Family-friendly holiday rentals in Michigan City

Two wooden chairs are positioned on a sandy beach, facing the calm water of Lake Michigan. Tall grasses gently sway in the foreground, while the sky transitions to warm hues of orange and pink as the sun sets on the horizon.

4.77 out of 5 average rating, 160 reviews

Sande's Beach Bungalow

Sande's beach bungalow is located 150 steps away from the shore of beautiful Lake Michigan. A Sunny vintage two bedroom, two full bathrooms. Equipped kitchen. Enclosed front porch that allows you to relax on the swing after a long day at the beach, this area could accommodate 1 or 2 extra guests with advance notice. Wi-Fi and large TVs. Outdoor dining with gas grill. Parking for two cars in front. A short walk to Washington Park & Zoo, Picturesque Marina, and several Dining establishments.

Indoor spacesFamilyOutdoor spaces

4.96 out of 5 average rating, 107 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.

KitchenIndoor spacesBiking

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

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.

Indoor spacesFamilyTV

Apartment in Michigan City

4.95 out of 5 average rating, 114 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

KitchenIndoor spacesBeach

Cottage in Michiana Shores

A charming cottage is nestled among tall pine trees, partially obscured by greenery. The natural surroundings create a tranquil setting, while the rustic stone chimney adds character to the cozy structure.

4.98 out of 5 average rating, 128 reviews

1930’s Cozy Cottage in the Woods.Walk to the beach

Come fall in love with Michiana Shores, we promise you'll love the peace and quiet. Our charming cottage sits back tucked away, nestled among pine trees and twinkle lights. Roast marshmallows while sitting around the fire with 6 modern adirondack chairs, take a stroll to the beach, ride bikes, BBQ, watch the sunset along lakeshore drive. Play tennis or pickle at the local park. 10 minute walk to the beach. Far away enough to relax yet close enough to new Buffalo, Union Pier or Long Beach

KitchenIndoor spacesAir conditioning

Apartment in Michigan City

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.

4.95 out of 5 average rating, 126 reviews

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!

FamilyIndoor spacesGetting around

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.

FamilyKitchenValue

4.97 out of 5 average rating, 307 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!

Indoor spacesKitchenBeach

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, 201 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.

KitchenFamilyAmenities

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

*Minutes To Dunes & Beaches*Restaurants*Pet Friendly* Free Coffee Bar Free Snacks Free Wi-Fi Free Parking Enjoy a peaceful getaway to the centrally-located Leo Lodge. It is the perfect getaway spot if you are visiting The Dunes National Park or just looking to explore the area! Located approximately 4 miles from the shores of Lake Michigan, the Washington Park Zoo, Lighthouse Premium Outlets, fine dining, local wineries, and so much more! * Close to Franciscan Health & Notre Dame

Indoor spacesKitchenSleep quality

4.92 out of 5 average rating, 155 reviews

The exterior of a modern tiny house is seen surrounded by trees. Soft lighting strings hang above a fire pit with four Adirondack chairs arranged around it. Smoke rises from a fire, creating a cozy outdoor space.

Tiny home in Sawyer

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.

FamilyKitchenNearby

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."

Indoor spacesKitchenCheckout

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

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

Indoor spacesFamilyValue

4.96 out of 5 average rating, 100 reviews

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

Indoor spacesFamilyBackyard

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

Indoor spacesFamilyNearby

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

Indoor spacesFamilyDecor

4.97 out of 5 average rating, 229 reviews

Bungalow in Harbert

Family Getaway with Year Round Hot Tub!

FamilyIndoor spacesBeach

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!

FamilyKitchenQuiet

A private hot tub is set outside against a blue exterior wall. The bubbling water reflects sunlight, indicating a inviting space for relaxation. Surrounding trees enhance the private atmosphere, while the nearby patio complements the outdoor experience.

4.88 out of 5 average rating, 151 reviews

Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

Indoor spacesKitchenAmenities

A charming cottage is surrounded by lush greenery, featuring a welcoming front porch with yellow steps. The exterior showcases a combination of stone and brick with multiple windows. A garage is visible to the right, and an American flag gently waves in the breeze.

4.97 out of 5 average rating, 153 reviews

Cozy Cottage Near Lake Michigan

KitchenIndoor spacesBarbecue

Family- and pet-friendly home rentals

A welcoming porch area is framed by a wooden pergola adorned with hanging plants. Below, two chairs and a table are set on a stone patio, offering a quaint outdoor space in front of a red cottage with large windows and greenery around.

4.85 out of 5 average rating, 149 reviews

The Blue Herron- Dog friendly

KitchenIndoor spacesAmenities

Guesthouse in New Buffalo

A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.

4.96 out of 5 average rating, 701 reviews

Rainbows End 🌈 Plensa

KitchenIndoor spacesPets

4.83 out of 5 average rating, 423 reviews

A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.

Home in Chesterton

South Shore Studio Apartment {National Park}

Indoor spacesFamilyDecor

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

KitchenFamilyAmenities

A single-story cottage with light gray siding is accompanied by a neatly landscaped front yard. A welcoming front porch is framed by white railings. A paved driveway leads to a garage on the right, while surrounding trees provide ample shade.

4.92 out of 5 average rating, 112 reviews

Lake Trail Cottage

KitchenIndoor spacesParks

4.92 out of 5 average rating, 100 reviews

Asher's Cozy Beach House

FamilyKitchenDecor

Apartment in Michigan City

An open-plan living area features a spacious kitchen island with a warm wood finish. Modern stainless steel appliances are situated in the kitchen, while a cozy seating arrangement is highlighted by a vibrant red sofa and a stylish area rug. Natural light fills the space from nearby windows.

4.87 out of 5 average rating, 168 reviews

Perfect 3 Bedroom Steps To Beach With Parking!

Indoor spacesKitchenLocation

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

KitchenIndoor spacesNearby

Family-friendly home rentals with a pool

Guesthouse in Merrillville

4.92 out of 5 average rating, 196 reviews

We have Power Couples getaway

FamilyIndoor spacesValue

4.97 out of 5 average rating, 99 reviews

A well-maintained garden area features vibrant flowers and greenery surrounding a gated patio. Potted plants and colorful blooms add a touch of nature, while a green umbrella provides shade over the outdoor seating area visible behind the gate.

Guesthouse in Chesterton

Cozy Guest House with Pool near National Park

KitchenFamilyQuiet

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!

KitchenIndoor spacesNearby

4.94 out of 5 average rating, 228 reviews

A private cottage is surrounded by lush greenery and features a wooden deck adorned with several blue planters. Steps lead up to the entrance, which is framed by large windows allowing natural light to fill the interior.

Guesthouse in Valparaiso

Private Cottage in Gated Nudist Community

Indoor spacesFamilyBreakfast

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

FamilyIndoor spacesComfort

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

Indoor spacesKitchenBeach

5 out of 5 average rating, 110 reviews

The exterior of a two-story home is visible, featuring a welcoming front entrance. A large tree provides shade, with a swing hanging from one of its sturdy branches. Ferns line the landscape, creating a natural border around the property, complemented by a well-maintained lawn.

Home in Saint Joseph

4 Bedroom home w/pool in St. Joseph

Indoor spacesFamilyQuiet