Osseo Vacation Rentals from $209: Search Short-Term Rentals

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Our top choices for Osseo vacation rentals

A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

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

Osseo

Teresa

$303 nightly

Nov 6 - Nov 7

Total with taxes and fees

A bedroom with a wooden bed, a nightstand, a lamp, a chair, and a decorative wall piece.

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

Hillsdale

"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...

Michelle

$100 nightly

Nov 9 - Nov 10

Total with taxes and fees

A vintage-style sofa with ornate wooden legs, a quilted fabric, and decorative pillows.

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

Hillsdale

Carter

$96 nightly

Nov 11 - Nov 12

Total with taxes and fees

A room with a bed, a nightstand, a lamp, a chair, and a table with a fruit bowl.

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

Hillsdale

Kelleigh R.

$100 nightly

Nov 11 - Nov 12

Total with taxes and fees

A compact kitchen with a washing machine, microwave, and sink.

5. Tiny House near Hillsdale College

Hillsdale

Kerry L.

$213 nightly

Oct 31 - Nov 1

Total with taxes and fees

A modern living room with a flat-screen TV, a dining table, and a sofa.

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

Hillsdale

Courtney H.

$164 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

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

Hillsdale

Emily

$235 nightly

Oct 31 - Nov 1

Total with taxes and fees

A two-story house with a porch, surrounded by greenery.

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

Hillsdale

$210 nightly

Oct 31 - Nov 1

Total with taxes and fees

Two Adirondack chairs facing a grassy area with trees in the background.

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

Fayette

Kevin

$173 nightly

Nov 2 - Nov 3

Total with taxes and fees

A covered porch with two chairs and a table, a lattice screen, and a potted plant.

10. Private home near Hillsdale Hospital

Hillsdale

$309 nightly

Oct 31 - Nov 1

Total with taxes and fees

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

11. Cozy home in historic Hillsdale

Hillsdale

Laura B.

$412 nightly

Nov 1 - Nov 2

Total with taxes and fees

A compact kitchen with a washing machine, dishwasher, and a window with blinds.

12. Modern home in Hillsdale walking distance to Hillsdale College

Hillsdale

$394 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy cabin interior with a wooden ceiling, a fireplace, a sofa, and a dining area.

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

Clarklake

Stephanie J.

$209 nightly

Nov 4 - Nov 5

Total with taxes and fees

Dining area and living room view from kitchen

14. Quiet Lake Mornings – Cozy Irish Hills Cabin

Brooklyn

Anonymous traveler

$387 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

Clarklake

Shannon T.

$209 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

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

Hillsdale

Traci S.

$423 nightly

Nov 1 - Nov 2

Total with taxes and fees

A two-story house with a balcony, a garage, and a well-maintained garden.

17. Lakeside Sunrises & Starry Nights – Meadow Lake

Brooklyn

Kerry S.

$391 nightly

Nov 2 - Nov 3

Total with taxes and fees

A spacious living room with a large window overlooking a lake, furnished with a sofa, chairs, and a dining table.

18. Large Lakefront Retreat – New Hot Tub!

Manitou Beach-Devils Lake

Renee S.

$795 nightly

Nov 22 - Nov 23

Total with taxes and fees

A spacious living area with a large sectional sofa, a dining table, and multiple windows offering views of a backyard.

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

Montpelier

Madisen Y.

$615 nightly

Oct 31 - Nov 1

Total with taxes and fees

A two-story house with a covered patio, large windows, and a brick fireplace.

20. Luxury Lakefront Home: Hot Tub l Fire Pit l Sleeps 15

Brooklyn

Denise H.

$1,011 nightly

Nov 2 - Nov 3

Total with taxes and fees

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Top Osseo Hotel Reviews

Sauder Village Heritage Inn

10/10 Excellent

"A very comfortable room, amenities, and service. We can only say "if you are looking to be served well and enjoy your stay, stay at the Sauder Inn and you will not regret it"."

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.

10/10 Excellent

"This property is perfect for a Hillsdale College parent visit, an easy drive to the school. The place is incredibly charming and really makes you feel at home. The sun porch is cozy and you can’t beat the view with the lake!Patti is clear and thorough in her communication, which I appreciate! The TV was super easy to use, too."

Lakefront Winter Getaway – Fireside Nights

10/10 Excellent

"The property is a small cabin on a lake. It is in a quite, peaceful community. We were in town for a wedding so we only stayed 2 nights in the fall. We didn't enjoy any water activities while we were there, but it appeared that the owner provides nice amenities for people that do. Seating is a little limited. One 3 seater couch and one 4 person table. It worked for our party of 4, but if you have a larger party, it could be tight. There is additional seating on the patio/decks, but it was pretty chilly while we were there.There is packing across the street from the cabin which is easily accessible. The hosts were responsive and easy to work with."

Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10

8/10 Good

"Living room small for 10 people. Bed rooms ok. Small front yard. Watch the sun come up view. nice long dock with chairs at the end. Walking distance from restaurant. Well-equipped kitchen."

Find out more about Osseo

Everything you need to know about Osseo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osseo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Osseo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osseo vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osseo rentals

At Expedia, we put the best Osseo vacation 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 Osseo 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 Osseo vacation.

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

Frequently asked questions

Are there vacation rentals in Osseo?

Yes, we offer vacation rentals near popular sights in Osseo, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Osseo?

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.: Visitors give good reviews to this Osseo vacation home rental, which is located on a lake and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Osseo?

Expedia has 3 vacation rentals for your stay in Osseo.

What’s there to see and do in Osseo?

Baw Beese Lake and Bird Lake are a couple of lovely local spots to get outside and enjoy nature. Hillsdale College and Hudson Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Osseo like?

Vacation rentals are private properties where you can stay for several days or longer in Osseo. Vacation rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Osseo vacation rentals

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

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

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

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

5. Tiny House near Hillsdale College

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

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

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

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

10. Private home near Hillsdale Hospital

11. Cozy home in historic Hillsdale

12. Modern home in Hillsdale walking distance to Hillsdale College

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

14. Quiet Lake Mornings – Cozy Irish Hills Cabin

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

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

17. Lakeside Sunrises & Starry Nights – Meadow Lake

18. Large Lakefront Retreat – New Hot Tub!

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

20. Luxury Lakefront Home: Hot Tub l Fire Pit l Sleeps 15

Find vacation rentals that suit your style

Top Osseo Hotel Reviews

Sauder Village Heritage Inn

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.

Lakefront Winter Getaway – Fireside Nights

Bryan Inn

Days Inn by Wyndham Hillsdale

# Private Indoor Pool # Sleeps 25

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

Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10

Cabin, rustic elegance w/ hot tub, lake access

Find out more about Osseo

Frequently asked questions

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