Osceola Vacation Rentals
Osceola Vacation Rentals
Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
1 mi
49 rentals in Osceola.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Historic 1880s Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Lake life is Calling
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Lakeside Retreat near Osceola, WI
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Historic Beauty w Modern Updates Near Taylor's Falls
Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check in
Check out
Cozy Mother-in-Law Apartment—Dr. Combacker’s Legacy
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
NEW! Osceola Cottage w/ Dock Situated on Wind Lake
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Dr. Combacker’s Historic 1880s Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
NEW! Lakefront Osceola Cottage w/ Boat Dock Access
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Osceola, Wisconsin 2 bedroom minutes from Trollhaugen ski resort!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Connect with Nature in Luxury at Church Pine Lodge
Rental Home
7 bedrooms
8 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Great fishing & sunset views, lakeside cabins joined by porch. 1 hour from TC
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Connect with Nature in Luxury at Church Pine Lodge
Rental Home
7 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Creating memories at Lillebo
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Cozy Mother-in-Law Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 1
More info
Check in
Check out
St. Croix River Home in the Heart of Taylors Falls
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Beautiful, private vacation home rental on the point in Lindstrom, MN
Rental Home
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
Relax and be Glad at the Lake!
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Hamptons style Lake house on Sunset point. With water on both the east and west!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Sunset Point cottage escape
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Historic Swedish Cottage on Quiet Lindstrom Lake
Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
The Artist's Loft in scenic St Croix Falls, WI
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Romantic Copper ROOM at historic 123 S Washington
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Lovely spacious 6 BR home in St. Croix River valley
Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
The perfect valley getaway
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Near State Parks, Stillwater, and Taylors Falls
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Fully Renovated Cottage Just 7 Minutes from Historic Taylors Falls!
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Peacock Suite at historic 123 South Washington
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Ice Fishing/Skiing/Snowmobiling Right Outside the Door 2BR/1BA Welcomes You!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Luxury 4-Bed Custom Home on 12 Acres - Sauna, Jet Tub, Theater, 3 Gas Fireplaces
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
2 Lake Front Homes On the snowmobile trails w/ the best ice fishing in the area!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
MINNESTAY* Moonlight Cove-Lakeside Lodge ★Sleeps 14★ Awesome Game Room
Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Lodge at Lotus Lake
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Charming 1940 Family Cottage on the St. Croix River
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
NEW! Charming Taylors Falls Home w/ Deck, Fire Pit
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
St. Croix River Summer House in Scandia, Waterfront Access & Stunning Views.
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Square Bed Round House - Square Bed Round House
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
NEW! Cottage w/ Deck Situated on South Center Lake
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Bayside lake home | Kayaks - firepit - fishing & more!
Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
NEW! 1-Bedroom Beach House on Snowmobile Trail!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
MINNESTAY * Square Bed ~ Round House | Private Beach, Lakefront, Unique Stay
Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
3 Bed Lake House w/ Hot Tub
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
The Trails Retreat
Rental Home
4 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
More info
Check in
Check out
Near the St. Croix River & Wild Mountain!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Just a 15 minute walk to downtown Taylor's Falls, MN
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
WANNIGAN POINT RESORT - #3 Standard Cabin - Sleeps 6
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Just a 15 minute walk to downtown Tayler's Falls, MN
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Remodeled home w/firepit, porches, 10 min to river, parks, Wild Mt & Trollhaugen
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
NEW! St Croix Falls Remote Retreat: Pet Friendly!
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Just a 15 minute walk to downtown Taylor's Falls, MN
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Moonlight Cove - Lakeside Lodge - Moonlight Cove - Lakeside Lodge
Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Payment Protection
Showing results 1-49 of 49
Frequently Asked Questions about Osceola
- Yes, here are some popular vacation rentals in Osceola that have a pool:
- Dr. Combacker’s Historic 1880s Home
- Cozy Mother-in-Law Apartment—Dr. Combacker’s Legacy
- Historic 1880s Home
- Yes, here are some popular vacation rentals in Osceola that have internet access:
- Dr. Combacker’s Historic 1880s Home
- Cozy Mother-in-Law Apartment—Dr. Combacker’s Legacy
- Historic 1880s Home
- Some of the most popular kid friendly rentals in Osceola are:
- Dr. Combacker’s Historic 1880s Home
- Cozy Mother-in-Law Apartment—Dr. Combacker’s Legacy
- Historic 1880s Home