
Holiday rentals in Diamond Island
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Top-rated holiday rentals in Diamond Island
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Cozy Diamond Lake Getaway
Relax with the whole family at this peaceful lake home conveniently located on Diamond Lake! Home features 2 bedroom and 2.5 bath that includes a soaker tub! Additional third bed available in upstairs loft for extra sleeping area. Enjoy a front and back patio for morning coffee. Seven minute walk to private association beach with lake access to Diamond Lake! Home office in case you need to catch up on a little work. Washer and dryer for convenient washing. Come enjoy a lake weekend on the lake!

-The District 5 Schoolhouse-
The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

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.

Diamond Lake Hideaway
🚨30 minutes to Notre Dame🚨 Welcome to your perfect lake escape! This charming 2-bedroom, 1-bath home offers comfort, convenience, and exclusive access to Diamond Lake’s Park Shore beach area. Whether you’re looking to unwind after a day on the water or gather around for family meals, this home is the perfect base for making Diamond Lake memories. Highlights: ✨ Private beach access 🚗 Huge driveway 🍳 Fully stocked kitchen 🧺 In-unit washer & dryer 🛏 2 cozy bedrooms 📍 Steps from the lake

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.

Frank Lloyd Wright's The Meyer House
Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

Lux, Hot Tub, Restore, Calm, Creekside, Escape
*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 Cabin 2.0 Mins from Michigan’s Harbor Country
Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

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.

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.

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!

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.
Popular amenities for Diamond Island holiday rentals
Other great holiday rentals in Diamond Island

Lakeside Retreat

All Sports Lake with Private Theater and Game Room

Riverfront Haven: Hot Tub, 5 Beds, Kayaks & More

Gorgeous 4 BR Home on Peaceful Shavehead Lake

Peaceful Lake-Front Home - Fenced Yard/Pets OK

The Lily Pad

Waterfront Vandalia House w/ Dock on Donnell Lake!

The Red Door Of Twin Lakes.
Destinations to explore
- Chicago Holiday rentals
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- Warren Dunes State Park
- University of Notre Dame
- Bittersweet Ski Resort
- Washington Park Zoo
- Potato Creek State Park
- Silver Beach Carousel
- Grand Mere State Park
- 12 Corners Vineyards
- Fenn Valley Vineyards
- Woodlands Course at Whittaker
- Blue Gate Restaurant & Bakery
- Beachwalk Vacation Rentals
- Benton Harbor St Joseph Ymca
- Silver Beach Park
- Gilmore Car Museum
- Potawatomi Zoo
- Jean Klock Park
- Van Buren State Park
- Four Winds Casino
- New Buffalo Public Beach
- Shady Creek Winery
- Tiscornia Park
- Weko Beach
- Dablon Winery and Vineyards




