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Holiday Rentals near Obstruction Pass State Park

Trailhead Road, Orcas Island, Washington 98279-9513
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    Travellers to Orcas Island are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 81 Rentals in Orcas Island
    Bright, rustic cabin with breathtaking bay and ocean views1 / 24
    (3)Very good
    4.9 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Waterfront home w/beach access & great location for exploring north Island!1 / 26
    (1)Average
    4.4 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park1 / 27
    (5)Excellent
    3.6 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Orcas Island- Water View- Dog Friendly- Rosario1 / 40
    (39)Excellent
    2.9 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2020
    We went to Orcas Island for a getaway for three days and this house was the perfect location for us. It is in close proximity to the Eastsound for evening dinners out and right...
    Reviewed 23 May 2019
    Stayed here for a long weekend to run the local trail marathon and to spend some time with family . The house is spacious and has everything you would ever need. The building...
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    About this property
    ORCAS ISLAND Sunset Magazine 2019: Ranked 1st among Top 10 Dream Towns in the West Ranked 1st among Top Dog Friendly Vacations in the West Ranked 4th among Top 30 Island Escapes Moran State Park Ranked among Top 20 Hikes in the West #3 of Best of North American Islands- Travel & Leisure 2019...
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lovely Orcas Island Craftsman-style home with filtered water view1 / 26
    (3)Excellent
    4.8 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 4 June 2018
    This home is exactly as pictured! Spotless and well equipped. Perfect location. Comfortable mattresses and pillows. Doesn’t get better then this!!!
    Reviewed 1 October 2015
    My husband and I just celebrated our twenty year anniversary and we wanted to go back to Orcas Island, where we spent our honeymoon. And boy am I happy that we chose to stay...
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    About this property
    Whispering Pines Retreat This lovely Craftsman-style vacation home on Orcas Island is a little piece of paradise located in a peaceful, quiet community. Influenced by the Arts and Crafts design movement of the early 20th century, the interior is open and warm, with hardwood floors, stained glass...
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.2 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Hot Tub
    • Wi-Fi
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    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shoal Bay Luxury Home Show your family and friends an unforgettable vacation at this lovely Lopez Island home. Nice and peaceful - but still near some of the isle's best attractions - this home will ensure that you enjoy yourself during your stay! The seasonal private hot tub is available from...
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    Orcas, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3.7 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Ocean Views
    • Terrace
    • Housekeeping Included
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is over 2,050 sq. ft. of brand new NW Modern design. We’ve curated the furnishings throughout the home to be warm, welcoming and most importantly, comfortable for guests to relax and enjoy their stay. We have stocked the kitchen with quality cookware, chef-grade knife set, condiments and...
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    Orcas Island, San Juan Islands
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4.1 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Waterfront
    • Private Garden
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    200' Private Beach, 3 acre woodland setting. Charming nature rich property in the heart of the San Juan Islands. 29' Alpenlite tiny home trailer with tip out and totally covered custom metal roof. An outside patio space attached to the crisp lodging for two or two and a child. Easy and...
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    Lopez Island, San Juan Islands
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    2.9 miles from Obstruction Pass State Park
    Studio, 1 Bathroom, Sleeps 1 Quick View
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    • Grill
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    • Mountain Views
    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Island Artist Studio This studio is the perfect getaway for rest and relaxation. Enjoy time around the firepit, or reading in the homes large yard, with surrounded by thick woods. Throughout the yard, there are sculptures and other artwork that will spark your imagination. Inside, the studio has a...
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    Orcas, Orcas Island
    Condo/Apartment - 1 Bathroom, Sleeps 1
    4.8 miles from Obstruction Pass State Park
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rosario Highlands Views of the islands are second to none at well-crafted dual level home. Perched atop Rosario Highlands, you'll feel on top of the world, not only on the wraparound deck, but in the gorgeous living room with vaulted ceilings and artistic windows. Each room is perfectly suited for...
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    Eastsound, Orcas Island
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    4.2 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    • Ocean Views
    • Waterfront
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    • Mountain Views
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Northwest Shoreline Home Watch for whales or fish for salmon at this Orcas Island vacation rental home. Grab your binoculars and start your day from the private deck, then come back home to your full kitchen to cook up your favorite island dinner. There are all the amenities you and the whole group...
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    Olga, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    1.0 miles from Obstruction Pass State Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Ocean Views
    • Grill
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Obstruction Pass Cottage This no-frills cottage is the perfect setting for your next vacation. Inside, you'll find a simplistic design with all the amenities of home, along with a rustic wood-burning fireplace and beautiful hardwood floors. Outside, the deck has an unobstructed view of the bay, as...
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    Olga, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Heart House - A quiet place minutes fom adventure1 / 21
    (121)Excellent
    6.5 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Balcony
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    • Hot Tub
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Beach Front Home with Dock Access close to Eastsound, centrally located.1 / 16
    (49)Excellent
    7.6 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Mount Baker Farm Getaway1 / 41
    (6)Excellent
    7.6 miles from Obstruction Pass State Park
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
    Charming west-facing beach house - sandy beach near Eastsound1 / 19
    (13)Excellent
    8.1 miles from Obstruction Pass State Park
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Timber Lodge Log Home - Marine Views-Home Theater1 / 50
    (24)Excellent
    4.7 miles from Obstruction Pass State Park
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    8.4 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Waterfront Cabin Home with SPECTACULAR View! (*Seasonal solar pool)1 / 24
    (49)Excellent
    7.2 miles from Obstruction Pass State Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    7.3 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Large waterfront cabin w/private hot tub and wildlife views1 / 31
    (71)Excellent
    6.9 miles from Obstruction Pass State Park
    3 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 4
    6.6 miles from Obstruction Pass State Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Famous Gnome House Chalet on Amazing 140 Acre Private Setting1 / 24
    (21)Very good
    8.3 miles from Obstruction Pass State Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Deer Harbor, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Bramble Seaview Cottage - (New) Lower Studio Suite With Sparkly Water View1 / 14
    (7)Excellent
    7.2 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    The Red Harbor: Retreat/Refresh/Rekindle1 / 16
    (15)Excellent
    8.0 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Best views on Orcas and close to town!1 / 40
    (39)Excellent
    6.7 miles from Obstruction Pass State Park
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    New Modern Home with Stunning Water View1 / 24
    (177)Excellent
    7.3 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    'The Leeward Studio' at SeaStar Lofts on the Waterfront!1 / 24
    (101)Excellent
    7.1 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Eastsound, Orcas Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beachfront 2BR Classic Cabin - stunning west-facing beach with epic sunsets!1 / 20
    (4)Excellent
    8.1 miles from Obstruction Pass State Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Waterfront home w/beach access & great location for exploring north Island!1 / 26
    (29)Very good
    4.4 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Orcas, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Ocean Mist Getaway!*RosarioResort & H2O Views 3BD & 2.5BA Sleeps 8 Total #OMG!1 / 50
    (15)Excellent
    3.6 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Beautiful Mountainside Waterview Home on Gorgeous Orcas Island1 / 42
    (42)Excellent
    6.8 miles from Obstruction Pass State Park
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Private Beach Home at Water's Edge--Enjoy!1 / 27
    (97)Excellent
    10.0 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Olga, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!1 / 24
    (115)Excellent
    7.1 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Eastsound, Orcas Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful Cedar Home on Orcas Island1 / 48
    (71)Excellent
    1.2 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Olga, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Room with a view of Orcas Golf Course - Eastsound (room 3)1 / 11
    (4)Excellent
    6.6 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Historic Farmhouse with two private beaches + walking distance to East Sound1 / 19
    (24)Excellent
    6.9 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Private Room on Orcas Island Golf Course (room 4)1 / 9
    (1)Excellent
    6.6 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Waterview : Free WIFI : 10 min walk to town, 5 min to beach : centrally located!1 / 40
    (126)Excellent
    7.2 miles from Obstruction Pass State Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Maggie's Manor: STARTING AT $199  1-4 Bedroom Waterfront Island Home. View!View!1 / 43
    (13)Very good
    8.2 miles from Obstruction Pass State Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Deer Harbor, Orcas Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Spacious and secluded home with golf course view, private hot tub, & gardens!1 / 42
    (12)Very good
    6.4 miles from Obstruction Pass State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    'The Windward Studio' at SeaStar Lofts -- on the Waterfront!1 / 24
    (86)Excellent
    7.1 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Eastsound, Orcas Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Orcas 6 BR Craftsman Beach House *KAYAKS*Buoy*Owner Pays VRBO Fee1 / 43
    (94)Excellent
    7.2 miles from Obstruction Pass State Park
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Welcoming Orcas Island home w/bay views and contemporary features1 / 45
    (27)Very good
    6.2 miles from Obstruction Pass State Park
    5 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 5
    Dog-friendly, waterfront home w/ private hot tub & island views!1 / 38
    (26)Very good
    7.1 miles from Obstruction Pass State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Delightful Cabin Walking Distance to Eastsound1 / 10
    (38)Excellent
    7.2 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Orcas Island Waterfront Home with Spectacular Views & Wildlife1 / 24
    (55)Excellent
    3.8 miles from Obstruction Pass State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Orcas, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Private & Beautiful New Custom Built Orcas Island Vacation Home near Eastsound1 / 23
    (56)Very good
    7.2 miles from Obstruction Pass State Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    8.0 miles from Obstruction Pass State Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Quintessential Island Getaway on Orcas Island. Gorgeous view! Starting at $1991 / 39
    (5)Excellent
    8.2 miles from Obstruction Pass State Park
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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