
Family-friendly holiday rentals in St. Joseph
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Top-rated family-friendly rentals in St. Joseph
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Private Beach/Lake Michigan/Panoramic View/Hot Tub
Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub and Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 additional Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks and Trails Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

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.

Cheerful Stevensville cottage, GREAT LOCATION!
Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

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.

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.

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.

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.

The Blue Barn - A cozy country getaway!
Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

*Luxury condo on water in St Joseph, 2 queen beds*
Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot. Silver beach/the pier is literally a short walk away!

50 Private Acres w/ Trails & Pool: Cozy Cabin
Unwind in this freshly renovated cabin set on 50 acres of peaceful nature. Explore private walking trails, relax by two serene ponds, or cool off in the seasonal pool (shared with our family). The space includes a kitchen for cooking, Xbox One for movie nights, and a fire pit perfect for stargazing. Dog-friendly and ideal for a quiet escape into the outdoors—with all the comforts of home.
Popular amenities for St. Joseph family-friendly rentals
Family-friendly home rentals with a hot tub

Northstar Retreat & Wood Fired Hot Tub

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

One of a kind Grain Binn | Hot Tub | Private,

Close to Lake MI & SoHa| Hot tub | Bikes included

Cozy Cabin by Lake MI & Dunes with private Hot Tub

cozy new buffalo cabin, hot tub, 14m walk to beach

Family Getaway with Year Round Hot Tub!

The Gathering Place! Studio/Hot Tub/Patio Igloo
Family- and pet-friendly home rentals

SoulShine Inn • Pets Welcome•Fully fenced backyard

South Shore Studio Apartment {National Park}

Steps to Beach & Starbucks! Private Yard, Firepit!

Cottage across from Warren Dunes State Park

Pet Friendly Cabin in the Woods

Fogarty’s Flying Diamond Ranch

Casa Gitana - Boutique Style Stay in Three Oaks

Windy City Suite At The Stewart
Family-friendly home rentals with a pool

Lake House Retreat with a Pool

Winter & Holiday Couples getaway Pvt Hot tub

Heavenly 7 Retreat Luxury Cabin -Kingfisher Cove

Country cottage with hottub for two!

Designer Cottage Relax Pool Beach & Spa—Windjammer

Lagunitas Coach House in Beachwalk, Lake Michigan

The Northern Anchor: Your Perfect Getaway!

Designer Cottage - walking distance to downtown
Quick stats about holiday rentals that are family-friendly in St. Joseph
Total rentals
80 properties
Nightly prices starting at
$107 AUD before taxes and fees
Total number of reviews
1.7K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Saugatuck Dunes State Park
- Bittersweet Ski Resort
- Woodlands Course at Whittaker
- Saugatuck Dune Rides
- The Dunes Club
- Lost Dunes Golf Club
- Point O' Woods Golf & Country Club
- Elcona Country Club
- South Bend Country Club
- Warren Golf Course
- Kennedy Water Park
- Fenn Valley Vineyards
- 12 Corners Vineyards
- Cogdal Vineyards
- Shady Creek Winery
- Dablon Winery and Vineyards