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Houses in San Juan Islands and Cottages – Holiday Lettings - Holiday Rentals San Juan Islands

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489 Holiday homes

Deer Harbor holiday cottage rental

Deer Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Tranquil” After a tumultuous year, I needed a place where I could rest and regroup. I wanted a place where I could let the mental and emotional waters calm, let the silt settle out, and think about what I wanted my priorities to be. Sea Dream was perfect. Watching the water was better than any medicine, and falling asleep at night to the sound of the waves on the beach was tremendously relaxing. I woke each morning rested and able to think more clearly than I had in months. It was everything I had hoped it would be - and quite possibly the best vacation I've ever taken.

from £330 / night

£2,305 / week

1 / 16

Holiday home in Orcas

Orcas house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £284 / night

£1,983 / week

1 / 12

Holiday home in Lopez Island

Lopez Island house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £111 / night

£773 - £902 / week

1 / 18

Orcas Island holiday home rental

Orcas Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £598 / night

£4,962 - £5,284 / week

1 / 17

Holiday cottage in Deer Harbor

Deer Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £290 / night

£1,840 / week

1 / 10

Deer Harbor holiday home rental

Deer Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £364 / night

£2,543 / week

1 / 8

Lummi Island holiday home rental

Lummi Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £257 / night

£1,797 / week

1 / 32

Holiday home in Lime Kiln

Lime Kiln house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £387 / night

£2,704 / week

1 / 23

Friday Harbor holiday home rental

Friday Harbor house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £584 / night

£4,088 / week

1 / 25

Holiday cottage in Eastsound

Eastsound cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £265 / night

£1,855 / week

1 / 12

Friday Harbor holiday apartment rental

Friday Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £198 / night

£1,385 / week

1 / 36

Home rental in Lopez Island with golf nearby

Lopez Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £459 / night

£3,213 / week

1 / 50

Holiday home in Eastsound

Eastsound house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £349 / night

£2,196 / week

1 / 22

Eastsound holiday home rental

Eastsound house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

“Excellent in every way!” The location was very convenient from the ferry and into the main town. The size of the house was perfect for ten people and we still had room if more people were sharing beds. The pond, volleyball net, lawn games, fire pit (with pre-split wood), and grill, were above and beyond what I expected from any rental. The house was very clean, comfortable and included up-to-date amenities. Jesse (the owner) was readily available in the weeks leading up to our arrival and made sure my travels from the East Coast were as seamless and as smooth as possible. After our stay, the follow-up and return of the security deposit was timely and quick. The island is incredibly beautiful, with adventure in abundance, and the location of the house captures the beauty with the horses in the neighboring fields, the mountain in the distance (especially nice at sunrise), and the farms in the foreground as you look out from the balcony. I could not have imagined a better location, a more delightful house, and more professional service--my Cedar Field Vacation House was excellent in every way. Josh Ithaca, NY

from £299 / night

£2,093 / week

1 / 6

Olga holiday home rental

Olga house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £529 / night

£5,151 - £7,680 / week

1 / 27

Holiday home in Eastsound

Eastsound house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £368 / night

£2,297 / week

1 / 20

Barn rental in Friday Harbor

Friday Harbor barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £303 / night

£2,118 / week

1 / 5

Holiday guest house in Friday Harbor

Friday Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £219 / night

£1,533 / week

1 / 7

Friday Harbor holiday guest house rental

Friday Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £242 / night

£1,694 / week

1 / 10

Friday Harbor holiday guest house rental

Friday Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £265 / night

£1,855 / week

1 / 8

Holiday guest house in Friday Harbor

Friday Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £219 / night

£1,533 / week

1 / 8

Friday Harbor holiday penthouse rental

Friday Harbor penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £303 / night

£2,118 / week

1 / 10

Friday Harbor holiday cottage rental

Friday Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £161 / night

£1,125 / week

1 / 7

Roche Harbor holiday home rental

Roche Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £201 / night

£1,406 / week

1 / 21

Eastsound holiday home let

Eastsound house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £188 / night

£1,316 / week

1 / 23

Friday Harbor holiday cottage rental

Friday Harbor cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £221 / night

£1,547 / week

1 / 30

Condo rental in Friday Harbor

Friday Harbor condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £127 / night

£883 / week

1 / 16

Friday Harbor holiday condo let

Friday Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £254 / night

£1,777 / week

1 / 30

Cottage rental in Friday Harbor

Friday Harbor cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £241 / night

£1,687 / week

1 / 9

Holiday home in Eastsound

Eastsound house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £365 / night

£2,553 / week

1 / 30

Holiday home in Friday Harbor

Friday Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £268 / night

£1,873 / week

1 / 20

Holiday home in Friday Harbor

Friday Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,440 / week

1 / 30

Holiday home in Eastsound

Eastsound house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £302 / night

£2,109 / week

1 / 23

Eastsound holiday condo rental

Eastsound condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £237 / night

£1,659 / week

1 / 24

Home rental in Friday Harbor

Friday Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £120 / night

£838 / week

1 / 27

Friday Harbor holiday condo rental

Friday Harbor condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £271 / night

£1,895 / week

1 / 27

Holiday home rental

False Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £141 / night

£984 / week

1 / 13

Holiday condo in Eastsound

Eastsound condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £259 / night

£1,811 / week

1 / 23

Friday Harbor holiday home rental

Friday Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £143 / night

£996 / week

1 / 30

Eastsound holiday studio rental

Eastsound studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £205 / night

£1,434 / week

1 / 24

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San Juan Islands holidays

The San Juan Islands are a series of heavily forested islands, adjacent to the Canadian border and overlooking the beautiful Puget Sound. They have become one of the most visited destinations in the state due to their abundance of outdoor recreational options, opportunities for whale watching, and beautiful sunsets. While you are here, check out the arts community around Friday Harbor on San Juan Island, or enjoy the fine dining options of Eastsound Village on Orcas Island. There are numerous ways to spend your time on the San Juan Islands, from visiting historical attractions to exploring the natural beauty of the area by boating or sailing.

  • Go Whale Watching: There are a few local companies that offer tours led by biologist guides to the prime orca whale watching waters.
  • Mount Constitution: Located at the top of the Cascade Mountain Range, this mountain offers breathtaking views of Orcas Island and the surrounding areas, and is also a popular spot for camping.
  • Go Bird Watching: With over 300 species of birds throughout the San Juan Islands, this is the perfect location to grab your binoculars and observe them up close.
  • San Juan Island National Historical Park: A small museum dedicated to the history of the area and guided nature trails are just some of the attractions found in this popular local park.

The San Juan Islands are known for having one of the most vibrant art communities in the state, and the events and festivals held here throughout the year are a reflection of that. Listen to short plays from some of the best playwrights in the region at the Annual Local Playwrights Festival in May, get a close-up look at the art being created throughout the islands during the San Juan Island Artists Studio Tour in June, or cheer on the competitors competing in the Poetry Slam Off every May.

Whether you're looking for a rustic cabin on one of the more secluded islands, or a luxury condo in the middle of all the action, there's a holiday rental available on the San Juan Islands that can cater to your needs and your budget.

If you're looking to explore the region outside of the islands, some of the biggest cities in the U.S. and Canada are just a short drive away. Both the beautiful city of Seattle and the gardens of the British Columbia city of Victoria can be reached in less than 90 minutes by car.

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