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

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Cabins Orcas Island
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Vacation rentals San Juan Island
48 properties

San Juan Islands

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139 Vacation rentals

25

Lopez Island Vacation home rental

San Juan Islands / Lopez Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
DOG FRIENDLY WATERFRONT VACATION RENTAL HOME ON LOPEZ ISLAND, BUOY AVAILABLE. Looking for the quintessential Island setting? You will find it in Cedars by the Sea. This lovely waterfront home offers a private beach, fenced grassy lawn, beautiful gardens, spectacular wa …see more

from $249 / night

$1,499 - $2,039 / week

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from $249 / night

24

Vacation home in Eastsound

Orcas Island / Eastsound

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 $350 / night

$2,450 - $3,325 / week

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Responds fast!
avg. 12 minutes

from $350 / 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

(3) 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 - $4,025 / week

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Responds fast!
avg. 12 minutes

from $265 / 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 $379 / night

$2,653 / week

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from $379 / 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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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 $125 / night

$750 - $1,050 / week

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Responds fast!
avg. 2 hours 31 minutes

from $125 / night

(1) Excellent 

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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from $125 / 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 - $1,645 / week

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Responds fast!
avg. 56 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

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from $125 / night

(15) 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

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

(2) Very Good 

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 $379 / night

$2,653 / week

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from $379 / night

(9) Excellent 

64

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

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 $350 / night

$3,500 / week

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from $350 / night

(9) Excellent 

18

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
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 $260 / night

$1,274 / week

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from $260 / night

(2) Excellent 

23

Vacation studio with golf nearby in Friday Harbor

San Juan Island / Friday Harbor

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
Please Note: Etta's Suite studio is available for longer stays on a month-to-month basis for fall 2017 and winter 2018 at $1050 per month with a $350 security/cleaning deposit. Please send a request for more information to owner. Etta's Suite, upstairs, is a studio sui …see more

from $149 / night

$950 - $1,240 / week

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Responds fast!
avg. 2 hours 37 minutes

from $149 / 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

(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

(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 $200 / night

$1,200 - $2,370 / week

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from $200 / 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

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from $95 / 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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from $95 / night

16

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 manufactured trailer cabin with tip out and totally covered custom metal roof. An out of the weather space attached to the crisp lodging for two …see more

from $70 / night

$490 / week

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from $70 / 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

$1,001 / week

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from $159 / 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, thi …see more

from $85 / night

$595 / week

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from $85 / night

8

Eastsound Vacation home rental

Orcas Island / Eastsound

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $175 / night

$1,050 - $1,500 / week

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Responds fast!
avg. 1 hour 47 minutes

from $175 / 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 39 minutes

from $199 / night

17

Vacation home in Orcas Island

San Juan Islands / Orcas Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
High in the Trees, this 2 bedroom round house is a open concept Charmer. Located just steps from Rosario Resort and Spa, this modern, beautifully appointed home is perched high in the trees with a 360 degree wrap-around deck and filtered view, a fantasy come true on Orc …see more

from $205 / night

$1,030 - $1,800 / week

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Responds fast!
avg. 51 minutes

from $205 / night

(27) Excellent 

17

Home rental in Friday Harbor

San Juan Island / Friday Harbor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
WATERFRONT VACATION RENTAL HOME ON SAN JUAN ISLAND This San Juan Island vacation rental home offers sweeping views across San Juan Channel to Orcas Island and other surrounding islands. Floor to ceiling windows invite the exquisite beauty of nature into your living roo …see more

from $299 / night

$1,799 - $2,699 / week

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from $299 / 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. 2 hours 47 minutes

from $465 / 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

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from $95 / night

(1) Excellent 

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 $140 / night

$980 / week

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Responds fast!
avg. 46 minutes

from $140 / night

(22) 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

$1,155 / week

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Responds fast!
avg. 2 hours 29 minutes

from $165 / 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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Responds fast!
avg. 3 hours 6 minutes

from $98 / 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

$3,650 / week

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Responds fast!
avg. 3 hours 49 minutes

from $535 / 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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from $105 / night

(10) Very Good 

6

Eastsound Vacation home rental

Orcas Island / Eastsound

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Child friendly
Cedar Field Vacation House is a 5 bedroom, 3 bath getaway with panoramic views of Turtleback Mountain and Crow Valley. It is the perfect location to host multiple families, a large group of friends, or reunions on Orcas Island! This central location is equal distance f …see more

from $135 / night

$945 / week

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from $135 / night

(7) 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 $245 / night

$1,715 / week

Book View

Responds fast!
avg. 35 minutes

from $245 / night

(2) 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 $70 / night

$490 / week

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from $70 / 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