Osseo Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Osseo holiday rentals

Fridge, microwave, stovetop, dishwasher

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, (11 reviews)
"Yes very welcoming the place is beautiful and very peaceful we will definitely stay again."
United States
christy b.
The price is HK$1,762
HK$2,498 total
includes taxes & fees
12 May - 13 May
New Waterfront Guest House – Less than 10 Min to Hillsdale College
Interior

Cabin, rustic elegance w/ hot tub, lake access

Cabin, rustic elegance w/ hot tub, lake access
Clarklake
9.8 out of 10, Exceptional, (108 reviews)
"Great place and would stay again. "
United States
Misti G.
The price is HK$1,449
HK$1,637 total
includes taxes & fees
21 May - 22 May
Cabin, rustic elegance w/ hot tub, lake access
1 bedroom, bed sheets

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, (12 reviews)
"Nice location, quite just off the water. Very relaxing stay. "
United States
James W.
The price is HK$619
HK$1,415 total
includes taxes & fees
27 May - 28 May
Lake View Cottage for Two with Views of Harrison Lake
Terrace/patio

Lost Nations Cowboy Town Riverside Cabin

Lost Nations Cowboy Town Riverside Cabin
Pittsford
8.8 out of 10, Excellent, (9 reviews)
"It was perfect for us! We really enjoyed the rustic cabin. We were happy we could bring our dog with us. It was the perfect spot to spend time with our son and grandson."
United States
Tara E.
The price is HK$705
HK$862 total
includes taxes & fees
7 May - 8 May
Lost Nations Cowboy Town Riverside Cabin
Exterior detail

Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin
Pittsford
9.4 out of 10, Exceptional, (8 reviews)
"We will definitely be there next summer and I would like to stay longer then over night. The owner is super nice. "
United States
Darci
The price is HK$646
HK$842 total
includes taxes & fees
10 May - 11 May
Lost Nations Cowboy Town Mining Company Cabin
Fridge, microwave, oven, stovetop

Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.6 out of 10, Exceptional, (35 reviews)
"We stayed at this house for the second time in September, and it’s just perfect! Wonderful location, clean, has everything you could need. And as I mentioned in my last review, I love the keyless entry. Highly recommend!"
United States
Kaetlin B.
The price is HK$1,802
HK$2,928 total
includes taxes & fees
6 May - 7 May
Cozy home in historic Hillsdale
Smart TV

The Doctors Cottage - Vacation Back In Time

The Doctors Cottage - Vacation Back In Time
Fremont
10.0 out of 10, Exceptional, (8 reviews)
"Amazing house on an amazing lake."
United States
Robert P.
The price is HK$1,621
HK$3,834 total
includes taxes & fees
29 May - 30 May
The Doctors Cottage - Vacation Back In Time
Exterior detail

Lost Nations Cowboy Town Bear Cabin

Lost Nations Cowboy Town Bear Cabin
Pittsford
10.0 out of 10, Exceptional, (3 reviews)
"I love staying in this rustic cabin. The owner was very nice and helpful. I would stay there again!"
United States
Kristin D.
The price is HK$783
HK$987 total
includes taxes & fees
6 May - 7 May
Lost Nations Cowboy Town Bear Cabin
Property grounds

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, (57 reviews)
"I had a great stay. "
United States
Maria O.
The price is HK$1,527
HK$1,784 total
includes taxes & fees
11 May - 12 May
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
Exterior detail

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
The price is HK$407
HK$564 total
includes taxes & fees
10 May - 11 May
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
Exterior

Entire Home with Lake Access - Cozy Cove at Manitou

Entire Home with Lake Access - Cozy Cove at Manitou
Manitou Beach-Devils Lake
8.0 out of 10, Very good, (2 reviews)
"The best thing about this place is it is pet friendly.Maybe this place is new to renters but the lack of kitchen supplies forced us to buy them while there. I mean things you would expect; drinking glasses, mixing bowl, measuring cups. Nothing. Also the water in this rental is not fit for your pets. If you rent it be sure to bring a lot of bottled water. Another issue is the heat. They use a natural gas burning unit and it is not vented out of the house. We had to purchase a carbon monoxide...
United States
Mary D.
The price is HK$1,022
HK$1,551 total
includes taxes & fees
8 May - 9 May
Entire Home with Lake Access - Cozy Cove at Manitou
3 bedrooms, in-room safe, iron/ironing board, free WiFi

Hillsdale Cottage: Just a short walk to Hillsdale College! Across from Handmade

Hillsdale Cottage: Just a short walk to Hillsdale College! Across from Handmade
Hillsdale
10.0 out of 10, Exceptional, (30 reviews)
"Hotels are in short supply in Hillsdale, and for just a few dollars more we got a WHOLE HOUSE! This cottage was cozy and the decor was charming. I hope we can stay here again!"
United States
John
The price is HK$1,191
HK$1,347 total
includes taxes & fees
13 May - 14 May
Hillsdale Cottage: Just a short walk to Hillsdale College! Across from Handmade
Living area

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, (7 reviews)
"Nice place."
United States
Attelia H.
The price is HK$1,472
HK$2,107 total
includes taxes & fees
20 May - 21 May
Charming 3-bedroom house in Hillsdale near the College
Smart TV

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, (17 reviews)
"Great location!! Would stay again. "
United States
Brent
The price is HK$2,996
HK$5,040 total
includes taxes & fees
6 May - 7 May
Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
Interior

Lake front cottage on all sports Bear Lake in Hillsdale, Michigan

Lake front cottage on all sports Bear Lake in Hillsdale, Michigan
Hillsdale
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying at this property for many reasons. First, it was very clean , quiet and cozy inside. The lake views were breathtaking. There was an ease and ease of communication with the owner. I will return to this location in the Summer Cheryl J. "
United States
Cheryl J.
The price is HK$1,371
HK$1,979 total
includes taxes & fees
12 May - 13 May
Lake front cottage on all sports Bear Lake in Hillsdale, Michigan
Microwave, oven, stovetop, dishwasher

Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
The price is HK$1,665
HK$2,767 total
includes taxes & fees
6 May - 7 May
Modern home in Hillsdale walking distance to Hillsdale College
Interior

Large Lakefront Retreat – Sleeps 17+

Large Lakefront Retreat – Sleeps 17+
Manitou Beach-Devils Lake
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful property and excellent communication from the host. "
United States
Michael N.
The price is HK$2,742
HK$5,962 total
includes taxes & fees
10 May - 11 May
Large Lakefront Retreat – Sleeps 17+
Fridge, microwave, oven, stovetop

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
The price is HK$1,958
HK$3,204 total
includes taxes & fees
6 May - 7 May
Close to Hillsdale College in a modern home with dedicated work space
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

Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

8/10 Good
"Clean and quiet. Reasonably priced. Convenient location. Comfortable bed. Refrigerator was not very cold, but shower was good and hot. Staff friendly, but not always available when needed."
Elizabeth 2-night trip
Posted 1 day ago
Days Inn by Wyndham Hillsdale

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:

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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 fireplace, a patio 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. You can relax into your holiday with a private garden and a selection of games.

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?

While you're exploring the area, Baw Beese Lake and Fisher Lake are a couple of picturesque 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.