
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.

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 spacesAccess
4.97 out of 5 average rating, 144 reviews
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.
FamilyIndoor spacesAmenities
4.96 out of 5 average rating, 120 reviews
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 spacesHiking
4.92 out of 5 average rating, 159 reviews
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.
KitchenIndoor spacesBathroom
4.99 out of 5 average rating, 102 reviews
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 spacesFamilyHospitality
4.85 out of 5 average rating, 190 reviews
Lake Front Cottage on Iyopawa Island & Golf Course
This is a vacation property located on desirable Iyopawa Island, with Coldwater Lake on one side, and a regulation 9 hole golf course on the other. The house was recently refurbished. Fishing, Boating, Golfing, and Swimming, are literally right outside your door. We rent by the week for June through September starting on Sat. and Daily with a two day minimum the rest of the year. We are 5 miles North of the I-69, I-80 Interchange.
Indoor spacesFamilyHospitality
4.85 out of 5 average rating, 174 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.
Indoor spacesKitchenWi-Fi
4.91 out of 5 average rating, 159 reviews
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.
FamilyKitchenHospitality
4.85 out of 5 average rating, 138 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.
Indoor spacesKitchenWalkability
4.89 out of 5 average rating, 295 reviews
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.
KitchenIndoor spacesLong stay
4.98 out of 5 average rating, 109 reviews
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!
Indoor spacesKitchenParking
4.95 out of 5 average rating, 461 reviews
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 spacesFamilyView
4.99 out of 5 average rating, 163 reviewsPopular amenities for Hillsdale family-friendly rentals
Family-friendly home rentals with a hot tub

Private Lakefront, Hot Tub, Kayaks
FamilyIndoor spacesHot tub
4.97 out of 5 average rating, 375 reviews
Secluded Lakehouse w/ Hot Tub, Sauna & game room
KitchenFamilyOutdoor spaces
4.91 out of 5 average rating, 221 reviews
Peaceful 3 Bedroom Cottage with Lake Access
KitchenFamilyHospitality
5.0 out of 5 average rating, 103 reviews
Lakefront Wonderland | Dock, Game Room & Hot tub
FamilyKitchenPets
4.97 out of 5 average rating, 151 reviews
Couples spa retreat suite getaway. Hot tub
KitchenFamilyBathroom
4.92 out of 5 average rating, 230 reviews
Quiet Getaway w/ Hot Tub + Fire Pit | Lake Access
FamilyKitchenHiking
4.9 out of 5 average rating, 268 reviews
Charger Bungalow Hillsdale College
FamilyKitchenComfort
4.97 out of 5 average rating, 39 reviews
Farm Cottage with Hot Tub, Sauna, Fire Pit, Trails
Indoor spacesKitchenGetting around
4.96 out of 5 average rating, 26 reviewsFamily- and pet-friendly home rentals

20a Cabinn - Private cabin on 10 woodland acres
FamilyIndoor spacesCheck-in
4.97 out of 5 average rating, 345 reviews
Little Cabin in the Woods-Quiet
Indoor spacesKitchenDecor
4.94 out of 5 average rating, 132 reviews
Newly Designed Beach Front Get Away
Indoor spacesKitchenCheck-in
4.87 out of 5 average rating, 160 reviews
Lakefront Nostalgic Cottage
KitchenIndoor spacesDecor
4.86 out of 5 average rating, 177 reviews
Peaceful, Pleasant and Gorgeous w/pontoon rental
KitchenFamilyValue
4.89 out of 5 average rating, 103 reviews
Cattle Ranch, Country Charm & Easy Urban Access
Indoor spacesFamilyAmenities
4.96 out of 5 average rating, 238 reviews
Cozy Cottage Getaway on Evan’s Lake
FamilyIndoor spacesBackyard
4.76 out of 5 average rating, 218 reviews
**Lakefront** Updated Open Concept Gem
FamilyKitchenAir conditioning
4.98 out of 5 average rating, 124 reviewsFamily-friendly home rentals with a pool

Turtle Cove Lakefront, pool, hot tub, Sauna!
FamilyKitchenOutdoor spaces
4.91 out of 5 average rating, 461 reviews
LIL Carrot- hot tub, pets welcome
Indoor spacesFamilyOutdoor spaces
4.9 out of 5 average rating, 311 reviews
Heated Pool /Hot Tub Villa
Indoor spacesFamilyBackyard
4.81 out of 5 average rating, 178 reviews
Oasis Retreat with Pool and Sauna!
KitchenFamilyLocation
4.81 out of 5 average rating, 21 reviews
Great Wood Lodge
Indoor spacesFamilyWi-Fi
5.0 out of 5 average rating, 23 reviews
Annie's Place behind the winery
KitchenIndoor spacesParking
4.97 out of 5 average rating, 86 reviews
Bent Oak Estate
FamilyIndoor spacesLaundry
4.55 out of 5 average rating, 33 reviews
Luxury lake-house and heated salt pool
KitchenFamilyAmenities
5.0 out of 5 average rating, 25 reviewsWhen is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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
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