20 Best Vacation Rentals in Eastsound - Holiday Lettings - Cabins

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136 Vacation rentals

(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

(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

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 10 minutes

from $74 / night

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 $375 / night

$2,625 / week

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Responds fast!
avg. 10 minutes

from $375 / 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

(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

(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

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 $249 / night

$1,743 / week

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Responds fast!
avg. 2 hours 10 minutes

from $249 / 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

(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

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

(7) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $245 / night

$1,715 / week

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Responds fast!
avg. 27 minutes

from $245 / 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

(14) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $209 / night

$1,499 - $1,599 / week

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Responds fast!
avg. 1 hour 31 minutes

from $209 / night

(3) 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 10 minutes

from $150 / 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
  • Private garden
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

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 / week

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Responds fast!
avg. 10 minutes

from $190 / night

54

Vacation home rental

Orcas Island / Eastsound

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Orcas Island is yours to experience from this Eastsound home, offering amazing views of the sound, room for your dogs to enjoy the fresh air, and an excellent location for unwinding and taking in the local sights. What's nearby: You'll be on the west side of the sound, …see more

from $132 / night

$924 / week

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Responds fast!
avg. 2 hours 10 minutes

from $132 / night

(3) Excellent 

21

Vacation guest house in Eastsound

Orcas Island / Eastsound

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with p …see more

from $450 / night

$2,600 - $3,000 / week

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from $450 / night

11

Eastsound Vacation guest house rental

Orcas Island / Eastsound

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with p …see more

from $400 / night

$2,600 - $3,000 / week

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from $400 / night

11

Eastsound Vacation guest house rental

Orcas Island / Eastsound

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with p …see more

from $400 / night

$2,600 - $3,000 / week

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from $400 / night

11

Eastsound Vacation guest house rental

Orcas Island / Eastsound

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with p …see more

from $400 / night

$2,600 - $3,000 / week

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from $400 / night