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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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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, 15 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!

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, 10 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, 101 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
A spacious living area is featured with a warm-toned sofa and two light gray chairs. Natural light floods in through multiple windows, highlighting the wooden beam ceiling. A small dining table and well-equipped kitchen are visible, creating an inviting atmosphere for relaxation.
Home in Vandalia
4.98 out of 5 average rating, 346 reviews

Couples, Lake Michigan Close, Hot Tub, Private,

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.

Top guest favourite
The exterior of a two-story home is visible, featuring a covered deck with railings and multiple ceiling fans. A hot tub is situated on the lower patio area. A landscaped yard with green grass and a large tree enhances the setting.
Home in Niles
5 out of 5 average rating, 19 reviews

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.

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, 40 reviews

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

Top guest favourite
Home in Goshen
4.98 out of 5 average rating, 114 reviews

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).

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, 15 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
Home in Cassopolis
5 out of 5 average rating, 13 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, 118 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, 194 reviews

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.

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 429 reviews

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.

Popular amenities for Diamond Island holiday rentals

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