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

4.98 out of 5 average rating, 241 reviews

A charming cottage is set amidst greenery, featuring a vibrant mural on one side. A round table with chairs is positioned under a large umbrella on the lawn, inviting outdoor dining. Surrounding trees provide a natural backdrop.

Cottage in Guemes Island

Seaside Island Cottage - pets & kids welcome

Love beach walks, sunsets & wildlife viewing? This peaceful island setting is for you! Once off the 5 min ferry ride from Anacortes, you will arrive to our whimsical cottage on the west beach of Guemes with its panoramic views & magical sunsets …the ideal place where you can relax, walk the beaches, find treasures, hike Guemes mountain, explore your favorite water sports, and view our local wildlife of herons, seals, bald eagles, & often orcas. Kids & pets welcome…available mooring buoy.

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.

4.99 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 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, 278 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.

4.86 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.

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, 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).

4.89 out of 5 average rating, 108 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.

4.99 out of 5 average rating, 129 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.

4.95 out of 5 average rating, 217 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

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

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 498 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

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

4.97 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

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, 326 reviews

Unique Waterfront Beach House - pets welcome!

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

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!

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!

Private, pet-friendly home rentals

4.75 out of 5 average rating, 8 reviews

Home in Ferndale

Sandy Point Beach House

4.94 out of 5 average rating, 64 reviews

The cabin is surrounded by lush greenery and tall trees, featuring a spacious deck with several wooden chairs facing large windows that provide expansive views of the surroundings. The design emphasizes a seamless connection to the natural landscape.

Cottage in Mayne Island

Waterfront Family Getaway on Mayne Island

4.77 out of 5 average rating, 132 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

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.

Flat 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

4.92 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

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!

Guest house 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

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*

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.

4.96 out of 5 average rating, 50 reviews

Historic Waterview Home. Hot tub, pets welcome

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!

Guest house 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, 293 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

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.