40 Best Vacation Rentals in Eastsound - Holiday Lettings - Cabins

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184 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. 52 minutes

from $325 / 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

(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

13

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
WONDERFUL SUNSETS AND MORNING LIGHT WITH AMAZING VIEWS OVER CASCADE BAY AND ROSARIO RESORT When visitors arrive at Rosario Resort and Marina, they gaze up toward the exclusive homes set upon the eastern hillside with an envious eye. That is because these ridge line re …see more

from $249 / night

$1,499 - $2,099 / week

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from $249 / 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

(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

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

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

(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

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 $119 / night

$833 / week

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Responds fast!
avg. 2 hours 19 minutes

from $119 / 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 19 minutes

from $150 / night

(18) 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

(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

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Responds fast!
avg. 29 minutes

from $245 / night

28

Vacation home rental

Orcas Island / Eastsound

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
NEWLY CONSTRUCTED WATERFRONT HOME WITH VIEWS OF EAST SOUND, TURTLEBACK MOUNTAIN & MADRONA POINT New for 2016, this never-been-lived-in home is clean, beautiful, and close to the amenities of the island. Located five minutes outside the Village of Eastsound, and about 2 …see more

from $299 / night

$1,799 - $2,699 / week

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from $299 / night

10

Vacation home in Eastsound

Orcas Island / Eastsound

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
NEW TO OUR PROGRAM. Welcome to Island Discovery on Orcas Island. After driving up a beautiful winding road you will come to a house perched on the side of the Mount Constitution. When you lay eyes on the distant island and water views that are filtered by tall trees yo …see more

from $299 / night

$1,799 - $2,699 / week

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from $299 / 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

33

Vacation home in Eastsound

Orcas Island / Eastsound

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
Bring all your family and friends to this peaceful and brand new retreat on the San Juan Islands! This Orcas Island home features stunning water views from almost every room, a great location by the beach, and plenty of extra amenities to keep you entertained and comfor …see more

from $293 / night

$2,051 / week

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Responds fast!
avg. 2 hours 19 minutes

from $293 / night

(10) Very Good 

20

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Pet friendly
DOG FRIENDLY VACATION RENTAL HOME ON ORCAS ISLAND AT ROSARIO. The Seawatch vacation rental on Orcas Island offers magnificent water views and the attraction of a superb location at Rosario Resort. Their marina is just a short stroll from the home, so it's possible to l …see more

from $259 / night

$1,559 - $2,099 / week

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from $259 / night

20

Studio rental in Eastsound

Orcas Island / Eastsound

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
Lovingly appointed bedroom with attached private bathroom near Eastsound. Queen Sized bed, nightstands, chest of drawers, small sitting area. 42" TV with lots of channel options. Private full bathroom with any essentials you may have forgotten to bring! :) Nestled on t …see more

from $100 / night

$700 / week

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Responds fast!
avg. 46 minutes

from $100 / night

40

Home rental in Eastsound

Orcas Island / Eastsound

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly
NEW LISTING! Seagull Nest is a luxurious Beach Style Home located just 2 miles from downtown Eastsound and best yet, a close distance to Crescent Beach, Cascade Lake, and Moran State Park. Seagull Nest contains a fun, yet intimate atmosphere that blends seamlessly with …see more

from $325 / night

$1,950 - $3,900 / week

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from $325 / night

22

Vacation home rental

Orcas Island / Eastsound

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
NEW LISTING! Turning onto the quiet Thistle Lane you will see your vacation home perched up on the hillside. A bright blue metal roof and spacious deck give a glimpse at the home's high quality build and spacious layout. The covered entry way has a bench for taking sho …see more

from $329 / night

$1,974 - $2,999 / week

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from $329 / night

18

Home rental in Eastsound

Orcas Island / Eastsound

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
This charming water view craftsman style cottage is ideally located and just a short walk to the quaint, picturesque Village of Eastsound and Waterfront Park. The Adirondack chairs on the covered front porch invite you to relax and enjoy the water views of East Sound. …see more

from $199 / night

$1,199 - $1,799 / week

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from $199 / night

13

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
ONLY TWO BLOCKS TO THE BEACH AND A SHORT WALK TO TOWN The cheerful cottage is the perfect base for a family vacation! It’s located in a pleasant neighborhood right in Eastsound, the primary community on the island. You will find everything the village has to offer with …see more

from $199 / night

$1,199 - $1,799 / week

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from $199 / 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

(14) 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 $179 / night

$1,099 - $1,599 / week

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Responds fast!
avg. 1 hour 37 minutes

from $179 / night

(9) Very Good 

30

Vacation home rental

Orcas Island / Eastsound

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
ORCAS ISLAND VACATION RENTAL HOME, GREAT FOR FAMILIES, EASY WALK TO EASTSOUND This delightful Orcas Island rental home is located up a wooded hillside just to the west of Eastsound Village. The property is centrally located and within a half mile walk of wonderful shop …see more

from $229 / night

$1,199 - $2,099 / week

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from $229 / night

22

Apartment rental in Eastsound

Orcas Island / Eastsound

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
LUXURY VACATION RENTAL CONDO AT ROSARIO RESORT ON ORCAS ISLAND NEW LISTING! The Residence at Rosario is a top floor, two-master bedroom luxury condominium (built in 2009), perched dramatically on a hillside above Cascade Bay and the historic Moran Mansion. The design …see more

from $279 / night

$1,953 / week

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from $279 / night

18

Home rental in Eastsound

Orcas Island / Eastsound

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly
HISTORIC VACATION RENTAL HOME ON ORCAS ISLAND AT ROSARIO RESORT This charming vacation rental home is adjacent to Rosario Resort. As the bow-tie pond and docks at Cascade Harbor Marina are just across the road from Newhall House you might consider arriving by seaplane …see more

from $249 / night

$1,499 - $1,979 / week

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from $249 / night

24

Vacation home in Eastsound

Orcas Island / Eastsound

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Eastsound, Washington is a seaside paradise! Locally known as "emerald-isle", this quaint town offers an endless supply of outdoor activity along stunning shorelines and lush green mountains. Experience the magic of Orcas Island by staying at this spectacular Eastsound …see more

from $190 / night

$1,330 - $1,750 / week

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Responds fast!
avg. 1 hour 25 minutes

from $190 / night

48

Eastsound Vacation cottage rental

Orcas Island / Eastsound

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Just a short walk from the picturesque village of Eastsound and built by one of the best custom home builders on the island, the Crescent Beach Cottage is truly heaven on earth. Reclaimed beams from Wisconsin, French doors from Singapore, teak floors, and a mix of conte …see more

from $299 / night

$1,799 - $2,399 / week

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from $299 / night

26

Home accommodation in Eastsound

Orcas Island / Eastsound

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
NEW LISTING! Enjoy the delightful accommodations at Casa Verde Vacation Rental on Washington's Beautiful Orcas Island. Designed and built in 2003, this 3 Bedroom 2 Bath vacation rental is located in a secluded and quiet wooded setting on a highbank waterfront acre lot …see more

from $279 / night

$1,679 - $2,579 / week

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from $279 / night

21

Vacation home rental

Orcas Island / Eastsound

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask about children
THE PERFECT BEACH FRONT CABIN Salish Watch Cottage epitomizes the classic island-style, beach front cabin. Sitting on the north shore of Orcas Island, this home has amazing 180-degree water views. Soaking in plenty of sunlight, the flat, grassy yard and private beach …see more

from $279 / night

$1,679 - $2,399 / week

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from $279 / night

31

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
NEW LISTING. Just in time for the 2017 summer season, Peaceful Cove is a breathtaking water-front home near Rosario Resort. Tucked away in its own cove this unique custom-built home is ideal for your relaxing stay on Orcas Island. Built into the hillside, you will enter …see more

from $379 / night

$2,279 - $3,299 / week

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from $379 / night

37

Home rental in Eastsound

Orcas Island / Eastsound

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
With one eye looking out over a west-facing golden colored sea, and your other on the crackling flickers of flame cast by a cozy fireplace, vacation mode is sure to come easily. Relax and watch the flickering flame and sun light meet and dance around this spectacular w …see more

from $499 / night

$2,999 - $4,499 / week

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from $499 / night

19

Vacation home in Eastsound

Orcas Island / Eastsound

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
CONTEMPORARY WATERFRONT VACATION RENTAL ON ORCAS ISLAND La Maison by the Sea is a lovely new home tucked into an incredible waterfront location. It’s just what you visualize when dreaming of a romantic island getaway or solo retreat, a place to sit at the shoreline i …see more

from $299 / night

$1,799 - $2,879 / week

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from $299 / night

21

Home rental in Eastsound

Orcas Island / Eastsound

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
NEW FOR 2016: A PRIVATE, SUNNY HOME WITH HOT TUB, FENCED YARD, AND CLOSE TO TOWN Within a two minute drive to Eastsound Village and all of its shopping and dining options. Attractively furnished and comfortable, with gracious outside decks and lots of sunshine. Locat …see more

from $249 / night

$1,499 - $2,279 / week

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from $249 / night

26

Home rental in Eastsound

Orcas Island / Eastsound

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
NEW LISTING! This secluded home enjoys sweeping views looking south over East Sound. The home is found by driving down the beautiful wooded Lois Lane before it opens up to the home site. A large wrap around deck is an ideal place to enjoy the warm summer sun. When you …see more

from $299 / night

$1,799 - $2,579 / week

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from $299 / night

4

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
LOVELY WESTSIDE ORCAS ISLAND WATERFRONT HOME Located past Deer Harbor, you'll find this Orcas Island vacation rental home on the west side of the island. Imagine sun sparkling on the waters just outside the windows, amazing sunsets, views of neighboring islands, both n …see more

from $299 / night

$1,799 - $2,639 / week

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from $299 / night

17

Vacation home in Eastsound

Orcas Island / Eastsound

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
GOURMET KITCHEN, FAB MASTER BATH, ALL NEW FURNISHINGS, ONE BLOCK FROM ROSARIO This vacation home is infused with a crisp, fresh atmosphere and thoughtful details that reveal pride of ownership. Just furnished with a contemporary flair, Rosario within Reach offers discr …see more

from $329 / night

$1,979 - $2,699 / week

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from $329 / night