Holiday houses 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

Four wooden chairs are positioned on a deck overlooking Lake Michigan. The sun is rising in the sky, creating a shimmering reflection on the water's surface. Trees frame the scene, adding a touch of greenery to the picturesque view.

Home in Benton Harbor

4.98 out of 5 average rating, 221 reviews

Lake Michigan Views | Mins. to St. Joe | Hot tub

🌊 Spectacular Lake Michigan views 🌅 Deck overlooking Lake Michigan 🔥 Year-round, private hot tub 🌞 Beach necessitates included 📍 Minutes to downtown St. Joe & Silver Beach 🏖️ 5 Lake Michigan beaches within 5 miles 🌳 Private, quiet setting with outdoor seating ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🛏️ King bed ♾️ Infinity gaming table ⭐️ Top rated home in St. Joe ☕️ Complimentary coffee & tea- Keurig duo 🧑‍🍳 Fully stocked kitchen ⚡️ High speed internet 🧺 Washer

ValueFamilyHot tub

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, 22 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!

LocationFamilyBarbecue

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

4.97 out of 5 average rating, 105 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.

ValueLocationAccuracy

Top Guest favourite

The beach at The Windover features soft, sandy shores with gentle waves lapping at the water's edge. The cottage, showcasing a modern design, stands nearby with large windows and a welcoming porch. A seating area adorned with a candle and flowers offers a perfect spot to relax.

Home in Benton Harbor

4.99 out of 5 average rating, 188 reviews

Panoramic Views/Beach/Hot Tub/Sauna/Cold Plunge

Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub, Sauna, Cold Plunge, Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

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Top Guest favourite

Cabin in Vandalia

4.97 out of 5 average rating, 153 reviews

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.

FamilyLocationLayout

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, 123 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!

ValueLocationHot tub

Guest favourite

An outdoor area features a sandy beach with seating arrangements nearby and a private dock extending into the water. A barbecue grill is positioned beside a wooden bar, while colorful water toys can be seen along the shoreline, offering a space for relaxation and fun.

Home in Cassopolis

5 out of 5 average rating, 16 reviews

Diamond View Bay Getaway | Dock | Beach Toys

Settle into lake life on 75 feet of sandy shoreline in quiet Diamond View Bay, where kids can splash safely at the water’s edge while adults relax on the beach or dock with morning coffee. This spacious Diamond Lake retreat is designed for large families and multi-generation gatherings, with room to sleep up to 14 guests comfortably. From sunrise paddles to glowing sunset skies, this is the kind of lake house where days slow down and memories stack up fast.

FamilyLocationIndoor spaces

Top Guest favourite

A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.

Guesthouse in New Buffalo

4.96 out of 5 average rating, 699 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

ValueFamilyNearby

Top Guest favourite

Home in Cassopolis

5 out of 5 average rating, 23 reviews

Barndo Indoor Pickleball, Hot Tub, Near Notre Dame

The Barndo Retreat was created for the moments you'll remember long after your vacation ends. Nestled on two peaceful acres near Stone Lake, it's where kids play until sunset, meals linger around the kitchen island, and friendly competition fills the Sports Barn. Evenings end with s'mores by the fire and a soak in the hot tub beneath the stars. Many guests arrive planning to explore- only to discover their favorite memories are made right here.

LocationFamilyHospitality

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.

Guesthouse in Cassopolis

4.98 out of 5 average rating, 202 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.

FamilyLocationCondition

Top Guest favourite

A spacious log cabin is set amidst lush greenery, complemented by a stone pathway leading to the entrance. The porch features wooden railings and is adorned with American flags. Natural light filters through the surrounding trees, enhancing the serene outdoor environment.

Cabin in Edwardsburg

5 out of 5 average rating, 153 reviews

The Nest - Luxurious Cabin Retreat

The Nest can accommodate a maximum of 19 guests. The Nest is a spacious sanctuary sitting on 9 acres of beautifully wooded property. This is the perfect place for your next retreat, family get together, or Notre Dame weekend. Enjoy the serenity of nature with the convenience of location. Located around 20 minutes from Notre Dame, 15 minutes from the best restaurants in the area, and 30-45 minutes from Michigan Wine Country and lakeshore.

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Guest favourite

Home in Jones

4.9 out of 5 average rating, 189 reviews

2 story house 3 Bedrooms Cozy house Jones, Mi

Our 3 bedroom 2 story House located on M-60 hwy in Jones Michigan next door to Satori Salon & Spa. We have a large parking area with a horse shoe drive from M60 to main st. We have 2 air bnbs on this property. airbnb.com/h/satoricottage We are only 7 minutes from Swiss Valley Ski Lodge, 30 minutes to Shipshewana Indiana, 34 miles to Notre Dame 40 minutes away from Kalamazoo Air museum. Gable Hill wedding Venue is only 7 minutes away.

ValueFamilyCleanliness