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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Rockton

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Guest favorite

Cabin in Oregon

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. Pets allowed by adding them to total guest count. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

Guest favorite

Cabin in Oregon

The Corner Cabin

The cabin has a view of the peaceful Rock River. Very relaxing & cozy. Minutes from Castle Rock State Park. Enjoy canoeing, fishing, & hiking trails. Reconnect with nature, play a board game, barbecue, watch the birds & engage in outdoor activities. Enjoy exploring the quaint small towns, antiquing, & local restaurants. Go from city life to country life, just “90” minutes from Chicago. This is a great place to relax & unwind. Due to location & your carrier you must be patient with our WiFi.

Guest favorite

Farm stay in Cherry Valley

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Guest favorite

Guest suite in Oregon

Cozy 2-BR home-apartment in a park-like setting.

This charming home-apartment provides all of the comforts of a modern home in a cozy setting. It includes refinished oak floors, new appliances, and other stylish finishes. Your private entrance opens to a kitchen with all of the amenities, including a new stainless gas range. Bedrooms are tastefully decorated and quite comfortable. Includes wifi with television and movie subscription services. Dine outdoors with your private picnic table, firepit, & grill in a beautiful, wooded setting.

Guest favorite

Cabin in Dixon

MASSIVE 5 BED WATERFRONT COZY CABIN GETAWAY!

ROCK ISLAND RESORT!! RIVERFRONT PARADISE CLOSE TO HOME!! ON 12 ACRES OF LAND!!! 4200sqft 2 Story Cabin w/open floorpan 5 Bedroom 3.5 Bath Sleeps 26 Wifi 50in Flat Screen in each room (Dish TV) AMENITIES: -Trampoline -2 Power Wheels (kids) -Soccer Field -Regulation Volleyball Net -Fire Pits -Wrap around deck -Gas Grill -4 kayaks / Three 16ft 3 person canoes -Air Hockey -Pool Table -Foosball Table -Full size ping pong table -Mini Arcade -Fishing Poles PRICELESS RIVERFRONT VIEWS

Guest favorite

Cottage in Franklin Grove

LHOTP (Lil House On The Prairie)

Lil House On The Prairie (LHOTP) is aptly named because it’s located on the edge of Nachusa Grassland’s 1,000 acre south Bison pasture. The 100+ herd of free ranging Bison can often be viewed right along the boundary fence to the west! This recently remodeled two bedroom cottage can sleep six with two queen size beds and with a pull out sofa bed. LHOTP offers a quiet, convenient, and comfortable place to base your adventures from. Behaved dogs & responsible owners welcome!

Guest favorite

Cottage in Lena

Countryside Getaway at Kerlin Schoolhouse!

Welcome to Kerlin Schoolhouse! This Stone Cottage was built in 1870 and was originally a one-room schoolhouse! Kerlin Schoolhouse is located in a quiet, private, peaceful setting in the beautiful countryside. Featuring beautiful views with amazing sunrises, sunsets, windmills, and starry nights! Surrounded by corn fields on all 4 sides. The home features an open concept with loft bedroom & loft-style staircase. Featuring a fireplace, firepit & grill (seasonal), and more.

Guest favorite

Home in Oregon

Charming Victorian Cottage Near the Rock River

Welcome to Cariad Cottage! Built in 1875 and decorated with treasured antiques, the cottage has all the old-world charm of small-town rural life but with modern amenities and a fully equipped kitchen. Located on a quiet tree-lined street, it’s a short walk into town with multiple restaurants, shops, and a grocery store. A perfect stay includes firing up the grill, having drinks in the screened-in porch, and enjoying the countless recreational opportunities in the area.

Guest favorite

Rental unit in Rockford

Upscale Urban Retreat 1 bedroom, ground Floor

Charming and beautiful ground floor; wood floors and original woodwork. Secure keypad entry. Owner on adjoining premises. Minutes to Indoor Sports Factory, downtown nightlife, restaurants, shops, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory and Sinnissippi Gardens.. 5 blocks to river and rec path. Centrally located quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. High speed internet.

Guest favorite

Bungalow in Rockford

Arts and Crafts Bungalow with Outdoor Space

We welcome you to a centrally located two-bedroom Arts & Crafts Bungalow. Ideally situated near sports venues, shopping, museums, and restaurants, the house is a perfect place for families, professionals, and couples. We have free on street parking in front of the home, We are 10 minutes away from the UW Sports Factory, Anderson Japanese Gardens, and Nicholas Conservatory. We are 20 minutes away from Anna Page Park and Rock Cut State Park.

Guest favorite

Home in Rockford

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oregon vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Oregon

Guest favorite

Home in Oregon

Cozy 2-bedroom home in convenient Oregon location

Guest favorite

Home in Oregon

Rock River Relaxation Home

Guest favorite

Cottage in Byron

Rock River Views! 2 Bedroom Cabin

Guest favorite

Home in Oregon

Beautiful Home on the Rock River!

Guest favorite

Cottage in Byron

2 bedroom cottage with loft. River Frontage...

Superhost

Cabin in Byron

2 BR Spacious Comfy Happy Home on the Rock River

Guest favorite

Cabin in Oregon

Cozy Log Cabin in the Woods: Pine Creek Escape

Guest favorite

Home in Oregon

Rock River Getaway!

Show all

Quick stats about vacation rentals in Oregon

Total rentals
10 properties
Local attractions
Alfano's Pizzeria & Italian Restaurant, SuperValu, and Oregon Park East
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
360 reviews
Nightly prices starting at
$90 before taxes and fees

Vacation rentals in Oregon

Top-rated vacation rentals in Oregon

Cottage in Rockton

Cabin in Oregon

Cabin in Oregon

Farm stay in Cherry Valley

Guest suite in Oregon

Cabin in Dixon

Cottage in Franklin Grove

Cottage in Lena

Home in Oregon

Rental unit in Rockford

Bungalow in Rockford

Home in Rockford

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Oregon vacation rentals

Other great vacation rentals in Oregon

Home in Oregon

Home in Oregon

Cottage in Byron

Home in Oregon

Cottage in Byron

Cabin in Byron

Cabin in Oregon

Home in Oregon

Quick stats about vacation rentals in Oregon

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore