Holiday Rentals in Osceola
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50 rentals in Osceola.
Cozy Mother-in-Law Apartment—Dr. Combacker’s Legacy
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Mother-in-Law Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic 1880s Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Lakefront Osceola Vacation Rental - Dogs Welcome!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dr. Combacker’s Historic 1880s Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Great fishing & sunset views, lakeside cabins joined by porch. 1 hour from TC
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Historic Beauty w Modern Updates Near Taylor's Falls
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Lake life is Calling
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lakeside Retreat near Osceola, WI
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Lake Osceola Retreat 100-Acre Private Lake Home
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Connect with Nature in Luxury at Church Pine Lodge
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 32 kms of Osceola match all your filters:
Historic Swedish Cottage on Quiet Lindstrom Lake
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Bone Lake Escape - Hot Tub Oasis
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Lakefront 2 BR/1 BA Welcomes You! Chisago Chain of Lakes - Chisago County
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Marine On St Croix Retreat, Unit 1
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 Bed Lake House w/ Hot Tub
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Bayside lake home - Kayaks - Firepit - Fishing & more!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The perfect valley getaway
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 4-Bed Custom Home on 12 Acres - Sauna, Jet Tub, Theater, 3 Gas Fireplaces
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Relax and be Glad at the Lake!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful, private vacation home rental on the point in Lindstrom, MN
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Charming Old Cottage on Pristine St. Croix near Twin Cities
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Navy at St Croix Retreat
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cedar Lake Escape
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lodge at Lotus Lake
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Romantic Copper ROOM at historic 123 S Washington
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Marine Cargo at Ret Crown St Croix Unit 5
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 1940 Family Cottage on the St. Croix River
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Wannigan Point Cabin #3
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quiet Cottage with Best Beach on South Lindstrom Lake
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Wannigan Point Cabin #1
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peacock Suite at historic 123 South Washington
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Rural Somerset Get-A-Way
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset Point cottage escape
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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St Croix Falls Remote Retreat: Pet Friendly!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hamptons style Lake house on Sunset point. With water on both the east and west!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pelican Bay Cabin | Lakefront, wildlife retreat
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Elroy's Place, surrouned by 980 private acres of the Big Rock Creek estate
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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As seen on
Quiet Waterfront Round Lake Home w/ Hot Tub
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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St. Croix River Summer House in Scandia, Waterfront Access & Stunning Views.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Trails Retreat
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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St. Croix River Home in the Heart of Taylors Falls
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Large Lakefront Cabin on S. Lindstrom Lake/Multiple Families/Game Room/Theatre
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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River Home in the historic village of Marine on St. Croix
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Taylors Falls Home w/ Deck, Fire Pit
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Secluded in-town get-away close to Interstate Park. 45 min from Mpls/St Paul
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Historic home with river view
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW Lakefront Retreat on South Center Lake
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lovely spacious 6 BR home in St. Croix River valley
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Scandia Forest Lodge - Near State Parks, Stillwater, and Taylors Falls
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Osceola
- Yes, here are some popular holiday rentals in Osceola that have a pool:See all holiday rentals with a pool in Osceola on Tripadvisor
- Yes, here are some popular holiday rentals in Osceola that have internet access:See all holiday rentals in Osceola on Tripadvisor
- Some of the most popular kid friendly rentals in Osceola are:See all kid friendly holiday rentals in Osceola on Tripadvisor