Pet-friendly holiday rentals in Eastsound

4.89 out of 5 average rating, 137 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.

4.87 out of 5 average rating, 295 reviews

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.

4.98 out of 5 average rating, 107 reviews

A historic stone cabin is set amidst a forest landscape, with a gravel path leading to the entrance. Natural stone walls blend with a wooden beam overhang, while a chimney adds to the rustic charm. Low-maintenance landscaping features river stones and various shrubs.

Home in Geneva

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.

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.

4.98 out of 5 average rating, 161 reviews

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.

5 out of 5 average rating, 109 reviews

A modern black structure stands amid lush greenery, characterized by large windows and a flat roof. A picnic table is positioned on the grassy area in front, surrounded by tall trees. Sunlight filters through the foliage, illuminating the natural setting.

Cabin in Anacortes

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

The exterior of the home is framed by vibrant greenery and colorful gardens. Flowering plants and decorative rocks enhance the natural beauty of the yard. Sunlight bathes the scene, highlighting the charming stonework and large windows of the house beneath a clear blue sky.

4.89 out of 5 average rating, 112 reviews

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

4.9 out of 5 average rating, 315 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.

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

4.86 out of 5 average rating, 229 reviews

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!

4.83 out of 5 average rating, 158 reviews

A serene view of the waterfront at dusk, framed by trees. A wooden staircase leads down towards the shore, where the calm water reflects soft colors. The marina is visible in the background, with boats gently moored along the dock.

Cottage in Eastsound

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.

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, 281 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, 151 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.

4.97 out of 5 average rating, 105 reviews

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

Popular amenities for Eastsound pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A cozy sleeping area features a spacious bed covered with a colorful quilt. Two bedside lamps sit on wooden tables, and fresh towels are neatly arranged at the foot of the bed. Natural light enters through skylights and a nearby window with patterned drapes.

4.96 out of 5 average rating, 281 reviews

Glamping in Friday Harbor

4.93 out of 5 average rating, 114 reviews

The living room features a high wood-beamed ceiling and large windows that provide ample natural light and views. A cozy seating area includes a queen sleeper sofa, recliner chairs, and a coffee table. A gas fireplace adds warmth, while a smart TV is positioned above a cabinet.

Home in Oak Harbor

Fabulous View * Harbor/CityView * King* Fire Pit!

An outdoor seating area is arranged on a stone patio, featuring a comfortable sectional sofa, dark coffee table, and accent chairs. A firepit stands nearby, with a backdrop of tall evergreens and a view of the water and mountains beyond. A patio heater is also present.

4.95 out of 5 average rating, 74 reviews

Peaceful Orcas Island Getaway (License: 19-0012)

4.95 out of 5 average rating, 204 reviews

A charming beach home is depicted, featuring a stone entryway and wooden deck with an American flag prominently displayed. The well-maintained exterior includes large windows and is surrounded by lush greenery, offering a welcoming appeal. Ample parking space is visible in front of the house.

Home in Camano

Quiet, Unique, Cozy Beach home therapeutic Hot Tub

4.92 out of 5 average rating, 266 reviews

Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.

Home in Decatur Island

Hobby Farm Remote private island! Escape Seattle!

4.97 out of 5 average rating, 1,195 reviews

A vibrant red craftsman home features blue accents and a welcoming front porch. Two chairs are positioned beside the entrance, and a flag is displayed prominently. Large windows allow natural light to fill the space, with a well-maintained garden area visible in front.

Home in York

Bellingham Bungalow. (B&B permit USE2o18oo11)

The exterior of a spacious green house is showcased, featuring a friendly red door and stone accents. Lush landscaping surrounds the property, with various plants and trees visible. The house is positioned near the waterfront, framed by a clear blue sky.

4.95 out of 5 average rating, 366 reviews

Waterfront Beach house, pet friendly

4.91 out of 5 average rating, 179 reviews

A modern living room is shown with large windows offering views of the water. A dark sectional sofa is adorned with colorful throw pillows. A round glass coffee table sits in front, reflecting the natural light pouring in. Soft curtains complement the serene atmosphere.

Home in Oak Harbor

Seascape Stay

Pet-friendly home rentals with a pool

A spacious deck is surrounded by trees, offering views of Otter Bay and the marina in the distance. Teak furniture is arranged for seating, creating a relaxing outdoor space. The atmosphere is bright and open, with blue skies visible above.

4.86 out of 5 average rating, 36 reviews

Marina View Cottage at Currents in Otter Bay

The exterior of a blue cabin showcases a welcoming entrance with a wooden door framed by decorative stonework. Under a peaked roof, a bright flower basket hangs next to a window, enhancing the charming façade. Clear skies are visible above the structure.

Cabin in Pender Island

Family Friendly Cabin on Pender

A serene waterscape at dusk captures a gradient of soft pink and purple hues in the sky. The calm surface of the water reflects the colors above, while silhouettes of distant hills are visible on the horizon. Nearby, a rocky shoreline is lined with gentle waves.

4.9 out of 5 average rating, 52 reviews

Currents Cottage at Otter Bay, Pender Island

A private elevated deck offers views of a serene lake surrounded by lush greenery. Gentle curves of the shoreline are visible, along with a small dock. Comfortable outdoor seating is positioned on the deck, inviting relaxation in a tranquil setting.

4.89 out of 5 average rating, 89 reviews

Gramma's House, Lake, HotTub, Swim, View, Gorgeous

4.91 out of 5 average rating, 65 reviews

Two quaint cottages are positioned on elevated foundations, surrounded by trees. Each cottage features a spacious deck and large windows, allowing natural light to fill the interior. A stone chimney is visible on the lower structure, emphasizing the rustic charm of the setting.

Cabin in Pender Island

Currents at Otter Bay, Pender Island Cottage

A sunlit deck features a wooden lounge chair and side table, both positioned for a view of the ocean. A bottle of wine and a glass rest on the table, alongside expansive views of the water and surrounding trees.

4.97 out of 5 average rating, 31 reviews

Gulf Island Private Cabin Getaway

5 out of 5 average rating, 16 reviews

A bright bedroom features large windows allowing natural light to fill the space, with a view of the ocean and trees outside. A plant is positioned beside the window, and a cozy throw blanket rests on the spacious bed, enhancing the serene ambiance.

Home in Pender Island

Arbutus Lodge at the Tides

Cabin in Pender Island

Currents -Waterfront cottage.

Private, pet-friendly home rentals

4.97 out of 5 average rating, 65 reviews

An outdoor patio area is featured, equipped with dark metal tables and chairs beneath green umbrellas. Lush greenery and decorative potted plants surround the space, along with a gravel pathway leading to the elegant house with large windows reflecting the natural light.

Home in Lummi Island

Seafront Beach House - Hot tub, Landscaped Grounds

4.91 out of 5 average rating, 33 reviews

An outdoor deck features a round table surrounded by four chairs, complemented by a heater. The scene showcases expansive views of the Puget Sound, framed by lush trees. A pastel sunset bathes the area in soft colors, enhancing the tranquil atmosphere.

Home in Oak Harbor

Whidbey Island R&R

Tiny home in Saturna Island

A vintage double-decker bus is nestled among tall trees, featuring a two-story structure painted in green. A wooden staircase leads to the entrance, with a secure area for outdoor equipment beside the bus. Natural surroundings create a serene and inviting atmosphere.

4.98 out of 5 average rating, 81 reviews

Wild Thyme Hideaway

Superhost

The exterior of the cottage presents a charming design with light-colored wooden siding and a steep roof. Two red chairs sit on the porch, inviting relaxation. Surrounding greenery and a log on the ground create a pleasant outdoor setting.

Cottage in Eastsound

4.93 out of 5 average rating, 45 reviews

Yellow Lantern Cottage

A cozy cabin is nestled among tall cedar trees, elevated slightly above the ground. A wooden deck extends from the cabin's entrance, surrounded by a carpet of earth and fallen leaves. Sunlight filters through the branches, creating dappled patterns on the forest floor.

4.92 out of 5 average rating, 90 reviews

Cozy Cedar Cottage

A modern living area features a sleek, mounted flat-screen TV above a stone fireplace. Flanking the fireplace, built-in shelves display books and decorative items. A comfortable gray armchair sits beside a round wooden coffee table, which holds a small potted plant.

4.98 out of 5 average rating, 48 reviews

Elegant Madrona Townhouse, right in Eastsound!

Guest house in Friday Harbor

5 out of 5 average rating, 39 reviews

Beach | Kayaks | Hot Tub | Private Cottage

A wooden outdoor dining set is positioned on a spacious deck, overlooking serene water views. Lush greenery and tall trees frame the scene, with a scenic coastline visible in the distance under a clear blue sky.