
Family-friendly holiday 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.

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.

Silver Beach 2bd -1 block to downtown State Street
The historic McNeil House is located on State Street just one block from Downtown restaurants, shops, and the Bluff. You won't find a better or more convenient location when visiting this beautiful city! We're offering smaller groups an opportunity to stay in our historic home by renting the main floor that sleeps up to five guests. The upstairs will not be rented during your stay, so you'll have the house to yourself but won't have access to the upstairs. Only available during the off season.

-Shingle Diggins Cottage-
Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

Sunbay Suite At The Stewart
Central location in the middle of the Arts District with a beautiful view of it all from any window, but especially the front bay window! There is street parking right next to the door or parking lot adjacent to the building. Walk to The Livery Brewery, Harbor Shores Golf Course, Mason Jar Cafe, Hounds Tooth Restaurant, Sweenies Weenies, Forte Coffee, Piggin 'n' Grinnin BBQ and more! Wifi throughout, laundry facilities on same floor (2nd). Just minutes from St. Joe shopping, beaches, and more

Cozy Cabin in the Woods
Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

Farm Cottage
Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area 14’x15' approx., washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture and stable rehabbed.

Romantic Gastro Loft Retreat for Two
Located above the area’s hottest new restaurant, this newly renovated 1BR/1BA urban loft features classic finishes - exposed brick, high ceilings, maple floors, and quartz countertops. Cozy, comfortable quarters directly above the Houndstooth restaurant provide a fantastic opportunity to get a “taste” of the Benton Harbor Arts District. Muffled sounds of music and activity from the restaurant below are often present in the loft during evening hours. Some guests may find this objectionable.

The Candy Loft in Arts District - 1BR/1.5BA Luxury
Welcome to The Candy Loft in Benton Harbor's Arts District! This 1BR/1.5BA condo boasts exposed brick, a king bed, and an oversized river rock shower in a spa-like bathroom illuminated by a skylight. The chef’s kitchen features a luxe Kitchenaid gas range, and an air mattress adds extra sleeping space. Housed in a historic candy factory, with an office in a former elevator shaft, it’s walking distance to restaurants, a brewery, and a coffee shop. Note: on the 2nd floor, stairs required.

"Tiny House" Guest House - No Cleaning Fee
"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

Tiny Retro Studio for One Person
TINY studio for ONE. Non-smoking inside & out. Our typical guest is a busy academic, intern, medical worker or businessperson. This TINY studio is located in an old 4-unit apartment house, so there is some in-house sound transfer. Our neighborhood is usually quiet, but not always. See the LOCATION section under the map to read a description of our neighborhood. *Winter Note: We shovel the walkways at the Airbnb, but not usually until later in the day. So mornings might be snowy.

Charming 2BR St Joseph Retreat Peaceful Setting
Beautiful two bedroom apartment with private access sitting in a scenic country setting nestled in vineyards and overlooking the valley. The kitchen includes a dw, range & fridge. Bedroom 1 has a queen bed while bedroom 2 has two single beds providing sleeping space for 4. The bath includes a tub/shower. The living space provides furniture for sitting or watching TV. There is also a washer and dryer. Should also note that this is a lower level suite with stairs to access.

Lovely 2 bedroom apartment minutes from the lake
You’ll walk through your own private entrance to this spacious first floor apartment & see tall ceilings, exposed duct work, an open living room & kitchen for fun family gatherings. You can relax on the couch & watch Netflix, enjoy a warm beverage together around the table or lounge in your own Queen-sized bed. There are many options for casual & fine dining, shopping, walking trails, enjoying stunning sunsets at Lake Michigan & wine tours just minutes away.
Popular amenities for Benton Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Couples alert! PVT beach access, hot tub, firepit!

Secluded, Hot Tub, Lux, Couples, Nature, Creekside

Cottage near Hagar Beach Pet friendly with Hot tub

Hot tub! Red Tin Cottage of Harbor Country!

J’s Beach House: Hot Tub & short walk to beach!

Designer Cottage Relax Pool Beach & Spa—Windjammer

Family Getaway with Year Round Hot Tub!
Family- and pet-friendly home rentals

Idyllic A-frame in Michigan’s Harbor Wine Country

Rainbows End 🌈 Plensa

Harper House. Cozy Charmer in Southwest Michigan

Red Barn Lodge

Cabin in the Woods - Trails & Pet Friendly!

The Serenity Suite

Off-The-Grid Homestead Camping Cabin

"The Pines" in Union Pier: Year-round getaway
Family-friendly home rentals with a pool

Private Cottage in Gated Nudist Community

Marina Sunset: Snowy Saint Joseph Awaits You

Downtown Loft: Indoor Pool, Hot Tub, Gym, Theater

New Hot tub Heated Pool Union Pier

Cozy cottage for two with hot tub!

Cozy condo with fireplace perfect for fall fun.

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

Private Pool 5 Minutes From Lake Michigan
When is the best time to visit Benton Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £140 | £130 | £142 | £140 | £159 | £228 | £272 | £236 | £169 | £169 | £161 | £154 |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Benton Harbor

Total holiday rentals
Explore 110 holiday rentals in Benton Harbor

Nightly prices starting at
Benton Harbor holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 4,390 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Benton Harbor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Benton Harbor rentals

4.8 Average rating
Benton Harbor stays are highly rated by guests – averaging 4.8 out of 5!
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- Warren Dunes State Park
- University of Notre Dame
- Bittersweet Ski Resort
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Saugatuck Dunes State Park
- Indiana Dunes State Park
- Saugatuck Dune Rides
- Grand Mere State Park
- Woodlands Course at Whittaker
- Jean Klock Park
- Fenn Valley Vineyards
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- Potawatomi Zoo
- Silver Beach Park
- Four Winds Casino
- New Buffalo Public Beach
- Benton Harbor St Joseph Ymca
- Van Buren State Park
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