Family-friendly vacation rentals in Eastsound

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is a cozy cottage on 10 acres near the north shore of Orcas Island. Enjoy a peaceful farm setting with a nearby semi-private beach perfect for strolls, tide-pooling and spectacular views. Eastsound’s shops and restaurants are just a 5-minute drive, or an easy walk or bike ride away. Our full-time home about 75 yards away. We’re happy to say hello when we’re around, but also offer self-check-in. You may see us around, but the cottage is entirely your own private space.

Water View! PORT SUITE

Water view! 1,100+ sf. Luxury Suite in the heart of Orcas Island. Located in Eastsound Village-- walk to shops, restaurants, galleries & the beach! * Master bedroom (K): organic latex mattress, luxury linens, down duvet and pillows * Spacious bath: 2-person jetted tub & steam shower * Full kitchen open to living area * 2-sided gas fireplace * Private sun deck with water view Note: if PORT is booked, check the Eastsound Suites STARBOARD listing. Suites are identical- same Fishing Bay view!

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.

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

Cabin in the Orchard

Escape to a recently built cabin, enveloped in a historic apple orchard on 5+ acres, close to all the amenities. Our guests appreciate the privacy of our location, along with the ease of access to all the activities our island has to offer. Imagine yourself in a comfy rocker on the porch watching deer graze right in front of you. Try a stay in our cabin for peace, comfort and cleanliness, (full kitchen & fridge included) We’re proud of our superhost status! #PPROV0-16-0032

Entire Guest Suite on Orcas Island Golf Course

Enjoy peace and privacy in this cozy king-bedroom suite on Orcas Island Golf Course ⛳. With its own private entrance and beautiful fairway views, this space is perfect for relaxing or exploring nearby nature spots. ✔ En-suite bath with a shower 🚿 ✔ Wi-Fi, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the course Close to hiking 🥾, whale watching 🐋 & Eastsound charm. Book your escape! 🏌️‍♂️

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! 🏖️✨

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

Newly updated cottage; hot tub, forest/ocean view

Enjoy the perfect island vacation in our newly updated cottage in the woods. Just minutes from the village of Eastsound, Crescent Beach and Moran State Park, our home offers comfort, coziness, a hot tub, full kitchen, a living room, 2 fire places, and even a dedicated work space. There are two upstairs bedrooms, and a murphy bed in the downstairs common area with its own bathroom. Signed rental agreement required prior to check-in.