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

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Vacation rentals San Juan Island
29 properties
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22 properties
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16 properties

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63 Vacation rentals

(1) Very Good 

46

Vacation home in Lopez Island

San Juan Islands / Lopez Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
With space for up to six guests, this sunny three-bedroom vacation home on Lopez Island makes a fantastic retreat for outdoor enthusiasts, a small wedding, a girls' getaway, or just a laid-back family vacation. This rental is within easy walking distance of the ocean an …see more

from $200 / night

$1400 / week

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from $200 / night

(2) Excellent 

28

Lopez Island Vacation home rental

San Juan Islands / Lopez Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This lovely home on Lopez Island boasts a wrap-around porch, bay views, and plenty of space for up to eight guests. Located in Fisherman Bay on a four-acre lot, within walking distance to Lopez Village and the marina, the entire group will find each day here will be fil …see more

from $138 / night

$966 / week

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from $138 / night

(9) 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

(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

53

Vacation home in Lopez Island

San Juan Islands / Lopez Island

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Located in the breathaking beauty of the San Juan Islands, this comfortable Lopez Island beach cabin is your new favorite home-away-from-home. The cabin sits right on Agate Beach, just nine miles south of Lopez Village. The market, library, and charming cafes and eateri …see more

from $80 / night

$560 / week

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from $80 / night

(1) Very Good 

24

Lopez Island Vacation home rental

San Juan Islands / Lopez Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Are you longing for some peace and quiet? Look no further than this spacious three-bedroom vacation home on Lopez Island. The perfect island oasis for up to eight lucky guests, this seaside chalet has an open floor plan, updated amenities, and a breathtaking view of the …see more

from $80 / night

$560 / week

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from $80 / night

(2) 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

(4) Excellent 

20

Eastsound Vacation home rental

Orcas Island / Eastsound

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
* Craftsman home, built in 2007, perches on a hillside bordering Eastsound, Orcas Island, WA * 3 bedrooms, 2 baths home sleeps 6 - 8 people * 46" HD TV and DVD player in living room. Plus a small flat screen in 3rd bedroom. Both with DirecTV. New queen mattr …see more

from $299 / night

$2399 - $2653 / week

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from $299 / night

(4) 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 $140 / night

$980 / week

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from $140 / night

29

Vacation home in Lopez Island

San Juan Islands / Lopez Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Grab your family or friends (four guests maximum) and head to this quiet secluded retreat just a quarter mile from Spencer Spit State Park. With a convenient location and plenty of space for four guests, the Meadowwood Cottage is the perfect home away from home! Nestled …see more

from $70 / night

$490 / week

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from $70 / 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 42 minutes

from $125 / 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

17

Vacation home rental

San Juan Islands / Lopez Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
If you're dreaming of a relaxing, waterfront vacation home in the San Juan Islands, this rental house on Lopez Island might be perfect for you! It features a private sauna, deck overlooking Mackaye Harbor, a large yard with a fire pit, and the sandy shores of the harbor …see more

from $175 / night

$1225 / week

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from $175 / night

(1) Excellent 

34

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, 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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Responds fast!
avg. 22 minutes

from $265 / night

(2) Excellent 

19

Vacation home in Lopez Island

San Juan Islands / Lopez Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This beautiful Lopez Island vacation rental is just a 10-minute walk from Spencer Spit State Park, and has a wrap-around deck, a spacious backyard with a horseshoe pit, a firepit, and is surrounded by gorgeous views. Located just four miles from the ferry landing, this …see more

from $80 / night

$560 / week

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from $80 / night

23

Lopez Island Vacation home rental

San Juan Islands / Lopez Island

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
Beachfront sanctuary sleeps 9; 180° views of water & islands; private beach This one-of-a-kind private beachfront property has been in the family for many years. Our family's history on Lopez dates back to 1905. The newly-renovated beachfront sanctuary is now a spectac …see more

from $395 / night

$2765 / week

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from $395 / night

24

Vacation home in Decatur Island

San Juan Islands / Decatur Island

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
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 mountain …see more

from $259 / night

$1813 - $2024 / week

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Responds fast!
avg. 22 minutes

from $259 / 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

Vacation apartment in Decatur Island

San Juan Islands / Decatur Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Right on the ocean in beautiful Brant Beach. 3 Bedrooms, 1 1/2 baths. Fully equipped kitchen. Large deck faces the ocean with gas grill, 2 lounge and 6 upright chairs. Large picnic table with umbrella. 3 bedrooms, 1 1/2 baths. WIFI, Cable TV in all bedrooms and l …see more

from $465 / night

$3350 / week

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Responds fast!
avg. 3 hours 32 minutes

from $465 / night

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

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Responds fast!
avg. 2 hours 42 minutes

from $125 / night

(16) 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

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Responds fast!
avg. 1 hour 8 minutes

from $165 / night

(10) Excellent 

20

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 - $1599 / week

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Responds fast!
avg. 2 hours 54 minutes

from $149 / night

(18) Excellent 

20

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
PLEASE NOTE: Flipkey rate quote does NOT include current discounts. Low Season: 10% discount for stays 5 nights or longer and cleaning INCLUDED (senior groups/active military discounts) Sleeps 6-8. Lower prices for couples, small groups. Cleaning included for 5 night mi …see more

from $185 / night

$1295 - $2625 / week

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Responds fast!
avg. 3 hours 43 minutes

from $185 / night

(1) Excellent 

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

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

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 $200 / night

$1250 - $1260 / week

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Responds fast!
avg. 1 hour 47 minutes

from $200 / 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

(2) Good 

48

Vacation home in Eastsound

Orcas Island / Eastsound

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Nestled on five pristine acres just inland from the waters of East Sound, and poised on the northern end of the San Juan National Wildlife Refuge, this lovely and spacious East Sound vacation rental home with room for 12 is waiting to be your home base as you explore th …see more

from $99 / night

$693 / week

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from $99 / 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 - $1415 / week

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Responds fast!
avg. 2 hours 21 minutes

from $179 / 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

(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 $349 / night

$3150 / week

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from $349 / 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 42 minutes

from $125 / night

(2) Excellent 

19

Vacation home rental

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This lovely Craftsman-style vacation home on Orcas Island is a little piece of paradise. Influenced by the Arts and Crafts design movement of the early 20th century, the interior is open and warm, with hardwood floors, stained glass accents, and exposed woodwork. A plea …see more

from $150 / night

$1050 / week

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from $150 / 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 19 minutes

from $199 / night

27

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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Responds fast!
avg. 27 minutes

from $215 / night

(2) Very Good 

14

Home rental in Lopez Island

San Juan Islands / Lopez Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This stunning, recently updated rental offers privacy, the conveniences of home, and a unique location on the southern part of Lopez Island. Accessible via Washington State Ferry, private boat, or plane, this pet-friendly rental promises a memorable vacation for up to s …see more

from $110 / night

$770 / week

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from $110 / 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) 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

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Responds fast!
avg. 2 hours 57 minutes

from $535 / night

(5) Very Good 

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

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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Responds fast!
avg. 3 hours 4 minutes

from $300 / night