Vacation rentals in Hillsdale County

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Top-rated vacation rentals in Hillsdale County

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Guest favorite

Cottage in Hillsdale

4.94 out of 5 average rating, 64 reviews

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.

Guest favorite

Loft in Hillsdale

5 out of 5 average rating, 40 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 favorite

Home in Pittsford

5 out of 5 average rating, 32 reviews

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,

Guest favorite

Home in Hillsdale

5 out of 5 average rating, 23 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.

Guest favorite

Cottage in Camden

5 out of 5 average rating, 10 reviews

New, quaint, all sports lakefront home

Welcome to our family lake house! We hope that you enjoy this fun, relaxing escape as much as we do! There’s beautiful wildlife, great fishing, and you might be lucky enough to see an owl or a baby turtle! Additionally, Lake Diane provides several nearby areas of enjoyment including 2 playgrounds, sand volleyball courts, a convenience store with soft serve ice cream, and a restaurant. You may get to visit with the Amish as they pass by on horse and buggy offering freshly baked treats.

Guest favorite

Farm stay in Hillsdale

4.99 out of 5 average rating, 314 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 favorite

Home in Hillsdale

5 out of 5 average rating, 32 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.

Guest favorite

Cottage in Hillsdale

5 out of 5 average rating, 29 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 favorite

Rental unit in Hillsdale

4.9 out of 5 average rating, 135 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 favorite

Guest suite in Hillsdale

5 out of 5 average rating, 7 reviews

Lakeside private suite in Hillsdale

Welcome to your cozy lakeside retreat! Enjoy a 1BR, 1BA unit with a full kitchen, private entrance, and access to our kayaks, paddleboard and pedalboat. Nestled on a small private Lake, relax with stunning views. Only 10 minutes from downtown Hillsdale, Hillsdale College and, a little further down the road, Michigan's antique shopping hub, Allen. Book now for a perfect blend of lakeside serenity and local attractions!

Guest favorite

Guesthouse in Jonesville

5 out of 5 average rating, 61 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 favorite

Home in Hillsdale

4.89 out of 5 average rating, 262 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.