
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$14,614 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.
Indoor spacesFamilyCondition

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.
FamilyKitchenComfort

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.
FamilyKitchenLayout

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.
KitchenIndoor spacesDecor

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.
KitchenFamilyCondition

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 spacesFamilyCheckout

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 spacesKitchenAccuracy

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.
FamilyIndoor spacesValue

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.
FamilyIndoor spacesAccuracy

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.
Indoor spacesKitchenSleep quality

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 spacesHiking

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

Secluded Lakefront Chalet
FamilyIndoor spacesAmenities

Secluded Lakehouse w/ Hot Tub, Sauna & game room
KitchenFamilyCleanliness

Couples spa retreat suite getaway. Hot tub
Indoor spacesKitchenCleanliness

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

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

Charger Bungalow Hillsdale College
KitchenFamilySleep quality

Tree House Studio
Indoor spacesFamilyLocation

Lakefront Living | NEW HOT TUB | Private Dock
FamilyIndoor spacesAccuracy
Family- and pet-friendly home rentals

Little Cabin in the Woods-Quiet
KitchenIndoor spacesOutdoor spaces

20a Cabinn - Private cabin on 10 woodland acres
KitchenFamilyQuiet

Peaceful, Pleasant and Gorgeous w/pontoon rental
Indoor spacesKitchenCheck-in

Newly Designed Beach Front Get Away
KitchenFamilyQuiet

Lakefront Nostalgic Cottage
Indoor spacesFamilyBreakfast

Cattle Ranch, Country Charm & Easy Urban Access
Indoor spacesKitchenLaundry

Cozy Cottage Getaway on Evan’s Lake
FamilyKitchenParking

Bear Lake access/Getaway/family friendly-Bears Den
Indoor spacesFamilyValue
Family-friendly home rentals with a pool

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

LIL Carrot- hot tub, pets welcome
KitchenIndoor spacesWalkability

Heated Pool /Hot Tub Villa
Indoor spacesKitchenCondition

Annie's Place behind the winery
FamilyKitchenBathroom

Great Wood Lodge
FamilyKitchenComfort

Oasis Retreat with Pool and Sauna!
FamilyKitchenHospitality

Bent Oak Estate
Indoor spacesKitchenParks

Luxury lake-house and heated salt pool
Indoor spacesFamilyAmenities
When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,841 GYD | G$45,720 GYD | G$45,929 GYD | G$44,467 GYD | G$49,895 GYD | G$47,181 GYD | G$43,006 GYD | G$45,929 GYD | G$45,929 GYD | G$45,929 GYD | G$45,094 GYD | G$43,215 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 |
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Niagara Falls Vacation rentals
- Detroit Vacation rentals
- Mississauga Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals





