
Family-friendly vacation rentals in Hillsdale County
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Top-rated family-friendly rentals in Hillsdale County
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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.

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.

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.

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!

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.

A Home in Hillsdale
Relax with the whole family at this peaceful place to stay. Minutes walk to downtown activities, parks, and shopping. 20 minute walk to Hillsdale College. 15 minute walk/ 3 minute drive to Hillsdale Hospital. 10 minute drive to Sandy Beach at Baw Beese Lake. 39 minutes to Michigan International Speedway. Less than an hour to Firekeepers Casino.

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.
Popular amenities for Hillsdale County family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage on Wilder Creek with Hot Tub

The Enchanted Schoolhouse

Secluded Lakehouse with Hot Tub/game room

Sweezey Oaks

No Wake Lake Lodge

Tree House Studio

Modern Flat on Organic Farm

|HOT TUB|Private Lake Access|Steps to the Lake|
Family- and pet-friendly home rentals

Newly remodeled lake front cottage

The Hilltop Hideaway on Little Long Lake

Cozy 3BR Hillsdale Haven

Bear Lake Cottage ... Pontoon Available for Rent

Hideaway Bay Lakefront Home on Lake Diane

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

Lakefront house on Long Lake near Reading, MI

All-Sports Lakefront Retreat
Family-friendly home rentals with a pool

Luxury lake-house and heated salt pool

Poolside suite

Family cottage on water's edge!

Modern Oasis – Heated Pool, tub & grill

Annie's Place behind the winery

Heated Pool /Hot Tub Villa

Cozy one bedroom apartment

Bent Oak Estate
Destinations to explore
- Rentals with a patio Hillsdale County
- Rentals with a washer and dryer Hillsdale County
- Rentals with a firepit Hillsdale County
- House rentals Hillsdale County
- Rentals with lake access Hillsdale County
- Apartment rentals Hillsdale County
- Pet-friendly rentals Hillsdale County
- Waterfront rentals Hillsdale County
- Rentals with a kayak Hillsdale County
- Rentals with a fireplace Hillsdale County
- Rentals with outdoor seating Hillsdale County
- Family-friendly rentals Michigan
- Family-friendly rentals United States