Pet-friendly vacation rentals in Eastsound

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.

Superhost

The outdoor area features a spacious patio with a covered seating arrangement and a large, shaded table under a blue umbrella. A hot tub is positioned nearby, surrounded by vibrant plants and stone landscaping, with scenic views of the surrounding hills and trees.

Cabin in Eastsound

Cedar Orchard Cabin

Located in beautiful Westsound, 5 min from ferry, newly renovated cedar cabin with partial water view. Lovely traditional style, comfortable and perfect for your group's Orcas stay. Great, views, outdoor spaces, fire pit, BBQ, lrg spa, 55 inchTV w/5.1 surround. Steps from marina. Holds up to 6 , 2 bedrooms (2 queens), plus comfy pull out Queen bed on sun porch. Ping pong in game room garage. Large yard with apple and pear tree for delicious eating. Kayak rentals available including Life vests.

4.86 out of 5 average rating, 309 reviews

4.98 out of 5 average rating, 184 reviews

An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.

Home in Friday Harbor

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

Superhost

The exterior of The Stuga is presented, showcasing a charming two-story structure with white siding and a pitched roof. A spacious front porch features railings and seating, framed by landscaped gardens and large rocks. Sunlight bathes the area, highlighting the inviting aesthetic.

Cabin in Olga

Charming Cottage with Water Views

Located in the Historic Hamlet of Olga, The Stuga provides a quiet, spacious retreat conveniently located within steps of the water, two beaches, and a public dock. Water views on both levels, high-end linens, fully stocked kitchen, fiber internet, all in a thoughtfully designed space. Light-filled interior spaces provide comfort & convenience, great for families, groups, or remote work. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 12 min away.

4.83 out of 5 average rating, 107 reviews

4.92 out of 5 average rating, 184 reviews

A stunning view showcases the expansive Salish Sea with a foreground of evergreen trees. In the background, Mount Baker's snow-capped peak stands prominently against a clear blue sky, creating a serene natural landscape.

Cottage in Eastsound

Sea Forever Guest House (#PPRPVO-12-0033)

Come rejuvenate your soul in this cozy cottage for two tucked high up on forested Buck Mt. Breathtaking views of Baker, the Cascades, Salish Sea, eagles, deer. Utterly quiet and secluded. Charming Eastsound 10 min away.UPDATE: New Airbnb policies are shifting their guest fee to hosts forcing many hosts to raise prices which then they must pay back to Airbnb. Please book with us through VRBO instead of here. Mention it in your booking with VRBO and receive a discount on your stay.

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 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

Farm stay in Lopez Island

A sunny meadow is occupied by grazing cows, with the Field House visible in the background. The house features solar panels on the roof and large windows, surrounded by lush greenery and trees. The open lawn invites exploration within the working farm setting.

The Field House Farm Stay on Midnight's Farm

Step into island life, relax into the land on a 100 acre working farm. This sunny home invites you to read in the window seat, grill on the patio, cozy up to the woodstove or get creative in the well-stocked kitchen. Explore the pastures, marsh, and ponds. Use the yoga studio. Fire up the sauna. Charge your EV. Nestled next to the pond and removed from the activity of barn and market garden the Field House invites you to enjoy your own retreat or engage with the farm.

4.99 out of 5 average rating, 258 reviews

A relaxing hot tub is set on a deck surrounded by trees, offering a private retreat. The serene environment features wooden fencing and a pathway, with glimpses of nature visible through the trees, creating a tranquil atmosphere.

4.97 out of 5 average rating, 304 reviews

Modern Water-view Home Near Rosario, SuperHost

Experience a spacious NW Modern retreat with over 2,000 sq. ft. of open living space and captivating water views. With 250+ Five-Star reviews, you can rest assured knowing we'll do whatever we can to help you have a fantastic stay with us. Relax in king-sized beds across three bedrooms, complemented by quality furnishings. Indulge in amenities like a private hot tub, chef-quality cookware, and an espresso machine for a true home-away-from-home feel.

4.96 out of 5 average rating, 160 reviews

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.

A scenic view captures a calm waterfront at sunset, with layers of distant islands against a colorful sky. The foreground includes silhouettes of towering trees, adding depth to the landscape and enhancing the peaceful atmosphere.