Family-friendly holiday rentals in Hillsdale

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.

Secluded Lakehouse w/ Hot Tub, Sauna & game room

Get away to the quiet of a lake in a secluded paradise! Enjoy an amazing panoramic view of Little Pleasant Lake while soaking in a hot tub and chilling out in a steaming barrel sauna in the woods. Kayak and fish for hours. Hike the area trails in fall leaves or quiet snow. Light a bonfire after games of corn-hole and table tennis. Unwind on the upstairs balcony with a glass of wine and lake sounds. This is the escape you’ve been needing. Perfect for romantic couples and family vacations.

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.

Twenty Two Steps to Flat "212"

FREE FULL BREAKFAST FOR TWO INCLUDED DAILY in the restaurant... 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.

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.

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!

Jake's Lake Place w/pontoon rental

Jake's Place is on a private beautiful all sports lake (all DNR regulations apply) This is the perfect spot for your next family getaway. Spring feed lake, very clean and sandy bottom. This property has access to a second empty lot for additional yard. Multiple indoor and outdoor games, paddle boat, 4 kayaks and bond fire pit for relaxing after a great day on/in the lake. Jake's place faces the west for Gorgeous sunset viewing to end your day.

Cozy Tiny House on Centennial Farm

“I feel thin. Sort of... stretched. Like butter scraped over too much bread.” ~ Bilbo Baggins to Gandalf~ If this is you right now, you've come to the right place. Blue Door Guest House is designed to be a place where very tired people can come and rest. The Camino de Santiago is a special place for us and this guest house is our version of a pilgrim’s albergue. PLEASE READ GUEST ACCESS SECTION BEFORE BOOKING

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.

The Garden House

Relax with the whole family in this charming old home, with swings on the front porch and an overgrown English cottage garden in back. Less than ten minutes from Hillsdale College with a fully equipped kitchen, this makes a great home base for college families. When we travel, we enjoy places with character, and we have maintained the character of this old fashioned family home.

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!