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Vacation Rentals in Hillsdale County

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Top Cities in Hillsdale County

An aerial view of a town with a mix of residential and commercial buildings, a large dome structure, and a parking lot with cars.
Vacation RentalsVacation Rentals

Hillsdale

Hillsdale

Our top choices for Hillsdale County vacation rentals

An aerial view of a parking lot with several cars, a large building with a dome, and surrounding buildings.

1. Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything

Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
Hillsdale
8.6 out of 10, Excellent, (35 reviews)
"Was a great stay at a place with a lot of history! Will look to stay here again if I’m in the area!"
United States
Carter
$100 nightly
The price is $104
Oct 4 - Oct 5
Total with taxes and fees
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
A rustic wooden building with a red door and a window labeled "Baths".

2. Lost Nations Cowboy Town Bear Cabin

Lost Nations Cowboy Town Bear Cabin
Pittsford
10.0 out of 10, Exceptional, (4 reviews)
"Nice little place , full of beautiful art and scenery. Friendly host"
United States
zachary D.
$92 nightly
The price is $96
Sep 27 - Sep 28
Total with taxes and fees
Lost Nations Cowboy Town Bear Cabin
A rustic wooden building with a red door and a window labeled "Baths".

3. Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town

Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
Pittsford
10.0 out of 10, Exceptional, (2 reviews)
"The fishing is awesome!"
United States
Jesse
$85 nightly
The price is $85
Sep 27 - Sep 28
Total with taxes and fees
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
A bedroom with a wooden bed, a nightstand, a lamp, a chair, and a decorative wall piece.

4. Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed

Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
Hillsdale
9.0 out of 10, Wonderful, (48 reviews)
"Enjoyed the stay."
United States
Anonymous traveler
$109 nightly
The price is $113
Oct 12 - Oct 13
Total with taxes and fees
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
A building with a gabled roof, a central window, and decorative elements including stars and a sun-like shape.

5. Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed

Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
Hillsdale
8.4 out of 10, Very good, (29 reviews)
"On main drag so easy to fo d"
United States
debra
$109 nightly
The price is $113
Oct 4 - Oct 5
Total with taxes and fees
Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
A compact kitchen with a washing machine, microwave, and sink.

6. Tiny House near Hillsdale College

Tiny House near Hillsdale College
Hillsdale
10.0 out of 10, Exceptional, (1 review)
"This tiny house was exactly what I was looking for. It was clean, comfortable, and had everything I needed without feeling cramped. The space was thoughtfully laid out, and I really appreciated how peaceful it was. It was also close to get to Hillsdale College, while still giving me the feeling of being away from everything. For a quick overnight stay, it was perfect. I would definitely recommend it to anyone visiting the area who wants something a little different from a traditional hotel....
United States
Cyndi
$187 nightly
The price is $187
Oct 26 - Oct 27
Total with taxes and fees
Tiny House near Hillsdale College
A rustic wooden building with a red door and a window labeled "Baths".

7. Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin
Pittsford
9.2 out of 10, Wonderful, (10 reviews)
"Holly is amazing. Her husband is a great help as well. I have stayed there twice now. This time was even more fun with having a horse back riding experience! We stayed for a couples night out. There were no spider webs in our cabin and we didn’t have to worry about asking for batteries for our fan! The accommodations for being a Rustic style experience were wonderful and clean. We definitely be going back."
United States
Darci
$108 nightly
The price is $113
Sep 27 - Sep 28
Total with taxes and fees
Lost Nations Cowboy Town Mining Company Cabin
A rustic cabin with a wooden porch, a bench, and a sign indicating a deer hunting area.

8. Lost Nations Cowboy Town Riverside Cabin

Lost Nations Cowboy Town Riverside Cabin
Pittsford
9.0 out of 10, Wonderful, (11 reviews)
"A unique unforgettable stay. Friendly hosts, a sweet rescue horse, barn cats and kittens, a charming atmosphere. We had the river side cabin, which is just a short hike away. Cozy, far enough away to feel private, close enough to get visits from Midnight (a cat!)."
United States
Daphne
$110 nightly
The price is $110
Sep 27 - Sep 28
Total with taxes and fees
Lost Nations Cowboy Town Riverside Cabin
A bedroom with a bed, a mirror, and various framed pictures on the wall.

9. Heart of Hillsdale, Kitchen, Wifi, Desk, Apartment with 2 Beds Close to College

Heart of Hillsdale, Kitchen, Wifi, Desk, Apartment with 2 Beds Close to College
Hillsdale
8.4 out of 10, Very good, (29 reviews)
"Our son is a baseball player and we stay here every time we go down. Great location and price"
United States
Sue L.
$130 nightly
The price is $135
Oct 8 - Oct 9
Total with taxes and fees
Heart of Hillsdale, Kitchen, Wifi, Desk, Apartment with 2 Beds Close to College
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a wooden entertainment unit.

10. The Howder House / Refined 1BR / Sleeps 4

The Howder House / Refined 1BR / Sleeps 4
Hillsdale
10.0 out of 10, Exceptional, (1 review)
"Hands down, this is the nicest short-term rental in Hillsdale.As a frequent visitor to Hillsdale, I’ve stayed in many places, and this one truly surpassed them all. It boasts a tiled bath, the most comfortable and cozy bed, and curated light fixtures that adjust to your touch. There’s even an espresso machine, soaps, a smart TV with Netflix and HBO memberships, and more. The laundry machine was a great touch, especially after a long travel day.Check-in, communication, and checkout were all easy...
United States
Elizabeth P.
$190 nightly
The price is $200
Sep 30 - Oct 1
Total with taxes and fees
The Howder House / Refined 1BR / Sleeps 4
A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

11. Charming 3-bedroom house in Hillsdale near the College

Charming 3-bedroom house in Hillsdale near the College
Hillsdale
9.8 out of 10, Exceptional, (8 reviews)
"Spacious well equipped home!"
United States
Emily
$225 nightly
The price is $237
Oct 3 - Oct 4
Total with taxes and fees
Charming 3-bedroom house in Hillsdale near the College
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

12. New Waterfront Guest House – Less than 10 Min to Hillsdale College

New Waterfront Guest House – Less than 10 Min to Hillsdale College
Osseo
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful and peaceful place to stay. Others should know that water is not suitable for swimming, but very relaxing to enjoy with morning coffee or evening drinks. Thanks for sharing your lovely place Teresa and Glenn"
Canada
Teresa
$287 nightly
The price is $303
Oct 12 - Oct 13
Total with taxes and fees
New Waterfront Guest House – Less than 10 Min to Hillsdale College
A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

13. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (40 reviews)
"Great property in Hillsdale! Plenty of parking and room. Attentive and helpful host."
United States
Renata S.
$388 nightly
The price is $403
Oct 1 - Oct 2
Total with taxes and fees
Cozy home in historic Hillsdale
A covered porch with two chairs and a table, a lattice screen, and a potted plant.

14. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
$293 nightly
The price is $293
Oct 2 - Oct 3
Total with taxes and fees
Private home near Hillsdale Hospital
A compact kitchen with a washing machine, dishwasher, and a window with blinds.

15. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
$373 nightly
The price is $388
Sep 27 - Sep 28
Total with taxes and fees
Modern home in Hillsdale walking distance to Hillsdale College
A room with a wooden table, a vase with flowers, a window, and an American flag on the wall.

16. The Independence Inn near Hillsdale College: The Premiere Themed Stay

The Independence Inn near Hillsdale College: The Premiere Themed Stay
Hillsdale
$309 nightly
The price is $326
Sep 27 - Sep 28
Total with taxes and fees
The Independence Inn near Hillsdale College: The Premiere Themed Stay
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

17. Close to Hillsdale College in a modern home with dedicated work space

Close to Hillsdale College in a modern home with dedicated work space
Hillsdale
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property! Clean, immaculate,…well stocked kitchen with dishes, utensils, etc. Comfortable beds, great towels!Everything felt newly updated. So close to the college, we could really almost walk to the Searle Center, but it was raining this weekend. Highly recommend this property!"
United States
Traci S.
$400 nightly
The price is $417
Sep 27 - Sep 28
Total with taxes and fees
Close to Hillsdale College in a modern home with dedicated work space
A spacious living room with a wooden floor, a ceiling fan, a green bookshelf, a floral sofa, a white armchair, and a dining table.

18. Lake View Cottage for Two with Views of Harrison Lake

Lake View Cottage for Two with Views of Harrison Lake
Fayette
10.0 out of 10, Exceptional, (23 reviews)
"Great time, nice lake!"
United States
Athanasius G.
$180 nightly
The price is $185
Sep 27 - Sep 28
Total with taxes and fees
Lake View Cottage for Two with Views of Harrison Lake
A single-story house with a gray exterior, white trim, and a number '2907' on the door.

19. Entire Home with Lake Access - Cozy Cove at Manitou

Entire Home with Lake Access - Cozy Cove at Manitou
Manitou Beach-Devils Lake
9.8 out of 10, Exceptional, (29 reviews)
"Nice place for our needs"
United States
Jason C.
$196 nightly
The price is $201
Sep 27 - Sep 28
Total with taxes and fees
Entire Home with Lake Access - Cozy Cove at Manitou
A hotel room with a bed, a dresser, a TV, and a chair.

20. King Bed | Non-Smoking

King Bed | Non-Smoking
Coldwater, MI
10.0 out of 10, Exceptional, (119 reviews)
"Cozy room and great value for solo stays"
United States
Anonymous traveler
$105 nightly
The price is $115
Oct 11 - Oct 12
Total with taxes and fees
King Bed | Non-Smoking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsdale County Hotel Reviews

Best Western Fremont/Angola I-80/90 Toll Road

Best Western Fremont/Angola I-80/90 Toll Road

10/10 Excellent
"Very accommodating. I needed a last minute overnight stop while driving cross country. I also needed fragrance free due to allergies. After calling 10+ hotels and them all telling me they spray frebreeze in the rooms (ewww, why?) the man at the front desk assured me I wouldn’t have an issue. He then opened the window in our room to air it out for when we got there just in case. Also very clean and quiet. Great customer service"
Megan 1-night trip
Posted 2 hours ago
Best Western Fremont/Angola I-80/90 Toll Road

Find out more about Hillsdale County

Discover your perfect Hillsdale County vacation rental with Expedia

How many vacation rentals are available in Hillsdale County?


Expedia has plenty of vacation rentals to choose from in and around  Hillsdale County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Hillsdale County?


The selection of Hillsdale County vacation rentals we have selected for you start as low as $110 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Hillsdale County?


Vacation rentals in Hillsdale County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Hillsdale County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Hillsdale County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Hillsdale County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Hillsdale County?


Find vacation rentals in Hillsdale County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Hillsdale County.  


What amenities are available in a vacation rental in Hillsdale County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Hillsdale County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Hillsdale County?   


Everytime is a great time to head to Hillsdale County! Staying in a Hillsdale County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Hillsdale County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Hillsdale County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Hillsdale County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Hillsdale County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.