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, 103 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.

4.96 out of 5 average rating, 108 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 game room is depicted, featuring a green felt pool table and a blue ping pong table. Comfortable seating with cushions is organized in one corner. The walls are finished with light wood panels, and a bicycle rests nearby, contributing to a casual atmosphere.

4.95 out of 5 average rating, 142 reviews

Life's A Beach! Relaxing ranch close to beach!!!

Relax with the family at this peaceful place to stay. Enjoy coffee in the hammock, or smores by the fire pit. Enjoy the pool table, ping pong or board games in the game room. Play wii or relax and watch some tv and unwind. 3 minute drive to Sheridan beach or 10 minute walk. 5 minute drive to Washington Park Zoo, 20 minutes to Indiana Dunes and under 15 minutes to New Buffalo. Less than 10 minutes to downtown Michigan city for dining /shopping. 5 minutes to Blue Chip Casino and Premium Outlets.

Apartment in Michigan City

4.95 out of 5 average rating, 115 reviews

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

The modern tree-house structure is illuminated by warm lighting, showcasing large windows that reflect the surrounding trees. A screened porch with seating is visible, extending from the main building, creating a connection with nature.

4.95 out of 5 average rating, 329 reviews

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.

4.97 out of 5 average rating, 308 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.

4.96 out of 5 average rating, 202 reviews

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.

4.96 out of 5 average rating, 310 reviews

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. 💙

A modern two-story home constructed from wood is nestled among trees in a wooded area. Large windows allow natural light to brighten the interior. A deck is visible at the back, surrounded by a carpet of fallen leaves and greenery.

4.96 out of 5 average rating, 431 reviews

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."

Guesthouse in Michigan City

The exterior of Lagunitas Coach House is shown, featuring a screened-in porch with two red chairs. Lush greenery and flowers surround the entrance, while a small table rests beside the chairs. A clear blue sky provides a bright backdrop.

4.86 out of 5 average rating, 177 reviews

Lagunitas Coach House in Beachwalk, Lake Michigan

Lagunitas Coach House is a sought after location on the quaint Thomas blvd cul de sac. It is the coach house to Gooch Life. It is the perfect get away spot for a couple or small family wanting to escape to the beautiful beach of Lake Michigan. Lagunitas and Gooch Life share the property but are separate structures. Lagunitas has a private entrance, amenities, and parking. Lagunitas sleeps 6, see pictures for bed configuartion.

Apartment in Michigan City

A welcoming living area is presented with green accent chairs and a comfortable sofa, accompanied by a decorative wall tapestry featuring a tree. A light textured rug covers the floor, and natural light enters through doorways leading to another room.

4.95 out of 5 average rating, 101 reviews

The Sunshine House: Wild Woodlands Unit!

Location, location, location! The Wild Woodlands Unit is a cheerful first-floor apartment in the Sunshine House with updated amenities. Guests will enjoy two comfortable queen beds, a futon for extra space, and access to a backyard fire pit (shared with other units). Just a short walk to the outlet mall, restaurants, parks, and beaches, this is the perfect getaway for up to 6 guests looking to relax or explore Michigan City!

A charming two-story home features light blue siding and white exterior accents. A welcoming front porch is bordered by a white picket fence. Large windows allow natural light to fill the space, offering a glimpse of the cozy seating area within.

4.87 out of 5 average rating, 196 reviews

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

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.

Popular amenities for Michigan City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor seating area is presented, featuring a sectional sofa with blue cushions surrounding a fire pit table. The table is designed with a black wooden finish and filled with decorative stones. A fenced backyard enhances the sense of privacy, complemented by a green lawn.

4.96 out of 5 average rating, 108 reviews

Beach Farmhouse - Lake Michigan Beach & Hot Tub

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, 149 reviews

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

4.99 out of 5 average rating, 177 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

4.97 out of 5 average rating, 128 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

4.97 out of 5 average rating, 246 reviews

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

A welcoming living room features a comfortable gray sectional sofa adorned with teal accent pillows. A wooden coffee table sits at the center, positioned on a light area rug. Natural light streams through the large windows, enhancing the bright, airy atmosphere.

4.97 out of 5 average rating, 106 reviews

Lake Hills Hideaway-Beach, Hot Tub, Arcade, more..

4.99 out of 5 average rating, 175 reviews

A cabin exterior is presented, featuring a screened-in porch that offers comfortable seating. The structure, painted in a muted green tone, is surrounded by trees and foliage. A set of steps leads to the porch, creating easy access to the welcoming retreat.

Cabin in Union Pier

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Guest suite in Valparaiso

A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.

4.98 out of 5 average rating, 172 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 100 reviews

Asher's Cozy Beach House

A comfortable living area is displayed with two sofas, one featuring light upholstery and decorative cushions. A wooden coffee table sits centrally on a patterned rug, while wall-mounted planters add a touch of greenery to the neutral-toned walls. Soft lighting creates a welcoming ambiance.

4.95 out of 5 average rating, 284 reviews

Cozy House near Beach, Casino, Outlets, & Hiking

A private backyard features a patio space with a table surrounded by four chairs. The area is paved with stones and includes a raised wooden deck, a grill on the deck, and flower beds adding a touch of greenery. The house is painted in a warm peach color.

4.95 out of 5 average rating, 187 reviews

Midcentury marvel steps from beach! Pups

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, 342 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The exterior of a single-story home is displayed, featuring a red roof and light-colored siding. A large, leafy tree provides shade in the front yard, which is lined with flower beds. A driveway extends beside the lawn, leading to a garage.

4.87 out of 5 average rating, 122 reviews

Family friendly 3 bed/2 bath

4.99 out of 5 average rating, 157 reviews

A bright bedroom features a spacious bed adorned with white linens and decorative pillows, flanked by two nightstands. Natural light enters through two windows with woven shades. Wall art depicting foliage adds a touch of nature to the cozy space.

Home in Trail Creek

Perfect for the dunes! Summer dates available now

4.99 out of 5 average rating, 128 reviews

The living area showcases bright turquoise curtains framing large, arched windows. Two vibrant green armchairs and a grey sofa provide ample seating, complemented by a yellow coffee table. Colorful artwork adorns the walls, and a rich rug anchors the space. A guitar rests nearby.

Loft in Michigan City

Wanderlust Loft at Lake Michigan

4.96 out of 5 average rating, 246 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Family-friendly home rentals with a pool

A two-story house features a vibrant blue exterior with a spacious porch equipped with rocking chairs. A golf cart is parked in the foreground next to a white picket fence. Clear skies and sunlight enhance the inviting and serene atmosphere.

4.97 out of 5 average rating, 105 reviews

Beach Nest, Sleeps 20, 5 min. to Lake Michigan.

The exterior of a multi-level house is depicted, featuring a combination of siding and stone accents. Large windows are present, along with balconies on the upper levels. A paved driveway leads to a garage, surrounded by greenery and a clear blue sky.

4.93 out of 5 average rating, 120 reviews

Beautiful home in Beachwalk/Notre Dame weekends

4.96 out of 5 average rating, 101 reviews

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

4.91 out of 5 average rating, 132 reviews

A blue cottage is surrounded by tall trees, featuring large windows that provide ample natural light. A spacious deck extends around the front, with steps leading to the entrance. A chimney is visible on the side, adding to the cottage's charm.

Cottage in Sawyer

The Cranny at Michaels Nook

4.97 out of 5 average rating, 135 reviews

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

5.0 out of 5 average rating, 214 reviews

The exterior of the cottage features vibrant blue siding and a covered porch with white railings. Lush greenery and landscaped beds surround the entrance, creating a serene and welcoming façade. A pathway leads to the front door, inviting guests into the home.

Home in New Buffalo

Designer Cottage - walking distance to downtown

4.87 out of 5 average rating, 120 reviews

A large screened front porch is furnished with several wooden rocking chairs and a wicker seating area. Natural light filters through the screens, showcasing the surrounding greenery. A small table sits centrally, creating an inviting space for relaxation and conversation.

Cabin in Three Oaks

Cabin with POOL in family resort!