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, 136 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, 330 reviews

A small table holds a bottle of wine and two glasses on a balcony overlooking the serene waterfront. Views of the calm sea and lush green hills are visible in the distance, with scattered clouds framing the scenic landscape.

Loft in Eastsound

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.

Guest house 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, 679 reviews

Peaceful Cottage on 15 acre Farm Pprovo-14-0016

Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, allowing you to relax after a day of exploring the island). 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).

5 out of 5 average rating, 101 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

Two kayakers glide across calm waters, framed by lush trees and grassy shores. A dock with two boat slips is visible, extending into the water, while the serene landscape creates a peaceful atmosphere. The vibrant colors of the kayaks contrast with the blue of the water.

5 out of 5 average rating, 162 reviews

The Cottages at Twin Coves, Orcas Island (#2 of 2)

Covered outdoor cooking gazebo perfect for preparing your own meals, in season (spring through October or November, depending on weather.) Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

4.99 out of 5 average rating, 240 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, 273 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, 145 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.

4.88 out of 5 average rating, 99 reviews

A classic cabin is situated on the shoreline, featuring a covered porch with seating and tables overlooking the beach. Natural wood tones enhance the cabin's rustic charm, while nearby logs and rocky elements blend with the sandy beach. Lush greenery frames the scene.

Cabin in Eastsound

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.

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.

4.98 out of 5 average rating, 101 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

4.99 out of 5 average rating, 119 reviews

An open-concept living area features large windows providing panoramic views of the water. A sectional sofa and coffee table invite relaxation, while blue accent lighting and pendant fixtures add a modern touch. The kitchen area is equipped with sleek cabinetry and stainless-steel appliances.

Chalet in Eastsound

Sweeping Views on the Water

If you want to get away from it all look no further than this quiet cabin on the water with sweeping 180 views of the northern San Juans, Canada, and Mount Baker. Great for families - enjoy the hot tub, foosball table, large deck and beach area. The house has a lot of custom Orcas touches to go along with the more recent remodel work. PCUP00-17-0008

A spacious living area features large windows that provide natural light and views of the surrounding trees and mountains. A comfortable sectional sofa and a red accent chair are arranged around a circular coffee table. A sliding door opens to the sunny deck.

4.96 out of 5 average rating, 208 reviews

Modern House, pet-friendly, walk to Cascade Lake!

Modern home, pet-friendly, sunny deck with propane grill, outdoor furniture and mountain views. Bright and comfortable with efficient heating and cooling. Remote work with wi-fi and desk. Walk to Cascade Lake and all Moran State Park trails. Eastsound Village is a 10 minute drive. VRCOMPLIANCE-23-0490

Popular amenities for Eastsound pet-friendly home rentals

Kitchen

Wifi

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 281 reviews

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.

Home in Friday Harbor

Glamping in Friday Harbor

A well-maintained exterior of the Cedar Field Vacation House is framed by vibrant gardens and natural greenery. A spacious wraparound deck is visible above, featuring an outdoor umbrella for shade. Stone pathways lead through the landscape, enhancing the serene setting on Orcas Island.

4.79 out of 5 average rating, 147 reviews

Cedar Field on Orcas Island - August Nights Sale

4.89 out of 5 average rating, 171 reviews

A spacious living area features high wooden ceilings and large windows that offer scenic views. A central dining table is surrounded by colorful chairs. Various seating options, including a red accent chair and cozy nooks, invite relaxation while allowing natural light to fill the space.

Home in Pender Island

Cliff Top Family Home Over Looking the Ocean

4.94 out of 5 average rating, 108 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!

4.94 out of 5 average rating, 356 reviews

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.

Home in Friday Harbor

Waterfront Beach House, pet friendly, with mooring

4.9 out of 5 average rating, 154 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

4.8 out of 5 average rating, 184 reviews

A spacious field filled with several hay bales is shown, set against the backdrop of a modern house with large windows and a deck. The landscape includes trees in the background and a clear blue sky above, highlighting the serene rural setting.

Home in Oak Harbor

Monkey Hill Farm

4.99 out of 5 average rating, 174 reviews

A charming Victorian house, painted in deep blue, stands with a distinctive turret. Elegant window designs are framed by lush gardens, enhancing the home's historic appeal. Warm light spills from the windows, reflecting a welcoming atmosphere against a colorful sunset sky.

Home in Columbia

Stunning Victorian 4BR w/Hot Tub 5 Min to Downtown

Private, pet-friendly home rentals

4.89 out of 5 average rating, 178 reviews

A small cabin is nestled among lush greenery, featuring a welcoming porch with a red door and an umbrella. Nearby, a swing and two wooden chairs are positioned on a grassy area, providing a comfortable outdoor space for relaxation.

Cabin in Friday Harbor

Charming Cozy Cabin

4.93 out of 5 average rating, 474 reviews

A cozy sleeping area features a spacious bed with layered bedding and decorative pillows. Two modern light fixtures hang above, providing soft illumination. A small dining table with two chairs sits beside the window, allowing for natural light to fill the room.

Tiny home in Oak Harbor

The Bit & Bridle Cabin bids you welcome!

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.

4.93 out of 5 average rating, 45 reviews

Yellow Lantern Cottage

The exterior of the historic Purdue House is showcased, featuring a charming red façade with contrasting green trim. It is surrounded by tall evergreen trees and autumn foliage, contributing to its quaint character. A gravel pathway leads to the home, emphasizing its elevated position overlooking Eastsound.

4.88 out of 5 average rating, 25 reviews

Heart of Eastsound-For couples!

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.

4.96 out of 5 average rating, 71 reviews

Peaceful Orcas Island Getaway (License: 19-0012)

Guest suite in Bellingham

An outdoor patio area is presented with two green plastic chairs set on a hexagonal stone surface. Lush greenery surrounds the space, featuring various plants and a large shrub in the background, providing a serene view of the wooded landscape.

4.91 out of 5 average rating, 925 reviews

Tall Cedars Private Apartment

4.94 out of 5 average rating, 77 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.

Cabin in Pender Island

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, 46 reviews

Elegant Madrona Townhouse, right in Eastsound!

Pet-friendly home rentals with a hot tub

4.98 out of 5 average rating, 115 reviews

The exterior of a charming two-story building is visible, surrounded by large trees and a grassy area. A covered porch extends along the front, providing a welcoming space with expansive views of the landscape. The sky is partly cloudy, creating a serene atmosphere.

Home in Bow

Edison Schoolhouse, curated by Smith and Vallee

4.98 out of 5 average rating, 103 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*

4.94 out of 5 average rating, 156 reviews

Home in Olga

Waterfront Privacy, Pet-Friendly, Close to Trails

4.95 out of 5 average rating, 159 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!

4.86 out of 5 average rating, 212 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

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.

4.93 out of 5 average rating, 113 reviews

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

4.87 out of 5 average rating, 290 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