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Cottages, Villas, Apartments in Osceola
Holiday Rentals
USA
Wisconsin (WI)
Cottages, Villas, Apartments in Osceola
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Internet or Wifi (45)
Air Conditioning (44)
Other outdoor space (35)
Grill (25)
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Suitability
Kid friendly (45)
Pet friendly (19)
Wheelchair access (0)
Elder access (0)
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Holiday Rental House (43)
Condominium/Apartment (5)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (17)
Boat Available (3)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Cascade Falls
Historic Downtown Osceola
Millpond Park
Standing Cedars State Natural Area
St. Croix Art Barn
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48 rentals
in Osceola.
Cozy Mother-in-Law Apartment
22
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Sleeps
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As seen on
Historic 1880s Home
16
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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As seen on
Lakefront Osceola Vacation Rental - Dogs Welcome!
8
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Historic Beauty w Modern Updates Near Taylor's Falls
16
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 11
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As seen on
Lake Osceola Retreat 100-Acre Private Lake Home
2
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 14
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Lakefront Home with 6-person Hot Tub
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 12
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As seen on
Walking Distance to the St. Croix River & Downtown
8
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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As seen on
Cozy cabin for getaway! On a beautiful lake, 1 mile from Trollhaugen
14
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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The following properties within 20 miles of Osceola match all your filters:
The perfect valley getaway
14
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Luxury 4BD/3BA Custom Home-12 Acres - Sauna, Jet Tub, Theater, 3 Gas Fireplaces
10
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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As seen on
Relax and be Glad at the Lake!
21
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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The Artist's Loft located 8 miles from Wild Mountain
12
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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As seen on
Peaceful Vintage Retreat on Pristine St Croix River near Marine-on-St-Croix
10
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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As seen on
Lodge at Lotus Lake
18
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 10
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As seen on
Wannigan Point Cabin #4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Romantic Copper ROOM at historic 123 S Washington
14
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Wannigan Point Cabin #2
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Wannigan Point Cabin #3
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Wannigan Point Cabin #1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Peacock Suite at historic 123 South Washington
14
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Nordic Harbor Haus
1
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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As seen on
Sunset Point cottage escape
10
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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As seen on
Pet-Friendly St Croix Falls Remote Retreat!
10
Holiday Rental House
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5 bedrooms
1 bathroom
Sleeps 6
Match:
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As seen on
Hamptons style Lake house on Sunset point. With water on both the east and west!
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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As seen on
Quiet Waterfront Round Lake Home w/ Hot Tub
10
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
St. Croix River Summer House in Scandia, Waterfront Access & Stunning Views.
1
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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As seen on
St. Croix River Home in the Heart of Taylors Falls
11
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
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As seen on
Charming Taylors Falls Home w/ Deck, Fire Pit
10
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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As seen on
Secluded in-town get-away close to Interstate Park. 45 min from Mpls/St Paul
5
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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As seen on
Cozy Winter Riverside Retreat Near Skiing
9
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Sleeps
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As seen on
Lakefront Retreat on South Center Lake
3
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
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Lovely spacious 6 BR home in St. Croix River valley
12
Holiday Rental House
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8 bedrooms
3 bathrooms
Sleeps 14
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As seen on
Scandia Forest Lodge - Near State Parks, Stillwater, and Taylors Falls
10
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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As seen on
Nordic Harbor Inn - Tranquil Maple - Room 2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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As seen on
Wannigan Point Cabin #5
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 6
Match:
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As seen on
Cozy Swedish Log Cabin with Loft in Peaceful Scandia - Enjoy the hygge Lifestyle
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 6
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As seen on
Sunset Haven located within 45min of the Twin Cities and right on the lake!
3
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Nordic Harbor Inn - Acorn Oak - Room 1
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
Wannigan Point Resort!
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 28
Match:
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Nordic Harbor Inn - Silver Birch - Room 6
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Scandinavian Retreat
9
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Nordic Harbor Inn - Arctic Pine - Room 3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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As seen on
Nordic Harbor Inn-Nordic Spruce - Room 4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
Historic Home in Taylors Falls w/ Patio & Fire Pit
5
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Grove Cottage walkable Taylors Falls retreat- close to Minneapolis/ St. Paul!
3
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Spacious Secluded Lakehouse
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
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Gatsby’s Getaway-Unique stay near downtown
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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As seen on
Nordic Harbor Inn - Cedar Shadows - Room 5
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
1
Showing results 1-48 of 48
Frequently Asked Questions about Osceola
Do any holiday rentals in Osceola have a pool?
Yes, here are some popular holiday rentals in Osceola that have a pool:
Cozy Mother-in-Law Apartment
Historic 1880s Home
Lakefront Osceola Vacation Rental - Dogs Welcome!
See all holiday rentals with a pool in Osceola on Tripadvisor
Do any holiday rentals in Osceola have internet access?
Yes, here are some popular holiday rentals in Osceola that have internet access:
Cozy Mother-in-Law Apartment
Historic 1880s Home
Lakefront Osceola Vacation Rental - Dogs Welcome!
See all holiday rentals in Osceola on Tripadvisor
What are the best pet friendly rentals in Osceola?
The best pet friendly rentals in Osceola are:
Lakefront Osceola Vacation Rental - Dogs Welcome!
Cozy Mother-in-Law Apartment
Historic 1880s Home
See all pet friendly holiday rentals in Osceola on Tripadvisor
What are some great rentals in Osceola that are kid friendly?
Some of the most popular kid friendly rentals in Osceola are:
Cozy Mother-in-Law Apartment
Historic 1880s Home
Historic Beauty w Modern Updates Near Taylor's Falls
See all kid friendly holiday rentals in Osceola on Tripadvisor
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