Family-friendly vacation rentals in Benton Harbor

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Benton Harbor

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

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Guest favorite

Home in Michigan City

4.9 out of 5 average rating, 362 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

Cottage in Allegan

4.94 out of 5 average rating, 162 reviews

Family Legacy Resort, Making great family memories

We purchased the property in 2010 and Built this cottage for our family. After our children moved out we sold our home and moved here as our full-time residence. We loved lake living so decided to build our new home on the same property, using our cottage as a guest home. We did not use it as much as expected so we decided to Rent it for additional retirement income. The building has 1536 sq ft, including the 3-season porch. 2, 12'x15' bedrooms with 7 beds, plus a sofa bed in the living area.

Guest favorite

Cottage in Saugatuck

4.97 out of 5 average rating, 143 reviews

Starry Night Cottage

Come together with family and friends at the Starry Night Cottage located in a quiet neighborhood which is walking distance from downtown Saugatuck, This ranch style home has over 1500 square feet of living space with three bedrooms, 2 bathrooms and hardwood floors throughout. You can relax in comfort after a fun filled day on the screened porch and enjoy watching hummingbirds and butterflies that visit the perennial flowers. This home is very clean and tastefully decorated.

Guest favorite

Condo in South Haven

4.96 out of 5 average rating, 234 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

Condo in Saugatuck

4.87 out of 5 average rating, 179 reviews

Modern condo in Downtown Saugatuck with waterview.

Contemporary newly built, 2 bedroom, 2 full bath, sleeps 6(2 queen beds, futon and air mattress) in Historic Downtown Saugatuck, MI. with a waterview. A block from the beautiful Kalamazoo River leading into Lake Michigan. Saugatuck making many lists!!! Voted #1 for Best Summer Weekend Escape and 2nd Best Fresh Water Beach Town in USA 20 Best Places to Live on the Coast in 2018 (Coastal Living)10 awesome lake towns in North America USA Today smartertravel.com June, 2018.

Guest favorite

Home in South Haven

4.95 out of 5 average rating, 130 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

Rental unit 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 district. 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.

Guest favorite

Cabin in Benton Harbor

4.99 out of 5 average rating, 266 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

Tiny home in New Buffalo

4.95 out of 5 average rating, 545 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

Guest favorite

Cottage in Saugatuck

4.95 out of 5 average rating, 132 reviews

Perfect vacation getaway Saugatuck CabernetCottage

My place is within walking distance to everything Saugatuck has to offer, great restaurants, art center, water. Just 5 minutes by car to the beach. You’ll love my place because of the relaxing atmosphere, comfy furniture, fully equipped kitchen, private, inviting outdoor spaces, and a hot tub. My place is good for anyone; couples, solo adventurers, business travelers, families (with kids), and big groups.

Superhost

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)

Guest favorite

Home in South Haven

4.98 out of 5 average rating, 121 reviews

Perfect Compound 3.5 Acres, 2 Buildings, 4.9 Stars

Glenn Shores Clubhouse is PERFECT for large groups (golfers, clubs, bday party, bachelorette party…..) and large families. More room then you can possibly use. One building for entertainment and one building for sleeping. Both buildings have kitchens, restrooms, and living space.