Family-friendly holiday rentals in Michigan City

4.99 out of 5 average rating, 528 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.

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.

4.75 out of 5 average rating, 142 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.

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, 250 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!

4.98 out of 5 average rating, 209 reviews

A yurt is set amidst a green landscape, with a wooden deck leading up to its entrance. A small private outhouse is positioned nearby, adorned with flowers. Overhead, a dramatic sky features varied cloud formations, enhancing the peaceful rural setting.

Yurt in Buchanan

Off Grid Yurt Glamping on Permaculture Homestead

Stay in our stylish yurt for a one of a kind "glamping" experience on a 20acre homestead! The perfect location on the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Awesome ammenities - off grid solar power, private outhouse, outdoor shower, fans, fridge, grill, firepit, and more. Take the tour, meet sheep, horeses, chickens, rabbits and learn permaculture. Order our delicious DIY pancake breakfast featuring homemade maple syrup, our organic eggs and pancake batter.

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.

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, 144 reviews

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

Launch your fabulous beach getaway from daily stresses and bring your group – and pet – on a road trip to fun and games just a mile from Washington Park Bch. The 8-person hot tub will feel delightful after a day on the beach or nearby shopping, and attractions. Grill and dine in the private backyard; then gather 'round the firepit under mood lighting. Garage game room has it all, with cornhole, Foosball, a 55" ROKU TV, and seating, with board/card games available. Enjoy 1-level living, 2 baths.

Serviced apartment in Michigan City

A private balcony features two chairs and a small table, providing a space to enjoy the scenic view of the neighborhood. The background showcases rooftops and trees against a colorful sunset sky, creating a peaceful atmosphere.

4.86 out of 5 average rating, 173 reviews

Perfect 2 Bed Penthouse Steps To Beach w/Parking!

Looking to spend some time away from the chaos of life and stay in a beautifully updated home steps from the beach on Lake Michigan? Welcome to Sheridan Beach in Michigan City! This perfect 2 bed/1 bath penthouse unit is situated within a block of the beach/water. The serenity of the neighborhood and seclusion from the outside world are 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 some amazing memories.

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, 194 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.

4.97 out of 5 average rating, 180 reviews

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

4.96 out of 5 average rating, 292 reviews

Visit LakeMichigan Beach-Brewery-Casino-OutletMall

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, 424 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."

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

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

5 out of 5 average rating, 281 reviews

The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.

Farm stay in Vandalia

Best Couples Vacation, Private, Hot Tub, Creek,

4.99 out of 5 average rating, 272 reviews

A cozy sleeping area features a spacious bed adorned with neutral-toned blankets and decorative pillows. A large mural of outlined palm leaves decorates the wall above. Two pendant lights hang symmetrically on either side, providing soft illumination, and wooden nightstands are positioned on each side.

Bungalow in Sawyer

The Harbert Bungalow-Hot Tub-Walk to Beach

4.98 out of 5 average rating, 117 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"

Guest house 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.

4.99 out of 5 average rating, 155 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

4.91 out of 5 average rating, 285 reviews

A bright and inviting living area features a striped sofa paired with two white armchairs, arranged around a wooden coffee table on a textured rug. Natural light streams through large glass doors, leading to an outdoor space, while a cozy throw blanket drapes over the sofa.

Cabin in Sawyer

Cozy Cabin by Lake MI & Dunes with private Hot Tub

4.97 out of 5 average rating, 235 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

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 110 reviews

The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.

Cabin in Stevensville

Idyllic A-frame in Michigan’s Harbor Wine Country

Guest house 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, 673 reviews

Rainbows End 🌈 Plensa

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

4.93 out of 5 average rating, 390 reviews

Cabin in Watervliet

Riverview Cabin on 150 Acres of Nature

4.93 out of 5 average rating, 521 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

The front exterior of a single-story home is presented, featuring a light grey facade with white shutters. A welcoming porch is visible, adorned with vibrant plants. The property is surrounded by lush greenery, with trees providing natural shade in the background.

4.91 out of 5 average rating, 243 reviews

Casinos, Shopping, Pets, and Parking a Plenty!

Family-friendly home rentals with a pool

Guest house in Merrillville

4.92 out of 5 average rating, 177 reviews

Couples Getaway, Jacuzzi, Sauna, Pool is Open

4.85 out of 5 average rating, 109 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!

Superhost

A spacious, well-maintained heated pool features clear blue water and is framed by a clean deck. Sturdy pool steps are visible, providing easy access. Lounge chairs are placed around the pool's edge, and surrounding greenery adds a natural touch.

Tiny home in Sawyer

4.76 out of 5 average rating, 147 reviews

After Dune Delight in Sun Coast Park

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, 121 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, 177 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, 131 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