
Family-friendly holiday rentals in Hillsdale
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillsdale
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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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Downtown Tecumseh Loft; French Cozy Escape!
Located right in the heart of Downtown Tecumseh with a street view, our French studio apartment is charming, comfortable and private! Queen size bed with crisp linens, a kitchen with basic necessities for cooking/eating, full bath. Hardwood floors, guest controls heat/air condition. This space is located on the 2nd floor of a historic bldg so it may not be compatible for mobility challenged folks as it has a large carpeted stairway. It is meticulously cleaned after each guest. Pets welcome!
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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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Huron River Lodge
Custom designed, private home featuring scenic views in a retreat like setting nestled along the Huron River just minutes from downtown Ann Arbor. The luxurious, light-filled space boasts two decks, hot tub, fully equipped kitchen, fireplace, and EV charging. This very special property is located along the Border-to-Border Trail and Amtrak line just minutes from US-23, M-14, and US-94. Immerse yourself in a unique environment of beauty and convenience with amenities for all seasons.
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Stay in a YURT on An Equine Rescue Ranch
The yurt is located on a 30 Acre Equine Rescue ranch. It is a 4 season 20ft yurt in the middle of the ranch with a beautiful view of Mustangs (American Legends). All proceeds from rental will go back to the rescue. There is electric, an outhouse a short walk away, a cold water spigot close by. Minutes away from Pleasant Lake for swimming, a local winery & 38 minutes from Ann Arbor. We offer tours and chances to interact with equines, including American Mustangs!
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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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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.
Indoor spacesFamilyBeach

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.
KitchenIndoor spacesBiking

The Garden House
Relax with the whole family in this charming old home, with swings on the front porch and an overgrown English cottage garden in back. Less than ten minutes from Hillsdale College with a fully equipped kitchen, this makes a great home base for college families. When we travel, we enjoy places with character, and we have maintained the character of this old fashioned family home.
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Stay In An Old Train Depot - Gidley Station!
Be adventurous and stay in rustic old Gidley Station. It was moved to "Trail Acres" in the 1920's and was converted to a house. It has a unique but spacious floor plan, and is on a property that we have been working hard to restore for the last few years. PLEASE READ FULL DESCRIPTION BEFORE BOOKING!
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Totally renovated Boutique cottage on the beach
Beautifully renovated modern cottage. All appliances and furniture are brand new. Space on the dock for your boat! Plenty of room for beach activities and yard games. Plenty of parking. There is an extra refrigerator in the garage and there are chairs and toys for quest use.
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Popular amenities for Hillsdale family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront Cabana | Sunsets + Hot Tub | Sleeps 6
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The Enchanted Schoolhouse
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Hot Tub | Sauna | Fire Pit | Elegant Ranch
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Secluded Lakehouse w/ Hot Tub, Sauna & game room
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Tree House Studio
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|HOT TUB| Game Room| Private Lake Access| Nerf Fun
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Lakefront Wonderland | Dock, Game Room & Hot tub
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Farm Cottage with Hot Tub, Sauna, Flowers, Trails
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Family- and pet-friendly home rentals

Stunning Studio
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Private home near Hillsdale Hospital
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Stunnnig House on Marble lake with private beach🏖
Indoor spacesFamilyNearby

Cozy Mid Century Ranch in Quiet Neighborhood
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Cozy Tiny House on Centennial Farm
FamilyIndoor spacesSolo travel

Lakefront! Girls getaway/Romantic Retreat/Booktok
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Jake's Lake Place w/pontoon rental
FamilyKitchenBackyard

20a Cabinn - Private cabin on 10 woodland acres
Indoor spacesKitchenQuiet
Family-friendly home rentals with a pool

Luxury lake-house and heated salt pool
Indoor spacesFamilyAccess

Pool•HotTub•KoiPond•Waterfall•TheaterRoom & More!
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Annie's Place behind the winery
KitchenIndoor spacesLong stay

Heated Pool /Hot Tub Villa
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Lakehouse w/ Heated Pool, Hot Tub, Kayaks, Games
FamilyKitchenQuiet

Bent Oak Estate
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Turtle Cove Lakefront, pool, hot tub, Sauna!
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Oasis Retreat with Pool and Sauna!
Indoor spacesFamilyHospitality
When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $299 AUD | $312 AUD | $313 AUD | $305 AUD | $333 AUD | $313 AUD | $294 AUD | $313 AUD | $313 AUD | $313 AUD | $308 AUD | $295 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Hillsdale

Total holiday rentals
Explore 30 holiday rentals in Hillsdale

Nightly prices starting at
Hillsdale holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Hillsdale holiday 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!
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