Pet-friendly holiday rentals in Eastsound

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.

4.89 out of 5 average rating, 139 reviews

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.

4.95 out of 5 average rating, 112 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 Bellingham

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, 167 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.

The vacation rental home sits peacefully by a pond, surrounded by greenery. Its modern design features large windows and a welcoming front porch. The reflection of the house can be seen in the calm waters, enhancing the serene atmosphere of the property.

4.9 out of 5 average rating, 255 reviews

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

4.91 out of 5 average rating, 317 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

4.87 out of 5 average rating, 235 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!

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.

4.83 out of 5 average rating, 158 reviews

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.

4.99 out of 5 average rating, 252 reviews

A serene view from the cabin's backyard showcases calm waters reflecting soft pastel hues of dawn. The landscape features distant islands surrounded by trees, while a fire pit with seating is positioned on the grassy area, inviting relaxation amid nature.

Cabin in Anacortes

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has updated windows, base board heating, wood burning fireplace. High-speed WiFi available. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here.

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, 284 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.

An outdoor living space features comfortable seating around a propane fire pit, illuminated by string lights overhead. Two kayaks are mounted on the wall, and a hot tub is positioned nearby, providing a relaxed ambiance for gatherings.

4.94 out of 5 average rating, 131 reviews

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

4.96 out of 5 average rating, 153 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, 283 reviews

Glamping in Friday Harbor

4.75 out of 5 average rating, 267 reviews

A cabin-style home is nestled among tall trees, with colorful autumn foliage adding vibrancy to the landscape. The structure features a welcoming entrance with a small deck, while a gravel pathway leads through a tranquil outdoor setting.

Home in Anacortes

Olga house

A charming cottage sits by the water's edge, surrounded by lush greenery and trees. The gentle slope leads to a rocky beach, with a sea wall visible. Red outdoor seating is positioned on the lawn, offering a space to enjoy views of the bay.

4.97 out of 5 average rating, 336 reviews

Unique Waterfront Beach House - pets welcome!

4.95 out of 5 average rating, 106 reviews

Home in Columbia

Spacious & Stocked Family Craftsman Elizabeth Park

A partially covered deck features a propane fire pit table at its center, surrounded by two Adirondack chairs. A grassy lawn is visible beyond, dotted with stones and trees in the background, enhancing the natural setting.

4.92 out of 5 average rating, 123 reviews

2 acres of seclusion near Roche Harbor Resort!

4.95 out of 5 average rating, 168 reviews

A welcoming front porch features two blue chairs facing the yard, accompanied by a potted plant on a small table. A welcome mat lays at the entrance, and the pathway is bordered by greenery. The blue sky and distant trees enhance the outdoor ambiance.

Home in Bellingham

The Northwest Farmstead

4.94 out of 5 average rating, 773 reviews

A welcoming front entry is framed by lush green foliage. The turquoise door is highlighted by a warm light fixture, with a small table and red chairs inviting relaxation. Decorative elements, including a welcome sign, add a personal touch to the inviting space.

Home in Anacortes

Hill House Private Entry Suite - No Cleaning Fee

Superhost

The cottage exterior is surrounded by lush greenery, featuring a wooden deck with seating options and a fire pit at the center. Red chairs add a pop of color against the natural landscape, while the sky overhead is punctuated by soft clouds.

Home in Orcas Island

4.74 out of 5 average rating, 109 reviews

Orcas Island, Paris Cottage #213

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 134 reviews

A cedar barrel sauna and a cold tub are nestled among the lush greenery of the forest, surrounded by twinkling string lights. The natural setting enhances a sense of tranquility, inviting relaxation after outdoor adventures.

Home in Bellingham

Bellingham Adventure Pad - Hike, Bike, Lake, Sauna

4.86 out of 5 average rating, 37 reviews

The cottage exterior features a welcoming yellow facade, complemented by architectural details such as a steeply pitched roof and wooden beams. A lush tree provides shade, while stone accents at the base enhance the rustic charm. The front door is framed by greenery, inviting guests to enter.

Cottage in Pender Island

Marina View Cottage at Currents in Otter Bay

4.95 out of 5 average rating, 87 reviews

A cozy porch area features two red Adirondack chairs positioned on a grassy lawn, offering views of the sunset. The horizon glows with warm colors while the home’s exterior is painted in soft blue, complementing the serene environment.

Home in Coupeville

Whidbey Ocean Overlook with Summer Pool Access

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, 90 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

4.97 out of 5 average rating, 31 reviews

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.

Cottage in Pender Island

Gulf Island Private Cabin Getaway

4.96 out of 5 average rating, 175 reviews

An enclosed indoor pool area features a large swimming pool with a water slide and decorative plants. Ample seating is arranged along one side, and a whimsical bird sculpture is visible in the water. Natural light filters through the transparent roof, creating a bright atmosphere.

Cottage in Everson

Cottage at Sundara West-Heated Pool open all year

5 out of 5 average rating, 17 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

Private, pet-friendly home rentals

4.97 out of 5 average rating, 66 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

4.92 out of 5 average rating, 38 reviews

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, 83 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.

4.9 out of 5 average rating, 49 reviews

Yellow Lantern Cottage

A relaxed living space features a dark gray sofa adorned with an array of patterned cushions in shades of blue. A wooden coffee table sits in front, while a small dining area is visible in the background, illuminated by soft natural light.

4.94 out of 5 average rating, 68 reviews

Charming hidden Rosemary Cottage, right in town!

4.92 out of 5 average rating, 97 reviews

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.

Cottage in Pender Island

Cozy Cedar Cottage

A well-maintained outdoor patio area features several wooden Adirondack chairs arranged around a stone circular patio. Lush greenery and colorful flowers surround the space, while a wooden fence encloses the yard, providing a sense of privacy. A clear blue sky is overhead.

5 out of 5 average rating, 22 reviews

North Shore Retreat: Beach access, Tennis Court

A serene stretch of sandy beach is accompanied by inviting lounge chairs set under the surrounding trees. Gentle waves lap against the shore, while the forested backdrop provides a natural, secluded feel. The bright sky enhances the peaceful ambiance of this private coastal retreat.