25 Best San Juan Island Vacation rentals on Holiday Lettings - Cabins

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20 Vacation rentals

(1) Excellent 

25

Friday Harbor Vacation home rental

San Juan Island / Friday Harbor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
San Juan Bay is 1700+sf and on over 1.5 acres that includes over 100 ft of waterfront. The cabin has a spacious living room and dining area with floor to ceiling windows taking in the waterviews and abundance of wildlife! The living room offers a 50’ flat screen televis …see more

from $200 / night

$1200 - $2370 / week

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from $200 / night

20

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This one-bedroom garden apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaur …see more

from $125 / night

$875 / week

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Responds fast!
avg. 2 hours 6 minutes

from $125 / night

(9) Excellent 

21

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden
"Artists's Retreat", lovely and quiet on 10 acres with tall cedar trees, winding walks and charming gardens. Located next to a private professional Art Studio. Freshly redone, new bedding, and a full bath. Small, (the size of a nice hotel room) but complete, the kitch …see more

from $149 / night

$900 / week

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from $149 / night

(1) Very Good 

13

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
Why pay more? Affordable condo rental in Friday Harbor. This one-bedroom apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaurants an …see more

from $125 / night

$875 / week

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Responds fast!
avg. 2 hours 28 minutes

from $125 / night

(7) Very Good 

17

Vacation home rental

San Juan Island / Friday Harbor

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
If you are looking for a truly unique place on San Juan Island that is affordable, private, with an open view setting, beautiful furnishings, indoor and outdoor spaces, at an ideal location; you have found it! Escape the crowds and enter your own world, up a winding …see more

from $199 / night

$1393 - $1743 / week

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Responds fast!
avg. 3 hours 56 minutes

from $199 / night

(1) Excellent 

24

Home rental in Friday Harbor

San Juan Island / Friday Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Have the ultimate Friday Harbor getaway by escaping to this gorgeous 2-bedroom, 2-bathroom waterfront vacation rental house that comfortably sleeps 4. Overlooking Griffin Bay, steps away from the beach, this house is the perfect homebase for endless outdoor excitement, …see more

from $265 / night

$1856 - $3493 / week

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from $265 / night

(11) Very Good 

22

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Ask about pets
Happy Sunny Days!Wake up to the singing of birds and not city noises. With either romance and/or relaxation in mind, rent this charming, clean one bedroom with bathroom located in a separate wing of my home accessible thru your own individual entrance. The hot tub loca …see more

from $99 / night

$650 / week

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Responds fast!
avg. 2 hours 31 minutes

from $99 / night

(1) Excellent 

15

Apartment rental in Friday Harbor

San Juan Island / Friday Harbor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This one-bedroom apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, king-sized bed, parking, and easy access to restauran …see more

from $125 / night

$875 / week

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Responds fast!
avg. 2 hours 28 minutes

from $125 / night

(3) Very Good 

18

Friday Harbor Vacation b&b rental

San Juan Island / Friday Harbor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
Let me host you in our charming beach house. Located near Roche Harbor and a 5 Minute Walk to Reuben Tarte Beach. Spacious Master bedroom Suite with Private Bath. Queen size Bed. Share kitchen and laundry with owner. Covered Decks surround this Charmer. Rear Deck ov …see more

from $100 / night

$700 / week

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from $100 / night

(13) Excellent 

Certificate of Excellence

11

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
  • Ask about pets
  • Private garden
Wonderfully peaceful 650 sq. ft. Studio Apartment in serene setting with views of the magnificent Olympic Peninsula Mountain Range and partial water views. Come and soak in the beauty of the San Juan Islands, and after a day of exploring, sit and relax on your own priva …see more

Certificate of Excellence

from $165 / night

$1155 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from $165 / night

(5) Excellent 

19

Friday Harbor Vacation home rental

San Juan Island / Friday Harbor

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 8 mi
  • Child friendly
Relax on the wonderful 16 Acre Retreat. Feel free to walk the trails, the owners designed unique scavenger hunt– a great activity to explore the property. Along the trail don’t forget to look for deer, woodpeckers and other wildlife. Enjoy visiting with friends outdoor …see more

from $475 / night

$2850 / week

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Responds fast!
avg. 1 hour 53 minutes

from $475 / night

(1)  

16

Vacation studio in Friday Harbor

San Juan Island / Friday Harbor

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This studio apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaurants and all …see more

from $105 / night

$735 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from $105 / night

(1) Excellent 

25

Friday Harbor Vacation home rental

San Juan Island / Friday Harbor

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Ask about children
Get away from it all in this luxuriantly appointed, beautiful 4-bedroom home with spectacular water and territorial views. So quiet all you can hear is the swish of birds' wings. Samadhi House is perched atop Mt. Dallas, the highest point on San Juan Island in Washi …see more

from $535 / night

$3650 - $3850 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from $535 / night

(2) Good 

11

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This one-bedroom apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaurants an …see more

from $125 / night

$875 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from $125 / night

(6) Excellent 

23

Vacation home in Lime Kiln

San Juan Island / Lime Kiln

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Private garden
Haro Haiku on the West side of beautiful San Juan Island The house is nestled just below the ridge line - with the Olympic mountains, the Strait of Juan de Fuca beyond, and Haro Straits immediately below. Approaching the house, you pass by a Japanese-inspired garden wit …see more

from $420 / night

$2940 / week

Book View

from $420 / night

(3) Good 

18

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Pet friendly
  • Private garden
STAY ALONG THE SEASHORE IN THE NATIONAL PARK ~ PANORAMIC VIEWS AND ABUNDANT WILDLIFE ~NEW LISTING ON TRIP ADVISOR ~ MANY 5 START REVIEWS ON VRBO LISTING #592505 Be our guest in your own Private Suite with private entrance (Left Side French Doors in Picture). The Suite …see more

from $159 / night

$1001 / week

Book View

from $159 / night

(1) Very Good 

10

Home rental in Friday Harbor

San Juan Island / Friday Harbor

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
Experience the gold coast of San Juan Island. Located walking distance to Roche Harbor, White Point is a true island getaway. Situated on low bank waterfront, our home faces British Camp National Park and has expansive views of Gus Island, Mt. Young and Yacht Haven. O …see more

from $993 / night

$6950 / week

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from $993 / night

21

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
The Harbor Passage is a year old, 2500+ sf home with breathtaking views down Presidents Channel as well to San Juan and Spieden Channels, Waldron, Jones and Orcas Islands, and glimpses of Spieden Island and the Canadian San Juans. The Harbor Passage was designed to t …see more

from $426 / night

$2550 / week

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from $426 / night

(2) Excellent 

23

Vacation studio with golf nearby in Friday Harbor

San Juan Island / Friday Harbor

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
Etta's Suite, upstairs, is a studio suite with: • Outside entrance • Queen bed • Sleeper sofa - double • Sitting area • Eat-in kitchen • Suitable for a couple, quiet children under 8 are welcome (childrens’ sleeping bags and Aerobeds ava …see more

from $179 / night

$1065 - $1350 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

from $179 / night

17

Private room rental in Friday Harbor with golf nearby

San Juan Island / Friday Harbor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Newt's Suite, main floor, is a hotel room with: • queen bed • refrigerator/freezer • microwave • coffeemaker • private bath • This suite is suitable for a couple, quiet children under 8 are welcome (childrens’ sleeping bags and Aerobe …see more

from $149 / night

$940 - $1175 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

from $149 / night

1