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Vacation rentals in Oregon

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oregon

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest suite in Middleton
Quiet sunlit studio near vibrant downtown
This architect-designed studio is bathed in natural light, with two skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house but has its own outdoor entrance and is soundproofed for privacy. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.
$76 per night
Guest suite in Oregon
Historic Home -Private Apartment
Oregon is a short drive to Madison, Wisconsin’s capital city. Oregon has a budding downtown business district 2 blocks away. Our lower level private apartment is great for couples, friends, families, and business or healthcare travelers. We created the apartment when we built a new addition onto our home in 2014. The apartment has a separate secure private exterior entrance and secure private interior entrance. There is a Ring camera that overlooks the parking area.
$95 per night
Tiny home in Oregon
la Petite Maison - The Gallus Palace
Welcome to the "La Petite Maison - The Gallus Palace". This was once a chicken coop for prize-winning exhibition poultry and is now a mostly quiet retreat for humans needing to unplug from the pressures of reality. It is still surrounded by an active chicken yard, home to 2 Dwarf Nigerian nanny goats and around 10 laying hens. This has a little of everything you need to sit back, relax and watch the sun set while surrounded by a bucolic, small farm.
$107 per night

Stay near Oregon's top sights

Firefly Coffeehouse & Artisan Cheese12 locals recommend
Bill's Food Center9 locals recommend
Ziggy's BBQ Smokehouse & Ice Cream Parlor5 locals recommend
Sonny's Kitchen4 locals recommend
Mulligan's Bar & Grill4 locals recommend
Senor Peppers7 locals recommend

Other great vacation rentals in Oregon

Home in Oregon
Contemporary home near Madison
$250 per night
Private room in Fitchburg
Studio with fireplace in private home
$100 per night
Home in McFarland
The little Green Birdhouse-McFarland/Monona
$124 per night
Private room in Oregon
The Badger Den
$80 per night
Hotel room in Madison
2 BR Corporate Apartment - Centrally Located!
$103 per night
Private room in Madison
spacious home room 3
$54 per night
Guest suite in New Glarus
Fresh & Bright Apartment Getaway in New Glarus
$109 per night
Hotel room in Madison
$59 per night
Loft in Madison
Cape Cod Loft, High-Speed internet + King bed
$85 per night
Private room in Madison
Private Suite on Park & Bike Trail
$60 per night
Home in Madison
Cottage Suite + Whirlpool Tub.
$143 per night
Loft in Belleville
Mill House Retreat
$174 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Oregon