Osseo Vacation Rentals

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Vacation Rentals in Osseo

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

Osseo
10.0 out of 10, Exceptional, (6)
"Our stay in this home could not have been more perfect. From the moment we requested the reservation, we received helpful communication, along with warm & thoughtful touches of hospitality throughout.The home itself is absolutely beautiful. The hosts have considered every detail—from a well-equipped kitchen with gorgeous crockery to a bathroom stocked with fluffy towels. Cozy blankets near the couches made it so comforting to relax while gazing out the picture windows.The photographs don’t do...
United States
Denise T.
$244 nightly
The price is $257
Dec 7 - Dec 8
Total with taxes and fees
New Waterfront Guest House – Less than 10 Min to Hillsdale College

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

Osseo
10.0 out of 10, Exceptional, (36)
"Cute & clean house, sandy bottom lake, great communication with owner."
United States
Michelle B.
Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.

Charming Lakefront 3-bedroom house, located minutes from Hillsdale College

Osseo
10.0 out of 10, Exceptional, (13)
"Diana was an awesome host and had a great vacation property. We throughly enjoy ourselves and would recommend this vacation home to everyone. "
United States
Renee W.
$355 nightly
The price is $365
Dec 1 - Dec 2
Total with taxes and fees
Charming Lakefront 3-bedroom house, located minutes from Hillsdale College

# Private Indoor Pool # Sleeps 27

Brooklyn
10.0 out of 10, Exceptional, (72)
"Great house for family vacation. Plenty of room and very well stocked kitchen. "
United States
Sarah C.
# Private Indoor Pool # Sleeps 27

Cabin, rustic elegance w/ hot tub, lake access

Clarklake
9.8 out of 10, Exceptional, (95)
"I Love this place . It is my little get away retreat . "
United States
mary e.
$165 nightly
The price is $165
Dec 16 - Dec 17
Total with taxes and fees
Cabin, rustic elegance w/ hot tub, lake access

The Doctors Cottage - Vacation Back In Time

Fremont
10.0 out of 10, Exceptional, (8)
"Exactly what we were looking for to get away to solitude for the weekend. Quiet, a throwback of a setting that was very cozy."
United States
Dan V.
The Doctors Cottage - Vacation Back In Time

Anchors Away: Modern Irish Hills Lakefront w/ Beach, Dock, Kayaks, Cornhole

Addison
10.0 out of 10, Exceptional, (2)
"Awesome experience for all! Place was well stocked with everything needed for a relaxing stay with plenty of water activities for all ages. Wish we could have stayed longer and definitely want to come back!"
United States
julie b.
Anchors Away: Modern Irish Hills Lakefront w/ Beach, Dock, Kayaks, Cornhole

Rest, Relax and Reboot...pet friendly

Reading
9.6 out of 10, Exceptional, (137)
"This property worked out nicely for us while we were visiting our son @ Hillsdale College. The beds were comfortable. Water pressure for the shower was not awesome, but otherwise we enjoyed it."
United States
Elizabeth
Rest, Relax and Reboot...pet friendly

Luxury Lakefront Home: Hot Tub l Beach l Sleeps 15

Brooklyn
$704 nightly
The price is $704
Dec 2 - Dec 3
Total with taxes and fees
Luxury Lakefront Home: Hot Tub l Beach l Sleeps 15

Beautiful lake-access home with boat slip steps away from renowned Clark Lake!

Clarklake
10.0 out of 10, Exceptional, (44)
"It was a wonderful house, quiet backyard where we enjoyed eating our dinner and seeing the stars at night.Great location."
United States
Brian H.
Beautiful lake-access home with boat slip steps away from renowned Clark Lake!

Horton Beach Lake House: Warm Up by the Fire After a Day of Winter Fun

Manitou Beach
9.8 out of 10, Exceptional, (10)
"Quality accommodations with many extras to make our stay convenient, comfortable and pleasant. "
United States
Emily T.
Horton Beach Lake House: Warm Up by the Fire After a Day of Winter Fun

Woodland Retreat Cabin

Angola
10.0 out of 10, Exceptional, (1)
"Love this little enclave of happiness. The host was perfect, home great, and volleyball net fun. Thanks again!"
United States
andrew R.
Woodland Retreat Cabin

Lakefront 240 view, fireplace, hot tub, wineries near! Beautiful time of year!

Brooklyn
10.0 out of 10, Exceptional, (109)
"This was a well maintained property with plenty of room and things to do. Beach area was great for the kids. We would stay there again."
United States
Deron G.
Lakefront 240 view, fireplace, hot tub, wineries near! Beautiful time of year!

Rustic Log Cabin Woodland Retreat

Allen
9.8 out of 10, Exceptional, (26)
"Had a great time! Wonderful place to stay!"
United States
Jeff C.
$227 nightly
The price is $243
Dec 1 - Dec 2
Total with taxes and fees
Rustic Log Cabin Woodland Retreat

Lost Nations Cowboy Town Mining Company Cabin

2.0 star property
Pittsford
9.4 out of 10, Exceptional, (8)
"The whole property is unique and Holly is a wonderful. Cabins do not have running water but there is a community bathroom and kitchen"
United States
Jennifer
Lost Nations Cowboy Town Mining Company Cabin

The Hideaway Cottage

Fremont
The Hideaway Cottage

Nettle Lake Stunner! No better view on the lake! TRUE LAKEFRONT ENJOYMENT!

Montpelier
10.0 out of 10, Exceptional, (31)
"Excellent place to stay. Thank you."
United States
Conde E.
Nettle Lake Stunner! No better view on the lake! TRUE LAKEFRONT ENJOYMENT!

Beautifully furnished 3-bedroom home located half a mile from Hillsdale College

2.0 star property
Hillsdale
10.0 out of 10, Exceptional, (17)
"Perfect location for college events and downtown walk."
United States
David H.
Beautifully furnished 3-bedroom home located half a mile from Hillsdale College

Summer or fall. Life on the lake is good.

Reading
9.6 out of 10, Exceptional, (162)
"Loved our stay! Very quiet and peaceful trip. Even had a pontoon boat you could rent out each day. "
United States
Mark H.
Summer or fall. Life on the lake is good.

Large Lakefront Retreat – Sleeps 17+

Manitou Beach-Devils Lake
10.0 out of 10, Exceptional, (6)
"We had a fantastic stay at this lake house on Devil’s Lake! The home was cozy and well-equipped, and the added bonus of paddle boards and kayaks made it perfect for our kids—they were entertained for hours right on the water. The hosts were incredibly kind and accommodating, making the whole experience even better. Highly recommend for a relaxing and fun-filled getaway!"
United States
Annie S.
$705 nightly
The price is $705
Dec 1 - Dec 2
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

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 $165 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?

# Private Indoor Pool # Sleeps 27: This vacation home rental near Osseo is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

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?

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 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.