
Family-friendly vacation rentals in Cassopolis
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Top-rated family-friendly rentals in Cassopolis
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Retro darling in downtown Niles
Super spacious 1 bedroom apartment above a quiet business just east of downtown Niles on Main Street. Great for traveling to Notre Dame, Andrews University, St. Mary's, and beaches in Bridgman and St. Joe. 1/2 mile to the river walk in Niles. This apartment is located above a quiet business that operates Monday through Friday. You have full access to the entire apartment with a kitchen, living room, bedroom and bath. The only shared space is one common door that splits access to the business from the upstairs apartment.

Pool, Game Room, Hot Tub, lots of family fun!
From the heated in-ground pool, to the large hot tub, to the huge heated/a/c game room, you will love your stay at our Milford location. Created with comfort and fun in mind there is no end of things to do and places to unwind and enjoy the relaxation of a home away from home. With sizzling hot Wi-Fi, this place is perfect for a girl's weekend, a couples retreat, an extended stay with your family, or a work trip. All the details are well thought out to create a perfect getaway for every group.

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.

Lakefront! Girls getaway/Romantic Retreat/Booktok
Welcome to your peaceful escape! Delight in the charm of our cottagecore retreat, offering breathtaking lake views. Relax on the spacious screened porch, enjoying the outdoors without pesky bugs. The cozy bedroom, dining area, and living room all feature stunning lake vistas. Pamper yourself in the bathroom with a luxurious soaking tub and steam shower. The kitchen, fitted with new appliances, makes cooking a breeze. From the living room, step onto the deck and soak in the serene environment.

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.

Luxury Country Retreat for Romantic Escape, Creek
*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Cozy Lakefront Tiny Home w/ Hot Tub
Included in your stay are: 2 kayaks 2 paddle boards Hot tub - available year round Paddle boat Fishing poles Gas grill w/ propane Fire pit Private dock Pickle ball paddles/balls for Martin Kenney Memorial Park *See amenities section for complete list. This cottage rests on the shores of Diamond Lake in Wawaka, IN. The lake is a quiet 10 mph lake perfect for fishing, kayaking, swimming or just enjoying time away. Come enjoy this relaxing retreat with great views and a cozy atmosphere.

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.

Water's Edge Escape
Charming 1940’s lakeside cottage is cozy, updated & bright! Fish, swim, kayak or paddle board in spring fed waters. Our humble home has just enough room for you to steal away with those you love. Relax with two bedrooms and a sleeper sofa. Enjoy your morning coffee on the deck overlooking the lake, you may even catch a glimpse of a swan family or Blue Heron. Enjoy seasonal fruit farms, local wineries/breweries or explore nearby St. Joseph or South Haven!

Horses..a private lake..what more can you want?
Welcome to Cedar Lodge! We invite you to join us on our 150 acrea horse farm in SW Michigan. We share the grounds with Cedar Lodge Summer camp and Cedar Lodge Stables whose property includes a 12 acrea entirely private lake and miles of trails. Our guest apartment sits safely back off the road and allows you as much privacy as you may wish, or the ability to join in with our staff as they go about their daily routine running a farm of 55 horses.

Cozy cottage for two with 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.

Cozy Riverfront Home
Newly refurbished 3 bedroom 1900s home with modern amenities. Located on the St Joseph River, 100 feet from the famous river trail and within walking distance of the shops and restaurants in downtown Elkhart. This property sleeps 6 adults +2 kids. Please note that parking at this listing is limited to STREET PARKING ONLY.
Popular amenities for Cassopolis family-friendly rentals
Family-friendly home rentals with a hot tub

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

Panoramic Views/Beach/Hot Tub/Sauna/Cold Plunge

Summer Fun w/ Heated Pool | Hot Tub | 18 Acres!

Cottage near Hagar Beach Pet friendly with Hot tub

Hot tub! Red Tin Cottage of Harbor Country!

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

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

FARM 10 acres, pond, Hot tub, king bed 30 min ND
Family- and pet-friendly home rentals

Idyllic A-frame in Michigan’s Harbor Wine Country

The Blue Barn - A cozy country getaway!

Northwind Llama retreat “Chicken coop”

Farm Cottage

The treehouse at Warren Dunes

Rainbows End 🌈 Bourgeois

D & J Lakefront Rental

Peach Beach Cottage at Simonton Lake! 2 Bed/1 Bath
Family-friendly home rentals with a pool

Dunescape Beach Retreat, Downtown New Buffalo

After Dune Delight in Sun Coast Park

Experience Nature-Charming Cottage

Private Pool-150 Acres of Nature, Red House

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

Designer Cottage Relax Pool Beach & Spa—Windjammer

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts
Destinations to explore
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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
- Grand Mere State Park
- Fenn Valley Vineyards
- Woodlands Course at Whittaker
- Blue Gate Restaurant & Bakery
- Gilmore Car Museum
- Jean Klock Park
- Four Winds Casino
- Van Buren State Park
- Potawatomi Zoo
- Benton Harbor St Joseph Ymca
- New Buffalo Public Beach
- Silver Beach Park
- 12 Corners Vineyards
- Four Winds Casino
- Shady Creek Winery
- Weko Beach
- Studebaker National Museum
- Tiscornia Park




