Highlands View Retreat | Walk to Eastsound & Sweeping Views
Escape to this beautifully situated Orcas Island retreat perched above Eastsound with sweeping water and island views. Tucked into the desirable Highlands neighborhood, this inviting home offers the perfect blend of privacy, comfort, and convenience—just minutes from the shops, dining, and charm of downtown Eastsound.
Take advantage of our new-listing promotions—discounted rates are live and will be applied automatically when you book.
Inside, enjoy a bright open-concept living space with large windows that bring the natural beauty indoors. The comfortable layout is ideal for couples, families, or small groups looking to relax after a day of island adventure. Prepare meals in the well-equipped kitchen, gather around the dining area, or unwind in the cozy living room while taking in the scenery.
The home offers comfortable sleeping arrangements with 3 bedrooms and 2 bathrooms, making it a great fit for families, couples traveling together, or small groups wanting space to spread out.
Step outside to spacious decks designed for island living. Sip your morning coffee with sunrise views, enjoy outdoor dining, or relax in the fresh island air after a day of exploring Orcas Island.
Located just a short drive—or adventurous walk—into Eastsound, you’ll have quick access to restaurants, cafés, boutiques, grocery shopping, and the waterfront. Moran State Park, Mount Constitution, Cascade Lake, Deer Harbor, and Doe Bay are all within easy reach.
Highlights:
3 bedrooms / 2 bathrooms
Elevated Eastsound views
Spacious outdoor deck for relaxing & dining
Bright open living area
Well-stocked kitchen
Minutes to Eastsound village
Great basecamp for island adventures
Peaceful Highlands neighborhood
Whether you're visiting for hiking, whale watching, food, or simply slowing down, Highlands View Retreat is a perfect Orcas Island getaway.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Eastsound
Eastsound is home to this holiday home. Orcas Island Golf Course and Mt. Constitution are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Moran State Park and Matia Island State Park. Darvill's Bookstore and Labyrinth are also worth visiting. Discover the area's water adventures with kayaking and fishing nearby, or enjoy the great outdoors with ecotours and hiking.
Orcas Island Historical Museum - 9 min drive - 7.2 km
Orcas Island Golf Course - 13 min drive - 11.4 km
Turtleback Mountain - 18 min drive - 14.4 km
Getting around
Rosario, WA (RSJ-Rosario Seaplane Base) - 15 min drive
Restaurants
Island Hoppin Brewery - 9 min drive
Doe Bay Resort & Retreat - 18 min drive
Brown Bear Baking - 8 min drive
Matia - 8 min drive
The Lower Tavern - 7 min drive
Frequently asked questions
Is Highlands View Retreat pet-friendly?
No, pets are not allowed at this property.
How much is parking at Highlands View Retreat?
On-site parking is available at the property.
What time is check-in at Highlands View Retreat?
Check-in begins at 4:00 PM.
What time is check-out at Highlands View Retreat?
Checkout is at 10:00 AM.
Where is Highlands View Retreat located?
Situated in Eastsound, this holiday home is 1 mi (1.7 km) from Moran State Park and within 3 miles (5 km) of Cascade Lake and Rosario Mansion Museum. Cascade Falls is 3.1 mi (4.9 km) away.
About the host
Hosted by Dillon Betts
I'm a longtime Orcas Island local who loves the rhythm of island life — the quiet mornings, the ferry boats passing by, and the endless places to explore. When I’m not working with guests or tending to our properties, you can usually find me out on the water in my C-Dory, exploring the islands with my family, or hiking the trails around Moran State Park.
Why they chose this property
We chose Deer Harbor because it’s truly one of the most special corners of Orcas Island. There’s a peaceful charm here that’s hard to find anywhere else—quiet mornings on the water, stunning sunsets over the islands, friendly neighbors, and a slower, more relaxed pace of life that instantly makes you feel at ease.
Deer Harbor has this unique blend of natural beauty and small-harbor character. You can watch boats drift in and out, spot wildlife right from the shoreline, walk down to the marina, or enjoy some of the best kayaking in the San Juans. It’s close to incredible island highlights like Moran State Park, Turtleback Mountain, and local farms, yet it still feels tucked away and tranquil.
Hosting here allows us to share a place we genuinely love—a place that captures everything magical about the islands. Whether guests come for adventure, quiet relaxation, or a little bit of both, Deer Harbor offers an experience that feels peaceful, authentic, and deeply memorable.
What makes this property unique
The proximity to the beach, marina, views on the deck, location, location, location!