Vacation rentals in Blakely Island

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Top-rated vacation rentals in Blakely Island

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Guest favourite

The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.

Home in Olga

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

4.95 out of 5 average rating, 740 reviews

Superhost

The exterior of The Stuga is presented, showcasing a charming two-story structure with white siding and a pitched roof. A spacious front porch features railings and seating, framed by landscaped gardens and large rocks. Sunlight bathes the area, highlighting the inviting aesthetic.

Cabin in Olga

Charming Cottage with Water Views

Located in the Historic Hamlet of Olga, The Stuga provides a quiet, spacious retreat conveniently located within steps of the water, two beaches, and a public dock. Water views on both levels, high-end linens, fully stocked kitchen, fiber internet, all in a thoughtfully designed space. Light-filled interior spaces provide comfort & convenience, great for families, groups, or remote work. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 12 min away.

4.83 out of 5 average rating, 107 reviews

Top guest favourite

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

4.99 out of 5 average rating, 134 reviews

Top guest favourite

A custom guesthouse is nestled among tall evergreen trees, with views of distant mountains visible in the background. Colorful flowers border the pathway leading to the entrance, enhancing the natural surroundings. The clear blue sky adds to the serene atmosphere of the retreat.

Guesthouse in Anacortes

Byrd's Nest Guesthouse

Byrd’s Nest is a retreat nestled among the trees. This custom-built guesthouse was completed in June 2025. It spans 357 sq. ft. and features a studio layout with a kitchen and bathroom. Surrounded by evergreen trees and approx. 30 feet from the main house, it offers a charming treehouse-like experience. The whole property is 6.6 acres at an elevation of over 200 ft. Views of Mount Baker, the North Cascade Mountain range, the Skagit Bay, and forest land can be seen from the guesthouse.

4.98 out of 5 average rating, 101 reviews

Guest favourite

A hillside cabin is nestled among trees, featuring a spacious wrap-around deck. The structure combines dark wood and light wood elements, with large windows providing views of Lopez Sound. A wooden pathway leads up to the entrance, surrounded by lush green grass.

Cabin in Lopez Island

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Escape to Sunrise Retreat and enjoy the tranquil setting of Lopez Sound. This waterfront hillside cabin has an open concept floorplan with a sleeping loft for up to 5 and is a cozy place to relax and enjoy amazing panoramic water views and sunrises. This retreat features a new kitchen, a new bath with a spa-like shower, and beautiful hardwood flooring. Enjoy grilling and hot tubbing on the wrap-around deck, out door fire pit, and short walks to the private community beach.

4.92 out of 5 average rating, 251 reviews

Top guest favourite

Cabin in Olga

Waters Edge Beach Cabin-Steps to Sand- Cabin 1

STUNNING VIEWS & YOU CAN'T GET ANY CLOSER TO THE BEACH! Unwind at this cozy beachfront cabin. Just a few steps from the water! Sip your coffee on the deck while watching the sunrise and listening to the seagulls and bald eagles converse. The cabin has been completely updated with a new kitchen, bathroom, flooring etc. Fresh, clean, cheerful…simply adorable! Close to both state parks. Bring your paddleboard or kayaks and launch right off our beach. You’ll love it here!

4.98 out of 5 average rating, 100 reviews

Top guest favourite

A sunny meadow is occupied by grazing cows, with the Field House visible in the background. The house features solar panels on the roof and large windows, surrounded by lush greenery and trees. The open lawn invites exploration within the working farm setting.

Farm stay in Lopez Island

The Field House Farm Stay on Midnight's Farm

Step into island life, relax into the land on a 100 acre working farm. This sunny home invites you to read in the window seat, grill on the patio, cozy up to the woodstove or get creative in the well-stocked kitchen. Explore the pastures, marsh, and ponds. Use the yoga studio. Fire up the sauna. Charge your EV. Nestled next to the pond and removed from the activity of barn and market garden the Field House invites you to enjoy your own retreat or engage with the farm.

4.99 out of 5 average rating, 258 reviews

Top guest favourite

An outdoor seating area features multiple chairs around a stone fire pit, set against a backdrop of lush greenery and distant water views. A wooden deck extends from the home, providing access to the space while surrounded by well-maintained landscaping.

Home in Lopez Island

Spectacular View Home, 4 Bedrooms on 16 Acres

Beautiful four bedroom home at the top of a hill with a spectacular view overlooking acreage and the water. Very private, nestled on 15 acres that deer & bald eagles love to call their home. Plan to have a great time hiking, biking, playing horseshoes, basketball, flying kites, beach combing, or simply enjoying a stroll along the beach. Above all, If you savor privacy, beautiful views, relaxing, smelling & breathing salt water air - you will love this getaway home.

4.91 out of 5 average rating, 204 reviews

Top guest favourite

A modern kitchen is presented with stainless steel appliances and light wood cabinetry. A central island with seating offers a functional space for cooking and dining. Natural light filters in through large windows, illuminating the sleek countertops and minimalist design.

Guest suite in Anacortes

DenPNW with Sauna

DenPNW is a recently curated space that will indulge your desire for beauty and romance. A modern design with tile and wood walls and free standing stove. The studio has a comfortable king sized bed, built in office space and full kitchen with island. Shared sauna included. The studio is adjacent to another unit and owners live upstairs. You may hear faint noises from shared living and light footsteps upstairs. This space is not suitable for children or infants

4.97 out of 5 average rating, 167 reviews

Guest favourite

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 Summer Saturday Market. Kayaking and great hiking right from the beach!

4.92 out of 5 average rating, 283 reviews

Guest favourite

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.

Home in Eastsound

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

4.97 out of 5 average rating, 113 reviews

Top guest favourite

A spacious living area features a cozy leather sofa and a stylish armchair surrounding a central fireplace. Large windows offer scenic views of the water, while warm wood paneling and a woven rug create an inviting ambiance. A small table is positioned beside the armchair.

Home in Anacortes

The Lookout by Deception Pass - Amazing Water View

Escape to this Mid-Century top floor home overlooking the San Juan Islands and the Strait of Juan de Fuca. The Lookout is a secluded home among the trees, and is four miles from the Deception Pass State Park and a fifteen minute drive to the ferry terminal. Close to hikes with incredible views and a great access point to many PNW highlights.

4.97 out of 5 average rating, 274 reviews