Holiday rentals in Diamond Island

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Top-rated holiday rentals in Diamond Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A welcoming lake home is presented with a wooden deck lined with planters filled with colorful flowers. A mix of outdoor seating is arranged on the deck, and large windows allow natural light to illuminate the interior. A lush green lawn surrounds the property.
Home in Cassopolis
5 out of 5 average rating, 18 reviews

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!

Guest favourite
An A-frame chalet is nestled among lush trees, overlooking a sandy beach with red chairs arranged in a semi-circle. The serene lake reflects the charming structure, highlighting its inviting glow from the large windows. A tiered landscape of grass leads to the water's edge.
Chalet in Marcellus
4.91 out of 5 average rating, 43 reviews

Tranquil A-Frame Chalet on private glacial lake.

There are cabins on lakes and there is this, a tranquil A-frame chalet nestled in towering trees, perched perfectly on a grassy overlook for breathtaking views of a private, glacial, spring-fed lake. Enjoy beautiful summer days, fall leaves in full blaze, a gazillion stars, s’mores & campfire stories, boating, snow skiing, fishing, beaver & bald eagle watching, swimming, hiking, reading on docks & decks, catching sunrises, sunshine and sunsets and let clouds & time pass by with family & friends.

Top guest favourite
The charming exterior of the house features a light-colored facade with dark shutters. A welcoming front porch is accessed via a set of steps, adorned with decorative elements. Lush green grass surrounds the home, complemented by leafy trees and a clear blue sky.
Home in Cassopolis
5 out of 5 average rating, 12 reviews

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!

Top guest favourite
The two-story cottage is situated by Diamond Lake, featuring a spacious porch and large windows. A dock extends into the water, with several chairs positioned under the trees. The exterior is complemented by lush greenery, enhancing the lakeside setting.
Home in Cassopolis
4.98 out of 5 average rating, 104 reviews

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.

Top guest favourite
The house features a distinctive curved design with large glass windows that reflect warm light, surrounded by lush gardens and greenery. The outdoor space showcases blooming flowers and well-maintained landscaping, creating a serene setting amid nature.
Home in Galesburg
5 out of 5 average rating, 175 reviews

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.

Guest favourite
A wooden deck surrounds a spacious yurt, raised on stilts, with steps leading up. Two chairs and a small table are positioned on the deck, surrounded by lush greenery and trees, creating a serene and secluded outdoor space.
Tent in Cassopolis
4.89 out of 5 average rating, 53 reviews

Camp Easy Lake View, Quiet, Private

Camp Easy is nestled on the ridge of Little Fish Lake. If you love camping and nature , but don’t like having to do your own setting up camp and hauling all your camping gear, this is a great place for you. Enjoy watching the sunrise in the mornings and the stars come out at night. Camp Easy has a private beach and private dock for fishing. Enjoy paddling our lake using our canoe provided for your enjoyment. Roast hot dogs and marshmallows over the fire pit complete with picnic table.

Guest favourite
The exterior of the Eppstein House is showcased amidst autumn foliage, featuring a low-slung, geometric design. Expansive glass doors reveal warm interior lighting, contrasting beautifully with the natural stone path and surrounding trees.
Home in Galesburg
4.96 out of 5 average rating, 480 reviews

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.

Guest favourite
A serene outdoor space is shown alongside the Dowagiac River, featuring wooden decking with chairs and a railing. Lush greenery surrounds the area, with a stone pathway leading to the water's edge, and gentle lighting enhances the inviting atmosphere.
Guest house in Niles
5 out of 5 average rating, 17 reviews

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!

Top guest favourite
A modern guest house features a striking black exterior contrasted by natural wood detailing. Large windows allow ample light to filter in, while surrounding greenery and trees provide a tranquil environment. A covered porch extends from the side, adding to the outdoor living space.
Tiny home in Middlebury
5 out of 5 average rating, 45 reviews

Modern Amish Country Tiny Home w/ Outdoor Shower

Amen Corner is a sleek, brand-new modern tiny home tucked away on 2.5 private acres of a scenic former golf course. Located in the heart of Amish Country, it’s the ultimate nature-immersed escape for two. Watch neighboring horses from the back patio, explore private walking trails, or stream your favorite series by the indoor fireplace. Whether you want to disconnect in nature or enjoy high-end comforts, this guest favorite offers the perfect peaceful sanctuary.

Top guest favourite
Home in Cassopolis
5 out of 5 average rating, 15 reviews

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

Guest favourite
A spacious grassy area overlooks Buck Lake, framed by lush greenery and trees along the shoreline. The sky is filled with fluffy clouds, reflecting a serene atmosphere. A dock extends into the water at the far end, inviting relaxation and outdoor activities.
Home in Vandalia
4.92 out of 5 average rating, 119 reviews

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!

Top guest favourite
An aerial view showcases a fenced-in pool area surrounded by lush green lawns and mature trees. A small patio with outdoor seating is visible beside the pool. The gravel driveway leads to the property, with an adjacent structure and a pergola enhancing the outdoor space.
Guest house in Cassopolis
4.97 out of 5 average rating, 197 reviews

Studio apartment 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.

Popular amenities for Diamond Island holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Cass County
  5. Penn Township
  6. Diamond Island