
Family-friendly vacation rentals in Hillsdale
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Hillsdale

Total vacation rentals
Explore 30 vacation rentals in Hillsdale

Nightly prices starting at
Hillsdale vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Hillsdale vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillsdale rentals

4.9 Average rating
Hillsdale stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Hillsdale
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Lake house with swimming and kayaks
*Lakeside Luxury Awaits: Your Tranquil Escape* Immerse yourself in the serenity of lakeside living at this stunning retreat, perfectly positioned just 10 minutes from the natural beauty of Pokehagen State Park. This 3-bedroom haven offers an unparalleled escape for families and friends seeking relaxation and adventure. Wake up to breathtaking lake views from almost every room. The sunroom beckons with its cozy ambiance, ideal for enjoying your morning coffee or losing yourself in a good book.
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Benham Schoolhouse
Take a quiet vacation at this fully renovated historical schoolhouse built in the 1800's. It offers an open floorplan with a loft area where the four twin beds are located *can be made more private by closing the barn doors. There is two full bathrooms, a large kitchen area, living space, dining space, and an open area we can set up to be used for craft activities or other activities upon request. It also has a Halo air purification system, stopping virus particles to travel through the HVAC.
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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.
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Little Cabin in the Woods-Quiet
Need a quiet, secluded getaway? Our off-grid cabin is on approximately 10 acres of private woods. As you turn off the main road into our cabin's driveway, you will begin to understand why this is our hidden gem. Enjoy the coziness of a wood-stove in the winter or a crackling fire in seclusion in the summer- this little getaway cabin is sure to create fond memories. Maybe you will hear the horned owl at night or see an eagle while you kayak. Your adventure or a peaceful vacation awaits.
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20a Cabinn - Private cabin on 10 woodland acres
Relax with the whole family at this peaceful, rustic and freshly remodeled cabin. Located right off the Archbold turnpike exit just miles away from Sauders village. Enjoy staying inside by the cozy fireplace, 10 acres of wooded property along the tiffin river, direct access to fish the river, and enjoy miles of Scenic views with direct access to the Cannon-Wabash Bike and Walking trail! Room for plenty of guests with 3 bedrooms one king, two queens and a pull out couch.
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Stunnnig House on Marble lake with private beach🏖
Our cozy lake front home offers both summer and winter fun with amazing views of beautiful Lake Marble. The direct water access allows family and friends the ability to swim, fish, and boat with ease and convenience. Our 4 bedroom home sleeps up to 10 comfortably with 3 full bathrooms. You will find our home fully furnished with everything you would need. 17 miles of lakes connected by channels. Minutes away from Allen Michigan, the Antique Capital of the World.
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Quiet Home Away from Home!
Forget your worries in this spacious and serene space. Quiet, safe, and outside city limits. Private entrance and dedicated heating and cooling. Electric fireplace for cold nights. Queen size bed and full size pull out couch. Smart TV in Living Room and Bedroom. Work desk, PC, and printer for your use. Fully stocked kitchen with all appliances and utensils. Walk in shower, stackable washer and dryer, and walk-in closet. Entire property is handicap accessible.
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Jake's Lake Place w/pontoon rental
Jake's Place is on a private beautiful all sports lake (all DNR regulations apply) This is the perfect spot for your next family getaway. Spring feed lake, very clean and sandy bottom. This property has access to a second empty lot for additional yard. Multiple indoor and outdoor games, paddle boat, 4 kayaks and bond fire pit for relaxing after a great day on/in the lake. Jake's place faces the west for Gorgeous sunset viewing to end your day.
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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.
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The Post Office Near Clear Lake
Sip on a cup of coffee, and relax in your peaceful private getaway. This one-of-a-kind former 1902 post office that was converted into a stay. Surrounded by rolling farms fields and located at the Mill District. Guests are in awe when they arrive and see how beautiful the grounds are. Feel free to explore the grounds and bring your photographer (No sitting fee). Great peaceful location with a short drive to clear lake.
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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.
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The Rupp House
Make your Hillsdale County home base in one of the earliest houses in Jonesville, conveniently located 10 minutes from Hillsdale College. The house is a solid preserved house which invites you to kick off your shoes and relax. It has a full kitchen, a large dining table and beds for 6 persons. There is one bathroom which has a shower and plenty of hot water. Full kitchen. Washer and dryer.
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Popular amenities for Hillsdale family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront Wonderland | Dock, Game Room & Hot tub
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Lakefront Getaway: Private dock, HOT TUB & kayaks
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Peaceful 3 Bedroom Cottage with Lake Access
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Couples spa retreat suite getaway. Hot tub
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Quiet Getaway w/ Hot Tub + Fire Pit | Lake Access
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Charger Bungalow Hillsdale College
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Farm Cottage with Hot Tub, Sauna, Flower Fields
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Tree House Studio
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Family- and pet-friendly home rentals

Baughman's Cove
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Cozy Tiny House on Centennial Farm
FamilyKitchenWifi

Coldwater Lake Waterfront Cabin - Boat for Rent
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Stunning Studio
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Lakefront Nostalgic Cottage
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Newly Designed Beach Front Get Away
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**Lakefront** Updated Open Concept Gem
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Bear Lake access/Getaway/family friendly-Bears Den
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Family-friendly home rentals with a pool

Turtle Cove Lakefront, pool, hot tub, Sauna!
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Heated Pool /Hot Tub Villa
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LIL Carrot- hot tub, pets welcome
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Annie's Place behind the winery
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Great Wood Lodge
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Oasis Retreat with Pool and Sauna!
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Bent Oak Estate
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The Great Escape
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When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 771 | ﺩ.ﺇ 804 | ﺩ.ﺇ 808 | ﺩ.ﺇ 782 | ﺩ.ﺇ 878 | ﺩ.ﺇ 830 | ﺩ.ﺇ 757 | ﺩ.ﺇ 808 | ﺩ.ﺇ 808 | ﺩ.ﺇ 808 | ﺩ.ﺇ 793 | ﺩ.ﺇ 760 |
| Avg. temp | -2°C | -1°C | 4°C | 11°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 6°C | 0°C |
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