
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.

Bluebird Trails
This is a rare opportunity to be the only guests on 220 acres of gentle hills with grasslands interspersed with trees and ponds. You may explore the woodlands and wetlands as well as the sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and across the yard are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

Stray Chalet: 2-bedroom home on a quiet street
The Stray Chalet boasts a relaxing, clean and open space with no steps. It is a peaceful home in a quiet neighborhood . Relax in comfort with everything you need in a home away from home. We try our best to be allergen free! The home is located 1 block from the quaint downtown and just steps away from Wabash Park and the Wabash Cannonball trailhead. West Unity is right along the Ohio Turnpike between exit 13 and 25. There are many adventures awaiting locally and even more within an hour's drive.

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.

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.

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{

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.

Clever Fox Cottage, hot tub and dog friendly
Enjoy our hot tub all year long. Canal views with free access to pedal boat, SUPs, and kayak. Relax by the indoor gas fireplace or fire pit. Guest rave about nearby wineries and walking trails. UM football : 30 miles to the Big House. Equestrians- Waterloo Hunt: 9 miles. We offer dog-friendly accommodations (pet fee required). Want a pontoon to explore the lake? Boat rental within walking distance at the end of our street. We do NOT take responsibility for third-party boat rentals.

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!

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.

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.

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.

Charming Devils Lake Cottage!
Beautifully kept 2 bedroom, 2 bathroom home just steps from Devils and Round Lake. Right across from popular Highland Inn Bar and Restaurant. Close to International Speedway. Limited hotel options in the area make this lake house the perfect getaway to see friends and family! Living quarters are upstairs.
Popular amenities for Hillsdale family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage on Wilder Creek with Hot Tub

The Enchanted Schoolhouse

Secluded Lakehouse with Hot Tub/game room

No Wake Lake Lodge

Tree House Studio

Modern Flat on Organic Farm

|HOT TUB|Private Lake Access|Steps to the Lake|

Secluded Lakefront Chalet
Family- and pet-friendly home rentals

The Little Cottage on Lime Lake

*Winter Discount* Anchors Away | 5* Cozy Lakefront

Cozy Tiny House on Centennial Farm

Bear Lake access/Getaway/family friendly-Bears Den

20a Cabinn - Private cabin on 10 woodland acres

Cattle Ranch, Country Charm & Easy Urban Access

Cozy Lakefront Home minutes from Hillsdale College

Downtown Tecumseh Loft; French Autumn Escape!
Family-friendly home rentals with a pool

Luxury lake-house and heated salt pool

Bright & Modern Flat in A2

HotTub/BBQ/FirePit • GameRoom • MovieTheater&more!

Annie's Place behind the winery

Heated Pool /Hot Tub Villa

Cozy one bedroom apartment

Bent Oak Estate

6 Person Rustic Cabin
When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $356 NZD | $394 NZD | $380 NZD | $367 NZD | $401 NZD | $377 NZD | $353 NZD | $377 NZD | $377 NZD | $394 NZD | $389 NZD | $367 NZD |
| 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 $137 NZD 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 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!
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