Photo by Sara Crotts

Holiday Homes in Osseo

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Featured Holiday Homes in Osseo

Cabin Home in the City!
10.0 out of 10, Exceptional, (125)
"In town for Labor Day to visit family. Great little oasis to relax after full days of family time. Everything was great— clean, quiet, and well stocked. Hot tub was clean and hot (sometimes you get a warm tub instead…). There were even extra toiletries provided in case you forgot yours! No body soap/wash during our stay, which could have been an oversight at that time. Highly recommend!"
Cabin Home in the City!
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
10.0 out of 10, Exceptional, (134)
"This property is incredible! Beautifully maintained and amazing attention to detail down to the condiment packets and the chocolate on everyone’s bedside table. Can’t say enough wonderful things about this place. Kelli and Mark were fantastic and super responsive. Five stars!! "
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Spacious family friendly home with a heated indoor pool
10.0 out of 10, Exceptional, (157)
"A family group in town for a wedding: plenty of space, lots of bathrooms, and everything we needed to relax. A great place. "
Spacious family friendly home with a heated indoor pool
Charming Hilltop Home with City View
10.0 out of 10, Exceptional, (118)
"This was a wonderful home! It was meticulously clean and within walking distance of downtown Chippewa. The home has a historically significant past, and has amazing details throughout. The view from the deck is gorgeous. The owner was very responsive and helpful! I highly recommend this home!"
Charming Hilltop Home with City View
Otter Creek Manor - Oversized 3bd, 1.5 Ba. 3 acres, creek access.
10.0 out of 10, Exceptional, (8)
"Such a find - a nice, woodland property in the middle of the city! Perfect location for our grand-daughter’s visit to UW Eau Claire, and pretty close to the Otter Creek dog park for our little dog’s fun runs. The teens loved the giant TV and wrap-around couch in the ballroom-size living room! Well equipped kitchen. Only downside is that is now beside a busy highway - but well set back and hidden from the road, so you don’t hear it too much. "
Otter Creek Manor - Oversized 3bd, 1.5 Ba. 3 acres, creek access.
Waterfront property on the ATV/UTV trail system!
9.8 out of 10, Exceptional, (47)
"House was very clean. Stayed there for my brothers wedding. Kids enjoyed the fooseball table "
Waterfront property on the ATV/UTV trail system!
Scenic Lakefront Retreat with ATV Trail Access - Hatfield Lake Arbutus Home
10.0 out of 10, Exceptional, (17)
"We ran into some issues with our stay and the host was extremely accommodating and helpful! He made our experience even better! "
Scenic Lakefront Retreat with ATV Trail Access - Hatfield Lake Arbutus Home
Escape to Lake Life
9.8 out of 10, Exceptional, (9)
"I was up for my bachelor party with my friends and we had an absolutely great time at the resort. Perfect location, great atmosphere and a beautiful scenery to look at"
Escape to Lake Life
The Chippewa House · Near Downtown! GAME ROOM! Sleeps 12! Stylish!
10.0 out of 10, Exceptional, (4)
"Had a great time here for a long weekend with some family and friends. Plenty of space to hang out inside and outside. The game room downstairs was great, as well as the garage bar and bonfire pit outside. Perfect walking distance to a lot of restaurants and bars. Would definitely recommend this spot."
The Chippewa House · Near Downtown! GAME ROOM! Sleeps 12! Stylish!
Secluded Lake Retreat
10.0 out of 10, Exceptional, (41)
"We had a really nice relaxing time. There was so much space and so peaceful. Beds were comfortable. We would definitely come back. "
Secluded Lake Retreat
The Bungalow on State
10.0 out of 10, Exceptional, (7)
"We stayed here with our infant and it was set up perfectly for a small family. I was nervous that it would be loud with it being close to campus but it was in a nice quiet neighborhood. Loved our stay. "
The Bungalow on State
Luxury Private Estate
9.6 out of 10, Exceptional, (67)
"Beautiful property worked well for our group. The basement game room was awesome and the deck was perfect for gathering. "
Luxury Private Estate
Pet-Friendly Osseo Home w/ Fire Pit & Yard!
10.0 out of 10, Exceptional, (6)
"The house was very clean and nicely decorated. Location was convenient to the shops and restaurants in Osseo. "
Pet-Friendly Osseo Home w/ Fire Pit & Yard!
Northfield Lodge exit 98 off Interstate 94. Food + fuel next door.
10.0 out of 10, Exceptional, (5)
"We only stayed two nights, but found the property to exceed expectations. Convenient location."
Northfield Lodge exit 98 off Interstate 94. Food + fuel next door.
Rock Dam Cabin near lake and ATV trails
8.4 out of 10, Very good, (21)
"Just what we needed, stayed here twice now, and have already booked for next year!"
Rock Dam Cabin near lake and ATV trails
Cozy country charm with a convenient location
9.8 out of 10, Exceptional, (30)
"We stayed at the Farm house for my daughter's wedding. It was clean, had plenty of room and comfortable. The location was perfect just 1/2 mile from hwy 29. Beds were very comfortable."
Cozy country charm with a convenient location
Tall Pines Lodge- Cottages On Serenity Lake- Sitting on 80 Acres Of Wildlife!
9.8 out of 10, Exceptional, (65)
"We absolutely loved our stay on Serenity Lake. We had everything we needed for a comfortable stay. Plenty of room and outdoor space. Wonderful lake for fishing and swimming. Saw deer, turtles, snakes, and rabbits. Very private. Enjoyed a soak in the hot tub. Brian was a great host. "
Tall Pines Lodge- Cottages On Serenity Lake- Sitting on 80 Acres Of Wildlife!
*Near Downtown*Garage Parking*Modern
10.0 out of 10, Exceptional, (17)
"We were so grateful to have such a nice place to stay on a friend visit. Quiet neighborhood. Location was easy access to downtown. We enjoyed art sculpture tour and delicious restaurants and ice cream shops."
*Near Downtown*Garage Parking*Modern
Mirror Lake Lodge
10.0 out of 10, Exceptional, (28)
"We stayed at Mirror Lake Lodge for our son’s wedding which was held at “The Barn at Mirror Lake” and made it very convenient being only a couple blocks from the venue. We loved the spacious, clean house and it worked out perfectly for our family."
The price is NZ$813
includes taxes & fees
7 Oct - 8 Oct
Mirror Lake Lodge
Beautiful Home w/ Hot Tub on Lake Wissota
9.6 out of 10, Exceptional, (18)
"We had a wonderful stay with our grandparent (>80y) and kids (9&17) and dog. The house was perfect for our different generations. Grandparents stayed downstairs with their own bathroom and the rest of the family was upstairs. Kitchen was perfectly equipped. We played outside, did some fishing, kayaking and paddleboarding. Highly recommended."
Beautiful Home w/ Hot Tub on Lake Wissota
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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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Other property types in Osseo

The Fairway
4.0 star property
9.8 out of 10, Exceptional, (6)
"It was very nice and clean. Two issues. The shower curtain smelled like an old wet towel which made the rest of the unit smell. The seams between the bedroom carpet and the kitchen floor aren’t laid down properly. Our 2 years olds foot as well as our was poked by staples or something that points up. It would be good for the owner to check on the installation. "
The price is NZ$530
includes taxes & fees
10 Oct - 11 Oct
The Fairway
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
10.0 out of 10, Exceptional, (134)
"This property is incredible! Beautifully maintained and amazing attention to detail down to the condiment packets and the chocolate on everyone’s bedside table. Can’t say enough wonderful things about this place. Kelli and Mark were fantastic and super responsive. Five stars!! "
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Tiny House on the River
10.0 out of 10, Exceptional, (49)
"Loved staying in Tiny. My boyfriend liked the hiking trail down to the riverfront."
The price is NZ$395
includes taxes & fees
3 Oct - 4 Oct
Tiny House on the River
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.