Family-friendly vacation rentals in Hillsdale

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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 favorite
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, 131 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.

Guest favorite
A yurt is shown nestled among trees, featuring a green roof and a purple door. Wooden steps lead up to the entrance, surrounded by a leaf-covered ground. A picnic table is visible nearby, adding to the natural setting.
Yurt in Grass Lake
4.92 out of 5 average rating, 116 reviews

Moonflower Yurt

Get back to nature at Stella Matutina Farm’s Moon Flower Yurt. Located on a 10 acre , working Biodynamic farm in the heart of the Waterloo Recreation Area. The yurt sits in its own private space in the forest. Visit the farm animals, historic barn and vegetable gardens. Fire pit, outhouse with compost toilet, outdoor solar shower, and woodstove in the yurt. Visit the quaint towns of Grass Lake and Chelsea or go swimming in one of several nearby lakes. Mountain bike and hiking trails close by.

Guest favorite
The entrance features a welcoming porch with a white picket fence. A wooden chair and a small table are positioned beside the door, while flower beds with pink and purple blooms enhance the pathway leading to the front door.
Home in East Leroy
4.91 out of 5 average rating, 187 reviews

The Sanctuary of Sonoma Lake

Kick back and relax in this calming, stylish home nestled in a quiet neighborhood. Our lovely retreat offers a relaxing getaway with a beautiful backyard featuring zen-like landscaping and ample outdoor seating. Enjoy the tranquility and find inspiration in our dedicated workspace for remote working. Just steps away from a picturesque lake, it's the perfect escape for those seeking a peaceful home away from home. Book your stay now and experience the perfect blend of comfort and relaxation.

Top guest favorite
The open living area includes two armchairs with patterned upholstery facing a wooden coffee table. A television is positioned on a cabinet against a brick wall. Natural light filters through two windows, complemented by sheer curtains, while a lamp adds warmth to the space.
Loft in Delta
4.97 out of 5 average rating, 204 reviews

Twenty Two Steps to Flat "212"

In Downtown Delta, Ohio, a small, friendly village a short distance from Toledo and Detroit. TwentyTwo Steps to Flat 212 is perfect for the quick getaway. Visit family, or attend sports, great for history buffs. Enjoy your stay in the newly decorated & unique space. A fully stocked kitchen, wi-fi, rainfall shower, heated floors, even a piano, restaurant, bar, & patio below, Walk through the entrance & feel at home. }FREE FULL BREAKFAST FOR TWO INCLUDED DAILY in the restaurant{

Top guest favorite
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, 125 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.

Guest favorite
A light-filled living area is presented with a soft gray couch adorned with decorative pillows. Built-in white cabinetry features a television and shelves displaying plants and decorative items. A window provides views of outdoor greenery, enhancing the open and airy feel of the space.
Apartment in Marshall
4.86 out of 5 average rating, 246 reviews

Stunning Studio

Lovely one bedroom studio just a four minute walk from Marshall’s beautiful historic downtown! Shop, eat, and explore this bustling community with a small-town feel! Enjoy our full itinerary of local events, or explore other wonderful local communities. Marshall’s proximity to intersecting state highways I-94, and I-69 offers a perfect spot to access all the bounties the State of Michigan has to offer. Come explore the Great Lake State in comfort and style!

Guest favorite
The front room features wooden paneling and large windows offering views of the outdoors. A comfortable armchair is positioned near a wooden bench, with decorative nautical elements enhancing the space. Light is allowed in by the windows, creating a bright and inviting atmosphere.
Cottage in Coldwater
4.89 out of 5 average rating, 159 reviews

Lakefront Nostalgic Cottage

Cottage is located in a quiet cove on Randall Lake (connected to 7 miles of lakes 1100acres). Lake view is spectacular. Front room is all glass. 4 kayaks and paddleboat. On the water enjoy fishing, tubing, sking, swimming. Relax outside under 2 large shade trees on patio for those hot summer days. At night watch the moon reflect off of the lake while enjoying the fire pit. 18-hole public Coldwater Club Golf Course across the road.

Guest favorite
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.

Top guest favorite
The exterior of the cottage features a combination of white siding and natural wood accents. Large floor-to-ceiling windows provide expansive views of the surrounding landscape. A manicured grassy area surrounds the structure, complemented by the presence of mature trees and a nearby black circular building.
Cottage in Fremont
4.97 out of 5 average rating, 191 reviews

Relaxing Cottage Near Clear Lake

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Top guest favorite
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
4.98 out of 5 average rating, 294 reviews

Water’s Edge-Hot Tub, Pet Friendly, No Fees

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Top guest favorite
A raised treehouse structure is surrounded by tall pine trees in a woodland clearing. Two wooden Adirondack chairs are positioned on the ground, facing the entrance with green doors. A staircase leads up to the deck, providing access to the elevated space.
Treehouse in East Leroy
5 out of 5 average rating, 685 reviews

Outpost Treehouse

The lookout inspired Outpost Treehouse (not actually attached to a tree) sits in a white pine forest in the middle of a 50 acre active farm. The 15 hand crafted windows allow for great views watching out for Michigan wildlife--White tail deer, turkeys, owls, coyote have all been spotted from the elevated wrap around deck. The biggest regret that guests have noted is “we wish we would have stayed longer”!

Guest favorite
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, 283 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.

Popular amenities for Hillsdale family-friendly rentals

When is the best time to visit Hillsdale?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,515 GYDG$48,117 GYDG$46,444 GYDG$44,770 GYDG$48,954 GYDG$46,025 GYDG$43,096 GYDG$46,025 GYDG$46,025 GYDG$48,117 GYDG$47,490 GYDG$44,770 GYD
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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 G$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 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!