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

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Cabins Orcas Island
29 properties
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26 properties
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15 properties

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88 Vacation rentals

14

Cottage rental in Deer Harbor

Orcas Island / Deer Harbor

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
Nestled on 11 acres on Orcas Island, WorldMark Deer Harbor overlooks the Deer Harbor Marina. The rustic style units are comfortable and each features a cozy fireplace, perfect for those cooler evenings. And, after a day spent exploring the outdoors, walk out onto your d …see more

from $225 / night

$1,575 / week

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from $225 / 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 eater …see more

from $89 / night

$623 / week

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Responds fast!
avg. 2 hours 25 minutes

from $89 / 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

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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

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Responds fast!
avg. 3 hours 52 minutes

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

$1,030 / week

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from $195 / night

(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

(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

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Responds fast!
avg. 1 hour 24 minutes

from $125 / 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

$1,000 / week

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from $159 / night

13

Eastsound Vacation home rental

Orcas Island / Eastsound

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Brand new 2 bedroom, secluded cabin in a historic apple orchard from the 1890's on 5 acres. 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. T …see more

from $250 / night

$1,260 - $1,500 / week

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Responds fast!
avg. 1 hour 47 minutes

from $250 / 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

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Responds fast!
avg. 3 hours 54 minutes

from $129 / night

(1) Excellent 

8

Vacation apartment in Eastsound

Orcas Island / Eastsound

3 4 nights min

  • Sleeps 3
  • 4 nights min
  • Nearest beach 2 mi
  • Child friendly
The Chinook Studios are a great choice for those seeking to visit Orcas Island on a budget. The four newly remodeled studio apartments are located on seven pastoral acres within easy walking distance of Eastsound Village and the airport as well as the village shops, res …see more

from $145 / night

$845 / week

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from $145 / 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

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Responds fast!
avg. 3 hours 52 minutes

from $95 / night

(2) Good 

40

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 $89 / night

$623 / week

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Responds fast!
avg. 2 hours 25 minutes

from $89 / night

(2) Very Good 

37

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 $89 / night

$623 / week

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Responds fast!
avg. 2 hours 25 minutes

from $89 / 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

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Responds fast!
avg. 3 hours 52 minutes

from $125 / night

(2) Very Good 

22

Vacation home in Eastsound

Orcas Island / Eastsound

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet 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 $179 / night

$1,127 - $2,387 / week

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from $179 / night

(4) Excellent 

20

Eastsound Vacation home rental

Orcas Island / Eastsound

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
* Craftsman home, built in 2007, perches on a hillside bordering Eastsound, Orcas Island, WA * Every room has gorgeous southern views over the ocean * Centrally located in the heart of Orcas Island: close to Moran State Park, kayak & bicycle rentals, art gal …see more

from $179 / night

$1,127 - $2,387 / week

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Responds fast!
avg. 2 hours 27 minutes

from $179 / night

(17) 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

$1,228 - $1,858 / week

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from $195 / 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

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Responds fast!
avg. 3 hours 52 minutes

from $125 / 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

$3,350 / week

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Responds fast!
avg. 3 hours 53 minutes

from $465 / 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

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from $350 / 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

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Responds fast!
avg. 3 hours 52 minutes

from $105 / night

(19) Excellent 

20

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
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. Lower prices for couples, small groups. Cleaning included for 5 night mini …see more

from $190 / night

$1,330 - $2,625 / week

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Responds fast!
avg. 3 hours 14 minutes

from $190 / 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. 3 hours 52 minutes

from $95 / night

14

Vacation b&b in Lopez Island

San Juan Islands / Lopez Island

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Begin your San Juan Island journey at The Edenwild Boutique Inn on Lopez Island, WA. We offer 8 spacious and unique rooms, many featuring views, fireplaces and antique soaking tubs. We also offer a garden cottage for your special romantic getaway. Wireless internet is …see more

from $230 / night

$1,610 / week

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from $230 / 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

$3,500 / week

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from $395 / night

14

Vacation home in Lopez Island

San Juan Islands / Lopez Island

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Car not necessary
200' Private Beach, 3 acre woodland setting. A semi secluded property in the heart of the San Juan Islands. 29' Alpenlite tiny home trailer with tip out and totally covered custom metal roof. An out of the weather space attached to the crisp lodging for two or two an …see more

from $70 / night

$490 / week

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from $70 / 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. 3 hours 52 minutes

from $95 / 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. 3 hours 52 minutes

from $125 / 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

(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

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Responds fast!
avg. 3 hours 18 minutes

from $199 / night

44

Vacation home in Eastsound

Orcas Island / Eastsound

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Take a tranquil vacation in the San Juan Islands with this spacious and gorgeously designed home. Featuring a huge, west-facing deck and an impressive wall of floor-to-ceiling windows that gaze out to the sound, this exquisite rental surrounds you with the spectacular b …see more

from $74 / night

$518 / week

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Responds fast!
avg. 2 hours 25 minutes

from $74 / night

(3) 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 fi …see more

from $89 / night

$623 / week

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Responds fast!
avg. 2 hours 25 minutes

from $89 / night

(8) Excellent 

12

Vacation home in Lummi Island

San Juan Islands / Lummi Island

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Modern beachfront home on Lummi Island in the San Juan Islands is perfect for family get togethers. Four-plus bedrooms will sleep up to 11 guests. Property includes private stairway to beach deck and the beach. There is a wheelchair ramp for access to the first floor an …see more

from $500 / night

$2,500 - $3,025 / week

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from $500 / night

22

Lummi Island Vacation home rental

San Juan Islands / Lummi Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Welcome to the Oyster House, a beach-front house for friends and family on Lummi Island's only beach with private extended tide flats at low tide; perfect for beach-combing, exploring and crabbing when in season. Enjoy breath-taking views of Hale's Passage, the City of …see more

from $250 / night

$1,750 / week

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from $250 / night

(2) Excellent 

18

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, thi …see more

from $99 / night

$693 / week

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Responds fast!
avg. 2 hours 25 minutes

from $99 / 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

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Responds fast!
avg. 1 hour 24 minutes

from $265 / 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! Nestl …see more

from $92 / night

$644 / week

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Responds fast!
avg. 2 hours 25 minutes

from $92 / 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 $170 / night

$1,175 - $1,855 / week

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from $170 / night

(2) Excellent 

26

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

$1,050 / week

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Responds fast!
avg. 2 hours 25 minutes

from $150 / night