Vacation rentals with a kayak in Hillsdale County

Hermitage Hills Estate-Hillsdale, weddings, groups

Our Greek Revival graces 64 acres of rolling glacial till in rural south central Michigan. Hermitage Hills Estate was built in 1995 as a replica of Andrew Jackson's Hermitage in Nashville. Not far from Hillsdale College for parents' weekend, graduation, and CCA. Even closer to John A. Halter Shooting Sports Center. Destination wedding weekends May through October at our huge outdoor pavilion and grounds. Campground for your guests. Message us for a bridal tour. More info at end of description.

The "Hall-i-Day Inn" (Clear Lake Cottage for 6)

2 Kayaks and 1 paddle board on location provided with your stay! Our cozy home offers a great location on Clear Lake with only a short walk to the sandy Public Beach, as well as the Public Access where you can put in your water toys! The backyard has ample space for parking in the 3 car driveway, a fire pit, grill, and a small back deck. Across the street is a Clear Lake conservation area with pet friendly walking trails! There is a nearby dog park, and an ice-cream shop down the street.

Relaxation Party of 2

Escape to your perfect retreat at our charming lake cottage on all-sports Long Lake in Reading MI! This beautifully designed home blends cozy indoor comfort with stunning outdoor beauty, offering an ideal getaway for a weekend or a relaxing week. The modern kitchen is perfect for preparing meals with a view. With an open floorpan and accordion-style doors that seamlessly connect to a screened porch, you can enjoy the gentle lake breeze year-round. This cottage promises a memorable stay!

Sapphire Shores: Lakefront W/Hot Tub & Fireplace

Welcome to Sapphire Springs, your lakefront retreat on South Sand Lake, MI! Perfect for all seasons, this home offers endless fun indoors and out. Outside, enjoy a sandy beach, kayaks, paddleboards, a grill, fire pit, hot tub, and outdoor games. Indoors, unwind in the game room with a pool table, arcade games, and TV. Relax in the living room, spin some vinyl on the turntable, and cook up a feast in the fully equipped kitchen. The coffee station has an espresso machine, drip, and Chemex.

Cozy Lakefront Home minutes from Hillsdale College

Welcome to our lakefront home on Bird Lake—where relaxation, comfort, and fun come together. Nestled directly on the shoreline, this beautifully updated retreat offers breathtaking views, direct water access, and remodeled living spaces, making it an ideal escape for families, couples, or friends. Begin each day with stunning sunrises and unforgettable views from your private deck. Inside, the remodeled main living area features an open floor plan designed to keep everyone connected.

New, quaint, all sports lakefront home

Welcome to our family lake house! We hope that you enjoy this fun, relaxing escape as much as we do! There’s beautiful wildlife, great fishing, and you might be lucky enough to see an owl or a baby turtle! Additionally, Lake Diane provides several nearby areas of enjoyment including 2 playgrounds, sand volleyball courts, a convenience store with soft serve ice cream, and a restaurant. You may get to visit with the Amish as they pass by on horse and buggy offering freshly baked treats.

Carpenter Cottage

Imagine waking up to the sun rising over Carpenter Lake, with a cup of coffee or tea in hand on the back deck. In the evening, unwind by the fire pit beside the lake with a cold beverage after a fun-filled day of boating, swimming, fishing, or simply hanging out with the family. Carpenter Lake is a no-wake lake, guaranteeing a peaceful experience whether you're lakeside or out on the water. If you're craving a bit more excitement, you can easily access the full sport Hemlock Lake.

All-Sports Lakefront Retreat

Experience the tranquility of this lakefront retreat located on a quiet part of this all sports lake with great fishing. Easily switch into vacation mode with a home that has everything you need. Tucked into the beauty of Amish country and 30 mins from Pokagon State Park (great hiking & tobogganing) this retreat boasts year-round appeal. Enjoy a large deck, kayak, fire pit, grill, fully stocked kitchen, dock (boat space for a fee), nearby playground, & pickleball court.

Bear Lake Cottage ... Pontoon Available for Rent

Quaint and cozy cottage on all-sports Bear Lake in Hillsdale, MI, offering a year-round peaceful and serene getaway. Bring your boats, campers and tents; there’s plenty of room for everyone. The outdoor fire pit is perfect for campfire bonding, and in fall and winter months, enjoy the fire overlooking the lake. Cottage is on a channel to Pike Lake - a calm, private lake. Take the kayaks and SUPs exploring, or enjoy ice skating or fishing when the lake’s frozen.

The Frogmore on Baw Beese Lake!

Welcome to Frogmore Cottage, located on the shoreline of Baw Beese Lake! Newly renovated and stocked with all you'll need, Frogmore is a clean, cozy, bright and airy, two bedroom, one bathroom, 550 square foot cottage. Frogmore is just two miles from downtown Hillsdale and three miles from Hillsdale College. Relax on the deck that overlooks the lake and enjoy the kayaks to explore the shoreline of the largest lake in Hillsdale County!

The Hilltop Hideaway on Little Long Lake

This is a small, cozy cottage, with a huge view. Enjoy your morning coffee relaxing on the deck while watching the sunrise over the lake. The cottage has a full kitchen, dining area, living room with couch and loveseat, two bedrooms (one with a queen bed and one with a full/twin bunkbed), and a full bath. The maximum number of guests is 5. This is a true tiny house, but when you are at the lake you are there to enjoy the lake.

Lakeside private suite in Hillsdale

Welcome to your cozy lakeside retreat! Enjoy a 1BR, 1BA unit with a full kitchen, private entrance, and access to our kayaks, paddleboard and pedalboat. Nestled on a small private Lake, relax with stunning views. Only 10 minutes from downtown Hillsdale, Hillsdale College and, a little further down the road, Michigan's antique shopping hub, Allen. Book now for a perfect blend of lakeside serenity and local attractions!