Pet-friendly vacation rentals 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.

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.

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.

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.

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.

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.

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!

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.

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.

Dog friendly cottage w/Hot Tub+Kayaks, & e-bike

The cottage features partial ocean views with a fenced front yard. Enjoy 3 kayaks, hot tub, & propane fire pit and BBQ. The floor plan is wonderful for multiple couples or 2 small families. Both floors provide privacy of separate spaces while seamlessly flowing together, each featuring comfortable living areas (kitchen, bathroom, & bedroom). Relax in the hot tub, kayak, & e-bike to town. Pet fee $100, $50 for 2nd pet Signed rental agreement required

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.

Beautiful Modern Home- Water View- Dog Friendly

Enjoy spectacular sunsets from our NEW larger deck at our beautiful home located in the VERY POPULAR Rosario area. 1.5 miles to the entrance of Moran State Park with lakes, hiking and Mt. Constitution. 2 miles in the other direction is the Rosario Resort. The large Master Suite has a jetted tub, shower and private access to the deck. Guest Bedroom has separate full bath and queen bed