Pet-friendly holiday 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.

Artists Stone Cabin with Sauna & Cedar Soaking Tub

Welcome to this historic 70s stone cabin retreat, minutes from town! Redesigned by a local artist & architect, this luxe and cozy home sits at the end of a quiet road, bordering a state park surrounded by native forest. Unwind in your own private bathhouse & sauna along the creek after hiking/biking on Galbraith trails or exploring Bellingham. The fully equipped house includes a chef’s kitchen, high-end finishes, local art, and a blend of modern/vintage charm, making for a truly memorable stay.

Private Pond, Dog-Friendly, Peaceful, Golfing

Dragonfly Pond is a spacious, light-filled home with high ceilings and comfy furnishings. Sip coffee on the deck while ducks glide across your private pond. Enjoy total privacy with close proximity to hiking, paddle boarding, shopping and cafes. 🔹Dog and Kid Friendly with a big yard 🔹Fully stocked kitchen 🔹Fast WiFi 85 Mbps 🔹Large Dining and Living Room 🔹Pond views 🔹Private 7 acre wooded setting 🔹 4 min to Eastsound Village 🔹14 min to Orcas Ferry Landing 🔹 9 min to Moran State Park

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.

Cozy Modern Cabin - The Dragonfly on Guemes Island

Escape to a pet-friendly paradise on Guemes Island! This 2-bed, 1-bath open floor haven sprawls across 2.5 lush acres. Imagine: industrial-grade steel meets polished concrete, inviting nature inside through expansive windows. A glass reading nook, a balcony for forest views, and a woodfire stove providing cozy comfort. Embrace the outdoors inside and revel in the flood of natural light. This is your private retreat—full access to a nature-infused getaway! We are pet-friendly w/no pet fees

Mandala House - Relax, Rest, & Recharge in Nature

Book w/Confidence! Buy trip insurance. Ask for details. Our treasured Orcas Island home is set on the west side of Mt. Constitution, near Moran State park. Tucked away in the woods, enjoy gorgeous views of the deep forest. Sit on the deck & have coffee while deer come close. Lay in the hammock & watch eagles soar overhead. Eastsound, Cascade lake, & Rosario Resort are less than 10 minutes away. Pet fee $100 for 1 pet. $50 for 2nd pet. We require a signed rental agreement #00-18-0002

FoxGlove Cottage Private Beach Sleeps 4 Wifi Pets

FoxGlove Cottage is nestled into the shoreline of Deer Harbor on Orcas Island. You will enjoy coffee or wine on the back deck with one of the most epic views this island offers. Walk out your back door to the beach, the marina or for local fare. This cottage newly updated. It is charming and quaint and ready to make memories for your family. We are pet friendly with pre approval. You are able to fly into Deer Harbor on Kenmore Air or use the Washington State Ferry System.

Relaxing retreat with Hot Tub close to everything

At Orcas Island Getaway @ Bracken Fern, you'll find our focus on creating a great guest experience and a fantastic remodel to make you feel welcome in our comfortable home. We look forward to having you stay. Enjoy your stay in this 2b/2ba home on a large 3/4 acre lot with towering evergreen trees providing privacy. Manufactured in 2001 and full remodel in 2014/2015, you'll find a clean, relaxing home with quality furnishings and tasteful decor.

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.

Beach Cabin (2BR, beach fire pit, west-facing)

This Beachfront 2BR Classic+ Cabin sits right on our prime west-facing no-bank sand and pebble beach. Walk directly off the porch and enjoy your private beach area and beach fire pit directly in front of the cabin. Incredible wildlife viewing! And of course you'll be treated nightly to our absolutely stunning sunsets! We are fully licensed and have been in continuous operation since 1938.

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