
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 Empty Nest
The Empty Nest is awaiting guests who need some R&R, are in town for an event, or just need a change of scenery. We are 35 minutes from Notre Dame, 45 minutes to Warren Dunes, 15 minutes from IN State Line, and 20 minutes from Swiss Valley Ski Resort. The house is in close proximity to many all sport lakes, fishing lakes, snowmobile trails, public beach, and small town shops & restaurants. There are a few county parks near and a Casino within 15 minutes driving distance for extra entertainment!

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.

Luxury Lake Front Oasis Notre Dame Near By
Stunning Barron Lakefront home. 12 mi to Notre Dame. Covered deck with panoramic lake view, full outdoor kitchen, dining area and gas fire pit. Hot tub, sandy beachfront, perfect swimming area. A private pier for fishing and to dock your boat and two kayaks are available for your enjoyment (Bring your life jackets). Inside you will find the gourmet chefs kitchen, large family room with pool table, kitchenette, sectional that pulls out into a bed, 85-inch smart TV, and extra sleeping space.

Amen Corner - A Modern Retreat in Amish Country
Welcome to this brand new private guest house in Middlebury, Indiana tucked quietly away in the heart of Amish country. Amen Corner offers the best of both worlds…modern amenities surrounded by nature’s beauty and amazing sunsets. - Enjoy a beverage on the back patio while watching birds or the neighboring horses - Cuddle up for your favorite series inside with bedroom & living room fireplaces - Peace and quiet can be found also if you’re looking to just relax and walk some of our trails

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Escape to The Trillium Lane Cabin - Your Home Away from Home! Experience the perfect place for you and your loved ones to escape the hustle and bustle of everyday life in this 3 bed/2 bath authentic log cabin in the heart of woods! Unwind in tranquility as you soak in the peaceful setting, whether it be on the front porch, secluded hot tub, or by the fire (wood provided). Secluded feel, but conveniently located near Goshen, Middlebury, Shipshewana (20 min), and Nappanee (30 min).

The Tiny House on the River
Perfect Couples getaway guest house on the Dowagiac River! Located just a short drive away from popularly visited destinations; Saint Joseph, New Buffalo, South Bend and the renowned University of Notre Dame. Oversize queen pull out couch, table and chairs, loft seating, kitchenette: with refrigerator, microwave, toaster, and coffee bar! Full private bath, linens, toiletries, Wi-Fi, cable TV, Sonos. Outside grill, gas fireplace, deck and patio seating and hammock!

Diamond Lake Hideaway
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

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.

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.

Creekside Cottage: Private Hot Tub Retreat
Secluded modern rustic cabin in Southwest Michigan, perfect for a couples' retreat. Features private hot tub, fire pit, screened gazebo, king bed, and full kitchenette. Enjoy nature, nearby Lake Michigan beaches, Amish Country, and wineries. Comfortably fits 2 guests. Unique 'hygge' escape. International Dark Sky Park minutes away! Lake Michigan, Amish Country Shipshewana, and Wine Country are also within 45 minutes of us.
Popular amenities for Diamond Island holiday rentals
Other great holiday rentals in Diamond Island

The only 420 Friendly Place to stay

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Beautiful Lakehouse View

Luxe Loft King Studio | Gym | Downtown | Central

Serene Dome/Private Hot Tub/Pet Friendly

Diamond View Bay Getaway | Dock | Beach Toys

Modern SW Michigan Lakefront Home w/Fireplace ⛷

Camp Easy Lake View, Quiet, Private
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- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Bittersweet Ski Resort
- Silver Beach Carousel
- Beachwalk Vacation Rentals
- Potato Creek State Park
- Fenn Valley Vineyards
- New Buffalo Public Beach
- 12 Corners Vineyards
- Van Buren State Park
- South Beach
- Gilmore Car Museum
- Grand Mere State Park
- Shady Creek Winery
- Woodlands Course at Whittaker
- Weko Beach
- Jean Klock Park
- Four Winds Casino
- Silver Beach Park
- Four Winds Casino
- Blue Gate Restaurant & Bakery
- Dablon Winery and Vineyards
- Studebaker National Museum





