Waterfront holiday rentals in Orcas Island

4.89 out of 5 average rating, 148 reviews

The cottage's exterior features a light-colored wood facade with large windows. Surrounding the property, lush greenery and flowering plants create a serene setting. A small seating area is positioned on the lawn, offering a view of the peaceful garden.

Cottage in Eastsound

Willow Beach Cottage

Willow Beach Cottage, relaxing rustic 100 year old Cape Cod rural caretakers cottage. 1 - 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Beach, campfire,(seasonal) KAYAKS, PADDLE BOARDS & yard games, also used by our other guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

A spacious outdoor deck features a large wooden table surrounded by several chairs. Panoramic views of the waterfront and surrounding hills are visible, enhanced by the natural sunlight reflecting off the water.

4.96 out of 5 average rating, 113 reviews

Waterfront! - Incredible views; Private rocky beac

BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & GOURMET KITCHEN Picture phenomenal sunrises, five acres of lushly wooded hillsides and moss-covered slopes, a seasonal stream, the call of sea birds, and 300 feet of rocky shoreline. This is the beauty of nature that surrounds this northwest contemporary vacation home on Orcas Island. You will find Erehwon Seaside at the end of a winding drive through a magical forest setting. This home is a well built and well cared for home offerin

Superhost

A light-filled living space features a gray sleeper sofa adorned with a cozy blanket. An oval mirror reflects the bright interior, while a dining table and chairs are positioned near a large window offering scenic views. Soft textures create a welcoming atmosphere.

Guest house in Olga

Little Stuga | Water Views, Cozy, Great Location

Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

4.86 out of 5 average rating, 267 reviews

4.97 out of 5 average rating, 340 reviews

Cottage in Eastsound

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

The vacation rental home sits peacefully by a pond, surrounded by greenery. Its modern design features large windows and a welcoming front porch. The reflection of the house can be seen in the calm waters, enhancing the serene atmosphere of the property.

4.89 out of 5 average rating, 263 reviews

Private Pond, Dog-Friendly, Peaceful, Golfing

Dragonfly Pond is a spacious, light-filled home with high ceilings and comfy furnishings. Sip coffee on the deck while ducks glide across your private pond. Enjoy total privacy with close proximity to hiking, paddle boarding, shopping and cafes. 🔹Dog and Kid Friendly with a big yard 🔹Fully stocked kitchen 🔹Fast WiFi 85 Mbps 🔹Large Dining and Living Room 🔹Pond views 🔹Private 7 acre wooded setting 🔹 4 min to Eastsound Village 🔹14 min to Orcas Ferry Landing 🔹 9 min to Moran State Park

4.95 out of 5 average rating, 330 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

4.97 out of 5 average rating, 179 reviews

A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.

Home in Friday Harbor

Waterfront San Juan Island Retreat | Beach & Views

Wake up to sweeping waterfront views at Westward Cove, a spacious beach house on the west side of San Juan Island. Perched on one of the island’s rare sandy beaches, our home is the perfect spot to relax, soak in the hot tub, or simply enjoy the sound of the waves. From the deck, you’ll have front-row seats to the island’s incredible wildlife. Just 10 minutes to Friday Harbor and Lime Kiln State Park, this peaceful retreat blends comfort, nature, and unforgettable views. Sleeps up to 6.

4.9 out of 5 average rating, 168 reviews

Two wooden Adirondack chairs face a stunning waterfront view, each with a glass of red wine positioned on the armrests. A bottle of wine stands on the concrete patio, framed by rustic wooden railings and lush greenery, with distant hills visible across the water.

Loft in Eastsound

The Captain's Suite at SeaStar Lofts

Gorgeous views from this beautifully appointed condo perched right on the shore, with private waterfront patio! We've provided every convenience: fine linens, eco-friendly amenities, tasteful furnishings, fully equipped compact kitchen, locally roasted coffee, spacious floor plan, and more. All conveniences just steps away. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund should you need to cancel. And rest assured, we THOROUGHLY disinfect between guests.

Superhost

A classic cabin is situated just off the beach, featuring a wooden exterior and a covered patio. Picnic tables with umbrellas and seating are placed near the water's edge, surrounded by natural stones and lush greenery. A glimpse of parked vehicles is also visible.

Cabin in Eastsound

Beachfront Cabin, 2BR on absolutely stunning beach

This Classic 2BR cabin sits right on our prime west-facing, no-bank, sand and pebble beach. You can't get any closer to the water than our beachfront cabins. Classic Beachfront Cabins at West Beach Resort are your quintessential Pacific Northwest cabin on the beach experience. To top it off, our guests are treated with absolutely epic nightly sunsets as we face due west! Relax at your beachside fire pit and watch the sun set behind the Canadian Gulf Islands. A real treat!

4.87 out of 5 average rating, 241 reviews

The exterior of a craftsman-style home is showcased, featuring a distinctive metal roof and multiple gabled sections. Warm lights illuminate the front windows, enhancing the welcoming feel. Surrounding gardens and a gravel pathway lead to the entrance, framed by lush greenery and trees.

4.98 out of 5 average rating, 135 reviews

Waterfront home, stunning sunsets, sleeps 11

Craftsman 2600 sq. ft. home Large wall of windows and high ceilings 1.5 miles from the town of Eastsound Stunning sunset views Fully stocked kitchen Perfect for large groups and family friendly Open floor plan with wood floors throughout Woodstove and cozy reading nook Large deck with grill Ping-pong table, board games, books and DVD’s Medium/low bank beach access Huge sandy beach at minus tide Rocky beach at low tide Public beach access one block away Private mooring buoy

The image captures a serene sunset over calm waters, with the sun setting on the horizon. The rustic cabin is framed by trees, and a grassy area with a picnic table and small boats is visible. Gentle waves reflect the warm colors of the sky.

4.95 out of 5 average rating, 142 reviews

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 bedrooms. Stunning views, private beach just steps from our 40 ft deck, hot tub, bikes, kayaks, row boat, crab pots, fire pit, ping pong table, BBQ, and mini-gym. You will have the ultimate vacation on Orcas Island. Inside you will find a luxurious master bedroom, 2 bathrooms, 2 bedrooms, 2 "bonus" rooms, 6 beds. Pet Fee: $100 first pet. $50, second pet. We require a signed rental agreement prior to check-in. PCUP000-16-0032