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

Guesthouse in Benton Harbor

4.94 out of 5 average rating, 151 reviews

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Feb 16 – 23

G$51,616 GYD per night

Guest favorite

Loft in Benton Harbor

4.91 out of 5 average rating, 300 reviews

Urban Loft in Arts District

Stunning upstairs loft features exposed brick walls, local art, and a cozy modern feel in downtown Benton Harbor. 1 br, 1.5 baths, features beautiful KitchenAid appliances, dual-head shower with river rock, and skylights throughout. Need to work while you're here? Melt into our new Herman Miller Embody chair and get to it. ** During stays from May 18 - Aug 18, our friendly cat Nomi will be on site. She’s easy - just set out a can of food in the AM and one in the PM (all supplies provided). **

Aug 3 – 10

G$43,369 GYD per night

Guest favorite

Apartment in Stevensville

4.91 out of 5 average rating, 699 reviews

Quiet Grand Mere Coach House on Lake Michigan

The Coach House is in an eclectic neighborhood on Lake Michigan. Grand Mere State Park is a year around beautiful place for hiking by small lakes and through beautiful sand dunes. A small beach is a 2 minute walk away. The family room and kitchen face Lake Michigan with lots of windows. The house has a queen bedroom, queen pullout in family room, and laundry. A gas FIRE PIT and a HOT TUB are located on the back patio directly on Lake Michigan with a spectacular view behind the main house.

Nov 27 – Dec 4

G$53,446 GYD per night

Guest favorite

Cottage in Valparaiso

4.88 out of 5 average rating, 496 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - Pet free - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Feb 15 – 22

G$26,733 GYD per night

Guest favorite

Home in Kalamazoo

4.97 out of 5 average rating, 174 reviews

Artist's Home, private level in quiet neighborhood

Artist's Home In a quiet neighborhood, this is the walkout level of an artist's home and features paintings, art supplies, and interesting artifacts. On the ground floor, there are no steps. It has its own private entrance, fenced yard, patio, and off street parking. The space includes a spacious living room with futon, cable TV/wifi, dining area with table for 6, kitchenette with a number of cooking options, nice bathroom, bedroom with comfortable queen size bed, and laundry facilities.

Aug 9 – 16

G$19,154 GYD per night

Guest favorite

Tiny home in Kalamazoo

4.94 out of 5 average rating, 697 reviews

Tiny house, The coziest Kalamazoo getaway

Charming 1880s Chicken Coop Turned Tiny House Getaway in Historic Kalamazoo Enjoy a cozy stay that is close to Kalamazoo's restaurants and attractions. On 22 acres with trails near Al Sabo Land Preserve. Beautiful and picturesque view of property from the living room space. The apartment is fully furnished with linens and dishes. Just bring yourself and your suitcase. There is a queen mattress ready for your peaceful slumber on the loft and also a sleeper sofa on the main floor.

Mar 19 – 26

G$26,014 GYD per night

Guest favorite

Guesthouse in Chesterton

4.91 out of 5 average rating, 314 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall

Mar 26 – Apr 2

G$21,065 GYD per night

Guest favorite

Cottage in Coloma

4.79 out of 5 average rating, 143 reviews

Sand Castles Cottages #7 Tiny House 1 Mile Lake MI

Welcome to Sand Castles Cottages, Cottage 7. (See all nine at www.airbnb.com/p/scc) We are 1 mile to 2 public beaches and located between St. Joseph & South Haven, MI. Our property is unique in that we have 9 vacation rental cottages on one acre. Built between the 1930s-50s, it is one of the last properties of this type along Lake Michigan in this area. We have tried to keep the old charm while adding modern amenities. You can rent 1-9, depending on your group size.

May 9 – 16

G$24,291 GYD per night

Guest favorite

Farm stay in Buchanan

4.92 out of 5 average rating, 356 reviews

Regenerative Farm - Wine, Beach, Cannabis

Regenerative Permaculture Farm at the heart of the Wine Trail and 15 minutes to Lake Michigan beaches! Take a tour to meet our dog, sheep, horses, rabbits, and chickens. Hit the beach, go wine tasting, browse the dispensaries. In the evening dine out or cook a meal in the well stocked kitchen. Ask us about seasonal produce offerings. We live in the second unit on the lower level, and are available to offer any assistance to provide you the best possible stay.

Jan 10 – 17

G$35,995 GYD per night

Guest favorite

Cabin in Benton Harbor

4.99 out of 5 average rating, 239 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.

Oct 17 – 24

G$57,504 GYD per night

Guest favorite

Guesthouse in Stevensville

4.99 out of 5 average rating, 181 reviews

The Shire

Nestled on five secluded, tree-lined acres, with a pond, waterfall, fire pit, tree swing, basketball court and walking trails, The Shire feels a million miles away from it all - but isn't! We are only minutes away from wineries, breweries, amazing beaches, restaurants and shopping. (Notre Dame is an easy 30 minute drive). Southwest Michigan is a beautiful place to live! We'd LOVE to share it with you.

Dec 23 – 30

G$45,660 GYD per night

Guest favorite

Guesthouse in Stevensville

4.98 out of 5 average rating, 276 reviews

Red Barn Lodge

The Red Barn Lodge is a few minutes from orchards, beaches and vineyards. The converted barn combines the convenience of modern kitchen and bathroom within a spacious loft. Air-conditioned and private huge fenced backyard with shady and sunny areas and fire pit. There is a woodburning fireplace inside for cozy fall and winter evenings and a charcoal grill in the yard.

Jan 29 – Feb 5

G$30,675 GYD per night