Holiday houses in Penn Township

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Top-rated holiday rentals in Penn Township

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
5.0 out of 5 average rating, 24 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 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, 107 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.

Superhost
The view through an open window reveals a serene lake scene at dawn. Mist rises gently off the water, with a dock visible in the distance. Lush greenery frames the view, complemented by a patio set positioned outside.
Home in Vandalia
4.66 out of 5 average rating, 131 reviews

An Escape from City Life - Come to the Lake

We offer our house to you. Fully stocked. Lake toys including: kayaks; boat dock; sandy access; paddle board; some floatation devices for you to use. All sport lake; good fishing; rarely crowded. Connected to quiet Lewis Lake. Great sunrises and sunsets. Please see our guide for all the activities in the area. We love it here but please read all details and review pictures to make sure that it is right for you. The majority of our visitors love the experience. We hope you will too.

Superhost
The family room features a billiards table with colorful balls arranged, surrounded by large windows that frame serene lake views. A flat-screen TV is mounted on the wall, and seating includes comfortable chairs. Natural light fills the space, enhancing the calm ambiance.
Home in Vandalia
4.88 out of 5 average rating, 17 reviews

Spacious Lake Stay • Hot Tub • 11 Bed • Pool Table

Wake up to stunning lake views at this luxury 6-bedroom, 4.5-bath estate on Donnell Lake 100 feet of private shoreline, space for up to 18 guests, and four incredible seasons of adventure waiting outside your door. Gather in the loft family room with panoramic water views, cook together in the gourmet Wolf kitchen, unwind in the lakefront hot tub, or cozy up by the fireplace after a full day out. Swim, kayak, and boat straight from your private dock in summer.

Top Guest favourite
A spacious kitchen area features a large 15-foot island surrounded by several high-backed bar stools. Grey cabinetry and stainless-steel appliances accentuate the modern design. Natural light floods in from windows, illuminating the open layout, which includes a view of the outdoor deck.
Home in Dowagiac
4.98 out of 5 average rating, 95 reviews

Luxury Weekends & Events at Hatch Street Manor!

Enjoy your stay at our boutique guesthouse in SW Michigan, which sits on 3 acres, is well appointed for a perfect getaway! We are located just 80 miles (2 hours) from Chicago, 35 miles to Notre Dame, 35 miles to Kalamazoo, and a short drive to all that Dowagiac, our lakes, and surrounding areas have to offer! The house is a split level, with 5 bedrooms, 2.5 baths, a chef's kitchen, tons of space indoors and out, AND MORE! Ask about our micro-weddings + events!

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
4.91 out of 5 average rating, 125 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!

Superhost
Home in Cassopolis
4.98 out of 5 average rating, 64 reviews

BBQ, WIFI, full kitchen, SmartTV, Firepit, Queen

My home is situated in a peaceful rural setting. Guests can enjoy the family room, dining room, living room, and fully equipped kitchen, with all bedrooms located on the second floor. Outside, a spacious lawn offers plenty of room for kids to play, along with a fire pit and gas grill for relaxing evenings. Surrounded by beautiful gardens filled with wildlife and nature, the area is close to lakes like Diamond Lake, historic sites, and Amish country.

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, 203 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.

Guest favourite
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
4.76 out of 5 average rating, 29 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
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
5.0 out of 5 average rating, 155 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.

Guest favourite
Home in Jones
4.91 out of 5 average rating, 192 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.

Superhost
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, 448 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 Penn Township holiday rentals