Family-friendly vacation rentals in Shorewood-Tower Hills-Harbert

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shorewood-Tower Hills-Harbert

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A dramatic scene is captured featuring a lighthouse on a pier, surrounded by dark storm clouds. Lightning strikes illuminate the sky, reflecting over the water's surface. The structure stands prominently, with its red top contrasting against the ominous backdrop.

Home in Michigan City

4.9 out of 5 average rating, 371 reviews

Best Deal In Michigan City 1.3 miles to Beach

Quiet for a well deserved nights rest. Plenty of space for 4-8 guests indoors and out. Short drive to the Washington Park beach & zoo Walking distance to south shore train for a quick ride into the heart of Chicago. Less than a mile from uptown arts center and district Short drive to The National Lakeshore, that has great beaches, hiking, and biking trails! Have a day in the sun, and come back to relax, in a quiet backyard patio area equipped with grill & night lighting... Must be 24 to book

Guest favorite

A spacious living area is visible, featuring a modern sofa facing a wall-mounted television. High ceilings with wooden beams enhance the airy feel. Light from large windows creates a bright atmosphere, while a wooden dining table with black chairs is seen in the foreground.

Cottage in Sawyer

4.9 out of 5 average rating, 239 reviews

Cozy, Private & Inviting Tulip Tree Beach Cottage

Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect for a winter weekend away! Enjoy the best of Pure Michigan, 2 mi from Sawyer & 0.5 mi to Warren Dunes State Park. Plenty of outdoor space to play, skylights to soak up the natural light and central to wineries, restaurants and the Dunes. Grab local farm fresh produce, s’mores for the firepit and a local natural wine to sip as you watch the sun set from the huge back deck and large backyard.

Top guest favorite

The spacious living area features modern lighting fixtures hanging above a dining table. Soft seating includes a couch adorned with decorative pillows. Windows allow natural light to illuminate the room, while artwork is displayed on the walls, contributing to a cozy and functional atmosphere.

Condo in South Haven

4.96 out of 5 average rating, 237 reviews

Six On The Beach

Brilliantly decorated, very clean accommodations and centrally located in the heart of South Haven's sugar sand beaches, dining, and shopping. This exceptional condo features a fully stocked kitchen with stemware, plates and cooking utensils. Washer and dryer included. This location has it all, within a matter of steps, there are unique boutiques along the shopping district, numerous Restaurants and South Beach, everything this lakeside community has to offer is right there.

Guest favorite

A functional workspace is shown, featuring a simple desk with a comfortable office chair. A printer is placed on the desk, with a large window allowing natural light. A colorful pinball machine is situated nearby, and a whiteboard with playful designs adorns the wall.

Home in South Haven

4.95 out of 5 average rating, 131 reviews

Happy Z's Retreat~ Walk to the Beach

Beautiful newer construction home in a serene wooded area with a huge yard and firepit and cozy front porch to enjoy in all seasons! *NEARBY ACTIVITIES * -Bike the Kal-Haven Trail -Walk to 1st Street Beach - Walk the lakefront and river paths -Enjoy our quaint downtown to check out restaurants and tasting rooms -Rent a boat or go on one of many boat tours offered in town. -Wineries -Golf -Shopping! -Close to highway for day trips to nearby Saugatuck/Douglas/Holland area.

Guest favorite

A spacious living area features a comfortable sofa adorned with yellow and gray pillows. A coffee table sits centrally, complemented by an area rug. Large windows with bamboo shades allow natural light, while hardwood floors contribute to the overall ambiance. A decorative black cabinet is visible in the corner.

Apartment in Michigan City

4.94 out of 5 average rating, 136 reviews

Charming apartment in Arts District

Walk to outlet mall, art galleries, parks, restaurants, and Lake Michigan beach. Walk or drive to casino. This is a 2nd-story apartment in Michigan City's historic homes. A full 1,400 sq ft of space! Fully appointed, clean and beautifully decorated. Newly renovated kitchen and bath. WIFI. Access to beautiful back yard patio and deck. Great proximity to attractions. Great for couples, solo adventurers, and families with children.

Top guest favorite

A cozy corner features a leather armchair beside a wooden table draped with a patterned cloth. A vibrant yellow dresser with multiple drawers stands against the wall, complemented by a framed painting above it. Natural light enters through a large window adorned with white curtains.

Cabin in Benton Harbor

4.99 out of 5 average rating, 267 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

Guest favorite

An open living area is viewed, featuring a blue couch and wooden beams along the ceiling. A doorway leads to a bathroom area with floral curtains, while a glimpse of the kitchen's green cabinets is visible in the background.

Tiny home in New Buffalo

4.96 out of 5 average rating, 560 reviews

SoulShine Inn • Pets Welcome•Fully fenced backyard

Near Warren Dunes, the Galien River, breweries, and wineries. Relax here with a fully fenced yard, fire pit and patio for grilling and privacy. Darling, pet and child friendly Tiny House . Two bedrooms on one level with a queen bed in each. An extra loft for an additional sleeping space for two. The ladder to the loft is steep(pictured)This tiny house sleeps 6. Nema 14-50 outlet for EV. Bring your cord/plug

Superhost

Home in Michigan City

4.92 out of 5 average rating, 106 reviews

Beautiful home with Beach views in Beachwalk

Enjoy the open concept family room/dining area, flat screen TV, fireplace, and a farmhouse table that seats 12. You can also enjoy the sunset from the top floor "birds nest" with views of the Chicago skyline. The lower level is perfect for kids to watch TV and play games and is equipped with bunks that sleep up to 7 people. A Staircase leads to a private walkway for access to Lake Michigan.

Superhost

An outdoor terrace is shown with a small table and two chairs set on a patterned rug. A gas grill is partially covered in the background, and a large stone is placed on the table. Lush trees and buildings can be seen in the distance.

Condo in South Haven

4.93 out of 5 average rating, 104 reviews

Heavenly South Haven In-Town Condo

Our place is located in South Haven and is close to the beach, marina, shops and restaurants. You’ll love the central location and outdoor area, sunny position and views. Our place is good for couples, solo adventurers, business travelers, and families (with kids). Pet is permitted - small breeds only - cleaning fee is extra with pet (+$50)

Superhost

An open floor plan is displayed, featuring a dining area with a large table and chairs. A comfortable living space with a sectional sofa is illuminated by natural light from multiple windows. A ceiling fan is centered over the room, enhancing the airy ambiance.

Home in New Buffalo

4.86 out of 5 average rating, 170 reviews

The Bright Yellow Retreat

The Bright Yellow Retreat is a pleasant, short walk to Lake Michigan beach. Our sunny, vibrant home sleeps up to six guests. Our open floor plan with plenty of windows offer bright and airy surroundings. Relax in our sunroom. The large back yard is well equipped with grill, lawn furniture and picnic furniture. And, pets are welcome.

Guest favorite

An inviting entryway features a bright blue door and a bench with blue and white striped cushions. A small shelf holds items above the bench, while a rug enhances the warmth of the wood flooring. Sunlight filters through a window, illuminating the space.

Home in Michigan City

4.9 out of 5 average rating, 135 reviews

Airy and bright, Cottage Blue Welcomes You!

Nestled in the walkable Sheridan Beach area of Northern Indiana’s gorgeous and expansive lakeshore along Lake Michigan. Comfortably sleeps 12 - 14 with the perfect amount of space to get together and getaway to your own private spaces. Please note that parties are not allowed and you must be 25 years or older to rent our home.

Guest favorite

A quaint outdoor seating area features a vintage pink bench and a small table, surrounded by lush greenery and colorful flower beds. A white pergola stands nearby, enhancing the garden's charm beside the blue cottage.

Cottage in Lakeside

4.97 out of 5 average rating, 146 reviews

5 BR Cottage with Pier Street Beach Access

Wonderful classic cottage that has been updated with all the amenities that you would expect in a premium property. Centrally located to all that Harbor Country has to offer. Antiquing, wineries, art galleries, unique shopping and biking and hiking trails are minutes away.