, 4th of July)