Holiday rentals in Hillsdale County

4.93 out of 5 average rating, 75 reviews

Cottage in Hillsdale

Bear Lake access/Getaway/family friendly-Bears Den

Bear Lake welcomes you. Relax with friends/family at this peaceful and sometimes spirited getaway steps away from ALL SPORT Bear Lake. Shared dock where you can swim, Kayak, fish, or merely float. A Public access launch is just yards away for personal watercraft. Evenings sprinkle the sky with plenty of stars to gaze at. Fishing, boating, kayaking, or just relaxing are all at your finger tips. Golfing, restaurants, shopping, and walking/ biking trails nearby. Pontoon/Kayak rentals available.

5 out of 5 average rating, 42 reviews

Home in Pittsford

R&R friendly House

NO PETS.Relax, enjoy, Cabin like cozy feeling! 2 bedrooms, one with a queen size bed, and the other is a double. But there is a self contained air mattress, and a single folding bed, and the sofa that could accommodate a couple of smaller guest. only minutes from 2400 acres of Lost Nations State Game area, open to hunting, hiking, nature sightseeing. 12 miles from Hillsdale College . Short drive to Bundy Hill off road park. Also nearby is Hidden Lake Gardens, Irish Hills , MIS Speedway,

4.99 out of 5 average rating, 340 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.

4.93 out of 5 average rating, 46 reviews

The Homestead at Hillsdale (.4 miles from campus)

Welcome to our peaceful, clean, and beautiful home in the heart of Historic Hillsdale. This recently renovated home is conveniently located 3.5 blocks from Hillsdale College and 3 blocks from the historic downtown. We aim to provide the best accommodations in town. Our guests can expect premium, locally-roasted coffee, high-quality cotton linens, a brand-new fire pit in a cozy backyard, and much more. Come see why The Homestead is the go-to place to stay in Hillsdale.

5 out of 5 average rating, 18 reviews

Home in Jonesville

Newly Renovated / Bullhead Lake

Enjoy a family-friendly getaway at this newly remodeled lakeside retreat! With rustic charm, modern updates, and new AC, furnace, and appliances, it’s the perfect mix of comfort and style. Located on Bullhead Lake, just 4 miles from Hillsdale College and a half-mile from Walmart, you’ll love the convenience. Relax on the deck and take in stunning sunsets over the lake, or explore the nearby area for plenty of activities. Hot tub available with an additional cost

4.89 out of 5 average rating, 141 reviews

Flat 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.

4.97 out of 5 average rating, 33 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 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!

4.89 out of 5 average rating, 273 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.

4.88 out of 5 average rating, 17 reviews

Cozy 3BR Hillsdale Haven

Welcome to your home away from home in Hillsdale, MI! Owned by a proud Hillsdale College alumnus, this charming 3-bedroom, 1-bathroom retreat is thoughtfully designed to provide a comfortable and memorable stay for up to 6 guests, with office space. Whether you're visiting Hillsdale College, attending a special event, or simply exploring the area, this home is the ideal base for your stay.

5 out of 5 average rating, 29 reviews

Firefly Cottage Lake front home on Baw Beese Lake

Lakeside Family Fun! Lake front house, on the quiet end of Baw Beese Lake. 3 bedroom, 1.5 baths. 45 feet of sea walled lake front, with a 28-foot dock. Yard games. Lake side firepit. 3 season room. Kayaks, canoe, SUPs, and a few floats for your enjoyment. A well-stocked kitchen, and a full-size gas grill for your use. Central air for those hot summer nights.

4.98 out of 5 average rating, 49 reviews

Hillsdale’s Hidden Condo Hideaway

This is a newly built, luxurious condo with 3 bedrooms and 2 bathrooms featuring cathedral ceilings, a large kitchen island, and gorgeous master bathroom. It is located in a quiet, rural neighborhood. If you enjoy the outdoors, there is a paved walking path to Baw Beese Lake. This home is 2 miles from Hillsdale College and just minutes from downtown Hillsdale.

4.88 out of 5 average rating, 17 reviews

Cozy Cottage Near Campus

What a perfect location! This cabin is a short walk down the sidewalk to Hillsdale College campus and steps away from Hayden Park with its new track stadium, sand volleyball, and running trails. You'll enjoy relaxing in this cozy cabin or watching wildlife in the spacious backyard. You're also just minutes from downtown Hillsdale, shops, and restaurants.

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Popular amenities for Hillsdale County holiday rentals

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Other great holiday rentals in Hillsdale County

5 out of 5 average rating, 8 reviews

Hillsdale Haven

JohnRating, 5 stars1 week ago

Kind, patient hosts with a lovely home. Spacious kitchen/dining area and a comfortable living space.

5 out of 5 average rating, 20 reviews

Cottage in Reading

Newly remodeled lake front cottage

MichaelRating, 5 stars9 months ago

We had an absolutely wonderful time. Couldn't have asked for more. Hosts were super helpful, friendly, responsive, all around excellent. The property was great, cozy, comfortable house with plenty of space to relax, beautiful yard, and of course access to a pristine and lovely lake. If you're looking for some peace and quiet, a little bit of nature, and some time on the water, you can't do much better than this.

4.71 out of 5 average rating, 14 reviews

Cozy Hillsdale Home ~ 1 Mi to Baw Beese Lake!

MichelleRating, 5 stars8 months ago

Charming vintage home in beautiful surroundings. Very spacious.

Home in Hudson

5 out of 5 average rating, 3 reviews

The Little Cottage on Lime Lake

NikkiRating, 5 stars1 month ago

The views from their Airbnb were so beautiful. The deck was fabulous to overlook during breakfast or dinner. We sat by the firepit in the evening watching the sun set. The Airbnb was close enough to town or parks to stay busy. Lovely surroundings, we will be back again. Host was fantastic!

5 out of 5 average rating, 8 reviews

Flat in Reading

The Green Room

AaronRating, 5 stars1 month ago

Frank is a great host, very friendly, helpful, and responsive. The Green Room is definitely a great little cozy place to stay. Definitely will be looking into this place more in the future. Definitely enjoyed it 10/10.

5 out of 5 average rating, 36 reviews

The Arbor View Hillsdale Stunning, 1 mi to College

JaymeRating, 5 stars1 week ago

From the moment I walked into the house and Sue gave us a tour, I fell completely in love with it. It is exactly how it’s pictured and more. Sue went above and beyond to make sure our stay was perfect. She thought of literally everything! The house is stocked and with 2 kids, I so appreciated it. Not to mention it was CLEAN! If you’re looking for a place to stay in hillsdale look no more. I promise you won’t be disappointed.

4.9 out of 5 average rating, 10 reviews

Thistle House

JamesRating, 5 stars1 month ago

Beautiful home! Beds are so comfortable & plenty of towels. Really appreciate how clean it was and the lights along the staircase. Thanks for celebrating our son’s graduation!