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Osseo Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Osseo vacation rentals

Coffee/tea maker, fridge, microwave, stovetop

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, (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
$303 nightly
The price is $319
Aug 19 - Aug 20
Total with taxes and fees
New Waterfront Guest House – Less than 10 Min to Hillsdale College
Exterior detail

2. 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
$79 nightly
The price is $79
Aug 16 - Aug 17
Total with taxes and fees
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
3 bedrooms, in-room safe, iron/ironing board, WiFi (free)

3. 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, (32 reviews)
"If we are in the area again, I would definitely rent this place!"
United States
Barb F.
$175 nightly
The price is $175
Aug 25 - Aug 26
Total with taxes and fees
Hillsdale Cottage: Just a short walk to Hillsdale College! Across from Handmade
Coffee/tea maker, fridge, microwave, oven

4. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (37 reviews)
"Thank you for the clean, warm and charming stay. Perfect for our little group!"
United States
Dr. Holly P.
$412 nightly
The price is $427
Aug 13 - Aug 14
Total with taxes and fees
Cozy home in historic Hillsdale
Coffee/tea maker, fridge, microwave, oven

5. 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, (1 review)
"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.
$423 nightly
The price is $440
Aug 13 - Aug 14
Total with taxes and fees
Close to Hillsdale College in a modern home with dedicated work space
Terrace/patio

6. Cozy Tiny House near Hillsdale College

Cozy Tiny House near Hillsdale College
Hillsdale
$241 nightly
The price is $241
Sep 1 - Sep 2
Total with taxes and fees
Cozy Tiny House near Hillsdale College
Exterior

7. 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, (20 reviews)
"Had a wonderful weekend stay at this cute and cozy home! It was the perfect little getaway clean, comfortable, and had everything we needed for a relaxing weekend. The hosts were fantastic with communication from start to finish and were incredibly responsive, even coming quickly to help us with the electric fireplace. Their hospitality really made the experience even better. Would definitely recommend for anyone looking for a peaceful, cozy escape! We hope to come back when the weather is...
United States
Terri Y.
$201 nightly
The price is $206
Aug 17 - Aug 18
Total with taxes and fees
Entire Home with Lake Access - Cozy Cove at Manitou
Terrace/patio

8. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
$284 nightly
The price is $284
Aug 24 - Aug 25
Total with taxes and fees
Private home near Hillsdale Hospital
1 bedroom, bed sheets

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.
$186 nightly
The price is $191
Sep 1 - Sep 2
Total with taxes and fees
Lake View Cottage for Two with Views of Harrison Lake
Interior

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

Cabin, rustic elegance w/ hot tub, lake access
Clarklake
9.8 out of 10, Exceptional, (120 reviews)
"Had a wonderful stay"
United States
Daniel H.
$212 nightly
The price is $212
Aug 20 - Aug 21
Total with taxes and fees
Cabin, rustic elegance w/ hot tub, lake access
Microwave, oven, stovetop, dishwasher

11. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
$394 nightly
The price is $409
Aug 13 - Aug 14
Total with taxes and fees
Modern home in Hillsdale walking distance to Hillsdale College
Exterior

12. Make Memories with Lake Days & Bonfire Nights

Make Memories with Lake Days & Bonfire Nights
Brooklyn
$460 nightly
The price is $484
Sep 8 - Sep 9
Total with taxes and fees
Make Memories with Lake Days & Bonfire Nights
Property grounds

13. 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
$280 nightly
The price is $295
Aug 24 - Aug 25
Total with taxes and fees
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
Property grounds

14. Skip the Hotel. Relax, Paddle, Bonfire, Repeat.

Skip the Hotel. Relax, Paddle, Bonfire, Repeat.
Brooklyn
10.0 out of 10, Exceptional, (3 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.
$448 nightly
The price is $472
Sep 8 - Sep 9
Total with taxes and fees
Skip the Hotel. Relax, Paddle, Bonfire, Repeat.
Smart TV

15. 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, (23 reviews)
"Great location!! Would stay again. "
United States
Brent
$646 nightly
The price is $670
Aug 13 - Aug 14
Total with taxes and fees
Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
Interior

16. Large Lakefront Retreat – Sleeps 17+

Large Lakefront Retreat – Sleeps 17+
Manitou Beach-Devils Lake
10.0 out of 10, Exceptional, (10 reviews)
"Great communication and beautiful place. "
United States
Renee S.
$811 nightly
The price is $811
Sep 9 - Sep 10
Total with taxes and fees
Large Lakefront Retreat – Sleeps 17+
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

Holiday Inn Express & Suites Montpelier by IHG

Holiday Inn Express & Suites Montpelier by IHG

10/10 Excellent
"We need a place to get off the road after a long day . This is a nice easy off 80/90 and the 4 seasons rester"
Rebecca 1-night trip
Posted 17 hours ago
Holiday Inn Express & Suites Montpelier by IHG

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 $206 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?

New Waterfront Guest House – Less than 10 Min to Hillsdale College: Visitors like this Osseo vacation home rental. It is located on a lake and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Osseo is Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan..

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 Lake Leann Golf Course 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.