
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.

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.
4.97 out of 5 average rating, 377 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.
4.96 out of 5 average rating, 121 reviews
Madison Street Place
A 100-year-old home, nestled in the historic district with a beautiful backyard for privacy, is all yours to enjoy. Cozy for two, spacious for more. There is no main floor bath or bedroom. There are three upstairs bedrooms (two queen, one king, and a foldout twin) and full bath. There is a second full bath in the basement. The main floor has a well-stocked kitchen, internet, living and dining rooms with a beautiful sunroom. It’s a 4-block walk to a variety of coffee shops and restaurants.
4.99 out of 5 average rating, 124 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.
4.92 out of 5 average rating, 160 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.
4.99 out of 5 average rating, 103 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.
4.85 out of 5 average rating, 191 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.
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.
4.85 out of 5 average rating, 139 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.
4.89 out of 5 average rating, 296 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.
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!
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.
4.99 out of 5 average rating, 163 reviewsPopular amenities for Hillsdale family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Lakehouse w/ Hot Tub, Sauna & game room
4.91 out of 5 average rating, 222 reviews
Peaceful 3 Bedroom Cottage with Lake Access
5.0 out of 5 average rating, 103 reviews
Couples spa retreat suite getaway. Hot tub
4.92 out of 5 average rating, 231 reviews
Quiet Getaway w/ Hot Tub + Fire Pit | Lake Access
4.9 out of 5 average rating, 268 reviews
Tree House Studio
4.96 out of 5 average rating, 69 reviews
Charger Bungalow Hillsdale College
4.97 out of 5 average rating, 39 reviews
Farm Cottage with Hot Tub, Sauna, Fire Pit, Trails
4.96 out of 5 average rating, 26 reviews
The Enchanted Schoolhouse
4.98 out of 5 average rating, 66 reviewsFamily- and pet-friendly home rentals

Benham Schoolhouse
4.97 out of 5 average rating, 144 reviews
Little Cabin in the Woods-Quiet
4.94 out of 5 average rating, 132 reviews
Newly Designed Beach Front Get Away
4.87 out of 5 average rating, 160 reviews
Peaceful, Pleasant and Gorgeous w/pontoon rental
4.89 out of 5 average rating, 103 reviews
20a Cabinn - Private cabin on 10 woodland acres
4.97 out of 5 average rating, 347 reviews
Stunning Studio
4.84 out of 5 average rating, 292 reviews
Cozy Cottage Getaway on Evan’s Lake
4.76 out of 5 average rating, 218 reviews
Cattle Ranch, Country Charm & Easy Urban Access
4.96 out of 5 average rating, 238 reviewsFamily-friendly home rentals with a pool

Turtle Cove Lakefront, pool, hot tub, Sauna!
4.91 out of 5 average rating, 462 reviews
LIL Carrot- hot tub, pets welcome
4.9 out of 5 average rating, 311 reviews
Heated Pool /Hot Tub Villa
4.82 out of 5 average rating, 179 reviews
Annie's Place behind the winery
4.97 out of 5 average rating, 86 reviews
Oasis Retreat with Pool and Sauna!
4.81 out of 5 average rating, 21 reviews
Bent Oak Estate
4.55 out of 5 average rating, 33 reviews
Luxury lake-house and heated salt pool
5.0 out of 5 average rating, 25 reviews
The Great Escape
4.95 out of 5 average rating, 19 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 | $383 NZD | $384 NZD | $372 NZD | $418 NZD | $395 NZD | $360 NZD | $384 NZD | $384 NZD | $384 NZD | $377 NZD | $362 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 |
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