Holiday houses in Orcas Island

Heather Waterfront Guest Cabin on private estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

The Windward Studio at SeaStar Lofts

Enjoy gorgeous views from this beautifully appointed condo perched right on the shore! Every convenience for your stay: fine linens, eco-friendly amenities, compact kitchen, locally roasted coffee, tasteful furnishings, and more. SeaStar Lofts are in the heart of charming Eastsound Village, with shops and restaurants 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.

Infinity House - Private Beach, Breathtaking Views

This incredible property comes with its own private beach, breathtaking ocean & mountain views, & is walking distance to the village of Eastsound, with shops, restaurants, and galleries. The 3200 square foot residence is designed for casual & comfortable living. The entry, living room, & dining room are oriented toward the waterfront as is the terrace, where you will lounge, BBQ , dine alfresco, & bask in glorious sunsets. We require a signed rental agreement. View in "Other things to note."

Romantic Deception Pass Waterfront Deck Over Water

Deception Pass waterfront home w/beach access. Pier converted to deck in Deception Pass. Cabin w/beach access & sweeping views of Deception Pass, Cornet Bay & Whidbey Island. Stay 4 nights between July-1October 2026 and receive 2 free tickets with Deception Pass Boat Tours. This cozy cabin is perfect for romantic getaways, solo escapes, or remote work with a view. Wall of windows for spotting seals, otters, eagles and whales from this perfectly perched cozy cabin with modern amenities.

The Pearl

The Pearl is a modern studio for a couple or solo traveler wanting to explore the wild beauty of Orcas Island. Overlooking the Salish Sea and the charming village of Eastsound, we invite you to relax by the gas fireplace and enjoy making meals in a fully equipped kitchen. Our studio cottage features: ☀️ Gas Fireplace ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities ☀️ Waterfront Park Your island escape is ready for you ✨

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Escape to this peaceful seaside bungalow with stunning views of Matia and Sucia Islands on the Salish Sea. Perfect for couples or solo travelers, it offers a hot tub, state-of-the-art kitchen, and a cozy Scandinavian gas fireplace. Enjoy privacy, quiet surroundings, and in-season whale sightings. Whether you’re relaxing indoors or taking in the views, this charming retreat provides everything you need for a memorable getaway. Rental agreement required. LANDUSE-21-0060

Wake up to this! Near Eastsound!

Welcome to your peaceful island hideaway — a cozy studio attached to our home, with its own private entrance and deck overlooking the Strait of Georgia. Enjoy unforgettable sunsets, stargazing, and the twinkling lights of Vancouver on clear nights. It’s the perfect spot to relax, recharge, and take in the magic of Orcas Island. We do have a three night minimum, but feel free to reach out to request a two night, which are available time to time! PPROVO-15-0022

The Salish Waterfront Retreat

Fishing Bay. Ground-level suite. On the water right next to the village of Eastsound. No Pets or ESA with hair or dander. An exclusive location with amazing views, private beach, two kayaks, above water deck, a Japanese Soaking Tub, and outdoor fire pit. All within a five minute walk to Eastsound. Kayaks, bicycles, mooring buoy, and crab trap are available for free on site for use with a signed Release of Liability located in the three ring binder in the unit.

Luxury Waterfront & Views, Private Beach, Golfing

Welcome to Eastsound Shores, our spacious designer home overlooking the Salish Sea! 🌊 Enjoy expansive decks for outdoor living and dining, a fantastic Chef's kitchen, and cozy evenings by the fire with games and a wet bar. Each ensuite bedroom features a luxurious bathroom, perfect for family and friend gatherings. Plus, explore the private beach trail and unique rocky shore right at your doorstep. We can’t wait to host you for an unforgettable getaway!

Bright, Contemporary, Walk to Town, Cafes & Beach

Experience stylish, contemporary living at Madrona Pointe, our centrally located home! 🌟 Just a short walk from the best shops and cafes, the spacious living area and gourmet kitchen make it easy to enjoy time with friends and family. Cook your own meals or stroll into town to savor local foods and craft drinks. Adventure is at your fingertips with hiking, kayaking, and paddleboarding nearby. Plus, we're only a two-minute walk to Crescent Beach! 🏖️✨

Contemporary Home with Mountain and Valley Views

Newly built house in West Sound overlooking Crow Valley and Turtleback Mountain. Enjoy the indoor/outdoor design of the home and all its modern amenities while escaping the noise and the crowds. Two miles from the ferry and six miles from the shops of downtown Eastsound, this contemporary house allows you the peace and solitude you’re looking for while also providing easy access to all Orcas Island has to offer. Permit LANDUSE-22-0096