Holiday rentals in Diamond Island

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Top-rated holiday rentals in Diamond Island

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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, 14 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!

Superhost
The exterior of a log cabin guesthouse is shown, featuring large front windows beneath a peaked roof. A vibrant patch of purple flowers and various rocks are arranged along a gravel path leading to the entrance. Lush greenery surrounds the house, enhancing its natural setting.
Guest house in Berrien Springs
4.83 out of 5 average rating, 378 reviews

Relax on the shores of Lake Chapin

Beautiful private self-contained Guesthouse on the shore of Lake Chapin all sports lake. Enjoy our kayaks, paddle boat & canoe. Play in the water or relax on a float just steps from the back door. New furniture & Kitchen Remodeling completed. Enjoy the fire pit or relax and watch the beautiful scenery. Enjoy the walk out deck with a wonderful view of the lake. Morning coffee with the wildlife or evening tea watching the sunset. 2022 Brand New Central A/C Installed. Pets welcome for a small fee.

Top guest favourite
The exterior view shows a charming tiny house with blue siding and a welcoming entrance. Flower beds with various plants frame the path leading to the door, while sunlight illuminates the surroundings and the nearby lake reflects the clear blue sky.
Tiny home in Howe
4.94 out of 5 average rating, 102 reviews

The Cozy Cottage by the Lake

This sweet, unique, tiny house is located on Pigeon Lake, just 15 minutes from Shipshewana and the heart of Amish country, and 55 minutes from Notre Dame! It is beautiful in any season, and offers a quiet retreat for families or friends. Guests have lake access, and the public boat launch nearby. Paddle boat, kayaking, and fishing from the pier at the house are all available from this property. (Fishing gear not provided) After a day in Shipshewana, relax in the outdoor porch and fire pit area!

Top guest favourite
A modern, lakeside home is surrounded by lush greenery and offers expansive windows that capture water views. A stone pathway leads to the home, while the serene lake reflects the soft colors of twilight.
Home in Wolcottville
4.98 out of 5 average rating, 42 reviews

Westward House

The "Westward House" on Dallas Lake offers stunning westward sunset views, modern/mid-century/Scandi design, and abundant natural light with water views from nearly every room. Located on the Indian Chain of Lakes, it provides full access to a two-story home with heated floors, a gas fireplace, four bedrooms, and a screened porch. Outdoor amenities include a dock, boat ramp, loungers, and a fire pit. Nearby activities include pontoon rentals, a sandbar and Shipshewana/Amish Country attractions.

Top guest favourite
A welcoming entrance to the log home is framed by manicured grass and landscaped flower beds. The wooden porch offers a spacious area for relaxation, while the surrounding trees provide a natural, serene backdrop. Colorful flowers dot the garden, enhancing the outdoor appeal.
Guest suite in Cassopolis
4.99 out of 5 average rating, 392 reviews

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.

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, 324 reviews

Romantic, Private, Retreat, Couples, Creekside,

Escape to a private Creekside retreat where peace meets connection. Perfect for couples seeking romance and comfort. This cozy getaway offers quiet moments, the soothing sounds of nature--all in a beautifully secluded setting. Relax in the hot tub under a star filled sky, enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Unwind, reconnect, and experience the simple luxury of country solitude and beauty all around you. Soul care.

Top guest favourite
The cabin exterior features a wooden facade with a sloped roof and a welcoming front porch. A bench sits on the porch, surrounded by potted flowers. Warm light from string lights enhances the inviting entryway, set against a backdrop of open grass and distant trees.
Tiny home in New Carlisle
4.99 out of 5 average rating, 194 reviews

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.

Guest favourite
A wooden pathway leads to a building, bordered by planters with greenery. Tall pine trees and lush grass are visible in the background, creating a natural setting. A sign featuring a horse icon is affixed to a fence post, adding a rustic touch.
Flat in Lawrence
4.79 out of 5 average rating, 102 reviews

Horses..a private lake..what more can you want?

Welcome to Cedar Lodge! We invite you to join us on our 150 acrea horse farm in SW Michigan. We share the grounds with Cedar Lodge Summer camp and Cedar Lodge Stables whose property includes a 12 acrea entirely private lake and miles of trails. Our guest apartment sits safely back off the road and allows you as much privacy as you may wish, or the ability to join in with our staff as they go about their daily routine running a farm of 55 horses.

Top guest favourite
Guest house in Cassopolis
4.97 out of 5 average rating, 183 reviews

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.

Superhost
A red wooden house is visible along the lake, featuring large windows that reflect the surrounding greenery. A spacious deck offers seating options, while a pier extends into the water. Several lounge chairs are arranged on the sandy area by the shore.
Home in Cassopolis
4.7 out of 5 average rating, 23 reviews

Peaceful Lake-Front Home - Fenced Yard/Pets OK

Located directly on Diamond Lake, this 3BR/2BA home has a fenced yard, 70' pier, and beds for 9. Located on the west side of the lake with a bluff behind it leaves the water calm even on a windy day. Great Room has 14' redwood plank cathedral ceiling; fireplace at one end, kitchen at the other. Hardwood flooring throughout. Sunporch (with new sofa and Loveseat) faces the lake, with wrap-around deck beyond that. New Split/Mini ac/heat system.

Top guest favourite
The exterior of a spacious guest house is presented, featuring a red metal roof and a stone-accented entrance. A wide driveway leads up to a large garage. Lush greenery surrounds the property, and the sky displays scattered clouds.
Home in Lawton
5 out of 5 average rating, 112 reviews

Copper Ridge Inn

Copper Ridge Inn is a private guest house on Carlson Farms, a 250-acre working farm. You will love the tranquility of the private lot that the house sits on with views of the farm across the street. The house includes four bedrooms, two baths, a full kitchen, and several living spaces, including a garage bar (not temperature controlled) (the only TV in the house is located in the garage). The private back yard porch is perfect for relaxing.

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, 401 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