
Family-friendly holiday rentals in Berrien County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Berrien County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

-The District 5 Schoolhouse-
The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.
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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.
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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.
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4 Bedroom home w/pool in St. Joseph
This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.
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Escape to The Sunshine Cottage of Harbor Country!
Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.
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The treehouse at Warren Dunes
Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.
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"Tiny House" Guest House - Great for Couples
"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 an umbrella. Convenient charger for electric cars. Never a cleaning fee.
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Modern Minimalist Tiny House | Firepit | Nature
Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.
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Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 3 bikes! So close to boutiques, coffee shops and cute restaurants!
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Family Getaway with Year Round Hot Tub!
Welcome to Harbert in Harbor Country! The House on the Prairie is tucked away in a quiet location in Harbert, yet minutes from the beaches, dunes, breweries, wineries and all the Harbor Country attractions. The house features tons of amenities and is packed full of games, toys, books and activities for all ages. Enjoy the back yard amenities with a hot tub, firepit, hammock & deck! Even includes a tree house, sandpit and trampoline for the kids! Hot Tub open all year round!
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Rainbows End 🌈 Plensa
Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!
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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.
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Popular amenities for Berrien County family-friendly rentals
Family-friendly home rentals with a hot tub

New buffalo Farmstead main home pool hot tub
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Quiet Grand Mere Coach House on Lake Michigan
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Cozy Cabin by Lake MI & Dunes with private Hot Tub
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Lake Michigan Views | Mins. to St. Joe | Hot tub
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Atomic Acres-POOL, Summer 2026 Awaits!
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Designer Cottage Relax Pool Beach & Spa—Windjammer
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Pool, Hot tub, Kayaks, Waterfront, SW Michigan
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Beautiful garden oasis w/HOT TUB & screened porch!
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Family- and pet-friendly home rentals

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago
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Red Barn Lodge
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Farm Cottage
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Idyllic A-frame in Michigan’s Harbor Wine Country
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Glamping Getaway
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Barn Loft at Flying Diamond Ranch - Near Beaches!
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Riverview Cabin
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Floyd's Cottage in Lakeside, Michi
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Family-friendly home rentals with a pool

Cabin with POOL in family resort!
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Play @ The Hideaway - hot tub, sauna, gymnasium
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Bibi's Retreat- Grand 7 Bedroom Private Escape
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License To Chill in Sun Coast Park
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Secluded Pool Playhouse: Hot Tub, Game Room, Fire
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Modern Farmhouse - Walk to Downtown, beach & pool!
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Perfect Family Getaway!
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Heated Pool | Quiet Area | Huge Fenced Yard
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Destinations to explore
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- Guesthouse rentals Berrien County
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- Rentals with beach access Berrien County
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- Tiny house rentals Berrien County
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- Pet-friendly rentals Berrien County
- Bed and breakfasts Berrien County
- Rentals with a hot tub Berrien County
- Family-friendly rentals Michigan
- Family-friendly rentals United States
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Warren Dunes State Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- Chicago River Walk
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Byline Bank Aragon Ballroom
- University of Illinois At Chicago
- Oak Street Beach





