Chalets Ashland

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34 chalets

Pet-friendly Govy Mountain Chalet! Fully remodeled!

Government Camp chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Rental types Walking trips

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Price per night from

$287

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8 Acre Luxury vineyard villa, POOL , 2 hot tubs

Dayton villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Walking trips

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Price per night from

$2,867

Remodeled Wine Country Cottage

McMinnville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Walking trips

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Price per night from

$115

Beautiful Pet Friendly Luxury Home With AMAZING Views! Don't Miss Out, BOOK NOW!

Rockaway Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Walking trips

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Price per night from

$229

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$137

West Hills Getaway - prime location, amazing views

Salem house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Walking trips

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Price per night from

$341

Sandy River Cabin

Rhododendron house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Walking trips

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Price per night from

$373

Sandy River Ski House

Welches house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderfully relaxing cabin” We loved our stay at the Sandy River house. It snowed 1 ft. the night that we arrived and had an awesome day waking up and walking to the roaring sandy river right on the property. The owner was easy to work with, the master bed was very comfortable and we would love to come back there to stay for our next ski trip. It is pretty close to the mountain but not in a resort- more of a quiet area to relax after a day of skiing.

1 of 2 match: Rental types, Walking trips

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Price per night from

$230

1 of 2 match: Rental types, Walking trips

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Price per night from

$287

Walk to dine and shop from NW Pdx

Portland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Walking trips

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Price per night from

$172

1 of 2 match: Rental types, Walking trips

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Price per night from

$281

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$143

Edens Garden Cottage, at the Oregon Islands Refuge

Netarts cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 12

1 of 2 match: Rental types, Walking trips

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Price per night from

$373

Spectacular Views of the Pacific Ocean at the Blue Rose Cottage

Netarts cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Walking trips

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Price per night from

$229

Restful Retreat

Beaverton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Walking trips

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Price per night from

$287

The Bali House at Crooked Finger Farms

Silverton studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Walking trips

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Price per night from

$224

Sun-filled, Spacious Craftsman in the Heart of PDX

Portland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Walking trips

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Price per night from

$240

OCEANFRONT, HOT TUB walk to CASINO

Lincoln City cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“The VIEW is everything!” From the moment my husband and I walked into the cottage, we were thrilled and in awe of the ocean view. We spent a lot of time exploring the area but always returned back to the cottage loving that view. We walked the short distance to the beach every evening and enjoyed looking for rocks and shells and driftwood. I believe the cottage was built in 1939 so there are aspects of it that show it's age but the main living area is lovely with super comfortable chairs and couch. Kay (and Randy) are very easy to work and readily available for questions/problems - although we didn't have any. I would return in a heartbeat! ❤️

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Rental types, Walking trips

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Price per night from

$402

Waterfront on the Siletz Bay, Kayaks, Hot Tub, Crab Traps

Lincoln City cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Gorgeous views, Family friendly, Pet friendly beach house” This was a wonderful place to spend the Christmas holiday at with extended family. Our tweens really enjoyed the ping pong and air hockey. We all enjoyed the hot tub. Watching the tides come in and out and the beautiful sunrises and sunsets was lovely.

Responds fast! avg. 3 hours 43 minutes

1 of 2 match: Rental types, Walking trips

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Price per night from

$316

Ocean Front 'Windows on the Sea' Spectacular View! 7-mile sandy beach.Free wi-fi

Rockaway Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Excellent place to stay with an incredible view” We had an excellent time staying at Windows on the Sea. The condo has a fantastic view of the ocean and is very beautiful. Every little detail was thought out and taken care of. It gets a little ding for "comfort" 4 out of 5 stars because the radiant heat in these condos is very poor and you can't get much hot water while also heating the condo. Not that big a deal and a space heater is provided and also wouldn't be an issue anytime but the winter. Also note: the other rentals in this building are ran by a rental company and we have had a very bad experience with them in the past. If you want to stay in the building, this one "Windows on the Sea" is the one to stay in and has the best view by far.

1 of 2 match: Rental types, Walking trips

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Price per night from

$176

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Price per night from

$217

Beach Retreat House w/Ocean Views, New Covered Hot Tub, & Large Fenced Yard

Lincoln City cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“Family beach trip” After over a year of social distancing and self-isolation our family decided to take a much needed break at the beach. Our criteria was a little daunting, 3 bedrooms, some ocean view, pet-friendly a decent kitchen and a hot tub. This place was that and more. There was plenty of space and activities including a great fire pit foosball, air hockey, barbecue and pool table. The yard was great for our dogs to run and play without worry of escape on our part. The house is quirky and dated but very clean and well supplied. The ocean view is good, a little distant but we were able to see and hear the waves which was great. The walk to the beach took about 15 minutes and we would recommend shoes not flip flops but the beach is great once you get there. The location feels very private but you are very close to a wide variety of amenities. Steve was very quick in responding to questions before and during our stay and when we couldn't find foosballs he was kind enough to bring some by (however for future renters, tilt the table towards the window and you may find some!) We would stay there again for sure.

Responds fast! avg. 43 minutes

1 of 2 match: Rental types, Walking trips

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Price per night from

$224

Beautiful Mount Hood View Modern house in the woods. Hike, Fish, Wineries, Ski.

Government Camp house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Walking trips

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Price per night from

$573

Free 3rd Nite (off-season):Miles of secluded beach - Idyllic Beach House, Pier

Pacific City house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Walking trips

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Price per night from

$217

Beautiful Country Cottage in the heart of wine country.

Amity house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Walking trips

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Price per night from

$258

Trout Creek Wilderness Lodge

Molalla lodge

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 26

1 of 2 match: Rental types, Walking trips

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Price per night from

$1,147

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Price per night from

$221

Magical Oceanview Oasis

Lincoln City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Walking trips

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Price per night from

$367

Large Family Friendly Home: 5 BR 3.5 Baths, HOTTUB

Lincoln Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“Well appointed house in nice development” We recently stayed here for a corporate team-building event (fishing trip). The kitchen is large and well appointed. The place is nicely decorated and clean. Would highly recommend for reunions or events like ours. We lacked nothing.

Responds fast! avg. 3 hours 43 minutes

1 of 2 match: Rental types, Walking trips

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Price per night from

$316

Ocean Overlook w/Ocean Views, Hot Tub, & Wi-Fi

Lincoln City house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 20

Responds fast! avg. 43 minutes

1 of 2 match: Rental types, Walking trips

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Price per night from

$264

Stylish Country Retreat with Natural Hot Tub on Organic Farm

Silverton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Walking trips

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Price per night from

$281

Waterfront, Spa, Walk to Rogue, Aquarium, Beach!

Newport townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Walking trips

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Price per night from

$904

Sunrise Farm Vacation Rentals

Hopewell house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Walking trips

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Price per night from

$688

Safe Private Secure Portland Garden Carriage House Studio Retreat

Portland house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Rental types, Walking trips

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Price per night from

$86

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