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Family Friendly Holidays in Oregon - Holiday Lettings

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1,117 family friendly properties

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Holiday studio in Tigard

Tigard studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £124 / night

£863 / week

1 / 8

Holiday cottage in Brookings

Brookings cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,095 / week

1 / 15

Holiday home in Oregon

Eugene house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,825 / night

£12,776 / week

1 / 22

Ashland holiday apartment rental

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £274 / night

£1,734 / week

1 / 7

Holiday cottage in Oregon

Mitchell cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Romantic/ Adventures get-away” I have always had a fondness for Eastern Oregon and its rugged, beautiful terrain. I am an avid fossil seeker and have found some unbelievable treasures This year I stayed in the Jacobi's vacation rentals and have to say that this enhanced our experience tremendously. The cottage was clean, comfortable and charming. We enjoyed the hospitality of aruna- the owner , who was not only filled with valuable information, but was also a pleasure to meet. This mini vacation went beyond out expectation and we had a wonderful time.

from £215 / night

£233 - £1,488 / week

1 / 37

Holiday home in Seaside

Seaside house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“This should be on everyone's bucket list!” A Loafers Paradise is a little piece of heaven on earth! Thanks to Jeff & Ana Debnam for providing a gorgeous beach home for us to enjoy. Highly recommend to anyone who enjoys a peaceful place near the beach!

from £297 / night

£2,076 / week

1 / 29

Holiday cottage rental

Lincoln City cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £320 / night

£2,013 / week

1 / 22

Holiday log cabin rental

Black Butte Ranch log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £174 / night

£1,093 / week

1 / 34

Home rental in Arch Cape

Arch Cape house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

from £730 / night

£4,563 - £6,479 / week

1 / 24

Newport holiday home rental

Newport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £297 / night

£2,076 / week

1 / 23

Oregon holiday apartment rental

Oregon apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £83 / night

£575 - £959 / week

1 / 7

Oregon holiday apartment rental

Redmond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £206 / night

£1,369 / week

1 / 23

Holiday cottage rental

Lincoln City cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £251 / night

£1,547 - £3,377 / week

1 / 24

Holiday apartment in Seaside

Seaside apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £260 / night

£1,597 / week

1 / 14

Holiday cottage in Mitchell

Mitchell cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £178 / night

£927 - £1,027 / week

1 / 22

Holiday cottage in Lincoln Beach

Lincoln Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £178 / night

£1,232 - £2,145 / week

1 / 18

Holiday apartment with shared pool in Seaside

Seaside apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,597 / week

1 / 9

Holiday guest house rental

Medford guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £72 / night

£479 / week

1 / 17

Holiday hotel apartment with shared pool in Depoe Bay

Depoe Bay hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £183 / night

£1,095 / week

1 / 25

Holiday home rental

Black Butte Ranch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£2,236 / week

1 / 32

Home rental in Oregon

Welches house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfection!” This rental home is perfectly situated for easy access to the slopes, but is so luxurious and comfortable, you might just want to stay in and take a soothing jacuzzi under the stars with a glass of wine instead. The house is immaculate and has everything you might need to relax, make a gourmet meal and enjoy the crisp mountain air. Loved it! Great value for the money too.

from £3,651 / night

£25,552 / week

1 / 16

Holiday home in Rockaway Beach

Rockaway Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfection” My week at "Windows on the Sea" could not have been more perfect. The condo was beautiful and comfortable, and the view was stunning. I was only steps from an amazing beach, and I had a front-row seat from which to watch some wonderful and powerful storms roll through. Spectacular view is right! I went to Rockaway with the intention of working; upon arriving, I rejected that notion. The space was so comfortable and private that I decided to retreat and reflect. I am better for having done so. I felt like I was at home--I had all of the amenities that I love and appreciate in my own home. Denise has added so many tasteful touches that all I needed were my own clothes and some groceries. The kitchen was organized and well-stocked (spices, condiments, tea and coffee; top-notch pots & pans, dishes & cutlery, and utensils; etc.). The bathrooms were spacious and clean. The bedrooms were quiet, and the king-size bed in the second bedroom was a treat. I much preferred this to staying in a hotel, or staying with friends and/or family. For the week that I was at "Windows" I was truly in a space that felt like mine. And now ... a word from my dog. Dog-friendly! Fun dog bowls, soft dog towels, and a great view of the birds on the beach! Dog-appropriate! Big waves, sea foam, smelly things on the beach--way better than the dog park. Woof! I really can't say enough, and I am already planning for my next visit. "Windows on the Sea" is beyond fabulous! Thank you, Denise, for sharing your little piece of paradise." Gail & Ailsa, Seattle, Wa

from £140 / night

£877 - £1,833 / week

1 / 82

Holiday cottage in Ashland

Ashland cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £274 / night

£1,917 / week

1 / 16

Home rental in Oregon

Bend house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Nice and comfortable home” Great value for Bend Comfortaable stay with no issues

from £365 / night

£2,549 / week

1 / 25

Home rental in Newport

Newport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £156 / night

£1,095 / week

1 / 38

Ski home to rent in Crescent Lake

Crescent Lake house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £274 / night

£1,725 / week

1 / 43

Neskowin holiday condo rental

Neskowin condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Ocean and Creek Views” We stayed here for three nights. This is a fabulous updated condo. It has everything you could need including a fully stocked kitchen. The owners are extremely accommodating. We highly recommend this condo to anyone looking for a place to relax and enjoy the ocean waves and beautiful sunrises and sunsets.

from £206 / night

£1,438 / week

1 / 40

Holiday home in Lincoln City

Lincoln City house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Awesome, awesome and more awesome.” From the moment you drive up to this beautiful vacation rental you will be amazed. The location is perfect, the home is custom built with incredible amenities and the view is to die for. Perfect for a romantic getaway for two and can accommodate a family retreat. From the gourmet kitchen to the amazing decks to the master shower that you will not want to leave, this vacation has it all. Once you've settled into this luxurious home you may never want to surrender its comfort but do take advantage of the central location to enjoy the many amazing sites, shops and restaurants available on this portion of the Oregon Coast. Walk to the Bay House for an excellent Happy Hour or dinner, shop at the Factory Outlet Stores only a few minutes away, walk the pristine beaches of Siletz Bay, enjoy a martini while you gaze at the ocean from 10 floors up at Inn at Spanish Head just down the road, dance the night away at the Roadhouse... so much to do and so little time. If you stay anywhere on the Oregon Coast stay here. You will not regret it.

from £229 / night

£1,141 / week

1 / 20

Holiday guest house in Oregon

Medford guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £91 / night

£601 / week

1 / 21

Holiday home with shared pool in Oregon

Cave Junction house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £91 / night

£594 / week

1 / 25

Holiday cottage in Mitchell

Mitchell cottage

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 16

from £215 / night

£1,401 - £4,595 / week

1 / 29

Holiday home in Roseburg

Roseburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £55 / night

£347 / week

1 / 29

Holiday home in Pacific City

Pacific City house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £173 / night

£1,208 / week

1 / 14

Holiday cottage in Rockaway Beach

Rockaway Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £260 / night

£1,821 / week

1 / 49

Holiday cottage in Lincoln City

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.

from £137 / night

£1,041 - £1,168 / week

1 / 47

Home rental in Oregon

Redmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £169 / night

£1,182 / week

1 / 32

Holiday home in Oregon

Eugene house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £92 / night

£639 / week

1 / 12

Holiday log cabin in Oregon

Welches log cabin

  • sleeps 2

from £155 / night

£1,080 / week

1 / 15

Holiday log cabin in Oregon

Welches log cabin

  • 1 bathroom
  • sleeps 2

from £145 / night

£1,016 / week

1 / 15

Oregon holiday cottage rental

Ashland cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £260 / night

£1,757 / week

1 / 25

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