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

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Vacation rentals Friday Harbor
24 properties

San Juan Island

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78 Vacation rentals

(9) Excellent 

24

Friday Harbor Vacation b&b rental

San Juan Island / Friday Harbor

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Private garden
Let me host you in our charming beach house. Located near Roche Harbor and a 5 Minute Walk to Reuben Tarte Beach. Enjoy a Spacious Master bedroom Suite Queen Bed and Spacious Bathroom. Second Large Bedroom with Queen Bed Beautifully appointed. Shared kitchen w …see more

from $200 / night

$1,274 / week

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from $200 / night

(2) Very Good 

15

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • 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

Book View

Responds fast!
avg. 2 hours 7 minutes

from $125 / night

(1) Excellent 

20

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • 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

Book View

Responds fast!
avg. 2 hours 7 minutes

from $125 / night

(2) Very Good 

16

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

2 1 night min

  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Car not necessary
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 $95 / night

$665 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from $95 / night

(5) Excellent 

25

Friday Harbor Vacation home rental

San Juan Island / Friday Harbor

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 $395 / night

$2,370 / week

Book View

from $395 / night

(2) Very Good 

15

Apartment rental in Friday Harbor

San Juan Island / Friday Harbor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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

Book View

Responds fast!
avg. 2 hours 7 minutes

from $125 / night

4

Vacation log cabin in Friday Harbor

San Juan Island / Friday Harbor

2 2 nights min

  • Sleeps 2
  • 2 nights min
  • Pet friendly
The cabin is 12X18,...... small but complete with shower, kitchen with fridge, stove, toaster, microwave, and coffee maker. Propane BBQ on the deck. WiFi and DirectTV Great location ...perfect for bicyclists...park your car on the mainland for quick on and off the islan …see more

from $175 / night

$1,050 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from $175 / night

(9) Excellent 

39

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 $129 / night

$775 - $900 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from $129 / night

(1) Excellent 

24

Studio rental in Friday Harbor

San Juan Island / Friday Harbor

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
Your perfect romantic getaway awaits you at this eclectic vacation rental cottage in Friday Harbor. As soon as you arrive onto the island, you'll be surrounded by the natural splendor of the Pacific Northwest and feel all your stresses melt away! Located on the serene S …see more

from $125 / night

$875 / week

Book View

Responds fast!
avg. 8 minutes

from $125 / night

(5) Very Good 

19

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

2 1 night min

  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • 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 7 minutes

from $105 / night

(4) Excellent 

24

Home rental in Friday Harbor

San Juan Island / Friday Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 and steps away from the beach, this house is the perfect home base for endless outdoor exciteme …see more

from $265 / night

$1,855 / week

Book View

Responds fast!
avg. 13 minutes

from $265 / night

32

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
Let your troubles slip away with a stay in this peaceful cabin. Enjoy modern comforts, a location that balances privacy and convenience, and the best sunset in the San Juans. What's nearby: The pebbly shores of Otis Perkins beach are only a brisk walk from the cabin, w …see more

from $72 / night

$504 / week

Book View

Responds fast!
avg. 26 minutes

from $72 / night

(5) Good 

15

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

2 1 night min

  • Sleeps 2
  • 1 night min
  • 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 $95 / night

$665 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from $95 / night

15

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor but featuring privacy for your dream island getaway. The beach is perfect for leisurely walks, sea glass hunts, fort building, launching a kayak or even swimming …see more

from $350 / night

$2,450 / week

Book View

from $350 / 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 $98 / night

$650 / week

Book View

from $98 / night

(3) Good 

11

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • 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 7 minutes

from $125 / night

(2) Very Good 

15

Vacation apartment rental

San Juan Island / Friday Harbor

2 1 night min

  • Sleeps 2
  • 1 night min
  • 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 $95 / night

$665 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from $95 / night

16

Vacation home in Lime Kiln

San Juan Island / Lime Kiln

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Prepare to enjoy the peace and serenity of this island retreat, and the amazing views of the Haro Strait, the Strait of Juan de Fuca, the Olympics and Victoria. Our spacious home is a comfortable 2000 square foot rambler, situated on four rolling acres overlooking the H …see more

from $300 / night

$1,900 / week

Book View

from $300 / night

(8) 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

$1,393 - $1,743 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from $199 / night

(1)  

16

Vacation studio in Friday Harbor

San Juan Island / Friday Harbor

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • 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 7 minutes

from $105 / night

(3) Good 

15

Friday Harbor Vacation apartment accommodation

San Juan Island / Friday Harbor

2 1 night min

  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
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 $95 / night

$665 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from $95 / 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

$2,940 / week

Book View

from $420 / night

(19) Excellent 

36

Vacation log cabin in Friday Harbor

San Juan Island / Friday Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 mi
  • Ask about children
  • Car not necessary
Westcott Woods A San Juan Island Waterview Vacation Rental. Find link to website under Manager Info on Flipkey.com A unique waterview retreat, Westcott Woods cabin is the perfect place to spend both an active and restorative break. Perfect for a small group of friend …see more

from $200 / night

$1,300 - $1,430 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from $200 / 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
  • Child friendly
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 $585 / night

$4,700 / week

Book View

from $585 / 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 $425 / night

$2,550 / week

Book View

from $425 / night

10

Vacation condo in Friday Harbor

San Juan Island / Friday Harbor

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
Quaint, seaside Friday Harbor is the best place to observe the Orca whale migrations. Our lively town is accessible only by sea or by air, getting there is half the fun. Enjoy your stay here at the high quality and cozy Captain's Quarters. A modern vacation condomini …see more

from $160 / night

$1,120 / week

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from $160 / night