Pet-friendly holiday rentals in Eastsound

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, 134 reviews

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 rooms in which you can sleep (see photos). 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. 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

4.91 out of 5 average rating, 226 reviews

A spacious studio room features a large bed adorned with a colorful patchwork quilt. A cozy seating area with a sofa is positioned nearby, and a dining table is situated to the right. Soft natural light enters through multiple windows, illuminating the warm wood accents.

Loft in Eastsound

The Spinnaker Studio at SeaStar Lofts

Beautifully appointed condo with every amenity, overlooking the heart of charming Eastsound Village. Every convenience is provided: fine linens, tasteful decor, fully equipped kitchenette, locally roasted coffee, flat screen tv, and cozy propane heating stove. Enjoy a stroll down the beach and walk to all conveniences. 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.

4.86 out of 5 average rating, 225 reviews

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!

4.99 out of 5 average rating, 244 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.

4.96 out of 5 average rating, 113 reviews

The main living area is filled with natural light, featuring a green sofa and a wooden coffee table on a woven rug. A tan armchair and a round dining table with stylish chairs provide ample seating, accompanied by unique wall art that adds character.

Home in Anacortes

Modern Condo Near Downtown Shopping & Restaurants

Enjoy your time in Anacortes at our condo ideally located for adventure and relaxation. Nestled near scenic popular hiking trails and thrilling whale watching tours, while being closely located to the historic downtown with plenty of shopping, book stores to explore, a variety of restaurants, and quaint coffee shops. Whether you’re seeking outdoor adventure or just enjoying the sights, our condo offers the perfect blend of convenience and comfort for your stay.

A spacious deck showcases a hot tub framed by tall trees. Large windows reflect the colorful sky at sunset, enhancing the connection to nature. The deck features wooden railings and a clear view of the surrounding landscape, creating an inviting space for relaxation.

4.98 out of 5 average rating, 339 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design with over 2,200 sq ft of open living space. Quality finishes and luxury details set this home apart. We've curated the furnishings and decor with care, choosing quality products and furnishings that anyone would enjoy living with full-time, and equipped with amenities such as hot tub, espresso machine and billiards table in the recreation room. All 3 bedrooms feature king-sized beds and quality linens.

4.86 out of 5 average rating, 190 reviews

Cabin in Ferndale

Waterfront Shalom Cabin in Sandy Point

Have a dream oceanfront getaway at beautiful Lummi Bay! A cute two-bedroom cabin is fully equipped for your vacation. Tastefully renovated with new furniture and kitchen equipment. Relax on the beach as you watch the early golden sunrise. Take the canoe out for a paddle in the waters of Lummi Bay. Grab a bundle of firewood at the local convenience store. Dog friendly ($20 fee each) 2 max. See pet fee at booking. Note: BBQ put away for winter.

4.92 out of 5 average rating, 264 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!

Best views in all of the San Juan Islands! Take a private ferry 20 min from Anacortes to remote Decatur island! 20 acres of deer trails and a private beach. This is a hobby farm where dogs are welcome. Gorgeous trails, fire pit and amazing hikes. Enjoy this perfect natural hideaway! Play golf, hike the beach, or visit the old fashioned Country Store for milkshakes and coffee. We also have a great Farmers Market! Kayaking from the beach!

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.

Guesthouse in Friday Harbor

The image shows a charming cottage featuring a sunroom with large windows, allowing natural light to fill the space. An American flag is displayed outside, while lush green bushes frame the entrance. The surrounding landscape is open and pastoral, creating a serene atmosphere.

4.93 out of 5 average rating, 687 reviews

Peaceful Sunny Cottage on 15 acre Pprovo-14-0016

Comfortable one bedroom cottage with sun-room fully insulated and extremely wonderful . There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

4.97 out of 5 average rating, 519 reviews

A charming cottage is surrounded by vibrant greenery and seasonal foliage. Lush red plants contrast with the wooden exterior of the building, which features large windows that invite natural light. The serene landscape includes ornamental grasses and tall trees, enhancing the cottage's tranquil setting.

Cottage in Lopez Island

Garden Cottage A, heart of Lopez Village.

Come enjoy our beautiful cottage on peaceful Lopez Island. Our cottage is located in the heart of the Village. Kitchen is well stocked with appliances and all that you might need to pack a nice picnic with or stay in for a light romantic dinner. Plenty of towels and soaps, 100% cotton sheets, down pillows and duvet. Nice outdoor deck seating to enjoy nature and a short walk to restaurants, shops and store.

4.81 out of 5 average rating, 259 reviews

A serene sunset displays a spectrum of warm colors in the sky, reflected on the water. Silhouetted trees frame the scene, while a dock can be seen extending into the bay. The landscape captures a calm and tranquil moment at the water's edge.

Home in Olga

Small garden cabin with beach access in Olga

Small cabin in the hamlet of Olga near Moran State Park. One bedroom (queen bed), bathroom with shower, fully equipped kitchen & living room combined. Access to pebble beach. Four night minimum in summer. Will consider shorter reservations. San Juan County Permit #PINT00-18-0003

Popular amenities for Eastsound pet-friendly home rentals

Kitchen

Wi-Fi

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

4.75 out of 5 average rating, 8 reviews

Home in Ferndale

Sandy Point Beach House

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

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)

4.94 out of 5 average rating, 109 reviews

The split-level house features a light green exterior with white trim and a prominent blue front door. A brick chimney adds character to the design. Surrounding landscaping includes neatly trimmed hedges and a variety of shrubs, set against a backdrop of tall trees.

Home in Anacortes

Nautical Home with Cozy Bedrooms and Amenities

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.

4.93 out of 5 average rating, 122 reviews

2 acres of seclusion near Roche Harbor Resort!

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, 364 reviews

Waterfront Beach house, pet friendly

Private, pet-friendly home rentals

4.99 out of 5 average rating, 92 reviews

A deck area features comfortable outdoor seating with bright blue cushions, complemented by a large red umbrella. A clear view of the ocean and surrounding greenery is visible, with trees framing the scene and the blue sky overhead adding to the coastal ambiance.

Apartment in La Conner

Ocean Bliss! Beach Getaway

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

4.93 out of 5 average rating, 45 reviews

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

Yellow Lantern Cottage

4.92 out of 5 average rating, 86 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

Apartment in Mayne Island

A wooden deck is framed by lush greenery, featuring a central fire pit surrounded by two Adirondack chairs. Decorative cushions add a touch of color, while a low wooden wall enhances privacy within the serene outdoor space.

5 out of 5 average rating, 57 reviews

Mid-Island Garden Suite Getaway

4.79 out of 5 average rating, 263 reviews

A dining area with a round wooden table is highlighted by natural light pouring through large windows. Scenic views of trees and water create a tranquil ambiance. A floral centerpiece and table settings add a homey touch, while the warm wooden ceiling accentuates the space's inviting feel.

Cabin in Lopez Island

Winter special, free firewood smoked salmon, wine!

Guesthouse in Mayne Island

A covered patio area is seen with a table and four chairs, complemented by a large umbrella. Colorful flower beds, featuring red and white blooms, are positioned around the patio, enhancing the greenery in the surrounding landscape.

4.94 out of 5 average rating, 47 reviews

Hummingbird Hideaway

5 out of 5 average rating, 13 reviews

A serene view from the balcony showcases a vibrant landscape of lush greenery and flowering plants leading down to the water. The calm waters reflect the sky, and a lone sailboat is seen in the distance, contributing to the tranquil atmosphere of the surrounding nature.

Loft in Lummi Island

February Valentine's Day Getaway + Pet-Friendly

Pet-friendly home rentals with a hot tub

4.98 out of 5 average rating, 104 reviews

A welcoming loft area features a comfortable split King-sized bed situated under a sloped ceiling. Large windows invite natural light while showcasing views of the surrounding trees and Hales Passage. A jetted hot tub is positioned on a nearby deck, ready for relaxation.

Cabin in Lummi Island

Cozy Treetop Cabin *Hot Tub*

4.82 out of 5 average rating, 107 reviews

The waterfront yard features a lush green lawn bordered by flower beds and a circular stone fire pit, with views of Puget Sound in the background. A wooden railing encloses the space, while gentle waves can be seen lapping at the shore under a soft evening sky.

Home in Bellingham

Beachfront House w/ Hot Tub

4.94 out of 5 average rating, 166 reviews

A hot tub with bubbling water is surrounded by woven seating, inviting relaxation. The cabin, featuring a green metal roof and rich wood accents, is situated in the background, partially obscured by lush foliage and natural landscaping.

Cabin in Anacortes

The Woodpecker On Guemes Island w/Hot Tub!

Guesthouse in Friday Harbor

5 out of 5 average rating, 37 reviews

Beach | Kayaks | Hot Tub | Private Cottage

4.84 out of 5 average rating, 219 reviews

A serene view of the San Juan Islands at sunset, featuring a gradient sky transitioning from vibrant orange to deep blue. The calm water reflects the colors, while silhouettes of distant islands create a tranquil backdrop.

Lighthouse in Anacortes

Lighthouse with Hot Tub view of San Juan Islands

4.87 out of 5 average rating, 294 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

The exterior of a two-story home features a stone façade, a sloped metal roof, and large windows. A spacious driveway leads to a garage, while a wooden bench is positioned near the entrance, surrounded by landscaped greenery.

5 out of 5 average rating, 31 reviews

The Orchard At Lovers Lane And Enchanted

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.