Family-friendly holiday rentals in Eastsound

4.97 out of 5 average rating, 339 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 ✨

4.98 out of 5 average rating, 204 reviews

Forest luxury. Gourmet kitchen. Moran Park nearby

Tree Haven is the perfect getaway for friends & small families! Wake up surrounded by towering firs, cook real meals in a fully stocked chef's kitchen & explore beautiful Orcas Island from the ideal central base. A peaceful forest retreat close to everything. 🔹 2 min to Moran State Park trails & Rosario Marina 🔹 9 min to Eastsound shops, cafés & beaches 🔹 Fast WiFi throughout 🔹 Fully stocked chef's kitchen 🔹 Private deck with BBQ & outdoor dining Your Orcas Island adventure awaits! ♥️

4.92 out of 5 average rating, 239 reviews

A cozy yurt is nestled among trees, featuring a circular design with a beige roof and rustic wooden door. Two red camping chairs sit on a wooden deck in front of the door. An outdoor kitchen area is located to the right with a small table.

Yurt in Olga

Yurt camping in Doe Bay area

Relax in a spacious yurt on the side of Mount Pickett next to Moran State Park. Less than a five minute drive to Doe Bay Resort. Twelve miles past Eastsound on the Horseshoe Highway and 20 miles from the ferry landing. The yurt has an outdoor kitchen space with a camp stove and most of the utensils for preparing and serving food. There is an outdoor fire spot and a picnic table for outdoor relaxing and dining. There is also an outdoor shower and outhouse with a composting toilet.

4.91 out of 5 average rating, 327 reviews

A serene outdoor balcony offers a view of the calm waterfront, framed by trees. A small table displays two glasses of red wine and a bottle, inviting relaxation. The sky is partly cloudy, with sunlight reflecting on the water.

Loft in Eastsound

The Leeward Studio at SeaStar Lofts

Soak in gorgeous views from this beautiful condo perched on the shore! Located in the heart of Eastsound Village, with shops and restaurants just steps away. Enjoy tasteful decor, balcony, fine linens, fully equipped kitchenette, locally roasted coffee, soaking tub, cozy propane heating stove, and much more. Pure magic! 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.

4.95 out of 5 average rating, 200 reviews

A recently built cabin with wooden siding is surrounded by a lush green lawn, framed by trees. A picnic area with red benches is situated in the foreground, inviting outdoor relaxation. The cabin features a spacious porch with ample windows, showcasing a bright and airy atmosphere.

Cabin in Eastsound

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

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, 134 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

4.88 out of 5 average rating, 139 reviews

A spacious room features a king-sized bed with a quilted grey cover, paired with a comfortable armchair and a wooden chest. A glass sliding door offers access to a grassy outdoor area, where a glimpse of greenery is visible. A wall-mounted television is positioned for easy viewing.

Guest suite in Eastsound

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! 🏌️‍♂️

4.98 out of 5 average rating, 290 reviews

A charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.

Cottage in Eastsound

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

4.98 out of 5 average rating, 317 reviews

A serene water view reflects soft pastel hues of pink and blue in the sky, surrounded by lush green hills. The stillness of the water is complemented by distant tree-covered slopes, creating a peaceful natural setting.

Guest suite in Eastsound

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.

5.0 out of 5 average rating, 115 reviews

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! 🏖️✨

4.95 out of 5 average rating, 402 reviews

A cozy living area features large French doors that open to a deck, allowing natural light to fill the space. Comfortable seating includes a dark chair with a soft throw and a light sofa adorned with decorative pillows. A small wooden coffee table sits on a textured rug.

Guest house in Eastsound

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