Family-friendly holiday rentals in Cassopolis

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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
4.99 out of 5 average rating, 382 reviews

The Hideaway on Mitchellii Lane

A completely furnished apartment in the basement of our log home (our main residence) 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.

Top guest favourite
An interior view of the studio apartment showcases a small kitchenette with a refrigerator, stove, and sink. A door leads outside, and a window with turquoise curtains allows natural light to enter. A cozy bed with a patterned quilt is positioned nearby, creating a functional yet inviting space.
Flat in Near Northwest
4.97 out of 5 average rating, 268 reviews

Tiny Retro Studio for One Person

TINY studio for one non-smoker. Our usual 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 check if our neighborhood is suitable for you. No smoking indoors or out. Memorial Hospital 3 blocks, Notre Dame 2.5 miles, downtown 1/2 mile. 8 minutes to SB Airport and 80/90 Toll Road.

Top guest favourite
The exterior of a two-story home is presented, featuring a light brown facade with dark shutters. A well-manicured lawn surrounds the property, accented by neatly shaped shrubs. A covered porch with seating and decorative plants invites relaxation. Trees provide a natural backdrop.
Guest suite in Goshen
4.97 out of 5 average rating, 351 reviews

Lofty Spaces, entire upper level, 5 mi from town

Stay in our redecorated entire upstairs level with pass-coded private entry to come and go as you please. Queen bed in the primary bedroom, a double in the second bedroom. (2 cots can be set up for any youth). Full bath with tub and shower, TV room with Kuerig, microwave, mini frig, and back wood’s view. Relax on front porch. Short walk to Fairgrounds and Pumpkin Vine trail. Close by places to eat. Notre Dame is 45 mins away. Shipshewana -40 mins. 60 miles to Lake MI. 3 hr drive to Chicago.

Top guest favourite
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana
4.97 out of 5 average rating, 530 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Top guest favourite
A serene riverside view captures vibrant autumn foliage reflected in calm waters. Comfortable seating is arranged on a stone patio, overlooking the river, enhancing the tranquil outdoor experience. Sunlight dances on the water's surface, inviting relaxation and connection with nature.
Flat in Mishawaka
4.96 out of 5 average rating, 526 reviews

Private Entrance Guest Suite on the River

Stay in our studio apartment suite with private exterior door entrance. Hosts live in the rest of the house. From the backyard you can fish, kayak/canoe, paddle board, enjoy a bonfire, grill, and relax by the river. There's a king memory foam bed, sleeper sofa, and 49" TV. Remote work friendly with spacious workspace desk, fast WIFI, and coffee. The closet has a mini food prep area with mini fridge and microwave, and grill out on back patio. It's a quick 15 min drive to Notre Dame.

Top guest favourite
A single kayak is seen gliding across the water of Maple Lake, surrounded by lush greenery and houses in the distance. The sky is partly cloudy, with light blue tones contrasting against the water's surface.
Flat in Paw Paw
4.85 out of 5 average rating, 158 reviews

Downtown on Maple Lake; Walk to Wineries

Welcome to serene Maple Lake in Paw Paw! Located 20 min from Kalamazoo and 30 min to Lake Michigan. Private entrance to lower level studio apartment which features a kitchen, laundry & private bathroom. We live on the property ,but you will have complete privacy. Amenities Include heat, A/C, cable & wi-fi. Full access to shared yard, boathouse . Use of a fire pit. Use our 2 kayaks or fish off the dock. Walk to quaint downtown Paw Paw with restaurants, bars, breweries and wineries.

Top guest favourite
A rustic log cabin stands under a clear blue sky, showcasing traditional wooden structures and a spacious front porch. A sloped roof with overhanging eaves provides shade, while trees surround the property, enhancing its natural setting.
Cabin in Vandalia
4.97 out of 5 average rating, 142 reviews

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.

Top guest favourite
A cozy sleeping area features a plush bed topped with soft white linens and multiple pillows. Light enters from two nearby windows, and a decorative wall art piece adds a touch of charm. A wooden folding luggage rack is positioned beside the bed for convenience.
Home in Vandalia
4.99 out of 5 average rating, 204 reviews

Couples Hideaway, Private, Fire Pit, Cozy, Nature

Tucked away in nature, this private bungalow offers the perfect escape for two. Enjoy peaceful mornings surrounded by trees, quiet evenings under the stars, and pleasant walks on the trails by day. Designed with comfort and simplicity in mind, this charming space invites you to slow down, breathe deep, and reconnect with what matters most. Whether you are here for a romantic getaway or a quiet retreat, the bungalow provides the ideal blend of nature, privacy, and comfort.

Top guest favourite
A cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.
Loft in Shipshewana
4.97 out of 5 average rating, 300 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is  equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space.  Enjoy some of the most picturesque landscape Northern Indiana has to offer.  We are just a 10 min walk from Stone Lake and have kayak rentals available upon request.  We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Top guest favourite
A fenced-in pool area features a clear water pool surrounded by a concrete deck. Lounge chairs and a dining set are positioned nearby, while a red umbrella offers shade. A slide is visible in the pool, with cornfields extending in the background under a cloudy sky.
Guest house in Cassopolis
4.98 out of 5 average rating, 172 reviews

Country cottage with hottub for two!

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.

Top guest favourite
The image displays a creatively designed sign reading 'Silk on the Bend,' set against a textured, warm brown brick wall. The lettering features a combination of bold and cursive styles, enhancing the welcoming identity of the space.
Guest suite in Osceola
4.94 out of 5 average rating, 624 reviews

Silk On the Bend

My place is close to 80/90 Toll -road exit 83-Mishawaka IN. Visit us for events at :Notre Dame/St. Mary's/Bethel college/Holy Cross College. Mileage to ND Campus is 11.4. 15 Minutes to Elkhart Aquatic Center. Approx 20 Min to Four Winds Casino (Via the 20 Bi-pass) This Spring 2021 The Silk was chosen by AIRBNB as the 2d best place to stay in the greater South Bend-Mishawaka area. I close in January and February but re-open in March.

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
4.99 out of 5 average rating, 377 reviews

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.

Popular amenities for Cassopolis family-friendly rentals

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 € 121 per night before taxes and fees

  • Verified guest reviews

    Over 560 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!