29 Best Cottages for Rent in Osceola, WI | Peerspace

How cottages work on Peerspace

Peerspace is the easiest way to book unique spaces for meetings, events, film, and photo shoots.

Discover Spaces

The most locations

Every day we uncover new, creative spaces — from mid-century homes to creative studios, and beyond.

Professional hosts

Our network of helpful hosts respond quickly, and are well-versed in accommodating film and photo shoots.

Book by the hour

Only pay for what you need. Pay by the hour without worrying about hidden fees or overtime.

Discover Spaces

Popular cottages

Explore all of our cottages in Osceola. See All ›

Heirloom Cottage & Studio

Serving the Osceola, WI area

5.0 (19)

12 guests

Heirloom Cottage & Studio. Welcome to our updated 1920’s cottage, hidden in the

From

$150

/hr

3 hr min

Bullwhip Enterprises

Serving the Osceola, WI area

75 guests

Bullwhip Enterprises. Our indoor space is approximately 32 x 30 and 16 x 42. There is a

From

$75

/hr

1 hr min

Vintage House in Osceola

25 guests

This 1600 sq ft Victorian home built in 1880 with vintage decor Large backyard and

From

$65

/hr

2 hr min

Secluded Large home with ample natural lighting in the country with woods & open field

Alden, Osceola, WI

100 guests

**Fabulous 4,000 Sq Ft Country Estate on 36 Acres – A True Retreat!** Nestled on 36

From

$400

/hr

8 hr min

Sunlit Lake House with Private Beachfront

9.8 miles from Osceola, WI

5.0 (2)

12 guests

The Gables at Green Lake is a sunny executive rambler in the Chisago Lakes district. With

From

$95

/hr

2 hr min

Cottage Style Home - Beautifully Decorated

Serving the Osceola, WI area

5 guests

Beautiful single family home in beautiful lakeside community neighborhood. Cottage

From

$115

/hr

3 hr min

Peaceful Lakeside Cabin

Serving the Osceola, WI area

6 guests

Beautiful two bedroom cabin on a small lake near Luck, Wisconsin (90 minutes from

From

$150

/hr

4 hr min

Modern mid century lake home

Serving the Osceola, WI area

10 guests

Amazing huge picture windows on two levels looking west to sunset big lake views, mid

From

$100

/hr

3 hr min

Comfy Homestay- Large Backyard

Serving the Osceola, WI area

10 guests

Relax at this open living spaces and large deck in the private backyard of this bright

From

$120

/hr

4 hr min

Modern Light Filled Lake Cabin

Serving the Osceola, WI area

8 guests

Modern, open concept newly built cabin on the lake. The cabin has a full face of windows

From

$200

/hr

4 hr min

Updated Lake House- 45 min from twin cities

Serving the Osceola, WI area

10 guests

Trap Rock Cottage is located 45 minutes from the Twin Cities. Updated,

From

$75

/hr

2 hr min

Beautiful, Newly Renovated Home on Golf Course! White & Bright w/ Neutral Aesthetics & Open Concept-Fabulous Kitchen w/ 9 ft Island!

Serving the Osceola, WI area

5.0 (5)

10 guests

Beautiful 1940's Cottage style home that has been completely renovated for open

From

$150

/hr

3 hr min

Urban Villa, Open Concept, Contemporary, Stylish

Serving the Osceola, WI area

5.0 (3)

10 guests

This is a great area for commercials. The layout is open, lots of space to move around.

From

$100

/hr

1 hr min

The Hart - Large 1880's House in Summit University Neighborhood

Serving the Osceola, WI area

13 guests

Large house built in the 1880's. Some parts of the house renovated to be a bit more

From

$110

/hr

4 hr min

Gleaming St Paul Private House

Serving the Osceola, WI area

5.0 (6)

12 guests

Between Crocus & Cathedral Hill in St. Paul, this beautifully rehabbed home in a quiet

From

$75

/hr

4 hr min

1970s/80s Vintage Kitsch Pool House

Serving the Osceola, WI area

5.0 (4)

14 guests

Large home that features an indoor pool and backyard creek. All rooms in the house have a

From

$125

/hr

2 hr min

Darling home in fun neighborhood by quaint downtown and city lakes.

Serving the Osceola, WI area

5.0 (2)

10 guests

Two story home with both front and back enclosed porch. 2 baths, full kitchen, 2 bedroom

From

$125

/hr

4 hr min

Elegant and Ample Home

Serving the Osceola, WI area

25 guests

This stately home is the ideal backdrop for co working in ultimate relaxation, gathering

From

$225

/hr

4 hr min

Modern meets rustic, living room, dining, loft & kitchen with southern natural light, high beam ceiling, with lots of indoor plants

Serving the Osceola, WI area

5.0 (4)

15 guests

Welcome to our home! We’d love to host you! Beautiful living and dining space, huge south

From

$130

/hr

4 hr min

Suburban Two Story Home with Scandinavian Design and Large back yard

Serving the Osceola, WI area

5.0 (2)

15 guests

Looking for a home with spaces that are cohesive, spacious and with plenty of natural

From

$180

/hr

5 hr min

Charming Cape Cod Gem

Serving the Osceola, WI area

5.0 (9)

20 guests

This home has great interior and exterior gathering & shoot spaces. The decor leans into

From

$140

/hr

4 hr min

1940s Cape Cod with Freshly Renovated Traditonal Finishes

Serving the Osceola, WI area

5.0 (6)

15 guests

Are you looking for a home with interesting, warm, and well appointed interiors? This is

From

$185

/hr

4 hr min

New Build Suburban Single Family Home

Serving the Osceola, WI area

5.0 (11)

9 guests

The home has an open modern layout with a clean contemporary design. White walls, great

From

$150

/hr

2 hr min

Bright Craftsman Modern Home

Serving the Osceola, WI area

5.0 (26)

25 guests

This home is very bright and perfect for lifestyle photography. The main floor has an

From

$150

/hr

4 hr min

Suburban Healthy Home Mansion

Serving the Osceola, WI area

5.0 (2)

75 guests

The space is located in an 8,500 sq ft suburban home with an indoor pool. The pool room

From

$100

/hr

1 hr min

Light filled home nestled on a private lot with pond.

Serving the Osceola, WI area

5.0 (21)

30 guests

Earthy and modern traditional with abundant natural light. Featuring plenty of styled

From

$150

/hr

2 hr min

Modern mansion

Serving the Osceola, WI area

25 guests

Modern home with contemporary design that features everything from sun lit spacious rooms

From

$250

/hr

3 hr min

Barn, pasture and house

Serving the Osceola, WI area

30 guests

Great space for photos and films. Hobby farm of 11 acres with woods, pasture, in ground

From

$150

/hr

2 hr min

Brook Park-A Frame-fireplace-modern-dog friendly

Serving the Osceola, WI area

4 guests

Very unique exterior mirrored A Frame this modern completely remodeled A frame is

From

$75

/hr

3 hr min

Frequently Asked Questions

Pricing and popularity information in this section is based on proprietary data from bookings made on Peerspace from 2016-2026.

How much does a cottage cost to rent in Osceola?

Cottages in Osceola average $142 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for. For a space on the smaller side, expect to spend closer to $124, whereas larger venues run about $192 per hour.

$124/hr$192/hr

How popular are cottages in Osceola?

Our local hosts have welcomed 5554 people into their cottages with reviews averaging 5 stars. 100% of guests said they'd book again.

How long do people rent cottages in Osceola?

Most cottages are scheduled for 5 hours, with 7 people in attendance. You’ll find the most Cottages starting between 10:00 AM and 11:00 AM.

7:00 AM2:00 PM

Reviews for cottages

Brianna N.

Minnetonka Scandinavian Farmhouse

This home is absolutely gorgeous and has great natural lighting. This is the second time we've used this house for a shoot and it...

Similar searches in Osceola, WI

Similar searches

Outdoor Photo Shoot

Nearby cities

Minneapolis, MN

Highland Park, IL