Places to stay in Osceola

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Popular amenities for Osceola places to stay

Stay near Osceola's top sights

The Watershed Cafe20 locals recommend
Wilke Glen and Cascade Falls10 locals recommend
Osceola & St. Croix Valley Railway10 locals recommend
P Y's Bar8 locals recommend
Osceola Lanes6 locals recommend
Tippy Canoes5 locals recommend

Other great vacation rentals in Osceola

Guest favorite
A wooden bench is positioned on a deck, overlooking a grassy area that leads to a fire pit surrounded by stones. Tall trees and lush greenery frame the view, with a glimpse of the lake visible in the distance.
Cabin in Colfax
4.9 out of 5 average rating, 29 reviews

Private lakeside retreat!

AngieRating, 5 stars5 months ago
A very peaceful and lovely place on the lake. I appreciate that the lights and the radio were left on as we arrived rather late. The fenced in yard was great for my dog and the fireplace made everything very cozy. We'd love to stay again!
Guest favorite
The living room features two cozy armchairs and a spacious sofa arranged around a dark wood coffee table. A neutral area rug lies over light wood flooring. Large windows provide natural light, and a modern fireplace is enhanced by a stone accent wall.
Home in Maple Grove
4.96 out of 5 average rating, 26 reviews

Pristine Spacious Home and Private Attached Suite

CathieRating, 5 stars2 months ago
Lynnell’s home was immaculate, each bathroom had its own towels and amenities. There’s a large basement with a great sectional, perfect for playing video games or watching a family movie. Every light switch has a label which I appreciated, as the house is quite large with many lights etc… The table is sturdy plus the large square island made it easy to serve and feed my large family of 6 kids. She’s quick to respond and easy to work with for early and late check-ins. We would definitely stay here again! Cathie and Larry
Top guest favorite
A wooden dock extends over calm waters, featuring two chairs and a small table. Reflections of sunlight shimmer on the lake surface, while the serene landscape of trees and rolling hills is visible in the background.
Cabin in Cushing
4.94 out of 5 average rating, 286 reviews

Family Cabin Retreat / Polk County Permit #76713

TomRating, 5 stars3 days ago
we used the cabin for 3 days of Ice Age trail hiking and it was perfect. very comfortable, well located for our needs, a great place to come back to after remote and strenuous hiking. highly highly recommend.
Top guest favorite
A spacious deck is furnished with several outdoor chairs, providing a comfortable seating area. Lush green trees and open fields are visible beyond the railing, offering a serene outdoor view. Natural light enhances the inviting atmosphere of the wooden deck.
Home in Somerset
4.99 out of 5 average rating, 130 reviews

Château

OliviaRating, 5 stars4 weeks ago
We had a great time this weekend! The house has a fun set up with lots of options to keep a big group entertained. Highly recommend staying here as the host has excellent communication and is very flexible!
Guest favorite
An outdoor patio area is visible, featuring red cushioned chairs and a dining set surrounded by greenery. A grill is positioned nearby, and the patio opens to a clear view of the water beyond, framed by trees and a cloudy blue sky.
Home in Danbury
4.93 out of 5 average rating, 29 reviews

Hangar House-Near the Clubhouse and Airstrip

BristolRating, 5 stars1 month ago
Steven’s house was great for a weekend away. So peaceful. Enjoyed the local atmosphere and scenic views.
Guest favorite
A spacious deck features wooden flooring and is accessible through large sliding glass doors. Several comfortable seating options, including two lounging chairs and two wooden rockers, are positioned for views of the surrounding trees and the lake beyond.
Home in Spooner
4.94 out of 5 average rating, 32 reviews

Sunset Oasis

KaraRating, 5 stars2 months ago
Stayed here as a winter x-country ski getaway with friends. Very cabin-y feeling (in the best way!) Kitchen worked well for us, sauna was hot, and the beds were comfy!
Top guest favorite
The interior features a high, vaulted ceiling with exposed wooden beams, complemented by elegant chandeliers. A stone fireplace is positioned at the center, while the open floor plan connects the cozy living area and the kitchen, adorned with green tile accents.
Cabin in Spooner
5 out of 5 average rating, 62 reviews

Lake front luxury! Hot tub, relax, swim, sun, fun!

AnneRating, 5 stars1 month ago
This is a lovely spot that sleeps a group. We appreciated how well-appointed it is -lots of plates and glassware, ample towels and sharp knives! Lovely spot to watch the lake or walk around. We went into town for antique and art shopping.
Superhost
The exterior of the cabin features dark wooden siding with contrasting white trim. Antlers are mounted above a window on the gabled roof, and tall trees surround the cabin, providing a natural backdrop.
Cabin in Danbury
4.75 out of 5 average rating, 8 reviews

Great Bear Getaway

AlieRating, 5 stars7 months ago
Our girls weekend at Hillary’s was lovely! So peaceful and relaxing! We spent hours at the fire pit. We enjoyed the resort amenities. The place was so adorable. We would definitely stay again if we find ourselves in the Danbury area. I really loved that there was a piece of artwork from the owner hanging in the living room. That was a cool touch! Thanks Hillary for a fantastic stay!

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Polk County
  5. Osceola