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Search Osceola Cottages

Compare 22 Cottages in Osceola with updated reviews, rates, and availability.

Overlooks St. Croix River Crossing
Aerial view
Overlooks St. Croix River Crossing
10.0 out of 10, Exceptional, (144)
"Third time here and not disappointed. Louise and Martin are great hosts. Just a short drive to downtown Stillwater and all the shops and restaurants. Will be back!"
Overlooks St. Croix River Crossing
Sunset Circle waterfront Cottage
Property grounds
Sunset Circle waterfront Cottage
9.4 out of 10, Exceptional, (33)
"We absolutely loved bringing in the New Year in this adorable cottage. Loved all the decorations and little touches."
Sunset Circle waterfront Cottage
Incredible Lake Views Only Steps Away from The Water
Exterior
Incredible Lake Views Only Steps Away from The Water
9.8 out of 10, Exceptional, (12)
"Very enjoyable home on the lake. The house sits right up to the edge of the lake and is very comfortable with some great rooms to enjoy the view and sunrises."
Incredible Lake Views Only Steps Away from The Water
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Lakefront Cottage 2 min to downtown
Smart TV, books, stereo
Lakefront Cottage 2 min to downtown
10.0 out of 10, Exceptional, (14)
"My husband and I and my two pups booked a 4 day weekend for one last summer hurrah 9/29 through 10/2. Property was as described, location was perfect, sunrises and sunsets were beautiful. It was very peaceful as no other cabins were occupied except our host Debbie! Thank you for a wonderful get away Debbie - your property was well-maintained and lovely for our needs."
Lakefront Cottage 2 min to downtown
Park Place Cottage
Exterior
Park Place Cottage
9.8 out of 10, Exceptional, (7)
"We had a great time. Enjoyed sitting around the fire in the evenings catching up with everyone."
Park Place Cottage
Cozy Lakeside Cottage
Terrace/patio
Cozy Lakeside Cottage
8.2 out of 10, Very Good, (12)
"The cottage is a small, simple and pleasant stay. Was clean and smelled wonderfully so. The only suggestion would be the full size beds. I understand a queen would take over but it would be a benefit at least in the larger bedroom. My husband ended up sleeping on the floor our 2nd night. Overall, it was a great stay."
Cozy Lakeside Cottage
Historic James Mulvey Carriage house (Whole house)
Pool
Historic James Mulvey Carriage house (Whole house)
9.4 out of 10, Exceptional, (12)
"Very charming house with neat decor!"
Historic James Mulvey Carriage house (Whole house)
Sunset Point cottage escape
Property grounds
Sunset Point cottage escape
9.8 out of 10, Exceptional, (49)
"We had a great time! The lake and property are beautiful and surrounded by nature. Thank you for hosting us :)"
Sunset Point cottage escape
Cozy Lake Elmo Cottage
Fridge, microwave, oven, stovetop
Cozy Lake Elmo Cottage
10.0 out of 10, Exceptional, (9)
"Very cozy and nicely remodeled property! It had all the comforts of home including nice touches to welcome our dogs! Nice big yard with walking trails just down the street. Close to Stillwater for shops and dining by the water! Carly is a very responsive great host!"
Cozy Lake Elmo Cottage
St Croix Falls Remote Retreat: Pet Friendly!
Interior
St Croix Falls Remote Retreat: Pet Friendly!
3.0 star property
St Croix Falls Remote Retreat: Pet Friendly!
Hugo Home, Direct Lake Access & Private Dock!
Interior
Hugo Home, Direct Lake Access & Private Dock!
3.0 star property
Hugo Home, Direct Lake Access & Private Dock!
Cabin w/ Dock & Porch Across From Balsam Lake
Interior
Cabin w/ Dock & Porch Across From Balsam Lake
3.5 star property
Cabin w/ Dock & Porch Across From Balsam Lake
Quiet Farmhouse Retreat w/ Fire Pit - Pets Welcome
Interior
Quiet Farmhouse Retreat w/ Fire Pit - Pets Welcome
2.0 star property
Quiet Farmhouse Retreat w/ Fire Pit - Pets Welcome
Charming Lakeland Home: Steps to St Croix River!
Interior
Charming Lakeland Home: Steps to St Croix River!
3.0 star property
Charming Lakeland Home: Steps to St Croix River!
Historic Home in Taylors Falls w/ Patio & Fire Pit
Interior
Historic Home in Taylors Falls w/ Patio & Fire Pit
3.0 star property
Historic Home in Taylors Falls w/ Patio & Fire Pit
Spacious Stillwater Home w/ Yard & Fire Pit!
Interior
Spacious Stillwater Home w/ Yard & Fire Pit!
3.0 star property
Spacious Stillwater Home w/ Yard & Fire Pit!
Charming Taylors Falls Home w/ Deck, Fire Pit
Interior
Charming Taylors Falls Home w/ Deck, Fire Pit
3.5 star property
Charming Taylors Falls Home w/ Deck, Fire Pit
Spacious Luxury Cabin W/deck & Dock on Bone Lake
Interior
Spacious Luxury Cabin W/deck & Dock on Bone Lake
3.5 star property
Spacious Luxury Cabin W/deck & Dock on Bone Lake
Cozy Balsam Lake Home: Deck, Private Dock + Kayaks
Interior
Cozy Balsam Lake Home: Deck, Private Dock + Kayaks
2.0 star property
Cozy Balsam Lake Home: Deck, Private Dock + Kayaks
Wisconsin Vacation Rental w/ Fire Pit on Long Lake
Interior
Wisconsin Vacation Rental w/ Fire Pit on Long Lake
3.0 star property
Wisconsin Vacation Rental w/ Fire Pit on Long Lake
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See all available properties in Osceola
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.

Other property types in Osceola

Historic Beauty w Modern Updates Near Taylor's Falls
Fridge, microwave, oven, stovetop
Historic Beauty w Modern Updates Near Taylor's Falls
10.0 out of 10, Exceptional, (16)
"Great house! Close to town. Wonderful place for a family getaway."
The price is $180
$378 total
includes taxes & fees
Jun 12 - Jun 13
Historic Beauty w Modern Updates Near Taylor's Falls
Hudson Inn & Suites
Lobby
Hudson Inn & Suites
3.0 star property
8.2 out of 10, Very Good, (568)
"Spacious room, very clean, and quiet. I will most likely stay here again in my next visit to Hudson, WI."
The price is $88
$103 total
includes taxes & fees
Jun 6 - Jun 7
Hudson Inn & Suites
Hideaway From The Twin Cities: 5 Bdrms: East'n Sky, N ⭐,Sunset, Exprs, Bird Nest
Fridge, microwave, oven, stovetop
Hideaway From The Twin Cities: 5 Bdrms: East'n Sky, N ⭐,Sunset, Exprs, Bird Nest
9.4 out of 10, Exceptional, (29)
"I stayed for an extended period of time. The owner and his sons live on the property, but you won’t see them very much. The property is SO peaceful, quiet, and safe. They’ve been working to improve it and so there’s some renovations and things here and there, but nothing that would make you uncomfortable or disturb you. My kids were welcomed here, and the family even helped me through an epic flat tire crisis. They have literally everything you need and then some as far as kitchen, bathroom,...
The price is $80
$106 total
includes taxes & fees
Jun 6 - Jun 7
Hideaway From The Twin Cities: 5 Bdrms: East'n Sky, N ⭐,Sunset, Exprs, Bird Nest
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.

Osceola Cottages information

Number of reviews
277
Accommodation
22 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Osceola with Expedia?
We think that a vacay should be stress-free, so if you’re in search of cottages in Osceola at a great price, Expedia has you covered. Stick to the budget and opt for an economical option surrounded by nature, or book an upscale cottage to spoil your loved ones.
How can I find cheap cottages in Osceola?
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What is there to do in Osceola near my cottage?
You’ll find loads of fantastic things to sink your teeth into in Osceola. Head for top attractions like Fawn Doe Rosa Wildlife Educational Park, Dancing Dragonfly Winery and St. Croix Festival Theatre. St Croix National Scenic Riverway, Osceola & St. Croix Valley Railway and Riverwood Canoe are other must-do’s.

Recent reviews of Osceola hotels
Expedia verified reviews

Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

5/5 Excellent
"Very welcoming"
A verified traveler stayed at Northwoods Best Inn -Turtle Lake
Posted 5 hours ago
Northwoods Best Inn -Turtle Lake