Holiday Homes in Osseo

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Osseo and around

Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade
Enjoy cooking in this well-lit kitchen with a gas stove, sink, coffee maker, and refrigerator.

Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade

9.8 out of 10, Exceptional, (6)
"Older house fixed up decent; reasonably comfortable, and well stocked with misc needs and kitchen extras.Responsive communication with owner.Owner obviously cares about making a nice rental property for a reasonable price.Neighborhood decent, with single exception of the neighbors across the street. No drama or anything, but not a good property to look at and they let one of their many cars alarm go off all night for one of our 2 nights there. Probably not a recurring thing. "
The price is €222
includes taxes & fees
5 Sept - 6 Sept
Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade
# Private Indoor Pool # Sleeps 27
Relax in a spacious room with high ceilings and large windows offering views of the surrounding trees. The room features a central area with a round rug, sofas, armchairs, and a coffee table.

# Private Indoor Pool # Sleeps 27

10.0 out of 10, Exceptional, (66)
"The house is clean, stocked, and had a lot of toys and books for kids. The pool and hot tub are perfect for a winter getaway. This is our second time staying here and we highly recommend!"
# Private Indoor Pool # Sleeps 27
Rest, Relax and Reboot...pet friendly
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel sink, and modern appliances.

Rest, Relax and Reboot...pet friendly

9.6 out of 10, Exceptional, (128)
"We stayed in early April and were greeted with an array of wildlife the Duck's and Geese were all over the lake as well as two beautiful swan's, we also saw a heron and a beaver near the dock. It was a great getaway and we look forward to staying again!"
Rest, Relax and Reboot...pet friendly
Summer or fall. Life on the lake is good.
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and ample workspace.

Summer or fall. Life on the lake is good.

9.6 out of 10, Exceptional, (155)
"We throughly enjoyed our stay. One of our family members was getting married at the Hermitage Hills Estate and it was a perfect location for this since there are no hotels close. "
Summer or fall. Life on the lake is good.
Beautiful lake-access home with boat slip steps away from renowned Clark Lake!
Cozy home with a front porch, surrounded by a well-manicured lawn and trees.

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

10.0 out of 10, Exceptional, (37)
"The house was very cute and comfortable. Everything was very clean and well taken care of. Owners were super responsive. It was good proximity to restaurants. It would be an awesome spot in summer!"
Beautiful lake-access home with boat slip steps away from renowned Clark Lake!
Beautiful Lake Front House on Clark Lake with a Large Yard! Sleeps 20+
Enjoy a lakeside view from the comfort of your room, with access to a deck and outdoor seating area.

Beautiful Lake Front House on Clark Lake with a Large Yard! Sleeps 20+

2.0 star property
9.0 out of 10, Wonderful, (2)
"The house was very comfortable, had a beautiful view and huge yard. The owner was very nice and quick to respond to all questions. We would definitely rent the property again."
Beautiful Lake Front House on Clark Lake with a Large Yard! Sleeps 20+
Lakefront Oasis on Devils Lake! Sleeps 16
Relax by the serene lake with a seating area, fire pit, and dock.

Lakefront Oasis on Devils Lake! Sleeps 16

10.0 out of 10, Exceptional, (1)
"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!"
The price is €754
includes taxes & fees
14 Aug - 15 Aug
Lakefront Oasis on Devils Lake! Sleeps 16
Crystal Blue Oasis-Lakefront,Family & Pet Friendly
Relax in this inviting living area with a comfortable L-shaped sofa, coffee table, and bookshelf.

Crystal Blue Oasis-Lakefront,Family & Pet Friendly

10.0 out of 10, Exceptional, (15)
"great vacation, everything was smooth."
Crystal Blue Oasis-Lakefront,Family & Pet Friendly
Newly Renovated 2-bedroom 2-bath Lakehouse with a Tiki Bar on Nettle Lake !
Enjoy cooking in this well-equipped kitchen with a dishwasher and ample counter space.

Newly Renovated 2-bedroom 2-bath Lakehouse with a Tiki Bar on Nettle Lake !

8.0 out of 10, Very good, (3)
"Great place and location was perfect for our train trip"
Newly Renovated 2-bedroom 2-bath Lakehouse with a Tiki Bar on Nettle Lake !
Lakefront 6 Bedroom Home on Beautiful Nettle Lake with Outdoor Tiki Bar !!
Enjoy cooking in this kitchen with a central island, bar stools, stainless steel appliances, and an oven.

Lakefront 6 Bedroom Home on Beautiful Nettle Lake with Outdoor Tiki Bar !!

9.6 out of 10, Exceptional, (48)
"The lakehouse was absolutely fantastic! Roomy, comfy beds, the outside bar was phenomenal, the view was spectacular as well! The lake is just beautiful! My husband and friends had a great anniversary trip as well as reunion with old friends! Thank you Mario & Angel"
Lakefront 6 Bedroom Home on Beautiful Nettle Lake with Outdoor Tiki Bar !!
Stunning lake front home & everything is new! Direct access to Nettle Lake!
Enjoy a comfortable outdoor seating area on the porch with wicker chairs and a table.

Stunning lake front home & everything is new! Direct access to Nettle Lake!

10.0 out of 10, Exceptional, (105)
"Nice property - very relaxing!"
Stunning lake front home & everything is new! Direct access to Nettle Lake!
Charming Reading Home w/ Lake Views & Private Dock
Compact kitchen with a granite countertop, stainless steel sink, and white cabinetry, featuring a microwave and refrigerator.

Charming Reading Home w/ Lake Views & Private Dock

2.0 star property
9.6 out of 10, Exceptional, (8)
"We enjoyed our stay in this quiet, beautiful area. The cabin is clean and nicely updated. Highly recommend."
Charming Reading Home w/ Lake Views & Private Dock
Hemlock Lake House -- Close to Hillsdale College
Enjoy a panoramic view of the lake from the large window in this room.

Hemlock Lake House -- Close to Hillsdale College

2.0 star property
8.8 out of 10, Excellent, (5)
"Lovely and clean place in a peaceful location! Nothing bad to say. "
Hemlock Lake House -- Close to Hillsdale College
Beautiful Lake View IYopawa Island Home. Backs up to Golf Course
Enjoy cooking in this well-lit kitchen with a central island and stainless steel appliances.

Beautiful Lake View IYopawa Island Home. Backs up to Golf Course

9.8 out of 10, Exceptional, (60)
"Enjoyed the island. Beautiful lake."
Beautiful Lake View IYopawa Island Home. Backs up to Golf Course
Coldwater Lake - Perfect for Large Gatherings - 🎉🎁🎂🍷👙💍🌞🔥🌈⛄️🥂⛵️🏖🛍
Enjoy a peaceful evening by the fire pit in a serene outdoor setting.

Coldwater Lake - Perfect for Large Gatherings - 🎉🎁🎂🍷👙💍🌞🔥🌈⛄️🥂⛵️🏖🛍

10.0 out of 10, Exceptional, (29)
"Great stay. Nice place, great service"
Coldwater Lake - Perfect for Large Gatherings - 🎉🎁🎂🍷👙💍🌞🔥🌈⛄️🥂⛵️🏖🛍
Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.
Snow-covered grounds surround a majestic tree, set against a serene winter backdrop.

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

10.0 out of 10, Exceptional, (31)
"We had a great stay!"
Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.
Hillsdale County, Michigan: weddings, groups, Hillsdale College, Trine Univ.
Stately building with a central entrance, balcony, and brick exterior, set amidst a well-maintained garden with a fire pit.

Hillsdale County, Michigan: weddings, groups, Hillsdale College, Trine Univ.

9.8 out of 10, Exceptional, (66)
"Everything was just what we expected We very much enjoyed our stay"
Hillsdale County, Michigan: weddings, groups, Hillsdale College, Trine Univ.
Waterfront ‘Clarklake Escape’ - Deck, Dock & Views
Enjoy dining or socializing on this serene deck overlooking a calm lake.

Waterfront ‘Clarklake Escape’ - Deck, Dock & Views

2.0 star property
10.0 out of 10, Exceptional, (9)
"Such an amazing place, great location, wonderful hosts. Will stay again!!"
Waterfront ‘Clarklake Escape’ - Deck, Dock & Views
Anchors Away: Modern Irish Hills Lakefront w/ Beach, Dock, Kayaks, Cornhole
Fridge, microwave, oven, stovetop

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

Anchors Away: Modern Irish Hills Lakefront w/ Beach, Dock, Kayaks, Cornhole
The Hideaway Cottage
Cozy living space with a dining area, seating area, and kitchen, featuring a high ceiling and wooden beams.

The Hideaway Cottage

The Hideaway Cottage
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

Bryan Inn

Bryan Inn

10/10 Excellent
"Room was well maintained expect the Jacuzzi tub was not working. That was the main reason for that room. However the manager discounted the price for that. The bed and the decor was beautifully done "
Melissa 1-night trip
Posted 4 days ago
Bryan Inn