Family-friendly holiday rentals in Michigan City

The spacious living area features large windows allowing natural light to illuminate the comfortable seating arrangements. A round wooden coffee table is centered on a patterned rug, while a ceiling fan enhances airflow within the open layout connecting the kitchen.

4.92 out of 5 average rating, 99 reviews

Perfect House Steps To The Beach w/Parking!**NEW**

Looking to spend some time away from the chaos of life and stay in a beautifully updated home steps from the beaches of Lake Michigan? Welcome to Sheridan Beach in Michigan City! This perfect 4 bedroom/3 full bathroom home is situated about 1.5 blocks from the beach/water. The serenity of the neighborhood and seclusion from the outside world are two of its most attractive features. Located a little over an hour from Chicago, it's a quick drive to enjoy some R&R. Get ready to make new memories.

The dining area features a large wooden table surrounded by comfortable seating, illuminated by a modern pendant light. Nearby, the hot tub area is visible through large glass doors, nestled among lush greenery, providing a tranquil outdoor experience.

4.97 out of 5 average rating, 147 reviews

Beach! Hot Tub! New Buffalo! Firepit! King Bed!

Highlights: ✔ 8-person Hot Tub ✔ Sleeps 12 (10 in main house + 2 in guest cabin) ✔ 1 mile to beach ✔ 6 min to Shady Creek Winery ✔ 10 min to New Buffalo + Michigan City ✔ Outdoor firepit & picnic table ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Luxury custom-designed home ✔ Private wooded lot ✔ 2 Adult & 2 kids' bikes ✔ Beach chairs, toys, wagon and towels ✔ Pickleball paddles & nearby courts ✔ 4 vehicle parking ✔ 2-person workstation ✔ High speed wifi ✔ Fully stocked

Tiny home in Michigan City

The exterior of a red tiny house is framed by greenery, showcasing a wooden deck with railing. A hot tub is positioned on the deck, while a door and windows illuminate the structure, providing a welcoming atmosphere in a private yard.

4.98 out of 5 average rating, 264 reviews

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!

4.96 out of 5 average rating, 104 reviews

Michigan City Family Friendly Beach Escape

Enjoy a relaxing stay at one of the best beaches on fresh water Lake Michigan in our century old former fisherman’s cottage updated to fit today’s lifestyle. This 3 bedroom, 2 bathroom house is perfect for large or extended families looking to relax and enjoy a few days away but still close to restaurants and other activities. Spend your days with STEP FREE access to a wide and clean sandy beach, evenings with picturesque sunsets and nights by the fire. Truly a hidden gem in Northwest Indiana.

A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.

4.98 out of 5 average rating, 339 reviews

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.

4.97 out of 5 average rating, 125 reviews

An outdoor seating area features a cushioned sectional sofa and a wooden coffee table, overlooking a heated in-ground pool. Lounge chairs are positioned nearby, surrounded by trees, with a view of Lake Michigan in the background.

Guest suite in Miller

Beachfront- Lake Michigan-Hot Tub-Heated Pool

Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

4.96 out of 5 average rating, 236 reviews

An inviting living space is showcased, featuring a light-colored sectional sofa with colorful throw pillows. A wooden coffee table sits in front, while a dining area with white chairs is visible. The kitchen is equipped with modern appliances, and a ceiling fan adds a touch of comfort.

Cottage in Michigan City

The White Cottage Home

This cottage home was built less than 5 years ago. The space is modern and open. It’s located less than 10 mins walk to Lake Michigan beach access. Guests can walk a few minutes to enjoy nearby restaurants such as Dune Billies for breakfast and Cool Runnings Jamaican restaurant. There’s a nearby park and a small dune for short hikes. Other nearby attractions include the Washington park and zoo (5-10 min walk), Blue Chip casino (2 min drive), the Indiana Dunes National Park (20 min drive)

5 out of 5 average rating, 172 reviews

A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.

Home in La Porte

UncleLarrysLakePlace HotTubKayaksPingPong

A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

4.95 out of 5 average rating, 110 reviews

Flat in Michigan City

King Bed Retreat, Minutes to Beach & Dunes

Escape to Your Summer Retreat in Michigan City, IN! Newly renovated 2BR ground-floor unit blending 1940s charm with modern comforts (70" TV, electric fireplace). Perfect for vacationing families, weekend explorers, and professionals. Walk to dining, minutes from Lake Michigan, Indiana Dunes (2 miles), train to Chicago/South Bend, outlet mall, and casino. Upstairs unit also available! Both sleep up to 10 guests total. 🔗 Book your summer escape: https://airbnb.com/h/thenestathoosierhideaway

4.95 out of 5 average rating, 121 reviews

A bright living area features a mustard-yellow sofa adorned with decorative pillows. A modern kitchen with stainless steel appliances is visible in the background, while a dining table with four chairs provides a space for meals. Natural light filters in, enhancing the cheerful decor.

Flat in Michigan City

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!

4.97 out of 5 average rating, 302 reviews

A modern house is situated amidst lush greenery. A wooden walkway leads to the entrance, framed by trees and underbrush. Large windows reflect natural light, blending the structure harmoniously with its surroundings while offering a glimpse of the cozy interior.

Cabin in Michigan City

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!

The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.