
Family-friendly vacation rentals in Hillsdale
Find and book unique family-friendly homes on Airbnb
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$14,640 GYD 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 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!
Top-rated family-friendly rentals in Hillsdale
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
KitchenFamilyCleanliness

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.
Indoor spacesKitchenComfort

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.
KitchenFamilyHeating

Cozy Lakefront Cottage on Huyck Lake
Relax with the whole family at this peaceful, cozy place! 3 bedrooms 1 bath. Living room has a comfortable couch that pulls out into a bed along with additional seating. Full bath, kitchen, and laundry room are fully stocked for your comfort and enjoyment. Huyck Lake is a quiet, no wake lake. This house is perfect for a small to medium sized family or a romantic getaway. Master bedroom and guest bedroom have mounted TV’s. Family friendly. No to the following: pets, smoking, parties.
Indoor spacesFamilyLocation

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.
Indoor spacesKitchenSleep quality

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 spacesKitchenGetting around

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.
KitchenIndoor spacesParking

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.
FamilyKitchenSleep quality

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.
FamilyKitchenLayout

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.
KitchenFamilyRiver

Hillsdale’s Hidden Condo Hideaway
This is a newly built, luxurious condo with 3 bedrooms and 2 bathrooms featuring cathedral ceilings, a large kitchen island, and gorgeous master bathroom. It is located in a quiet, rural neighborhood. If you enjoy the outdoors, there is a paved walking path to Baw Beese Lake. This home is 2 miles from Hillsdale College and just minutes from downtown Hillsdale.
FamilyKitchenLayout

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 spacesWalkability
Popular amenities for Hillsdale family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Lakehouse w/ Hot Tub, Sauna & game room
KitchenFamilyCheck-in

Peaceful 3 Bedroom Cottage with Lake Access
FamilyIndoor spacesOutdoor spaces

Couples spa retreat suite getaway. Hot tub
FamilyIndoor spacesCleanliness

Quiet Getaway w/ Hot Tub + Fire Pit | Lake Access
KitchenIndoor spacesBackyard

Charger Bungalow Hillsdale College
Indoor spacesFamilyQuiet

Farm Cottage with Hot Tub, Sauna, Fire Pit, Trails
FamilyKitchenBathroom

Tree House Studio
KitchenIndoor spacesOutdoor spaces

The Enchanted Schoolhouse
Indoor spacesFamilySleep quality
Family- and pet-friendly home rentals

Little Cabin in the Woods-Quiet
FamilyKitchenBiking

Newly Designed Beach Front Get Away
FamilyIndoor spacesLayout

Peaceful, Pleasant and Gorgeous w/pontoon rental
FamilyIndoor spacesCheckout

20a Cabinn - Private cabin on 10 woodland acres
Indoor spacesKitchenGetting around

Cozy Cottage Getaway on Evan’s Lake
KitchenFamilyHeating

Lakefront Nostalgic Cottage
FamilyIndoor spacesLocation

Bear Lake access/Getaway/family friendly-Bears Den
Indoor spacesFamilyComfort

Private home near Hillsdale Hospital
FamilyIndoor spacesCheck-in
Family-friendly home rentals with a pool

Turtle Cove Lakefront, pool, hot tub, Sauna!
Indoor spacesFamilyNearby

LIL Carrot- hot tub, pets welcome
KitchenFamilyAmenities

Heated Pool /Hot Tub Villa
Indoor spacesFamilyNearby

Great Wood Lodge
Indoor spacesKitchenOutdoor spaces

Bent Oak Estate
KitchenIndoor spacesCheck-in

Annie's Place behind the winery
FamilyIndoor spacesValue

Oasis Retreat with Pool and Sauna!
FamilyIndoor spacesParking

Luxury lake-house and heated salt pool
Indoor spacesKitchenView
When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,919 GYD | G$45,801 GYD | G$46,010 GYD | G$44,547 GYD | G$49,984 GYD | G$47,265 GYD | G$43,083 GYD | G$46,010 GYD | G$46,010 GYD | G$46,010 GYD | G$45,174 GYD | G$43,292 GYD |
| 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 |
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