Pet-friendly holiday rentals in Eastsound

4.98 out of 5 average rating, 107 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*

Welcome to The Heron's Hideaway! Perched among the Evergreens with views of Hales Passage, Portage Island, and Mount Baker- a nature lover's dream! Listen to the birds and gaze through the skylights. You'll feel like you're in an actual tree house! The cabin has a rustic cozy vibe, but with the convenience of updated amenities. Two decks with breathtaking views, a jetted hot tub, and an outdoor fireplace. The comfortable living area offers an indoor fireplace. Perfect for couples and small gr

WalkabilityOutdoor spacesGetting around

4.89 out of 5 average rating, 141 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.

PetsWalkabilityRiver

4.98 out of 5 average rating, 174 reviews

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.

Home in Friday Harbor

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.

PetsOutdoor spacesSleep quality

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, 258 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

Outdoor spacesPetsAccess

4.95 out of 5 average rating, 338 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.

PetsWalkabilityHiking

4.84 out of 5 average rating, 158 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

Escape to this stunning Bellingham retreat! This two-bedroom home offers breathtaking views of Puget Sound, Lummi Island, and a nearby eagle's nest. Prepare meals in the full kitchen, relax on the spacious porch, stroll through the waterfront backyard or to the beach. Soak in the six-person hot tub while enjoying the ocean views and birds in flight. With smart TVs and a ferry to Lummi Island hiking nearby, this tranquil getaway promises an unforgettable experience in a beautiful setting.

PetsWalkabilityBathroom

5 out of 5 average rating, 118 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

Outdoor spacesWalkabilitySolo travel

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, 138 reviews

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

Book w/Confidence! Buy Trip Insurance. We have 4 bedrooms. 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, and mini-gym. 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

PetsOutdoor spacesAmenities

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, 292 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.

PetsWalkabilityDecor

4.96 out of 5 average rating, 157 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.

PetsWalkabilityGetting around

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, 111 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

PetsOutdoor spacesQuiet

4.97 out of 5 average rating, 151 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

WalkabilityPetsCondition

Popular amenities for Eastsound pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.87 out of 5 average rating, 514 reviews

A cozy cottage is showcased, featuring a shingled exterior and red umbrellas on the deck. Vibrant red flowers bloom in the foreground, while a scenic view of the bay and distant boats is visible in the background. A comfortable chair is positioned in the garden.

Home in Lopez Island

Charming Bay House #1

Outdoor spacesWalkabilityBarbecue

4.96 out of 5 average rating, 287 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

WalkabilityOutdoor spacesWi-Fi

4.74 out of 5 average rating, 275 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

Outdoor spacesPetsBiking

4.79 out of 5 average rating, 150 reviews

A two-story home is positioned beachfront, offering expansive ocean views. The driveway leads to the entrance, framed by lush greenery. Calm waters reflect sunlight, with distant land visible on the horizon. Nearby structures are partially visible, enhancing the coastal setting.

Home in Ferndale

New Beautiful Waterfront at Sandy Point

Outdoor spacesPetsIndoor spaces

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.

4.9 out of 5 average rating, 184 reviews

Cliff Top Family Home Over Looking the Ocean

PetsWalkabilityHospitality

4.92 out of 5 average rating, 278 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!

PetsWalkabilityRiver

4.97 out of 5 average rating, 1,241 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 Bellingham

Bellingham Bungalow. (B&B permit USE2o18oo11)

PetsOutdoor spacesLong stay

4.95 out of 5 average rating, 88 reviews

Walk to Town from Historic Eastsound Home (42)

Outdoor spacesPetsAccuracy

Pet-friendly home rentals with a pool

A charming two-story house is reflected in the still water of the marina. Surrounded by trees with autumn foliage, the home features a light-colored exterior and large windows. A white fence, outdoor seating, and a landscaped yard enhance the serene waterfront setting.

4.95 out of 5 average rating, 63 reviews

Historic Waterview Home. Hot tub, pets welcome

Outdoor spacesWalkabilityHeating

4.87 out of 5 average rating, 39 reviews

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.

Cottage in Pender Island

Marina View Cottage at Currents in Otter Bay

WalkabilityPoolFamily

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

5 out of 5 average rating, 3 reviews

Family Friendly Cabin on Pender

LocationFamilyBarbecue

4.91 out of 5 average rating, 67 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

Outdoor spacesWalkabilityTV

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.

5 out of 5 average rating, 17 reviews

Arbutus Lodge at the Tides

PetsOutdoor spacesFamily

A modern cottage showcases a large wooden deck with outdoor furniture and an umbrella. Expansive glass windows allow natural light to illuminate the interior. The sloped roof, complemented by a combination of wood and siding materials, enhances the cottage's architectural appeal amidst a lush landscape.

Currents at Otter Bay #06

View

A two-story cottage is set among trees, featuring large windows that allow natural light to fill the space. A spacious deck extends from the front, providing outdoor seating. The structure is elevated on a stone foundation, with scenic views visible in the background.

4.8 out of 5 average rating, 5 reviews

Currents at Otter Bay Marina-15

Calm waters reflect a clear blue sky, framed by low-hanging branches of a tree. The shoreline is rocky, leading to distant hills that rise gently above the water. The scene captures a serene natural environment inviting peaceful contemplation.

Cottage in Pender Island

Oceanfront Cottage in Otter Bay on Pender Island

PetsLocationHospitality

Private, pet-friendly home rentals

4.97 out of 5 average rating, 68 reviews

Two adirondack chairs are positioned on a deck overlooking vibrant trees and a scenic view of the water and distant mountains. A small wooden table holds two glasses and a bottle, inviting relaxation and contemplation amidst nature.

Cabin in Anacortes

Guemes Island Birds View Cabin

PetsWalkabilityHiking

4.9 out of 5 average rating, 82 reviews

Guesthouse in Olga

Cozy Orcas Guest House w/ Panoramic Water Views

Outdoor spacesWalkabilityWi-Fi

Superhost

The rustic cottage is surrounded by tall trees, featuring a warm wooden exterior and large windows that offer ample natural light. A gravel pathway leads to the entrance, while stone steps ascend to a welcoming porch area. Lush greenery enhances the peaceful setting.

Cottage in Eastsound

4.83 out of 5 average rating, 24 reviews

Redstone Caretaker's Cottage

Outdoor spacesViewHospitality

5 out of 5 average rating, 41 reviews

Home in Oak Harbor

Island Treehouse

PetsOutdoor spacesSleep quality

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, 93 reviews

Wild Thyme Hideaway

PetsWalkabilityBiking

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, 82 reviews

Peaceful Orcas Island Getaway (License: 19-0012)

PetsOutdoor spacesEV charging

5 out of 5 average rating, 171 reviews

A charming cottage is framed by lush greenery, showcasing a path leading to the front door. Large windows reflect the surrounding trees, while water views are visible in the distance. The vibrant green accents of the doors add a touch of color to the earthy tones.

Guesthouse in Oak Harbor

1930s view cottage on Skagit Bay

Outdoor spacesWalkabilityBarbecue