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

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22 properties

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137 Vacation rentals

24

Vacation home in Eastsound

Orcas Island / Eastsound

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • 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 $325 / night

$2,275 - $3,325 / week

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Responds fast!
avg. 47 minutes

from $325 / 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

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

(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

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from $95 / 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

(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

(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

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

4

Vacation log cabin in Friday Harbor

San Juan Island / Friday Harbor

2 2 nights min

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

from $175 / night

$1,050 / week

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Responds fast!
avg. 2 hours 31 minutes

from $175 / 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

13

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 $200 / night

$1,250 - $1,500 / week

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Responds fast!
avg. 1 hour 47 minutes

from $200 / night

34

Vacation home in Eastsound

Orcas Island / Eastsound

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
CUSTOM ORCAS ISLAND WATERFRONT HOME WITH HOT TUB, 3+ BEDROOMS, 4 BATHS, NEAR EASTSOUND. This appropriately named vacation home faces northwestern skies that become a brilliant spectacle of gold, orange, and purple at days’ end. This glorious panorama is yours to behold …see more

from $499 / night

$2,999 - $4,559 / week

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from $499 / 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. 1 hour 34 minutes

from $89 / night

(1)  

16

Vacation studio in Friday Harbor

San Juan Island / Friday Harbor

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This studio apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaurants and all …see more

from $105 / night

$735 / week

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from $105 / 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

(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. 3 hours 11 minutes

from $179 / night

(16) 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

(9) Excellent 

23

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

23

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

3 9 4 nights min

  • 3 bedrooms
  • Sleeps 9
  • 4 nights min
  • Ask about children
  • Pet friendly
WHALES, EAGLES, SUNSETS & KAYAK LAUNCH ON THE SPECTACULAR WEST SIDE - DOG FRIENDLY TOO! When you stay at Three Coves Hideaway, you’ll enjoy a San Juan Island location that is second to none. The home faces west over Haro Straight, so you will bask in amazing sunsets an …see more

from $359 / night

$2,159 - $3,899 / week

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from $359 / night

(1) Excellent 

20

Friday Harbor Vacation apartment rental

San Juan Island / Friday Harbor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This one-bedroom garden apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaur …see more

from $125 / night

$875 / week

Book View

from $125 / night

(5) Very Good 

19

Vacation apartment in Friday Harbor

San Juan Island / Friday Harbor

2 1 night min

  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Why pay more? Affordable condo rental in Friday Harbor. This studio apartment, located just an 8 minute walk from the ferry landing, has everything you need for your stay on San Juan Island: kitchen, bathroom, queen bed, parking, and easy access to restaurants and all …see more

from $105 / night

$735 / week

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from $105 / 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

11

Vacation cottage in Olga

Orcas Island / Olga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Pet friendly
ROMANTIC WATERFRONT VACATION RENTAL GUEST COTTAGE ON ORCAS ISLAND. HOT TUB, TOO! When you're looking for a romantic getaway with that special someone, Orcas Island's Paris Cottage may be just what you envision. This waterfront vacation rental home will delight your sen …see more

from $179 / night

$1,079 - $1,679 / week

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from $179 / 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

Book View

Responds fast!
avg. 2 hours 44 minutes

from $465 / 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

Book View

Responds fast!
avg. 8 minutes

from $125 / 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

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from $125 / 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

Book View

Responds fast!
avg. 1 hour 34 minutes

from $89 / 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

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) 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. 1 hour 34 minutes

from $150 / 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 $126 / night

$882 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from $126 / 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) 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 15 minutes

from $149 / night

15

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
WHALE WATCH FROM THIS WATERFRONT VACATION RENTAL HOME ON SAN JUAN ISLAND One stay in Writer’s Retreat almost always leads to another. Year after year, guests reserve "their" customary week in this San Juan Island vacation home because it is simply exceptional in every …see more

from $325 / night

$1,950 - $2,699 / week

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from $325 / night

(1) Good 

43

Lopez Island Vacation home rental

San Juan Islands / Lopez Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
There are few places better for a restful, no-worries retreat than Washington's Lopez Island, and this cabin provides the perfect home base as you explore the sleepiest of the San Juans. Great for kayakers and boaters, it's just a 10-minute walk to the Hunter Bay Publi …see more

from $60 / night

$420 / week

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Responds fast!
avg. 1 hour 34 minutes

from $60 / 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 $210 / night

$1,150 - $1,800 / week

Book View

Responds fast!
avg. 51 minutes

from $210 / 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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from $129 / 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

Book View

Responds fast!
avg. 1 hour 34 minutes

from $85 / night

33

Vacation home in Friday Harbor

San Juan Island / Friday Harbor

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Ask about children
  • Air conditioning
PRIVATE BEACH, HOT TUB, VIEW OF MOUNT BAKER, CLOSE TO GOLF COURSE, TENNIS COURSE & FRIDAY HARBOR, EVEN A MOORING BUOY! Before San Juan Island was discovered as a travel destination, Friday Harbor was a cluster of modest houses on a few central streets. When the commerc …see more

from $459 / night

$2,759 - $3,779 / week

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from $459 / night

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