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.

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Guest favourite
The open floor plan showcases a spacious dining area with a circular table surrounded by upholstered chairs. Natural light enters through multiple windows, illuminating the living space with a sectional sofa and a lamp. A staircase leads to the loft area, where four twin beds are visible.
Home in Homer
4.97 out of 5 average rating, 137 reviews

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.

KitchenFamilyBackyard

Guest favourite
The image features a cozy sleeping area with a queen-sized bed, adorned with subtle patterns in neutral tones. Decorative black-framed mirrors are elegantly arranged on the light-colored wall, while a bedside lamp provides gentle illumination next to the bed.
Apartment in Tecumseh
4.9 out of 5 average rating, 552 reviews

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!

Indoor spacesFamilyParks

Top Guest favourite
A hot tub is positioned under a wooden pergola, surrounded by lush greenery. The lake reflects a colorful sunset sky, and a well-maintained outdoor area features seating and a shed, creating a serene space for relaxation and enjoyment.
Home in Hillsdale
4.96 out of 5 average rating, 110 reviews

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.

KitchenFamilyCheckout

Top Guest favourite
A secluded cabin is surrounded by trees adorned with vibrant autumn leaves. A picnic table is positioned nearby, complementing the natural setting. The cabin features large windows, providing views of the forest, and a wooden entryway leading to the porch.
Tiny home in Tekonsha
4.94 out of 5 average rating, 128 reviews

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.

Indoor spacesKitchenCheckout

Top Guest favourite
The exterior of a modern, custom-designed home is showcased, featuring a combination of light-colored walls and stone accents. A winding path leads to the entrance, surrounded by neatly trimmed greenery and trees. Scenic views of the natural landscape create a serene backdrop.
Home in Ann Arbor
4.99 out of 5 average rating, 181 reviews

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.

FamilyIndoor spacesBeach

Superhost
A 20ft yurt features a smooth, light-colored exterior and a distinctive conical roof. A wooden deck with a smoothly built railing leads up to the entrance, surrounded by a gravel pathway and a natural landscape of brown grass and scattered rocks.
Yurt in Pleasant Lake
4.82 out of 5 average rating, 195 reviews

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!

FamilyIndoor spacesComfort

Top Guest favourite
A spacious kitchen area features wooden cabinetry and modern appliances. An island with a countertop is positioned at the center, while a dining table with four chairs is situated nearby. Soft natural light illuminates the room, enhancing the neutral color palette.
Guesthouse in Jackson
4.98 out of 5 average rating, 110 reviews

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.

KitchenFamilyComfort

Guest favourite
A serene lakeside scene is depicted at dusk, featuring silhouetted trees against a colorful sky. Four white Adirondack chairs are positioned neatly near the water's edge, inviting a moment of relaxation as vibrant hues reflect on the lake's surface.
Apartment in Hillsdale
4.9 out of 5 average rating, 151 reviews

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 spacesFamilyWalkability

Top Guest favourite
A modern, single-story home is depicted, featuring a combination of red and gray siding. The structure includes large windows and a welcoming entrance with a sign that reads 'Proctor House.' A landscaped area with stone retaining walls and a grassy lawn is visible in the foreground.
Home in Hillsdale
4.89 out of 5 average rating, 290 reviews

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 spacesLaundry

Guest favourite
The exterior of a charming white house is framed by vibrant autumn foliage. A mix of orange and red leaves from nearby trees can be seen, along with a green lawn and a white picket fence in the background. An American flag is visible, adding to the inviting atmosphere.
Home in Jonesville
4.95 out of 5 average rating, 118 reviews

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.

FamilyIndoor spacesView

Top Guest favourite
A charming white structure with a light grey roof is set against a backdrop of lush green grass and large trees. An American flag is displayed at the entrance, and a decorative stone feature is visible in the background, contributing to the property’s rustic character.
Home in Parma
4.95 out of 5 average rating, 444 reviews

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!

FamilyIndoor spacesLong stay

Top Guest favourite
A cozy living area features a plush gray sofa adorned with decorative cushions. Two patterned armchairs sit nearby, complemented by a floor lamp and decorative vase. Artwork depicting graceful birds is displayed on the walls, enhancing the modern aesthetic of the space.
Cottage in Fremont
4.99 out of 5 average rating, 156 reviews

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.

Indoor spacesKitchenWi-Fi

Popular amenities for Hillsdale family-friendly rentals

When is the best time to visit Hillsdale?

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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
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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!