Family-friendly holiday rentals in Hillsdale

Find and book unique family-friendly homes on Airbnb

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 $122 NZD 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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.

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Top Guest favourite
A hot tub is positioned on a wooden deck, overlooking a serene lake at dusk. String lights are draped above, casting a warm glow. Reflections of trees and a dock are visible on the calm water's surface, enhancing the tranquil atmosphere.
Home in Bronson

Private Lakefront, Hot Tub, 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.

KitchenFamilyAccuracy

4.97 out of 5 average rating, 374 reviews
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

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.

FamilyIndoor spacesCheck-in

4.97 out of 5 average rating, 144 reviews
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

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.

FamilyKitchenAccess

4.96 out of 5 average rating, 120 reviews
Top Guest favourite
Home in Marshall

Madison Street Place

A 100-year-old home, nestled in the historic district with a beautiful backyard for privacy, is all yours to enjoy. Cozy for two, spacious for more. There is no main floor bath or bedroom. There are three upstairs bedrooms (two queen, one king, and a foldout twin) and full bath. There is a second full bath in the basement. The main floor has a well-stocked kitchen, internet, living and dining rooms with a beautiful sunroom. It’s a 4-block walk to a variety of coffee shops and restaurants.

KitchenIndoor spacesLocation

4.99 out of 5 average rating, 123 reviews
Top Guest favourite
Cottage in Manitou Beach-Devils Lake

Lakefront Getaway: Private dock, HOT TUB & kayaks

DEVILS LAKE GOLDEN RETREAT We are located directly on the lake with no walk to the water. Charming Cottage with one of the most spectacular views of the lake! The sunrises, sunsets, and calming sounds of the water will have you never wanting to leave. A gorgeous place to relax, unwind and enjoy every season of beautiful Devils Lake. Ideal for a couples getaway, girls weekends, or family vacation You may bring a boat or rent one. We have 2 kayaks available for your use.

KitchenFamilyBreakfast

4.99 out of 5 average rating, 102 reviews
Superhost
A cozy lakefront home is visible, featuring a welcoming front deck with decorative bunting. A small lighthouse-style feature is situated next to the stone steps leading up to the entrance. A blue shed rests in the foreground, surrounded by landscaped rocks and greenery.
Home in Quincy

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.

Indoor spacesKitchenValue

4.85 out of 5 average rating, 190 reviews
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

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.

FamilyKitchenCondition

4.91 out of 5 average rating, 159 reviews
Guest favourite
A waterfront cabin is depicted with a large glass front, allowing ample natural light inside. Lush green grass surrounds the house, complemented by tall trees. A pathway leads to a spacious deck area with outdoor seating and a grill, enhancing outdoor relaxation opportunities.
Home in Coldwater

Coldwater Lake Waterfront Cabin - Boat for Rent

Relax with the whole family at this peaceful waterfront lakehouse, with walk-in, sandy beach lake access. Boat available to rent, and space available for your boats. Spacious yard with plenty of parking. Coldwater Lake is over 1,600 acres of all-sports fun on desirable South Chain of Lakes in Coldwater, MI. The chain is 17 miles, traversable via pontoon or speedboat! The Cabin includes 3 bedrooms and 2.5 baths.

FamilyKitchenPets

4.85 out of 5 average rating, 138 reviews
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

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.

FamilyKitchenAir conditioning

4.89 out of 5 average rating, 295 reviews
Guest favourite
A charming white house is framed by vibrant autumn leaves falling to the ground. The front porch features two rocking chairs, and a red door creates a warm focal point. A pathway leads to the entrance, surrounded by a carpet of colorful leaves.
Home in Jonesville

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.

KitchenFamilyAccuracy

4.98 out of 5 average rating, 109 reviews
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

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!

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 461 reviews
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

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 spacesFamilyLong stay

4.99 out of 5 average rating, 163 reviews

Popular amenities for Hillsdale family-friendly rentals

When is the best time to visit Hillsdale?

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Avg. price$367 NZD$382 NZD$384 NZD$372 NZD$417 NZD$395 NZD$360 NZD$384 NZD$384 NZD$384 NZD$377 NZD$361 NZD
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