Family-friendly holiday rentals in Michigan City

4.99 out of 5 average rating, 531 reviews

A charming, rustic cabin is nestled among vibrant autumn foliage, showcasing a wooden exterior and a sloped metal roof. The cabin is partially obscured by trees, with golden leaves creating a warm frame around the structure, signaling a serene woodland retreat.

Farm stay in La Porte

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.

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.

4.99 out of 5 average rating, 251 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!

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, 333 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.

5 out of 5 average rating, 165 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.

4.97 out of 5 average rating, 296 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, 195 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.

4.92 out of 5 average rating, 142 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.

4.96 out of 5 average rating, 296 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. 💙

4.99 out of 5 average rating, 123 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

WANDERLUST LOFT is located in the Michigan City Arts District, within walking distance to beautiful Lake Michigan and Washington Park. On the way is the Washington Park Marina, the Lubeznik Center for the Arts. You’ll love the location, the colorful interiors, and the open living space of the WANDERLUST LOFT. It's a great place to explore your inner wanderer and to discover the good life. Perfect for couples, solo adventurers, business travelers, and furry friends (pets).

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, 425 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."

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, 177 reviews

Midcentury marvel steps from beach! Pups

Year-round beach fun an hour from Chicago!Welcome to Barefoot Bungalow, a mid-century marvel with modern amenities. Your group will love the game room with pool table, ping pong. Private dog-friendly fenced backyard with grill, patio & firepit. Short stroll to Stop 7 to beach (Beachwalk boardwalk, wagon provided). Quiet relaxation far from the madding crowds. So many excellent restaurants, shopping, brew pubs, wineries, hiking, biking. Off-street parking, Wave bus

4.94 out of 5 average rating, 100 reviews

A charming blue house with a welcoming front porch is displayed, featuring a newly painted exterior. Colorful flowers and pumpkins are placed on the porch steps, while a friendly scarecrow adds a festive touch. Lush green grass surrounds the home, enhancing the inviting atmosphere.

Flat in Michigan City

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.

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, 158 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 house in Valparaiso

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.

4.95 out of 5 average rating, 218 reviews

Private Cottage in Gated Nudist Community

4.96 out of 5 average rating, 130 reviews

Home in New Buffalo

Lux home, sauna, hot tub, firepit, 5 min to beach

4.98 out of 5 average rating, 118 reviews

The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.

Home in Milford

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

4.96 out of 5 average rating, 233 reviews

The open living area features large floor-to-ceiling windows framing views of the surrounding woods. A sleek two-tone sofa and modern armchairs are arranged near a minimal table. Warm wooden flooring complements the contemporary design, and a staircase leads to the upper level.

Home in Beverly Shores

Secluded Modern Retreat Near Beach - "Sandlot"

4.89 out of 5 average rating, 109 reviews

A spacious family room features a large sectional sofa with dark upholstery, positioned near a set of windows that provide natural light. A modern coffee table sits in front, and a dining area is visible in the background, enhancing the open layout.

Home in New Buffalo

Quiet Nature Escape in New Buffalo

4.97 out of 5 average rating, 236 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

4.93 out of 5 average rating, 175 reviews

A spacious living area is highlighted by large windows framing views of surrounding greenery. A cozy seating arrangement features a light-colored sectional sofa, paired with unique accent chairs. A modern coffee table made of wood and glass sits atop a patterned rug, with a sleek television positioned nearby.

Home in Union Pier

cozy new buffalo cabin, hot tub, 14m walk to beach

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 241 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

4.96 out of 5 average rating, 114 reviews

The open living area showcases a cozy seating arrangement with a brown sofa and modern chairs. A ceiling fan hangs above, and the space is illuminated by warm light from the nearby kitchen. A large TV is mounted on the wall opposite the seating area.

Home in Porter

Dunes Homestead - Near Dunes + Lake + Dog Friendly

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.

4.91 out of 5 average rating, 102 reviews

Lake Trail Cottage

4.9 out of 5 average rating, 224 reviews

A private balcony offers a serene space with two light-colored chairs set around a small table. A view of the surrounding neighborhood is complemented by a tree and grassy area, with the sunset colors illuminating the sky in the background.

Flat in Michigan City

Perfect 1 Bed Penthouse Steps To Beach w/Parking!

4.96 out of 5 average rating, 105 reviews

The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.

Home in Miller

Steps from the beach and a mile from National Park

4.93 out of 5 average rating, 523 reviews

A circular stone fire pit is situated on a stone patio overlooking the lake. Flames flicker from the center, providing a warm glow against the twilight sky. The serene water reflects the evening colors, creating a peaceful waterfront setting.

Flat in La Porte

Second Floor Apartment sitting on Pine Lake

5 out of 5 average rating, 147 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

4.98 out of 5 average rating, 169 reviews

A contemporary country farmhouse is framed by lush greenery and colorful blooming plants. The entrance features inviting columns and a wide porch, while a stone pathway leads to the front door, surrounded by flowers in vibrant shades of purple.

Home in Sawyer

Wandering Soul Cabin

Family-friendly home rentals with a pool

Guest house in Merrillville

4.92 out of 5 average rating, 181 reviews

Couples Getaway, Jacuzzi, Sauna, Pool is Open

4.86 out of 5 average rating, 111 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!

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, 114 reviews

Beautiful home in Beachwalk/Notre Dame weekends

4.92 out of 5 average rating, 122 reviews

A modern dining area features a wooden table surrounded by sleek black chairs. Behind it, a vibrant mural of South Bend adds color to the space. A cozy living area with a large sectional sofa and ample natural light can be seen through the open layout.

Home in South Bend

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

4.94 out of 5 average rating, 179 reviews

A private hot tub is set in a wooden enclosure, surrounded by a serene natural landscape. Steps lead up to the hot tub, offering easy access. Two white Adirondack chairs are positioned nearby, inviting relaxation in the peaceful outdoor setting.

Home in Union Pier

New Hot tub Heated Pool Union Pier

4.97 out of 5 average rating, 132 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

Superhost

Home in Three Oaks

4.87 out of 5 average rating, 142 reviews

Pool & Hot Tub • Walk to Lake