Surf Break Rentals - Vacation Rentals in Oregon

Southeast Portland Retreat From US $96
         

New
Villa
  • Parking
  • Pet Friendly
  • Child Friendly
La Bastide Bed & Breakfast From US $218
         

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10.0 (324 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Good Bear Ranch Mountain Retreat - Connect with What You Love From US $570
         

10.0 (160 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
The Executive Lodge up in the West Hills and 2 miles from downtown Bend. From US $1,086
         

Luxury Places to Stay in Oregon

Over 10000+ Luxury Places to Stay in or Near Oregon
10.0 (2 Reviews)
Cottage
  • Pet Friendly
  • Pool
  • Security/Safety
Sleeps 100! 20 Modern Units, 50 BDRs, Near DT Bend From US $9,206
         

Clean and Cozy Apartment From US $9,086
         

New
Apartment
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  • Balcony/Terrace
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Palais de Leon From US $6,459
         

New
House
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  • Security/Safety
  • Wellness Facilities
The Lodge at Highland Farms From US $6,299
         

New
House
  • Air Conditioner
  • Parking
  • View
Cascade Mountain Ranch From US $5,269
         

New
Cabin
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

Top-Rated Vacation Rentals with a Pool in Oregon

Over 7319+ Top-Rated Vacation Rentals with a Pool in or Near Oregon
BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL-UPDATED KITCHEN! From US $522
         

UPSTAIRS MASTER SUITE ON THE 6TH GREEN From US $125
         

10.0 (223 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Enjoy Our Family Friendly Home In Tollgate From US $335
         

10.0 (222 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Skyline Lodge, Gorgeous Setting, Walk to Downtown! From US $916
         

10.0 (211 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Oregon

Over 14755+ Pet-Friendly Vacation Rentals in or Near Oregon
Excellent walkable location - Bright & Modern, Pets Welcome! From US $535
         

River Song Country Chateau From US $368
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sanderling Sea Cottages, Unit 14 From US $219
         

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10.0 (5 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Traxlers Surfside Cottage-Beachfront Bliss Awaits From US $400
         

10.0 (107 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dune it Right on the Siuslaw River From US $444
         

10.0 (92 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
2 Killdeer - Remodeled, EV Charger, Hot Tub, Walk to Village, SHARC, Bikes From US $281
         

Pet Friendly Circle 4 Cabin And People Friendly As Well From US $355
         

All Sunsets & Surf 4 bedrooms From US $503
         

9.8 (167 Reviews)
House
  • Parking
  • Pet Friendly
  • View
See More Pet-Friendly Vacation Rentals in Oregon on PetFriendly.io

Large Vacation Homes & Villas in Oregon

Over 6000+ Large Vacation Homes & Villas in or Near Oregon
Mountain Golf Course Retreat From US $482
         

10.0 (129 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Blue Pacific From US $440
         

10.0 (1 Review)
House
  • Parking
  • Child Friendly
  • Internet
Teak: a Family Home. 5 TVs, backyard, pet friendly From US $579
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Oregon

Over 3271+ Wheelchair Accessible Vacation Homes in or Near Oregon
Rockaway Beach Bungalow From US $139
         

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9.0 (19 Reviews)
House
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Inn the Ground From US $751
         

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10.0 (27 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

Oregon Vacation Rentals and Airbnb Places to Stay Under $200

Over 9359+ Oregon Vacation Rentals and Airbnb Places to Stay Under $200
Parker House From US $185
         

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New
House
  • Parking
  • Child Friendly
  • Internet
Historical John Rast House From US $193
         

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10.0 (52 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The Vintage Cottage with riverfront access From US $197
         

9.8 (128 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Wine Country Yurt Great for any Season From US $198
         

9.8 (104 Reviews)
Cabin
  • Parking
  • Pet Friendly
  • View
Scenic Willamette Valley Location; Peaceful country retreat From US $170
         

Clean cabin downtown, fresh renovation of 1919 classic From US $186
         

Instantly Bookable Vacation Homes in Oregon

Over 21209+ Instantly Bookable Vacation Homes in or Near Oregon
Toby's Crab Shack, Oceanside in Brookings, Oregon From US $432
         

About Oregon Vacation Rentals

With more than 34916 Oregon vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surfbreakrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Oregon.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Surfbreakrentals Oregon, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Oregon. Places to stay near Oregon are 1132.68 ft² on average, with prices averaging US $372 a night.

Surfbreakrentals makes it easy and safe to find and compare vacation rentals in Oregon with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Oregon

Type Count
Vacation Homes 22358
Holiday Apartments 3339
Hotels 2784
Cabin Rentals 1602
Cottages 814
Resorts 314
Ski Chalet Rentals 222
Others 159
B&B 149
Villas 129
Hostels 9

Use these Quick Filters to Find a Vacation Rental in Oregon

Pro Tip: Surfbreakrentals makes it easy to compare the best listings on Surfbreakrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surfbreakrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oregon.

Weather in Oregon

View the weather forecast for Oregon before booking your Oregon Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 15°F
March - May
High 69°F       Low 30°F
June - August
High 88°F       Low 44°F
September - November
High 74°F       Low 32°F

Oregon Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Oregon?
How many vacation rentals are available in Oregon?

Currently, the total number of properties listed in 2026 is over 34916 in the Oregon area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oregon.