50 Best San Juan Islands Vacation rentals on Holiday Lettings - Cabins

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Vacation rentals San Juan Island
25 properties
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21 properties
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5 properties

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46 Vacation rentals

(8) 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

(3) Good 

63

Vacation log cabin in Deer Harbor

Orcas Island / Deer Harbor

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
Staying in this spacious and comfortable 16 ft. Yurt on our horse farm is like camping with the luxury of a queen sized bed, camp kitchen and NO crowds. Snuggle down in the comfortable queen sized bed with down comforters and lots of pillows. Prepare simple meals on th …see more

from $99 / night

$300 - $475 / week

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from $99 / night

(2) 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
  • Child friendly
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 $120 / night

$840 / week

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from $120 / night

(8) Excellent 

17

Condo rental in Eastsound

Orcas Island / Eastsound

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Eastsound Suites, Orcas Island Luxurious, water view condo-style vacation rental. Simply the nicest place to stay on the Orcas Island! One bedroom Master Suite is located in the heart of Eastsound Village. Walk to village shops, world-renowned dining, beach strolling, …see more

from $195 / night

$1229 / week

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from $195 / night

(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

(1) Excellent 

41

Vacation home in Eastsound

Orcas Island / Eastsound

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Welcome to Cool Breeze! This beautiful 3 bedroom 2 bath home overlooks Eastsound bay. The house is built in the craftsman style with great attention to detail. With two stories and 1600 square feet, there is plenty of room for families to share and enjoy the space. Walk …see more

from $299 / night

$1800 - $2653 / week

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from $299 / night

24

Vacation home in Decatur Island

San Juan Islands / Decatur Island

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Enjoy the beauty of the San Juan Islands from this secluded Decatur Island vacation rental house, ideally situated on a pristine, heavily wooded 20-acre property with its own private beach and majestic views that span all the way from Mount Baker to the Olympic mountai …see more

from $249 / night

$1743 - $2024 / week

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from $249 / night

22

Vacation cottage rental

Orcas Island / Eastsound

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Private garden
This stand alone cottage which has been newly remodeled is nestled hillside in Eastsound village. It is the perfect location affording a peaceful stay while still being within walking distance of all Eastsound village amenities! The village hosts a waterfront park, qua …see more

from $159 / night

$1000 - $1500 / week

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from $159 / night

17

Vacation cottage in Eastsound

Orcas Island / Eastsound

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Private garden
Built by a master shipbuilder, the charming and nostalgic cottage is filled with craftsman style details. The Master bedroom features a deep soaking tub for two and a canopied bed with a view of Orcas Island's pride--Turtleback mountain. Perfect for a Honeymoon or roman …see more

from $208 / night

$1688 - $2318 / week

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from $208 / night

4

Eastsound Vacation home rental

Orcas Island / Eastsound

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Child friendly
Conveniently located, 10 minute walk to the village of Eastsound and 5 minutes walk to the beach at Waterfront Park, charming Huckleberry House is comfortably equipped to be your Orcas Island home away from home! From a south-facing slope, we overlook the bay beautiful …see more

from $175 / night

$1050 - $1815 / week

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from $175 / 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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from $125 / night

(3) Excellent 

9

Lopez Island Vacation home rental

San Juan Islands / Lopez Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
Welcome to this Sweet Sanctuary overlooking water, islands, eagles, and a ferry or two. 'The Sunrise Cliff House is absolutely wonderful. There has been much thought put into making the sure home is fully stocked with anything you may need during your stay.' - Recen …see more

from $195 / night

$1030 - $2520 / week

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from $195 / night

(8) Excellent 

21

Vacation home in Eastsound

Orcas Island / Eastsound

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Orcas Island Getaway is the perfect escape for your next trip to the San Juan Islands. Located on a 3/4 acre parcel surrounded by towering native evergreen trees, this 2 Bedroom, 2 Bath home manufactured in 2001 was completely remodeled in 2014/2015. The open design and …see more

from $149 / night

$999 - $1499 / week

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from $149 / night

(6) Excellent 

57

Vacation home in Deer Harbor

Orcas Island / Deer Harbor

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
Our guests say: "This is paradise!" when they stay at The Rose Cottage on our horse farm. Located in sunny Deer Harbor in a very private valley on a quiet road, you can watch our mustangs play in the meadows below, or the deer muching apples from our 100 year old trees. …see more

from $125 / night

$875 / week

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from $125 / night

(4) Excellent 

30

Home rental in Lopez Island with golf nearby

San Juan Islands / Lopez Island

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Lopez VistaBay House has lovely views across the bay; Catch the setting sun on long beach walks at the beginning of this property; Things to spot: wild rabbits, deer, otters, eagles, osperys, herons, hummingbirds , marbled mirrelets and many species of migratory shore …see more

from $329 / night

$2350 - $3150 / week

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from $329 / night

(4) Very Good 

18

Vacation home in Eastsound

Orcas Island / Eastsound

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Private garden
Intimate, fully furnished beautiful guest house with sweeping open views and spectacular sunsets! Located in very quiet and private residential area between the town of Eastsound and Moran State Park. Large deck, outdoor jacuzzi and beautifully maintained grounds. …see more

from $225 / night

$1575 / week

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from $225 / night

(11) Very Good 

Certificate of Excellence

11

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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

$1000 / week

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from $165 / 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

$1855 - $3493 / week

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from $265 / night

7

Orcas Vacation home rental

Orcas Island / Orcas

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Private garden
Waveside Dream cottage(s) are comprised of two alluring cottages on one terraced property. The elegant main cottage has a King bedroom with a private, double-sink and double-shower bathroom. The comfortable Queen sofa bed in the living room with a separate full bathroom …see more

from $248 / night

$2850 - $4530 / week

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from $248 / 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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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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from $199 / night

(2) Very 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

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from $159 / night

5

Orcas Vacation studio rental

Orcas Island / Orcas

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
At the junction of two designated scenic byways, our Kingfish Inn is a treasured Orcas Island secret. It is just steps away from the sparkling waters of West Sound and a leisurely stroll from the bucolic Verdant farmlands of Crow Valley. Our alluring heritage inn s …see more

from $178 / night

$1246 / week

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from $178 / 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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from $475 / 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

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from $98 / 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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from $125 / night

(2) Excellent 

8

Vacation cottage in Eastsound

Orcas Island / Eastsound

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 7 mi
  • Pet friendly
Isle Dream Cottage Walk down the elfin path to a welcoming red door that opens to a warm knotty pine paneled interior that features a queen sized bed nestled into a window-lined alcove with water views that stretch forever. Unwind, take a nap on the waterfront hammock …see more

from $208 / night

$2240 / week

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from $208 / night

8

Eastsound Vacation home rental

Orcas Island / Eastsound

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Brand new 2 bedroom, secluded cabin in a historic apple orchard from the 1890's. We outfitted the house with all the amenities, including the following: full size washer and dryer, fridge with ice-maker, 30" electric oven/stove combination and dishwasher. The upstairs …see more

from $150 / night

$725 - $1200 / week

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from $150 / 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

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from $420 / night

(4) Good 

26

Vacation home in Eastsound

Orcas Island / Eastsound

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This is the Perfect location for your adventures on Orcas! Convenient to everything - less than one mile to Moran State Park, and a short stroll to the Historic Rosario Resort, dock and beach! The Seaside Cottage is casual and warm, filled with sunshine and all the com …see more

from $250 / night

$1700 - $2050 / week

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from $250 / 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

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from $125 / night

24

Vacation home in Eastsound

Orcas Island / Eastsound

2 9 3 nights min

  • 2 bedrooms
  • Sleeps 9
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning
Upgrade your Washington getaway when you stay at this custom built 2-bedroom, 3-bathroom vacation rental home in Eastsound. Offering over 2,200 square feet of gorgeous living space, this modern, yet rustic home can accommodate 9 guests. Perfect for families, friends, or …see more

from $215 / night

$1505 - $2695 / week

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from $215 / night

14

Vacation apartment rental

Orcas Island / Eastsound

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
Cozy furnished studio apartment with an amazing water view up the Georgia Straight and memorable sunsets. Kitchen, full bathroom, Queen size bed & TV. Deck, private entrance. Located in woods up steep, gravel road. Apartment is attached to our home. A wonderful, rustic …see more

from $100 / night

$700 / week

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from $100 / 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

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from $105 / night

(81) Excellent 

18

Deer Harbor Vacation cottage rental

Orcas Island / Deer Harbor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Private garden
Find relaxation by the waterfront in this amazing one of a kind cottage situated at the water's very edge on the sunny west side of Orcas Island in the San Juan Islands in NW Washington state. The remarkable view from Sea Dream Cottage of the myriad of islands of San …see more

from $238 / night

$1666 / week

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from $238 / 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 $495 / night

$3600 - $3810 / week

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from $495 / night

28

Vacation guest house with golf nearby in Decatur Island

San Juan Islands / Decatur Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
Beautiful waterfront cabin located on Decatur Island in the San Juan Islands of Washington State. This small, private island is a unique environment that is non-ferried and accessible by private water taxi only. Enjoy the stunning beauty while relaxing on the large deck …see more

from $300 / night

$2100 / week

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from $300 / 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

$2550 / week

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from $425 / 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

24

Vacation home in Eastsound

Orcas Island / Eastsound

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
Eastsound, Washington is a seaside paradise! Locally known as “emerald-isle”, this quaint town offers a seemingly endless supply of outdoor activity along stunning shorelines and lush green mountains. Come experience the magic of Orcas Island by staying at this spectacu …see more

from $180 / night

$1050 - $1400 / week

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from $180 / night

1