Oregon, WI Vacation Homes from ￥38,386

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Our top choices for Oregon vacation homes

A spacious living room with a fireplace, a large TV mounted on a stone wall, and a dining area with a kitchen in the background.

1. Campus-Area 4BR | Panoramic Bluffs

Fitchburg

Brenda B.

￥115,180 total

includes taxes & fees

Sep 14 - Sep 15

A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

2. Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Monona

LiHsin C.

￥75,132 total

includes taxes & fees

Sep 21 - Sep 22

A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

3. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb

Mike L.

￥38,386 total

includes taxes & fees

Sep 18 - Sep 19

A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

4. Doty ★ Walk to Everything -Hotel Quality- Downtown

Downtown Madison

Robert F.

￥84,215 total

includes taxes & fees

Sep 15 - Sep 16

A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

5. Blue Lakeview Home

Edgerton

￥41,145 total

includes taxes & fees

Sep 13 - Sep 14

A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

6. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Village of Cottage Grove

Marisa P.

￥77,997 total

includes taxes & fees

Oct 4 - Oct 5

A dimly lit room with a leather couch, a wooden coffee table, and a brick wall with framed pictures.

7. 20 Min to Capitol - Theatre Room - Walk to Park

Sun Prairie

8. Vast Lake Koshkonong Views from Pier, Deck, & Home

Edgerton

￥55,295 total

includes taxes & fees

Sep 21 - Sep 22

A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

9. Escape to tranquility – your countryside haven, and at times with a horse or two

Dane

Katelyn F.

￥39,689 total

includes taxes & fees

Sep 22 - Sep 23

A modern living room with a fireplace, a flat-screen TV displaying 'NETFLIX', and a cozy seating arrangement.

10. Hot Tub - King Suite - Game Room - Large Groups

Sun Prairie

George P.

￥96,199 total

includes taxes & fees

Sep 17 - Sep 18

A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

11. Edgewater Escape

Milton

"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...

Zane T.

￥49,178 total

includes taxes & fees

Sep 21 - Sep 22