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 rustic wooden building with a red door and a window labeled "Baths".

1. 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, (1 review)
"The fishing is awesome!"
United States
Jesse
The price is NZ$131
includes taxes & fees
25 Aug - 26 Aug
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
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, (14 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 NZ$518
includes taxes & fees
1 Sept - 2 Sept
New Waterfront Guest House – Less than 10 Min to Hillsdale College
A rustic wooden building with a red door and a window labeled "Baths".

3. 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.
The price is NZ$161
includes taxes & fees
21 Sept - 22 Sept
Lost Nations Cowboy Town Bear Cabin
A rustic wooden building with a red door and a window labeled "Baths".

4. Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin
Pittsford
9.2 out of 10, Wonderful, (9 reviews)
"The cabin was nice and the only thing I would change is if it had a personal cooking/kitchen aera"
United States
Devin M.
The price is NZ$174
includes taxes & fees
21 Sept - 22 Sept
Lost Nations Cowboy Town Mining Company Cabin
A small, single-story wooden cabin with a deck, a fire pit, and a garden area.

5. Cozy Tiny House near Hillsdale College

Cozy Tiny House near Hillsdale College
Hillsdale
The price is NZ$384
includes taxes & fees
14 Sept - 15 Sept
Cozy Tiny House near 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.

6. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (39 reviews)
"Great property in Hillsdale! Plenty of parking and room. Attentive and helpful host."
United States
Renata S.
The price is NZ$706
includes taxes & fees
25 Aug - 26 Aug
Cozy home in historic Hillsdale
A compact kitchen with a washing machine, dishwasher, and a window with blinds.

7. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
The price is NZ$677
includes taxes & fees
25 Aug - 26 Aug
Modern home in Hillsdale walking distance to Hillsdale College
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

8. 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, (2 reviews)
"Great home within very close walking distance to Hillsdale’s campus. Super comfortable beds. Heather was very easy to communicate with and responded to all questions!"
United States
Katrina T.
The price is NZ$727
includes taxes & fees
25 Aug - 26 Aug
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.

9. 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, (20 reviews)
"Great time, nice lake!"
United States
Athanasius G.
The price is NZ$309
includes taxes & fees
31 Aug - 1 Sept
Lake View Cottage for Two with Views of Harrison Lake
A cozy cabin interior with a wooden ceiling, a fireplace, a sofa, and a dining area.

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

Cabin, rustic elegance w/ hot tub, lake access
Clarklake
9.6 out of 10, Exceptional, (124 reviews)
"Had a wonderful stay"
United States
Daniel H.
The price is NZ$348
includes taxes & fees
25 Aug - 26 Aug
Cabin, rustic elegance w/ hot tub, lake access
A hotel room with a bed, a dresser, a TV, and a chair.

11. King Bed | Non-Smoking

King Bed | Non-Smoking
Coldwater, MI
10.0 out of 10, Exceptional, (119 reviews)
"Super clean and comfy rooms! The staff were great, making our group stay really enjoyable."
United States
Anonymous traveller
The price is NZ$158
includes taxes & fees
31 Aug - 1 Sept
King Bed | Non-Smoking
A single-story house with a gray exterior, white trim, and a number '2907' on the door.

12. 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, (22 reviews)
"Nice place for our needs"
United States
Jason C.
The price is NZ$340
includes taxes & fees
25 Aug - 26 Aug
Entire Home with Lake Access - Cozy Cove at Manitou
A wooden deck with metal chairs and a picnic table overlooking a lake.

13. Lakefront house 2-bedroom house in delightful Michigan Center with WiFi, AC

Lakefront house 2-bedroom house in delightful Michigan Center with WiFi, AC
Michigan Center
8.6 out of 10, Excellent, (28 reviews)
"We loved our stay!! Clean, many amenities, cute cottage on the lake! Parking was no problem. The kids had a great time fishing!! Will definitely stay again if in the area! "
United States
Jen
The price is NZ$330
includes taxes & fees
26 Aug - 27 Aug
Lakefront house 2-bedroom house in delightful Michigan Center with WiFi, AC
A living room with a grey sectional sofa, a small wooden side table with a lamp, and a world map on the wall.

14. 4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
Angola
9.2 out of 10, Wonderful, (5 reviews)
"The house was clean, warm, and welcoming. The large kitchen and dining area was great for family meals and games. Extra seating at the island allowed all of us to be together in the same space. The neighborhood was quiet and traffic noise was minimal. The large fenced in yard was a bonus too! We thoroughly enjoyed our stay and highly recommend this property to others."
United States
Karen M.
The price is NZ$488
includes taxes & fees
25 Aug - 26 Aug
4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
A two-story house with a covered porch, a brick chimney, and a small deck.

15. 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, (60 reviews)
"Our stay was great! Just wish we had more time to enjoy the property, it was beautiful. Owners were wonderful."
United States
Karen
The price is NZ$361
includes taxes & fees
13 Sept - 14 Sept
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
A house with a covered patio, a yellow door, and a small garden area.

16. Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly

Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly
Brooklyn
9.0 out of 10, Wonderful, (25 reviews)
"1"
United States
Heather smith
The price is NZ$352
includes taxes & fees
31 Aug - 1 Sept
Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly
A wooden deck with outdoor seating, a boat docked nearby, and a house with large windows.

17. Snuggle time is great at the LiL Carrot waterfront on Big Wolf Lake

Snuggle time is great at the LiL Carrot waterfront on Big Wolf Lake
Grass Lake Charter Township
9.8 out of 10, Exceptional, (44 reviews)
"We had an amazing stay at the Lil Carrot!It was relaxing and a perfect getaway for two! Everything was spotless and Judi has carefully planned to have everything you might need on hand! We forgot a few items and found them effortlessly in this well organized cottage! We are already planning our next trip!"
United States
AMY J.
The price is NZ$549
includes taxes & fees
13 Sept - 14 Sept
Snuggle time is great at the LiL Carrot waterfront on Big Wolf Lake
A snow-covered landscape with a yurt-style tent structure.

18. Off the Grid Yurt Camping

Off the Grid Yurt Camping
Jackson
10.0 out of 10, Exceptional, (35 reviews)
"We absolutely loved the property. The private trails were beautiful and all the wildlife was incredible. The yurt had everything we needed and was very cute and cozy. We'd love to come back."
United States
Alyssia M.
The price is NZ$202
includes taxes & fees
25 Aug - 26 Aug
Off the Grid Yurt Camping
A living room with a dark grey sectional sofa, a wooden dining table with chairs, a flat-screen TV, and a small side table with a plant.

19. Cozy 2 Bedroom House

Cozy 2 Bedroom House
Adrian
8.8 out of 10, Excellent, (48 reviews)
"The house was perfect for our needs! Plenty of space for everyone to stretch out. Definitely dog friendly - good sized yard to walk them in. Close to town, close to Adrian College. Would definitely book again!"
United States
Laura R.
The price is NZ$302
includes taxes & fees
25 Aug - 26 Aug
Cozy 2 Bedroom House
A two-story wooden cabin with a balcony, a staircase, and a small porch area.

20. Make Memories with Lake Days & Bonfire Nights

Make Memories with Lake Days & Bonfire Nights
Brooklyn
The price is NZ$697
includes taxes & fees
31 Aug - 1 Sept
Make Memories with Lake Days & Bonfire Nights
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

Baymont by Wyndham Jackson

Baymont by Wyndham Jackson

8/10 Good
"clean room"
William 3-night trip
Posted less than an hour ago
Baymont by Wyndham Jackson

Find out more about Hillsdale County

Everything you need to know about Hillsdale County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillsdale County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsdale County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsdale County holiday rentals we have selected for you start as low as NZ$330 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillsdale County rentals

At Expedia, we put the best Hillsdale County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsdale County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.