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Compare 25 Cottages in Osceola with updated reviews, rates, and availability.

Park Place Cottage

9.8 out of 10, Exceptional, (17)
"Great space for gathering and short drive to Stillwater for shopping, restaurants and walks. "
Park Place Cottage

Historic James Mulvey Carriage house (Whole house)

9.8 out of 10, Exceptional, (23)
"Five of us ladies had a wonderful weekend stay at the Carriage House! We especially enjoyed the themed rooms/areas of the house, the big kitchen, and the hot tub (although there were extensive instructions, we almost didn't use it because we didn't want to mess anything up). A charming property just minutes away from all the cute shops and restaurants in Stillwater. Would definitely stay there again sometime!"
The price is AED 1,833
AED 2,996 total
includes taxes & fees
5 Jan - 6 January 2025
Historic James Mulvey Carriage house (Whole house)

Sunset Point cottage escape

9.8 out of 10, Exceptional, (53)
"Great place inside and out for making memories with the grandkids. Clean and stocked with everything we needed, plus. The beach is perfect for playing in the sand or in the water. We enjoyed each day. Thank you for hosting us "
Sunset Point cottage escape

Picturesque Lake Elmo Cottage w/ Barn & Fire Pits!

9.6 out of 10, Exceptional, (5)
"So much was excellent about this house except the exposed metal from partially removed heating along floor, ugly and dangerous. The only shower is in the master bath, the upstairs tub has a hand held hose like faucet that really does not work like a shower, the narrow stairs to the second floor were also dangerous, no handrail."
Picturesque Lake Elmo Cottage w/ Barn & Fire Pits!

Overlooks St. Croix River Crossing

10.0 out of 10, Exceptional, (156)
"This cottage was the perfect place for our “Hallmark Weekend “ in Stillwater! The location was perfect as we were easily able to enjoy all of the dining, shopping, and holiday festivities of this charming community!"
Overlooks St. Croix River Crossing

Lakefront Cottage 2 min to downtown

10.0 out of 10, Exceptional, (22)
"Lovely escape from the rush of work life. Quiet escape into nature and lake calmness. Fall leaves were perfect for our stay. Comfortable beds, well supplied kitchen and bathroom. Plenty of cozy blankets and warmth for our Autumn stay. Hosts were fantastic. Great communication. Highly recommend! surrounding us. "
Lakefront Cottage 2 min to downtown

Cozy Lakeside Cottage

8.8 out of 10, Excellent, (18)
"We were attending a family wedding in Scandia, but also visiting with relatives in the Twin Cities. This charming Forest Lake cottage was the perfect escape from all of the activity. It had everything we needed for our stay. Its location near the lake was ideal for relaxing walks and exploring the local area. The cottage itself was clean, comfortable and truly enjoyable. Sonja was a terrific host, making sure we had everything we needed and responding to questions right away. A special thanks...
Cozy Lakeside Cottage

Sunset Circle waterfront Cottage

9.6 out of 10, Exceptional, (45)
"Our second time at this property and just as good as the first! Very clean and welcoming. "
Sunset Circle waterfront Cottage

Incredible Lake Views Only Steps Away from The Water

9.6 out of 10, Exceptional, (22)
"great spot,would love to come in summer"
Incredible Lake Views Only Steps Away from The Water

Cozy Lake Elmo Cottage

10.0 out of 10, Exceptional, (14)
"This is place is so great that I worry the secret will be out and will be sold out all the time! :) Wonderful experience staying for a long weekend! Super comfy furniture and every detail thought of. Very quiet neighborhood close to excellent restaurants and shopping with a quick drive into the cities. "
Cozy Lake Elmo Cottage

Quiet Farmhouse Retreat w/ Fire Pit - Pets Welcome

2.0 star property
Quiet Farmhouse Retreat w/ Fire Pit - Pets Welcome

Pet-friendly St Croix Falls Remote Retreat!

3.0 star property
10.0 out of 10, Exceptional, (1)
Pet-friendly St Croix Falls Remote Retreat!

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

3.0 star property
Cabin w/ Dock & Porch Across From Balsam Lake

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/ Fire Pit & Game Room!

3.0 star property
Spacious Stillwater Home w/ Fire Pit & Game Room!

Spacious Luxury Cabin w/ Deck & Dock on Bone Lake

3.0 star property
Spacious Luxury Cabin w/ Deck & Dock on Bone Lake

Charming Taylors Falls Home w/ Deck, Fire Pit

3.0 star property
Charming Taylors Falls Home w/ Deck, Fire Pit

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

3.0 star property
Wisconsin Vacation Rental w/ Fire Pit on Long Lake
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 Osceola

Historic Beauty w Modern Updates Near Taylor's Falls

10.0 out of 10, Exceptional, (24)
"5 friends getting"
The price is AED 606
AED 1,323 total
includes taxes & fees
5 Jan - 6 January 2025
Historic Beauty w Modern Updates Near Taylor's Falls

Hudson Inn & Suites

3.0 star property
8.2 out of 10, Very Good, (680)
"This is an ok hotel. Nothing to get a 4.5 rating. We checked in on the Tuesday before Thanksgiving. We stayed 4 days. We were told breakfast would not be served because of the holidays. We understand 1 or two days. No breakfast all 4 days. Housekeeping not available till Friday. Seldom to never no one at front desk. If you just need a place to sleep this is the place."
The price is AED 285
AED 337 total
includes taxes & fees
24 Dec - 25 Dec
Hudson Inn & Suites

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

9.2 out of 10, Wonderful, (36)
"My sister and I only stayed for one night and used one of the rooms in the house but it was the perfect place to stay for the concert. The host, Steve, was very helpful and even drove us to and from the concert! Property is situated on a beautiful serene lot, hummingbirds were abundant out on the deck, had coffee and pastries in the am prior to checkout. Great spot!"
The price is AED 294
AED 387 total
includes taxes & fees
24 Dec - 25 Dec
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
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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