Vacation rentals in Blakely Island

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Top-rated vacation rentals in Blakely Island

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Guest favorite

A light-filled living space features a gray sleeper sofa adorned with a cozy blanket. An oval mirror reflects the bright interior, while a dining table and chairs are positioned near a large window offering scenic views. Soft textures create a welcoming atmosphere.

Guesthouse in Olga

4.88 out of 5 average rating, 217 reviews

Little Stuga | Water Views, Cozy, Great Location

Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

Superhost

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

4.86 out of 5 average rating, 203 reviews

Lighthouse with Hot Tub view of San Juan Islands

Unique fun space! if you are adventurous and want to crash at a very unique spot this is it. First floor has a mini fridge, smart TV, instant hot water kettle, coffee maker, bottled water, day bed with plenty of bedding in storage. Then you climb the ladder and go up to the tower. There is another single bed. Out the door is a private deck overlooking the San Juan Islands with a table and chairs. Take your coffee or wine out and enjoy the day. head back down take a dip in one of the hot tubs

Top guest favorite

A bright dining area features large windows that frame serene water views. A round table is set with two places, complemented by woven placemats. Natural light enhances the airy ambiance, while the surrounding greenery adds a touch of nature.

Cottage in Lopez Island

5 out of 5 average rating, 258 reviews

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

Guest favorite

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

4.95 out of 5 average rating, 686 reviews

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. 3D HDTV with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Guest favorite

Home in Eastsound

4.95 out of 5 average rating, 284 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic getaway. Located on the iconic Crescent Beach of Orcas Island, you’ll enjoy miles of sandy beach right out your door. Step inside to a custom-built cottage with a master suite, fireplace and gourmet kitchen. The meticulous gardens and interior have a zen vibe for a refined and peaceful experience. Come and unwind in the hot tub under the stars. Dreaming is encouraged!

Guest favorite

A charming exterior is presented with a light wooden structure featuring a teal door and multi-paned windows. A small porch is framed by driftwood railings, leading to a grassy yard, with trees providing partial shade.

Home in Olga

4.9 out of 5 average rating, 345 reviews

Tiny house on beach lot on Orcas Island

Very small (under 300 square feet), very sweet house for one or two. Double bed, bath with shower, LIGHT cooking, wood stove and electric heat, driftwood deck, partial water view. On same beach lot with larger vacation rental and you share yard and beach with guests staying in other house. Bring your kayak, paddle board and/or bicycle. As noted in the house rules, OUR BOATS ARE NOT INCLUDED IN THE RENTAL. They are old and unsafe and the waters here can be challenging. NO EXTRA GUESTS.

Top guest favorite

The entrance of the guest suite features a wooden door framed by two large windows. The porch is adorned with wooden railings and supported by sturdy columns, providing a welcoming entryway to the private space.

Apartment in Olga

4.99 out of 5 average rating, 435 reviews

Studio with Bath and Kitchenette

Come stay in our newly built private guest suite which is attached to the main house, but very private. Private entry via the porch or the shared foyer. Bathroom with heated tile floor and frameless glass shower door. Queen size bed, sitting area with love seat. Flatscreen TV + WiFi Deck with table and chairs. Kitchenette has a small fridge, Nespresso machine, toaster oven, microwave, French press + electric water kettle. Near Moran State Park, Rosario and Doe Bay Resort.

Top guest favorite

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

4.99 out of 5 average rating, 215 reviews

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.

Top guest favorite

A flowerbed is featured in front of the studio, with a variety of vibrant flowers including lilies and daylilies. Large smooth stones outline the garden, providing a natural decorative border. The greenery of the surrounding plants and trees enhances the tranquil outdoor setting.

Apartment in Anacortes

4.94 out of 5 average rating, 928 reviews

Anacortes Orchard Studio

Light, airy studio with private entrance, kitchenette, full bathroom. 1 mile to downtown Anacortes, 2.5 miles to San Juan Islands ferry terminal in a very quiet neighborhood, easy access. Relaxing guest area in the gardens with outdoor seating, old apple trees, sun-dappled shade, flowers, birds, pick your own apples in season! A quiet retreat that feels like being in the countryside yet right in town. Off-street parking, quiet, safe neighborhood.

Guest favorite

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

4.91 out of 5 average rating, 253 reviews

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!

Top guest favorite

The cabin exterior is framed by trees, with a clear view of the Salish Sea beyond. A stone pathway leads to the entrance, surrounded by landscaped greenery and gravel. The warm wooden siding complements the serene natural setting.

Cabin in Anacortes

4.98 out of 5 average rating, 1,413 reviews

Eagles' Bluff

Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

Top guest favorite

Two Adirondack chairs are positioned facing a serene waterfront view. A sailboat glides across the calm water, set against a backdrop of rolling hills and trees. Lush greenery and ornamental rocks frame the scene, enhancing the natural beauty.

Guesthouse in Anacortes

4.97 out of 5 average rating, 344 reviews

Waterfront Guesthouse Guemes Is., San Juan Islands

Our thoughtfully equipped waterfront mini guesthouse is just steps away from our beachfront on the Guemes Island. Located on the scenic western shore of the island, you can enjoy extraordinary sunsets, panoramic island views, miles of beach combing, and abundant wildlife. Our mini guesthouse, "The Seldom Inn" measuring 12 ft. x 14 ft. in size, is approximately 150 feet from our private beach and is located behind our main home.