Family-friendly holiday rentals in Michigan City

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.

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

The Studio at the Dunes

Experience tiny living at the Studio after a day exploring the beautiful Indiana Dunes National Park! You will love this cozy tiny house with vaulted ceilings and modern amenities. Cool off with the mini-split air conditioner and relax on the sofa chaise after a long day in the sun. Staying in? Enjoy a board game while listening to some oldies on the record player, take a dip in the cozy hot tub, or relax in the hammocks by the fire pit in the secluded back yard. You’re sure to leave refreshed!

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

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!

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

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.

Visit Lake Michigan | Perfect Couple's Retreat

Explore the beautiful Indiana Dunes National and State Parks. Book your stay at this cozy, newly renovated 2 bedroom home centrally-located for all your adventures. Within 2 miles of beach, restaurants, brewery, winery, casino, concert venue, spa, botanical garden, boat tours, kayak rental. Bonus trip: take the Southshore commuter train to Chicago for the day. Here, you can explore all the south shore of Lake Michigan has to offer then kick back at your home away from home. 💙

Dunefarmhouse Modern Country Escape

Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

King Bed Retreat, Minutes to Beach & Dunes

Escape to the Hoosier Hideaway, a newly renovated 2-bedroom cozy retreat in a vibrant, walkable Michigan City neighborhood. Blending vintage 1949 charm with modern comforts like a 70" TV and electric fireplace, this ground-floor unit is perfect for families, weekend explorers, and traveling professionals. Enjoy easy access to local dining, Lake Michigan, and the Indiana Dunes. Comfortably accommodates 4-6 guests.

The Lake Escape - 5 Mins from beach, casino, & zoo

LOW CLEANING FEE! Stay close to the beach, only 1.3 miles away, at our spacious property in Michigan City, Indiana! Luxury amenities include: a large jacuzzi tub, dual shower heads for up to 2 person showers, urinal, a large king size suite with a 65 inch TV, and more! We’re located on 11th St. That means that the South Shore train line runs right in front of our home! It is a no horn zone.

Cabin in the Woods - Trails & Pet Friendly!

If only pictures could capture the sounds, smells and tranquility that Tryon farm offers. This is a unique, tiny cabin resting on beautiful 170 shared acres of abundant nature, wildlife and trails. It offers an excellent view of the prairie and tranquil surroundings that give any nature lover a place to reconnect with oneself and loved ones.