
Holiday rentals in Diamond Island
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Top-rated holiday rentals in Diamond Island
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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.

UncleLarrysLakePlace HotTubKayaksPingPong
A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

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.

Couples country stay, Creek, Private Hot Tub
Imagine soaking in a private hot tub under a star filled sky, while a gentle creek flows just steps away. Surrounded by trees and pure country quiet. This secluded couples' retreat in Southwest Michigan is your escape from everything. Enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Leave the noise behind and reconnect in a quiet setting. Lake Michigan, Amish Country Shipshewana, and Wine Country are all within 45 minutes of us.

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 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Frank Lloyd Wright’s Eppstein House
Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

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!

Cottage 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.

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.

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.

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.

Little House On The River
Escape to the Little House On The River in Elkhart, IN! This cozy 1-bedroom, 1-bath retreat sleeps 4 and offers stunning river views, a private deck, and all the comforts of home. Just 30 minutes from Notre Dame and a short drive to Shipshewana, it’s the perfect spot for game days, Amish country exploring, or simply relaxing by the water. Peaceful, private, and unforgettable—your riverside getaway awaits!
Popular amenities for Diamond Island holiday rentals
Other great holiday rentals in Diamond Island

BBQ, WIFI, full kitchen, SmartTV, Firepit, Queen

Lake Livin’ - Pontoon, bonfire/pingpong/grill

Luxury Barndo | Hot Tub, Sports Barn & Lake

Verdant Hollow Farm Stay-Tigerman Black Barn

Whistle’ stop cabin on pond

Treehouse Acres

Peaceful Cable Lake Getaway w/ Dock & Views

Wooded Retreat: Upgraded 3B Home
Destinations to explore
- Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Detroit Holiday rentals
- Southern Indiana Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- London Holiday rentals
- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Bittersweet Ski Resort
- Silver Beach Carousel
- Potato Creek State Park
- Fenn Valley Vineyards
- 12 Corners Vineyards
- Van Buren State Park
- Beachwalk Vacation Rentals
- Gilmore Car Museum
- Grand Mere State Park
- Shady Creek Winery
- Woodlands Course at Whittaker
- Jean Klock Park
- Four Winds Casino
- New Buffalo Public Beach
- Weko Beach
- Silver Beach Park
- Four Winds Casino
- Blue Gate Restaurant & Bakery
- South Beach
- Dablon Winery and Vineyards
- Studebaker National Museum





