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The Outlook Inn offers beautiful venues and the much raved about cuisine of our in-house restaurant, the New Leaf Cafe, to make your event truly memorable. The Outlook Inn has 40 guest rooms in the heart of town for easy access for you and your guests to the amenities and treats of Eastsound, including our independent bookstore, perfect espresso, buttery Read more...

1907 Craftsman style home near Eastsound, walking distance to shops, restaurants, & airstrip. Casual comfort, stone fireplace, garden hot tub, & delicious full breakfast.  Non-smoking inn, private baths. Vacancy information and reservations available online. Read more...

We always had this vision that our home is also a place where we invite people to reflect, rejuvenate and reconnect with themselves, each other and the natural world. We found that place on a beautiful piece of property on Orcas Island and we are excited to share it with you! So please take your calendar out and mark some Read more...

Our general intention is to lead more towards Mariner appreciation and instruction, composed of package deals including, if necessary an apartment including daily sailing instruction on our different boats, and recreational boat rental in general; tending towards monthly and some daily rental apartments and a Marine Educational facility. Read more...

WorldMark Deer Harbor offers beautiful studio, one-, two- and three-bedroom resort suites which sleep two to six guests and measure between 426 – 1,480. square feet. Read more...

With its unique and unforgettably beautiful island setting, the Inn at Ship Bay provides the perfect getaway for a romantic weekend or retreat. Inn at Ship Bay showcases fresh, local, and organically produced foods (whenever possible) in the historic 1869 vintage farmhouse restaurant. Most of the produce is sourced from on site kitchen gardens, greenhouses, the Inn’s heirloom orchards and Read more...

Otters Pond Bed & Breakfast is an adult retreat on Orcas Island. The inn has 5 suites available year-round, each with private bath and unique view of Otters Pond or garden. The property is lush with greenery, appointed by pathways and seating areas. Lounge on the decks for fantastic views of birds and other wildlife that visit the property. Soak Read more...

Rosario’s romantic waterfront location on Orcas Island is the perfect setting to exchange your vows. You will experience one-of-a-kind ceremony and reception venues for events large and small. The magnificent Rosario Point Lawn is perfect for your outdoor wedding ceremony, with an incredible 360 degree view of sparkling Cascade Bay, forested hillsides and distant islands. It is one of the Read more...