Vacation rentals in Hillsdale County

4.95 out of 5 average rating, 76 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.

4.91 out of 5 average rating, 22 reviews

Cabin in Pittsford

Lost Nations Cowboy Town Bear Cabin

Take it easy at this unique and tranquil getaway. The bear cabin is a hand crafted one room one pull out double bed, electric with a ceiling fan, small fridge, small coffee pot, table with two chairs, fire ring with grate and wooden bench, seating on the covered porch with deck lights over looking the horse pastures and woods a kitchen for cooking flushing bathroom and out door shower located just a short distance away in cowboy town, lots to explore with a pond for fishing and much more

4.98 out of 5 average rating, 357 reviews

Farm stay in Hillsdale

Bluebird Trails

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

5 out of 5 average rating, 18 reviews

Home in Osseo

Cozy Lakefront Home minutes from Hillsdale College

Wake up to breathtaking water views and step right outside to enjoy direct access to the lake for swimming, boating, or casting a line. Whether you’re here for adventure or relaxation, this home offers the best of both worlds. Inside, you’ll find a brand-new recreational room with a cozy bar, games, a large TV, and plenty of comfortable seating—ideal for family fun, rainy-day entertainment, or winding down together in the evenings. Come make some memories at the lake!

5 out of 5 average rating, 37 reviews

The Arbor View Hillsdale Stunning, 1 mi to College

This updated, well appointed home is the perfect place to stay for anyone visiting Hillsdale College. The home sits on a quiet, tree lined cul-de-sac, located 1 mile from the college and minutes away from quaint downtown Hillsdale. Guests will enjoy exceptionally clean, beautifully decorated guest rooms and living spaces, overlooking a serene wooded yard. The rental space is the main floor of the house (2,400 sq. ft). Host occupies private lower level of the home.

4.97 out of 5 average rating, 39 reviews

Cottage in Hillsdale

The Frogmore on Baw Beese Lake!

Welcome to Frogmore Cottage, located on the shoreline of Baw Beese Lake! Newly renovated and stocked with all you'll need, Frogmore is a clean, cozy, bright and airy, two bedroom, one bathroom, 550 square foot cottage. Frogmore is just two miles from downtown Hillsdale and three miles from Hillsdale College. Relax on the deck that overlooks the lake and enjoy the kayaks to explore the shoreline of the largest lake in Hillsdale County!

4.9 out of 5 average rating, 149 reviews

Apartment in Hillsdale

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.

Superhost

Home in Reading

4.8 out of 5 average rating, 25 reviews

Cozy Cottage on All-Sports Lake

Kick back at this cozy 2-bedroom cottage on an all-sports lake—perfect for relaxing or having fun on the water. The backyard has awesome lake views, a private dock, and space to hang out by the shore. Bring your boat and use the public launch just 4 lots away, or take out the two kayaks or paddle boat provided. Whether you're paddling, floating, or just enjoying the view, this spot is great for a laid-back lake getaway.

Superhost

4.71 out of 5 average rating, 24 reviews

Private home near Hillsdale Hospital

Keep life simple at this peaceful and centrally-located home. This home is walking distance to Hillsdale Hospital, minutes from the fairgrounds, and a short drive to Hillsdale College. Make yourself at home with this family friendly retreat. This listing is for access to a private residence featuring three bedrooms, one and a half baths, as well as indoor and outdoor living, office, and kitchen spaces.

5 out of 5 average rating, 15 reviews

Hillsdale Haven

Welcome to Hillsdale Haven, a beautiful historic home located along one of the nicest streets of downtown Hillsdale, Michigan. This cozy, three bedroom, two bathroom home is 2 blocks from Hillsdale Hospital, 4 blocks from the commercial district, and a short drive (1 mile) from Hillsdale College. Loaded with charm, the Hillsdale Haven has everything you need for a restful stay in Hillsdale, Michigan.

4.89 out of 5 average rating, 278 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.