Holiday rentals in Cassopolis

"The Pines" in Union Pier: Year-round getaway

Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Newly updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus add'l parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

Here and Now

Beautifully decorated home that has been featured in magazines on Interior Design. Fantastic location right next to the Warren Dunes and walking distance to the lake. Beautiful landscaping from every window. Professionally designed home features an upscale interior with a fun twist and a fabulous screened in porch. The perfect spot to enjoy a getaway in style , look no further. 2 separate buildings on the acre property , this rental is for the front building. Wi fi included but can be weak.

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

Three Oaks Creek House Perfect

3BR, 2 bath contemporary house on Spring Creek--a spawning waterway and spectacular architectural screenhouse (4th BR) at water's edge. Open floorplan, stone fireplace, gourmet kitchen and 4000CDs for spontaneous entertaining. Tempur-Pedic King master BR/office suite with lots of storage and large desk Queen 2nd BR w/standing desk, dresser, books. Full 3d BR w/ 3/4ba en-suite. Wi-fi throughout, Roku, DirecTV with HBO. Spectacular privacy, quiet and tons of specialty ameneties!

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

Cozy Bluebird Cott. w/ Hot Tub!

Escape to our cozy retreat in Stevensville, MI, just minutes from Glenlord Beach Park and Lake Michigan’s stunning views. Enjoy local shops, award-winning bakeries, wineries, and golf courses nearby. Relax in the hot tub, unwind by the fire pit, or enjoy a movie night with Netflix. Our family-friendly home sleeps 5, featuring a fully equipped kitchen, outdoor deck and games. Perfect for a peaceful getaway or exploring Southwest Michigan’s best attractions. Book your stay today!

A hideaway retreat on a private lake for relaxing.

An extremely comfortable retreat experience for recharging yourself with water, sun, nature and quiet. This new cottage is on seven secluded acres, ideal for remote working or small reunions. The spring fed lake is wonderful for swimming, kayaking , fishing, pontooning or simply relaxing on the large decks. Kayaks, row boat, paddle boards, and pontoon INCLUDED. Ideal for introducing children to tent camping, wildlife and fishing.

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

The Hidden Gem

Make some memories at this unique and family-friendly place. All in the Magic Capital of the World! - which boasts several magic shops, theaters, local grocery and hometown pizzeria. Enjoy the lakes all year long with swimming, boating, fishing, and ice fishing. Perfect stay for any season! We have a dock available for mooring your boat as well. Sorry no pets please