Photo by Sara Crotts

Holiday Homes in Osseo

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Holiday Homes in Osseo

Spacious family friendly home with a heated indoor pool
Indoor pool, a heated pool

Spacious family friendly home with a heated indoor pool

10.0 out of 10, Exceptional, (169)
"We had a great belated family Christmas stay and loved the whole place. So much fun and it was our 2nd time. The grand boys insisted that we do it again! "
Spacious family friendly home with a heated indoor pool
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Outdoor spa tub

Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.

10.0 out of 10, Exceptional, (149)
"Very nice place and location!! Enjoyed the hot tub! "
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Tall Pines Lodge- Cottages On Serenity Lake- Sitting on 80 Acres Of Wildlife!
Fridge, microwave, oven, stovetop

Tall Pines Lodge- Cottages On Serenity Lake- Sitting on 80 Acres Of Wildlife!

9.8 out of 10, Exceptional, (71)
"We had a wonderful stay. Brian was an amazing host. The place was perfect and the property was perfect. We will definitely come back in the summer!"
Tall Pines Lodge- Cottages On Serenity Lake- Sitting on 80 Acres Of Wildlife!
Near Downtown*Garage*Parking*Modern
Exterior detail

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."
The price is AU$399
includes taxes & fees
23 Feb - 24 Feb
Near Downtown*Garage*Parking*Modern
The Hudson Carriage Townhouse
Interior

The Hudson Carriage Townhouse

10.0 out of 10, Exceptional, (3)
"Everything was perfect "
The Hudson Carriage Townhouse
Cabin Home in the City!
Interior

Cabin Home in the City!

10.0 out of 10, Exceptional, (133)
"I have to say this was probably my most favorite stay at a VRBO property. This cabin is adorable and it’s clear how well loved and cared for it is by the owners! The only thing to note is that the stairs are rather steep but that’s because it is a three story A-frame cabin so it comes with the territory (but may be an issue for anyone with mobility issues though our 86yo granny did just fine). They thought of everything you might need and it made for a wonderful Christmas stay for our family. We...
Cabin Home in the City!
Secluded Lake Retreat
Pool

Secluded Lake Retreat

10.0 out of 10, Exceptional, (44)
"We did not have enough time to enjoy the home and its amenities in one weekend. We will be going back!"
Secluded Lake Retreat
Beautiful Lake House with sunset views, foosball table, huge yard, private dock!
TV, fireplace, DVD player, table football

Beautiful Lake House with sunset views, foosball table, huge yard, private dock!

10.0 out of 10, Exceptional, (67)
"This VRBO house is beautiful! Everything is top-notch, well stocked, and maintained. Being there in the summer months has to be absolutely the best."
Beautiful Lake House with sunset views, foosball table, huge yard, private dock!
Cozy country charm with a convenient location
Fridge, microwave, oven, stovetop

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
Beautiful Home w/ Hot Tub on Lake Wissota
Fridge, microwave, stovetop, dishwasher

Beautiful Home w/ Hot Tub on Lake Wissota

9.6 out of 10, Exceptional, (25)
"Overall, served us well. Pots and pans need upgrade. "
Beautiful Home w/ Hot Tub on Lake Wissota
Luxury Private Estate
Interior

Luxury Private Estate

9.6 out of 10, Exceptional, (72)
"This was an excellent location for our family Christmas celebration! The host was more than helpful with excellent communication. I would highly recommend this estate for any gathering, plenty of room and beautiful views!"
Luxury Private Estate
Charming Hilltop Home with City View
Outdoor dining

Charming Hilltop Home with City View

10.0 out of 10, Exceptional, (126)
"In town for Christmas, this was a wonderful warm home to spend the holiday. Krista was very helpful & communicative. The house was lovely, and made for an excellent holiday for all."
Charming Hilltop Home with City View
Waterfront property on the ATV/UTV trail system!
Lake

Waterfront property on the ATV/UTV trail system!

9.8 out of 10, Exceptional, (50)
"We had our older kids up from out of town for a late Christmas. ( 6 adults, 2 children near 12, and two grandkids (6) and (4) months. The property was large enough to accommodate all of us. Clean, spacious and cute. Game room and games were a bonus. "
Waterfront property on the ATV/UTV trail system!
Scenic Lakefront Retreat with ATV Trail Access - Hatfield Lake Arbutus Home
Beach

Scenic Lakefront Retreat with ATV Trail Access - Hatfield Lake Arbutus Home

10.0 out of 10, Exceptional, (18)
"We had a friend group stay here over a long weekend. We had 5 adults and 6 kiddos in total. Felt like staying at a family cabin or grandma’s house. Plenty of space to run around. Great fishing off the dock. Everyone was happy. It was stocked with plenty of dishes, towels, linens. "
Scenic Lakefront Retreat with ATV Trail Access - Hatfield Lake Arbutus Home
Near Downtown! GAME ROOM! Sleeps 12! Stylish!
Aerial view

Near Downtown! GAME ROOM! Sleeps 12! Stylish!

10.0 out of 10, Exceptional, (6)
"We stayed for two nights while our daughter participated in the UWEC Middle School Honors Band. The house was perfect for our needs. The house was easy to find. The neighborhood was quiet."
The price is AU$715
includes taxes & fees
24 Feb - 25 Feb
Near Downtown! GAME ROOM! Sleeps 12! Stylish!
Mirror Lake Lodge
Smart TV, fireplace

Mirror Lake Lodge

10.0 out of 10, Exceptional, (30)
"We had a great time did a lot of things while there but most of the things we had to drive to Eau Claire! Beds were very comfortable!"
The price is AU$820
includes taxes & fees
2 Mar - 3 Mar
Mirror Lake Lodge
Cozy 3 story Log Cabin with space for the entire family and an amazing view
Fridge, microwave, oven, stovetop

Cozy 3 story Log Cabin with space for the entire family and an amazing view

10.0 out of 10, Exceptional, (2)
"We had such a great experience at the Whipporwill. The house has everything we could have needed. The owner was so good to us! We don’t know how many more years we will have my Mom so it was amazing to have her spend quality time with her grandchildren and great grandchildren. The view was so beautiful!"
Cozy 3 story Log Cabin with space for the entire family and an amazing view
Cozy Wisconsin home a block off Lake Arbutus.
Beach nearby

Cozy Wisconsin home a block off Lake Arbutus.

10.0 out of 10, Exceptional, (8)
"Great place to stay. We stayed 1/25 for ice fishing on lake Arbutus. His home is only 1 block from lake. Great place. Nice and clean. We would definitely stay here again. "
Cozy Wisconsin home a block off Lake Arbutus.
Family and Pet Friendly Demmler House
Fridge, microwave, oven, stovetop

Family and Pet Friendly Demmler House

9.8 out of 10, Exceptional, (59)
"Our family of 9 (5 adults, 4 grandkids) had the pleasure of staying at the historic Demmler house in Eau Claire for our annual holiday getaway. We all loved the home's character definitely recommend a stay here to anyone. The beds were all comfortable, the whole house was well-appointed, and the host was welcoming and gracious. Nine thumbs up. :-) "
Family and Pet Friendly Demmler House
Otter Creek Manor - Oversized 3bd, 1.5 Ba. 3 acres, creek access.
Smart TV, fireplace, books

Otter Creek Manor - Oversized 3bd, 1.5 Ba. 3 acres, creek access.

10.0 out of 10, Exceptional, (14)
"The property was perfect! We had fantasic views of the woods with all the convience of being right off a main road in the city. The house was set well back from the road making it feel like a secret oasis. My family loves to craft, and we really enjoyed being able to spread out projects because there was so much space. The house has a great kitchen which made cooking a breeze and fun. And the owner was a joy to work with very helpful with answering questions and very quick to respond. We...
Otter Creek Manor - Oversized 3bd, 1.5 Ba. 3 acres, creek access.
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
Terrace/patio

The Fairway

4.0 star property
9.6 out of 10, Exceptional, (7)
"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 AU$522
includes taxes & fees
5 Mar - 6 Mar
The Fairway
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Outdoor spa tub

Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.

10.0 out of 10, Exceptional, (149)
"Very nice place and location!! Enjoyed the hot tub! "
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Spacious family friendly home with a heated indoor pool
Indoor pool, a heated pool

Spacious family friendly home with a heated indoor pool

10.0 out of 10, Exceptional, (169)
"We had a great belated family Christmas stay and loved the whole place. So much fun and it was our 2nd time. The grand boys insisted that we do it again! "
Spacious family friendly home with a heated indoor pool
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.