Holiday rentals in Hillsdale County

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Top-rated holiday rentals in Hillsdale County

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Guest favourite

Loft in Hillsdale

5.0 out of 5 average rating, 29 reviews

The Lofty Owl - 3 bedroom new downtown apartment

12 Minute walk to Hillsdale College! Right across from the town square, enjoy this two-story 1700 sq. foot apartment. Twelve foot ceilings and oodles of natural light will welcome you, as you watch the downtown activity at the local farmer's market on Saturday mornings. With a restaurant on each side, a gift store, and a coffee shop in the same block, all your needs are met! Get your steps in and enjoy small town life. Completely updated apartment is on floor 2 and 3 with a private entrance.

Guest favourite

Home in Reading

5.0 out of 5 average rating, 14 reviews

Lake Berry hideaway

This is a Lake house on Berry Lake. Enjoy the lake sitting on the porch enjoy your drink of choice while watching the ducks and swans swim across the lake. Bring your fishing poles and fish from the dock. You can launch your canoe or kayaks from the community beach area just a short distance from the house. We are close to Hillsdale College, antique shops, other lakes, and Amish stores. Our home is fully stocked with bedding, towels, laundry supplies, kitchen supplies, as well as internet.

Guest favourite

Farm stay in Hillsdale

4.99 out of 5 average rating, 277 reviews

Bluebird Trails Bed and Breakfast

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.

Guest favourite

Cottage in Hillsdale

4.98 out of 5 average rating, 47 reviews

Bear Lake access/Getaway/family friendly-Bears Den

Bear Lake welcomes you. Relax with friends and/or 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 boat, jet skis, etc. 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.

Guest favourite

Home in Hillsdale

5.0 out of 5 average rating, 25 reviews

Stunning, Peaceful Home 1 mi. to Hillsdale 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 one 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.

Guest favourite

Cottage in Hillsdale

5.0 out of 5 average rating, 19 reviews

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 Cottage is just two miles from downtown Hillsdale, and three miles from Hillsdale College. Relax on the deck that overlooks Baw Beese Lake and enjoy the kayaks to explore the shoreline of the largest lake in Hillsdale County!

Guest favourite

Flat in Hillsdale

4.89 out of 5 average rating, 122 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.

Guest favourite

Home in Pittsford

5.0 out of 5 average rating, 22 reviews

R&R friendly House

Relax, enjoy, listing says 5 guests max. But there is an 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 .House also has a generator! Short drive to Bundy Hill off road park. Also nearby is Hidden Lake Gardens, Irish Hills , MIS Speedway,

Guest favourite

Guest house in Jonesville

5.0 out of 5 average rating, 43 reviews

Loft Apartment

Welcome to our charming loft apartment, located off of US-12 in Jonesville, just minutes from Hillsdale College. This apartment is perfect for a couple, or young family looking for a comfortable place to stay while they are in the area. The apartment features a living area, an efficiency kitchen, and a full bathroom. We hope you enjoy your stay at our loft apartment, and we look forward to welcoming you to our home!

Guest favourite

Home in Hillsdale

4.88 out of 5 average rating, 249 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.

Guest favourite

Home in Jonesville

5.0 out of 5 average rating, 16 reviews

The Wetmore House

Beautiful 4 bedroom home, just an 8 minute drive to Hillsdale College! Conveniently located blocks away from the restaurants and shops of downtown Jonesville, our home is fully furnished and equipped with everything you could need during your stay in Hillsdale County. The Wetmore House is the perfect mix of clean, spacious, comfortable, and full of character for your home away from home.

Guest favourite

Home in Hillsdale

5.0 out of 5 average rating, 15 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 seawalled 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.