
Family-friendly holiday rentals in Cassopolis
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Top-rated family-friendly rentals in Cassopolis
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Relax on the shores of Lake Chapin
Beautiful private self-contained Guesthouse on the shore of Lake Chapin all sports lake. Enjoy our kayaks, paddle boat & canoe. Play in the water or relax on a float just steps from the back door. New furniture & Kitchen Remodeling completed. Enjoy the fire pit or relax and watch the beautiful scenery. Enjoy the walk out deck with a wonderful view of the lake. Morning coffee with the wildlife or evening tea watching the sunset. 2022 Brand New Central A/C Installed. Pets welcome for a small fee.

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.

Dock of Bay Cabin- Private Dock on Lake Webster
"Last Cast" is close to town, creating the perfect space to have access to peace & quiet while being close to town & water. This cabin is on a private property that guests will have all to themselves while they are here. You will have access to an eat in kitchen, living room, private bathroom, and a loft which has two beds. This cabin comes w/channel dock space on the S. side of Lake Webster. There is space for your boat & water toys to bring along w/ you or rent items @ a marina while here.

Romantic, Private, Retreat, Couples, Creekside,
Escape to a private Creekside retreat where peace meets connection. Perfect for couples seeking romance and comfort. This cozy getaway offers quiet moments, the soothing sounds of nature--all in a beautifully secluded setting. Relax in the hot tub under a star filled sky, enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Unwind, reconnect, and experience the simple luxury of country solitude and beauty all around you. Soul care.

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.

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!

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.

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.

Copper Ridge Inn
Copper Ridge Inn is a private guest house on Carlson Farms, a 250-acre working farm. You will love the tranquility of the private lot that the house sits on with views of the farm across the street. The house includes four bedrooms, two baths, a full kitchen, and several living spaces, including a garage bar (not temperature controlled) (the only TV in the house is located in the garage). The private back yard porch is perfect for relaxing.

Outpost Treehouse
The lookout inspired Outpost Treehouse (not actually attached to a tree) sits in a white pine forest in the middle of a 50 acre active farm. The 15 hand crafted windows allow for great views watching out for Michigan wildlife--White tail deer, turkeys, owls, coyote have all been spotted from the elevated wrap around deck. The biggest regret that guests have noted is “we wish we would have stayed longer”!

Rainbows End 🌈 Bourgeois
Escape to a pet-friendly cottage in the Midwest. Nestled amidst scenic trails, with access to the South Branch of Galien River. Relax in the whirlpool tub, explore nature, and create cherished memories. Fully equipped kitchen, washer/dryer, and inviting ambiance. 10 mins from Lake Michigan, 3 miles from Fourwinds Casino. Experience rural bliss in this delightful cottage.
Popular amenities for Cassopolis family-friendly rentals
Family-friendly home rentals with a hot tub

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

Cozy Lakefront Tiny Home w/ Hot Tub

Hot tub! Red Tin Cottage of Harbor Country!

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

Charming 2BR St Joseph Retreat Peaceful Setting

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

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

Romantic A-frame · HeartJacuzzi · Firepit · Kayaks
Family- and pet-friendly home rentals

Idyllic A-frame in Michigan’s Harbor Wine Country

The Blue Barn - A cozy country getaway!

Russ Street Retreat - 10 minutes from Notre Dame

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Red Barn Lodge

New Buffalo retreat - Perfect year-round getaway!

Vintage Romance Finds Cozy Charm at Depot Cottage

"The Pines" in Union Pier: Year-round getaway
Family-friendly home rentals with a pool

Dunescape Beach Retreat, Downtown New Buffalo

After Dune Delight in Sun Coast Park

Experience Nature-Charming Cottage

50 Private Acres w/ Trails & Pool: Cozy Cabin

New Hot tub Heated Pool Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

Pool | Hot Tub | Backyard Oasis | Game Room | Fun

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar
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
- Beachwalk Vacation Rentals
- Fenn Valley Vineyards
- Blue Gate Restaurant & Bakery
- Woodlands Course at Whittaker
- Jean Klock Park
- Gilmore Car Museum
- Potawatomi Zoo
- 12 Corners Vineyards
- Benton Harbor St Joseph Ymca
- New Buffalo Public Beach
- Four Winds Casino
- Van Buren State Park
- Silver Beach Park
- Shady Creek Winery
- Four Winds Casino
- Four Winds Field
- Weko Beach




