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Osseo Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Osseo holiday 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

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$2,283 total
includes taxes & fees
15 Nov - 16 Nov
New Waterfront Guest House – Less than 10 Min to Hillsdale College
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

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$453
HK$700 total
includes taxes & fees
15 Nov - 16 Nov
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
A two-story house with bay windows, a front porch, and a red door.

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

Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
Hillsdale
8.4 out of 10, Very good, (36 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$415
HK$730 total
includes taxes & fees
11 Nov - 12 Nov
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
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 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$453
HK$700 total
includes taxes & fees
15 Nov - 16 Nov
Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
A compact kitchen with a washing machine, microwave, and sink.

5. 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$1,534 total
includes taxes & fees
15 Nov - 16 Nov
Tiny House near Hillsdale College
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$1,325
HK$2,037 total
includes taxes & fees
5 Nov - 6 Nov
Charming 3-bedroom house in Hillsdale near the College
A modern living room with a flat-screen TV, a dining table, and a sofa.

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

The Howder House / Refined 1BR / Sleeps 4
Hillsdale
10.0 out of 10, Exceptional, (3 reviews)
"Stay was perfect"
United States
Courtney H.
The price is HK$831
HK$1,357 total
includes taxes & fees
5 Nov - 6 Nov
The Howder House / Refined 1BR / Sleeps 4
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, (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$2,158
HK$3,135 total
includes taxes & fees
15 Nov - 16 Nov
Close to Hillsdale College in a modern home with dedicated work space
A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

9. 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$1,962
HK$3,044 total
includes taxes & fees
15 Nov - 16 Nov
Cozy home in historic Hillsdale
A covered porch with two chairs and a table, a lattice screen, and a potted plant.

10. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
The price is HK$1,726
HK$2,197 total
includes taxes & fees
15 Nov - 16 Nov
Private home near Hillsdale Hospital
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$1,525
HK$2,167 total
includes taxes & fees
8 Nov - 9 Nov
The Independence Inn near Hillsdale College: The Premiere Themed Stay
Two Adirondack chairs facing a grassy area with trees in the background.

12. 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$753
HK$1,500 total
includes taxes & fees
9 Nov - 10 Nov
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.

13. 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$1,452
HK$1,507 total
includes taxes & fees
8 Nov - 9 Nov
Cabin, rustic elegance w/ hot tub, lake access
A compact kitchen with a washing machine, dishwasher, and a window with blinds.

14. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
The price is HK$1,962
HK$3,060 total
includes taxes & fees
5 Nov - 6 Nov
Modern home in Hillsdale walking distance to Hillsdale College
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
9.6 out of 10, Exceptional, (63 reviews)
"Friendly and attentive hosts (and their pets!), beautiful pool and hot tub, gorgeous property!"
United States
Shannon T.
The price is HK$1,452
HK$1,664 total
includes taxes & fees
4 Dec - 5 Dec
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
Dining area and living room view from kitchen

16. Quiet Lake Mornings – Cozy Irish Hills Cabin

Quiet Lake Mornings – Cozy Irish Hills Cabin
Brooklyn
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. Very clean and comfortable. Had everything we needed. The lake was gorgeous. Absolutely loved kayaking, finding the canals and exploring the connected lakes."
United States
Anonymous traveller
The price is HK$1,510
HK$3,061 total
includes taxes & fees
8 Nov - 9 Nov
Quiet Lake Mornings – Cozy Irish Hills Cabin
A two-story house with a balcony, a garage, and a well-maintained garden.

17. Lakeside Sunrises & Starry Nights – Meadow Lake

Lakeside Sunrises & Starry Nights – Meadow Lake
Brooklyn
10.0 out of 10, Exceptional, (8 reviews)
"What a fantastic stay! It’s close to everything but secluded enough to relax and unwind. The hosts were great. Communication was excellent. We enjoyed dinner on the deck and relaxing while overlooking the water afterwards. If you’re looking for some R&R, this place won’t disappoint!"
United States
Kerry S.
The price is HK$1,510
HK$3,061 total
includes taxes & fees
5 Nov - 6 Nov
Lakeside Sunrises & Starry Nights – Meadow Lake
A spacious living area with a large sectional sofa, a dining table, and multiple windows offering views of a backyard.

18. 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$3,178
HK$4,828 total
includes taxes & fees
5 Nov - 6 Nov
Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
A spacious living room with a large window overlooking a lake, furnished with a sofa, chairs, and a dining table.

19. Large Lakefront Retreat – New Hot Tub!

Large Lakefront Retreat – New Hot Tub!
Manitou Beach-Devils Lake
10.0 out of 10, Exceptional, (12 reviews)
"Great communication and beautiful place. "
United States
Renee S.
The price is HK$2,746
HK$5,704 total
includes taxes & fees
22 Nov - 23 Nov
Large Lakefront Retreat – New Hot Tub!
A covered outdoor seating area with a table, chairs, and a sofa with blue cushions.

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

Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
Clarklake
10.0 out of 10, Exceptional, (26 reviews)
"Great location!! Would stay again. "
United States
Brent
The price is HK$3,001
HK$4,806 total
includes taxes & fees
5 Nov - 6 Nov
Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
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 Osseo Hotel Reviews

Find out more about Osseo

Search for holiday rentals in Osseo on Expedia! You can easily find your home rentals, villas, holiday apartments in Osseo using one of the methods below:

  • View our selection of featured holiday rentals in Osseo
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  • Enter your travel dates to view the best deals on holiday rentals in Osseo while they last

Look no further and take a look at our great range of rental properties in Osseo!

Frequently asked questions

Are there holiday rentals in Osseo?

Yes, there are holiday rentals close to the most popular sights in Osseo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osseo has to offer?

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.: This highly rated holiday home rental in Osseo is located on a lake, and has a patio, a private garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Osseo?

Expedia has 3 holiday 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 wider area.

What’s a holiday rental in Osseo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osseo. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.