A historic building with a clock tower, columns, and a dome.

Hillsdale County Holiday Rentals

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Our top choices for Hillsdale County holiday rentals

A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

1. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (41 reviews)
"Great home close to downtown and the college. Very convenient."
United States
Laura B.
The price is HK$1,961
HK$3,350 total
includes taxes & fees
29 Oct - 30 Oct
Cozy home in historic Hillsdale
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

2. 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, (19 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
The price is HK$1,765
HK$2,502 total
includes taxes & fees
28 Nov - 29 Nov
New Waterfront Guest House – Less than 10 Min to Hillsdale College
A compact kitchen with a washing machine, microwave, and sink.

3. Tiny House near Hillsdale College

Tiny House near Hillsdale College
Hillsdale
10.0 out of 10, Exceptional, (2 reviews)
"Great little place"
United States
Kerry L.
The price is HK$1,165
HK$1,667 total
includes taxes & fees
30 Oct - 31 Oct
Tiny House near Hillsdale College
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, (50 reviews)
"I have stayed here before and had great experience. There were a couple of snafoos when I arrived but everything worked out in the end. The stairs going up to my place were not ideal but I survived. I want to thank Rebecca for all her help and kindness. I want to thank the wonderful Kenton for coming down the next morning to do a great job getting my room in tip top shape. And last but not least, Scott. He came down from the Pub to reset my lock to make sure I would be completely safe. I...
United States
Michelle
The price is HK$433
HK$812 total
includes taxes & fees
17 Nov - 18 Nov
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)
"Quaint homey feel."
United States
Kelleigh R.
The price is HK$361
HK$736 total
includes taxes & fees
4 Nov - 5 Nov
Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

6. 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
The price is HK$1,227
HK$1,949 total
includes taxes & fees
30 Oct - 31 Oct
Charming 3-bedroom house in Hillsdale near the College
An aerial view of a parking lot with several cars, a large building with a dome, and surrounding buildings.

7. 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
The price is HK$361
HK$736 total
includes taxes & fees
3 Nov - 4 Nov
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
A covered porch with two chairs and a table, a lattice screen, and a potted plant.

8. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
The price is HK$1,726
HK$2,424 total
includes taxes & fees
29 Oct - 30 Oct
Private home near Hillsdale Hospital
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

9. 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, (4 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.
The price is HK$2,157
HK$3,448 total
includes taxes & fees
29 Oct - 30 Oct
Close to Hillsdale College in a modern home with dedicated work space
A modern living room with a flat-screen TV, a dining table, and a sofa.

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

The Howder House / Refined 1BR / Sleeps 4
Hillsdale
10.0 out of 10, Exceptional, (2 reviews)
"Stay was perfect"
United States
Courtney H.
The price is HK$741
HK$1,317 total
includes taxes & fees
29 Oct - 30 Oct
The Howder House / Refined 1BR / Sleeps 4
A two-story house with a porch, surrounded by greenery.

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

The Independence Inn near Hillsdale College: The Premiere Themed Stay
Hillsdale
The price is HK$1,412
HK$2,070 total
includes taxes & fees
29 Oct - 30 Oct
The Independence Inn near Hillsdale College: The Premiere Themed Stay
A compact kitchen with a washing machine, dishwasher, and a window with blinds.

12. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
The price is HK$1,961
HK$3,209 total
includes taxes & fees
29 Oct - 30 Oct
Modern home in Hillsdale walking distance to Hillsdale College
A spacious living area with a large sectional sofa, a dining table, and multiple windows offering views of a backyard.

13. Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax

Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
Montpelier
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful stay and the host was amazing!"
United States
Madisen Y.
The price is HK$3,177
HK$5,087 total
includes taxes & fees
29 Oct - 30 Oct
Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
A cozy cabin interior with a wooden ceiling, a fireplace, a sofa, and a dining area.

14. Cabin, rustic elegance w/ hot tub, lake access

Cabin, rustic elegance w/ hot tub, lake access
Clarklake
9.6 out of 10, Exceptional, (131 reviews)
"Enjoyed the house and hot tub after days at the lake. Would definitely stay again."
United States
Stephanie J.
The price is HK$1,451
HK$1,640 total
includes taxes & fees
4 Nov - 5 Nov
Cabin, rustic elegance w/ hot tub, lake access
A clean, well-lit indoor space with a vending machine, a refrigerator, blue chairs, a small table, and a door leading outside.

15. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Coldwater, MI
10.0 out of 10, Exceptional, (103 reviews)
"Totally enjoyed my stay here"
United States
Anonymous traveller
The price is HK$781
HK$933 total
includes taxes & fees
29 Oct - 30 Oct
2 Full Beds | Non-Smoking
A room with two beds, wooden walls, a ceiling fan, and a window with curtains.

16. Downtown Coldwater Retreat - Private Backyard

Downtown Coldwater Retreat - Private Backyard
Downtown Coldwater
10.0 out of 10, Exceptional, (1 review)
"Cute place. Nice kitchen and bedrooms. We enjoyed the fire pit."
United States
Brooke W.
The price is HK$1,444
HK$2,205 total
includes taxes & fees
10 Nov - 11 Nov
Downtown Coldwater Retreat - Private Backyard
A two-story house with a covered porch, a brick chimney, and a small deck.

17. Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor

Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
Clarklake
9.8 out of 10, Exceptional, (61 reviews)
"Friendly and attentive hosts (and their pets!), beautiful pool and hot tub, gorgeous property!"
United States
Shannon T.
The price is HK$1,451
HK$1,727 total
includes taxes & fees
28 Nov - 29 Nov
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
Two Adirondack chairs facing a grassy area with trees in the background.

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, (24 reviews)
"Super cute & very clean! It was conveniently located next to the state park for walking and recreation."
United States
Kevin
The price is HK$667
HK$1,465 total
includes taxes & fees
2 Nov - 3 Nov
Lake View Cottage for Two with Views of Harrison Lake
A dock with a covered boat and a motorboat.

19. 5 Bedroom Lake Access House and Entertainment Bldg

5 Bedroom Lake Access House and Entertainment Bldg
Fremont
9.4 out of 10, Exceptional, (160 reviews)
"A wonderful experience. All amenities were available. Driving a golf cart to the lake was fun. The neighbors are friendly and the over-seer is attentive and very accommodating."
United States
Theresa W.
The price is HK$2,471
HK$5,676 total
includes taxes & fees
2 Nov - 3 Nov
5 Bedroom Lake Access House and Entertainment Bldg
A dock with two wicker lounge chairs facing a calm lake, surrounded by trees and houses.

20. LAKE JAMES Beautiful 4-bedroom cottage with Swimming, AC

LAKE JAMES Beautiful 4-bedroom cottage with Swimming, AC
Angola
9.0 out of 10, Wonderful, (2 reviews)
"Nice place, be aware that there are lots of steps."
United States
Kevin
The price is HK$1,506
HK$3,436 total
includes taxes & fees
1 Nov - 2 Nov
LAKE JAMES Beautiful 4-bedroom cottage with Swimming, AC
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
"Wonderful stay"
Heber 1-night trip
Posted 15 hours ago
Best Western Fremont/Angola I-80/90 Toll Road