Family-friendly holiday rentals in Hillsdale County

Bear Lake access/Getaway/family friendly-Bears Den

Bear Lake welcomes you. Relax with friends/family at this peaceful and sometimes spirited getaway steps away from ALL SPORT Bear Lake. Shared dock where you can swim, Kayak, fish, or merely float. A Public access launch is just yards away for personal watercraft. Evenings sprinkle the sky with plenty of stars to gaze at. Fishing, boating, kayaking, or just relaxing are all at your finger tips. Golfing, restaurants, shopping, and walking/ biking trails nearby. Pontoon/Kayak rentals available.

Bluebird Trails

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

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.

Cowboy's Wolf Den

This unique little hand crafted canin is close to everything, making it easy to plan your visit. This is a rustic primitive cabin bring your own beds or there's two cots available This cabin Sits in our Rustic hand crafted Cowboy Town 🐎 complete with horses, pond for fishing or paddling around, river for exploring, lots of hiking and horse trails, close to bathroom and outdoor shower along with the kitchen area lots of wildlife and wilderness to enjoy

Come Stay At The Lake!

Enjoy your stay in this very private apartment on beautiful, Baw Beese Lake. If you are seeking a quiet stay where you can sit, relax and read a book at the water's edge, then look no further. There is parking for most any size vehicle from economy size to motor homes. This is a fully furnished apartment with kitchenette. This second story apartment is within 1 mile of downtown Hillsdale and within 2 miles of Hillsdale College.

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!

Loft Apartment

Welcome to our charming loft apartment, located off of US-12 in Jonesville, just minutes from Hillsdale College. This apartment is perfect for a couple, or young family looking for a comfortable place to stay while they are in the area. The apartment features a living area, an efficiency kitchen, and a full bathroom. We hope you enjoy your stay at our loft apartment, and we look forward to welcoming you to our home!

Private home near Hillsdale Hospital

Keep life simple at this peaceful and centrally-located home. This home is walking distance to Hillsdale Hospital, minutes from the fairgrounds, and a short drive to Hillsdale College. Make yourself at home with this family friendly retreat. This listing is for access to a private residence featuring three bedrooms, one and a half baths, as well as indoor and outdoor living, office, and kitchen spaces.

Comfy home in recreational town

We renovated the house with a modern kitchen, laundry room, new bathroom with spacious shower, new bedrooms with plenty of closet space, secure parking and new sidewalks. Close to historic weekly country market, Hillsdale College, bike trail, lakes in historic town. The North Country Trail and the Baw Beese Trail are closeby, as is Baw Beese Lake, Lost Nation State Game Area and the St. Joe River.

Firefly Cottage Lake front home on Baw Beese Lake

Lakeside Family Fun! Lake front house, on the quiet end of Baw Beese Lake. 3 bedroom, 1.5 baths. 45 feet of sea walled lake front, with a 28-foot dock. Yard games. Lake side firepit. 3 season room. Kayaks, canoe, SUPs, and a few floats for your enjoyment. A well-stocked kitchen, and a full-size gas grill for your use. Central air for those hot summer nights.

Reedsong Cottage

Charming 2-bedroom lakeside cottage with a sleeper sofa, 1.5 baths, and stunning waterfront views. Relax on the dock, lounge outdoors, or explore the lake with included kayaks. Enjoy a full kitchen and spacious living room—perfect for up to 6 guests. Conveniently located just 2 miles from downtown Hillsdale and 3 miles from Hillsdale College.

The Little Cottage on Lime Lake

Discover our cozy and newly renovated 3 bedroom cottage situated on the shore of the private Lime lake in the Hudson, MI area. Great for a cozy weekend getaways. Located close to Toledo, Archbold, Sauder Village, Adrian, Jackson, Harrison State Park, 30 minutes from MIS (Michigan International Speedway) and many others.