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Family-friendly holiday rentals in Cassopolis

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Cassopolis

  • Total holiday rentals

    Explore 20 holiday rentals in Cassopolis

  • Nightly prices starting at

    Cassopolis holiday rentals start at £111 per night before taxes and fees

  • Verified guest reviews

    Over 580 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Cassopolis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cassopolis rentals

  • 4.9 Average rating

    Cassopolis stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Cassopolis

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

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Top guest favourite
A welcoming entrance to the log home is framed by manicured grass and landscaped flower beds. The wooden porch offers a spacious area for relaxation, while the surrounding trees provide a natural, serene backdrop. Colorful flowers dot the garden, enhancing the outdoor appeal.
Guest suite in Cassopolis

The Hideaway on Mitchellii Lane

A completely furnished apartment in the basement of our log home (we live on main floor) on 5 acres of woods above beautiful Shavehead Lake. Entrance into the apartment through a screened in porch and double French doors provides privacy and space to relax and enjoy the beautiful outdoor landscape. A large egress window allows natural sunlight into the bedroom on the opposite side of the wall from the kitchen/dining room/living room. High speed internet & YouTubeTV provide entertainment options.

4.99 out of 5 average rating, 415 reviews
Top guest favourite
The two-story cottage is situated by Diamond Lake, featuring a spacious porch and large windows. A dock extends into the water, with several chairs positioned under the trees. The exterior is complemented by lush greenery, enhancing the lakeside setting.
Home in Cassopolis

Diamond Lake Lakehouse - Cassopolis, Michigan

Located on Diamond Lake in Cassopolis Michigan an all season spacious cottage suitable for everyone. Whether your wanting a quite weekend retreat or a family get together this cottage meets your needs. Large two story open concept with a loft, 2 private bedrooms, three full bathrooms, large 2nd floor with 2 king beds, 2 pull out couches gives you plenty of sleeping room. Large porch and second story balcony over look the lake. Full access to beautiful diamond lake, plenty of onsite parking.

4.97 out of 5 average rating, 107 reviews
Guest favourite
The exterior of a two-story home is viewed at dusk, surrounded by landscaped greenery and large trees. Smooth concrete leads to a spacious driveway with a garage. Soft light glows from the windows, enhancing the welcoming appearance of the property against a vibrant, colorful sky.
Home in Elkhart

Lakeshore Cottage🎣 🚣‍♂️Waterfront/Great Wi-fi

Book your next getaway at this charming lakefront home on Heaton Lake! Enjoy a 96" TV, swimming, fishing, 4 person paddle boat & kayaks. Large backyard is perfect for games, Corn hole boards are provided. Just 7 minutes from dining and shopping in Elkhart, easy toll road access & only 30 minutes to Notre Dame Stadium. 1 Gbps Fiber internet. Located in a quiet neighborhood with no parties, events, or fireworks allowed. No-noise policy after 9 PM. 6 driveway parking spaces; no street parking.

4.89 out of 5 average rating, 143 reviews
Top guest favourite
Cabin in Vandalia

Spacious Log Cabin on Beautiful Shavehead Lake

Enjoy the rustic beauty of southern Michigan in a recently completely renovated log cabin on beautiful Shavehead Lake. A two-level log cabin built into a natural hillside, this secluded property is tucked away on the south creek of the lake, and includes a dock with direct water access, canoe, 2 kayaks & life jackets included. Handicapped accessible. Easy access from the IN Toll road, 35 minutes to ND, 4 Winds Casino or Shipshewana. 1Hour to Lighthouse Outlets & IN dunes.

4.97 out of 5 average rating, 154 reviews
Top guest favourite
A well-maintained lakefront property features a spacious lawn and access to sandy beach. A kayak is tied to the dock, and outdoor furniture, including tables and umbrellas, is arranged on the patio. Tall trees provide shade near the house, enhancing the relaxing atmosphere.
Cottage in Niles

Lake House 11 miles from Notre Dame

This ranch style with walkout is located on beautiful Barron Lake just 11 miles from Notre Dame. Our home has been recently renovated, perfect for entertaining. There are two fully furnished levels including 3 bedrooms, 2 baths, 2 Family Rooms, and 3 indoor eating spaces. Enjoy the sandy beach and lake for fishing and water sports. Patio has tables, chairs & loungers. By reserving and staying at this property you assume all risk for yourself and your guests.

4.98 out of 5 average rating, 131 reviews
Guest favourite
A spacious grassy area overlooks Buck Lake, framed by lush greenery and trees along the shoreline. The sky is filled with fluffy clouds, reflecting a serene atmosphere. A dock extends into the water at the far end, inviting relaxation and outdoor activities.
Home in Vandalia

Quiet cottage on Buck Lake, 1 bedroom

Take it easy at this unique and tranquil getaway at Hummingbird Hill Cottage!You’ll be on peaceful and beautiful, no-wake Buck lake where you can enjoy kayaking, paddleboarding, fishing, and more! Take a hike, ride bikes, or play disc golf in the beautiful Dr. Lawless International Dark Sky Park which is directly across the street! Whether you’re looking to have a couples getaway, a guys’ fishing trip or time with girlfriends, Hummingbird Hill is for you!

4.91 out of 5 average rating, 125 reviews
Top guest favourite
An aerial view showcases a fenced-in pool area surrounded by lush green lawns and mature trees. A small patio with outdoor seating is visible beside the pool. The gravel driveway leads to the property, with an adjacent structure and a pergola enhancing the outdoor space.
Guest house in Cassopolis

Studio apartment for two with pool & hot tub!

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with sheep roaming the pasture. We also have a couple cats that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

4.98 out of 5 average rating, 204 reviews
Top guest favourite
A spacious log cabin is set amidst lush greenery, complemented by a stone pathway leading to the entrance. The porch features wooden railings and is adorned with American flags. Natural light filters through the surrounding trees, enhancing the serene outdoor environment.
Cabin in Edwardsburg

The Nest - Luxurious Cabin Retreat

The Nest can accommodate a maximum of 19 guests. The Nest is a spacious sanctuary sitting on 9 acres of beautifully wooded property. This is the perfect place for your next retreat, family get together, or Notre Dame weekend. Enjoy the serenity of nature with the convenience of location. Located around 20 minutes from Notre Dame, 15 minutes from the best restaurants in the area, and 30-45 minutes from Michigan Wine Country and lakeshore.

5.0 out of 5 average rating, 155 reviews
Guest favourite
A bright living area showcases a combination of comfortable seating, including two armchairs and a sofa, arranged around a round coffee table. A dining table is positioned nearby, featuring a neutral tablecloth and a potted plant centerpiece. Light filters through sheer window curtains.
Bungalow in Elkhart

The Boho Bungalow

The Boho Bungalow is an updated 1920's bungalow with plenty of traditional charm. Wood floors, built ins and vintage kitchen make it cozy and welcoming. It's perfect for traveling professionals or families needing short term housing while visiting the Elkhart/South Bend area. The home is just blocks from Elkhart General Hospital and is very convenient to downtown Elkhart, Granger and South Bend. It's less than 15 miles from Notre Dame.

4.95 out of 5 average rating, 304 reviews
Guest favourite
Home in Jones

2 story house 3 Bedrooms Cozy house Jones, Mi

Our 3 bedroom 2 story House located on M-60 hwy in Jones Michigan next door to Satori Salon & Spa. We have a large parking area with a horse shoe drive from M60 to main st. We have 2 air bnbs on this property. airbnb.com/h/satoricottage We are only 7 minutes from Swiss Valley Ski Lodge, 30 minutes to Shipshewana Indiana, 34 miles to Notre Dame 40 minutes away from Kalamazoo Air museum. Gable Hill wedding Venue is only 7 minutes away.

4.91 out of 5 average rating, 194 reviews
Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

4.99 out of 5 average rating, 449 reviews
Guest favourite
A spacious deck surrounds a hot tub, with comfortable loungers positioned nearby. In the background, lush greenery frames an open field, and a wooden bridge spans a small area, enhancing the natural setting of the property.
Home in Berrien Springs

18-acre pond retreat | Heated pool & hot tub

Pool mornings, pond paddles and hot-tub nights come together on 18 private acres. Swim in the seasonal host-heated pool, explore the natural pond by kayak, or move indoors for arcade-style games and time around two fireplaces. Sleeps 16 (10 adults max) across five bedrooms with 3.5 bathrooms, Gigabit internet, a playground and two kayaks with life vests. Pool heat is included May 1–October 1.

4.94 out of 5 average rating, 168 reviews

Popular amenities for Cassopolis family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
A serene view of a river, framed by lush greenery, with a spacious backyard featuring a deck and seating areas. The calm water reflects the surrounding trees, adding to the peaceful atmosphere. A well-maintained landscape enhances the outdoor experience.
Home in Bristol

River Retreat W/ HOT TUB/ Game room

4.9 out of 5 average rating, 155 reviews
Superhost
A comfortable outdoor area showcases wooden swings arranged around a central fire pit. Soft lighting illuminates the space, creating a cozy ambiance. In the background, a hot tub is surrounded by lush greenery, enhancing the inviting atmosphere for relaxation and gathering.
Home in South Bend

HOT TUB | Game Room | Indoor Playground| Sleep 14

4.84 out of 5 average rating, 196 reviews
Top guest favourite
Bungalow in Harbert

Family Getaway with Year Round Hot Tub!

4.97 out of 5 average rating, 232 reviews
Superhost
A cozy living area features a plush green sectional sofa arranged around a small wooden table. Natural light floods in through large windows, highlighting the wooden ceiling with black beams. A serene reading nook by the window includes a soft cushion and decorative plants.
Home in Sturgis

Aframe; Lake; shared Hottub; pet friendly; low fee

4.9 out of 5 average rating, 242 reviews
Top guest favourite
The exterior of the lake house features a multi-level design with a spacious patio area, highlighted by a fire pit surrounded by stone borders. A hot tub sits nearby, and comfortable seating is arranged under a covered balcony. Lush greenery provides a serene backdrop.
Cottage in Benton Harbor

Cheerful Sister Lakes 4 BDR Lake Hse w/ Hot tub.

4.98 out of 5 average rating, 107 reviews
Guest favourite
A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.
Cottage in Benton Harbor

Cottage near Hagar Beach Pet friendly with Hot tub

4.9 out of 5 average rating, 255 reviews
Top guest favourite
A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.
Cottage in Harbert

Hot tub open year round in modern/rustic cottage!

4.97 out of 5 average rating, 194 reviews
Guest favourite
Home in New Buffalo

New buffalo Farmstead main home pool hot tub

4.94 out of 5 average rating, 142 reviews

Family- and pet-friendly home rentals

Superhost
A cozy sleeping area features a spacious bed with a soft, textured throw blanket draped over it. An antique world map hangs above the bed, complemented by warm pendant lights. A decorative pillow adds an inviting touch to the arrangement.
Cottage in Dowagiac

Vintage Romance Finds Cozy Charm at Depot Cottage

4.85 out of 5 average rating, 132 reviews
Top guest favourite
A logo representing 'The Blue Barn' vacation home features a stylized illustration of a blue barn set within a circular design. The text 'THE BLUE BARN' is prominently displayed in bold letters, with 'VACATION HOME' positioned below. The design has a rustic, textured finish.
Barn in Stevensville

The Blue Barn - A cozy country getaway!

5.0 out of 5 average rating, 216 reviews
Top guest favourite
A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.
Guest house in Sodus Township

Farm Cottage

4.83 out of 5 average rating, 376 reviews
Guest favourite
A wooden sign displaying 'THE LOFT' is mounted on a post, set against a backdrop of a wooden fence with a natural finish. The area is surrounded by grass and scattered autumn leaves, adding a seasonal touch to the entrance.
Flat in Niles

The Loft

4.86 out of 5 average rating, 141 reviews
Top guest favourite
Loft in Shipshewana

Hidden Country Hide-A-Way

4.96 out of 5 average rating, 391 reviews
Top guest favourite
An outdoor firepit surrounded by four black chairs sits on a grassy area near the water. A private pier is visible in the background, along with boats docked at the shore. A large willow tree offers shade beside the peaceful lake.
Cabin in Colon

Long Lake Cabin | Private Pier + 65’ Shoreline

4.99 out of 5 average rating, 135 reviews
Superhost
The exterior of a log cabin guesthouse is shown, featuring large front windows beneath a peaked roof. A vibrant patch of purple flowers and various rocks are arranged along a gravel path leading to the entrance. Lush greenery surrounds the house, enhancing its natural setting.
Guest house in Berrien Springs

Relax on the shores of Lake Chapin

4.83 out of 5 average rating, 415 reviews
Top guest favourite
Farm stay in Benton Harbor

Barn Loft at Flying Diamond Ranch - Near Beaches!

4.98 out of 5 average rating, 123 reviews

Family-friendly home rentals with a pool

Top guest favourite
The exterior of a two-story home is visible, featuring a welcoming front entrance. A large tree provides shade, with a swing hanging from one of its sturdy branches. Ferns line the landscape, creating a natural border around the property, complemented by a well-maintained lawn.
Home in St. Joseph

4 Bedroom home w/pool in St. Joseph

5.0 out of 5 average rating, 114 reviews
Guest favourite
A sparkling saltwater pool is surrounded by a spacious wooden deck, featuring lounge chairs and a shaded seating area beneath a roof. Lush green trees and vibrant landscaping provide a natural backdrop, while a fire pit is visible nearby, creating a relaxing outdoor retreat.
Home in Niles

Bibi's Retreat- Grand 7 Bedroom Private Escape

4.92 out of 5 average rating, 117 reviews
Guest favourite
A large screened front porch is furnished with several wooden rocking chairs and a wicker seating area. Natural light filters through the screens, showcasing the surrounding greenery. A small table sits centrally, creating an inviting space for relaxation and conversation.
Cabin in Three Oaks

Cabin with POOL in family resort!

4.87 out of 5 average rating, 122 reviews
Guest favourite
A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.
Home in South Haven

Experience Nature-Charming Cottage

4.84 out of 5 average rating, 202 reviews
Guest favourite
Cabin in Benton Harbor

Cozy Cabin

4.91 out of 5 average rating, 394 reviews
Guest favourite
A blue cottage is surrounded by tall trees, featuring large windows that provide ample natural light. A spacious deck extends around the front, with steps leading to the entrance. A chimney is visible on the side, adding to the cottage's charm.
Cottage in Sawyer

The Cranny at Michaels Nook

4.91 out of 5 average rating, 132 reviews
Guest favourite
Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

4.96 out of 5 average rating, 102 reviews
Superhost
A spacious, well-maintained heated pool features clear blue water and is framed by a clean deck. Sturdy pool steps are visible, providing easy access. Lounge chairs are placed around the pool's edge, and surrounding greenery adds a natural touch.
Tiny home in Sawyer

After Dune Delight in Sun Coast Park

4.77 out of 5 average rating, 157 reviews

Destinations to explore