Holiday rentals in Michigan City Harbor

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.

Wooded Oasis | Hot Tub, Sauna & Close to Beach

A premium woodland retreat combining secluded privacy with effortless coastal access. Positioned just 1.4 miles from New Buffalo beach and downtown, this design-forward cottage features an expansive, light-filled layout. The private backyard oasis is surrounded by dense trees, featuring an upscale barrel sauna, a premium hot tub, fire pit seating, and outdoor dining under brilliant string lights. Inside, enjoy an airy interior with a fireplace, wet bar, and games. Comfortably sleeps 8 guests.

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

The Sunshine House: Breezy Beach Unit!

Welcome to Breezy Beach, a bright and cheerful first-floor apartment in the Sunshine House 🌻. With updated amenities, colorful décor, and a prime location near the beach, outlet mall, restaurants, and parks, this spot is perfect for couples, friends, or small families (up to 4 guests). Cook a meal in the fully stocked kitchen 🍳, relax in the comfy queen bed, or enjoy evenings by the outdoor firepit & picnic table. Everything downtown Michigan City has to offer is just a short walk away!

TRYON FARM MID-MODERN SPA IN THE WOODS

Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

Lake Breeze | Cozy Modern Stay | 2 Min To Beach

Discover your next tranquil getaway at Lake Breeze, beautifully redesigned with a fresh Beach Bohemian aesthetic. Nestled just a heartbeat away from the shimmering waters of Lake Michigan, this gem offers an irresistible blend of day-time relaxation and vibrant nightlife within Michigan City's inviting community. For a more personalized experience, rent one unit, or invite friends and family and rent them all. Enjoy our prime location, only 100 yards from a golden stretch of sandy beach.

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!

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.

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."

Remodeled, Mins to Beach & Downtown, Downstairs

Southshore Escape in Michigan City, a beautifully remodeled downstairs 1BR/1BA unit in a charming 4-plex near Lake Michigan. Perfect for couples, small families, or friends: - Near outlet mall, restaurants & shops - Close to zoo & splash pad - Minutes to Indiana Dunes National Park - Short drive to casino, wineries & boat rentals - 1 bedroom | 1 bathroom - Sleeps up to 4 guests - Private downstairs unit in a quiet 4-plex - Recently remodeled with modern finishes

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!

Moonstone Cottage

Relax in the quiet, quaint neighborhood of Canada Park in Michigan City, IN. Enjoy the first floor unit of this over 100 year old cottage less than a mile from the shore of Lake Michigan, the Washington Park Zoo, a variety of restaurants, Blue Chip Casino, across the street from Dune Billie's Cafe and a short drive to the Outlet Mall. The activities are endless with hiking, swiming, boating, fishing, shopping, tasting and relaxing.