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Holiday rentals in Cypress Island

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Top-rated holiday rentals in Cypress Island

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Top 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
4.95 out of 5 average rating, 705 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. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Guest favourite
A spacious outdoor deck features a large wooden table surrounded by several chairs. Panoramic views of the waterfront and surrounding hills are visible, enhanced by the natural sunlight reflecting off the water.
Home in Eastsound
4.95 out of 5 average rating, 106 reviews

Waterfront! - Incredible views; Private rocky beac

BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & GOURMET KITCHEN Picture phenomenal sunrises, five acres of lushly wooded hillsides and moss-covered slopes, a seasonal stream, the call of sea birds, and 300 feet of rocky shoreline. This is the beauty of nature that surrounds this northwest contemporary vacation home on Orcas Island. You will find Erehwon Seaside at the end of a winding drive through a magical forest setting. This home is a well built and well cared for home offerin

Top guest favourite
Cottage in Guemes Island
4.97 out of 5 average rating, 245 reviews

Seaside Island Cottage-Skagit Valley Tulips April

Love beach combing, sunsets, and sealife? This island escape is for you! In April, the Skagit Valley Tulip Festival is nearby. After a quick 5-minute ferry ride, arrive at our whimsical west-beach cottage on Guemes Island with its panoramic views and magical sunsets...perfect for relaxing, taking beach walks, finding treasures, hiking the mountain & local trails, exploring your favorite water sports, and spotting herons, seals, bald eagles, & even whales. Kids and pets welcome...mooring offered.

Top guest favourite
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, 290 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!

Top guest favourite
Home in Eastsound
4.95 out of 5 average rating, 306 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

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
5 out of 5 average rating, 109 reviews

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

Top guest favourite
The tiny house is set amidst tall cedar trees, with a natural wooden door providing easy access. A path leads to a round barrel sauna nearby, surrounded by greenery. Camping chairs and a small table are positioned outside, offering a space to relax in nature.
Tiny home in Anacortes
4.98 out of 5 average rating, 598 reviews

Tiny House on Guemes Island, WA.

Solar Powered Tiny House and your own private Sauna tucked in the woods amongst old growth Cedar trees. Enjoy campfires at night under the stars and forest canopy, a game of horseshoes, beach walks, hike the Guemes Mountain, or enjoy the NEW Barrel Sauna and cold plunge pull-shower. Also NEW, Take advantage of our three available E-bikes rentals to explore the island. More details in listing photos for pricing and message us after you book if you'd like to add rentals onto your stay.

Guest favourite
A panoramic view of Chuckanut Bay is presented, showcasing the sun setting over the water, reflected in shimmering patterns. Nearby islands and a diverse tree line are visible in the foreground, contributing to the serene coastal landscape.
Home in Bellingham
4.87 out of 5 average rating, 182 reviews

Chuckanut Bay Crows Nest

Chuckanut Bay View House - The Crow's Nest - is overlooking Chuckanut Bay. This is one of the Pacific Northwest's premier properties with 180 degrees of beautiful San Juan Islands views. Walk out the door to explore the Chuckanut Bay area, Larrabe State Park, hike or bike hundreds of miles of trails on Chuckanut Mountain, or drive 10 minutes / bike 20 minutes on the INterurban trail into Historic Fairhaven or Bellingham to explore local artisan shops, restaurants and brewpubs.

Top guest favourite
The cabin exterior is showcased amid tall trees, featuring a warm wooden structure alongside a treehouse. An inviting cedar hot tub is situated on a stone patio, with red Adirondack chairs arranged in a circle nearby. The landscape is brightened by the soft sunlight filtering through the foliage.
Cabin in Lummi Island
4.96 out of 5 average rating, 128 reviews

Lakeside Cabin in the Trees with Views & a Hot Tub

Heron’s Nest Cabin: A Secluded Island Retreat with Bay Glimpses and Forest Calm Perched on a wooded hillside above Hale Passage and Bellingham Bay, Heron’s Nest Cabin is a peaceful haven where towering evergreens and filtered water views set the tone for a quiet, restorative escape. Whether you’re curled up by the wood stove, soaking in the cedar hot tub, or enjoying a slow morning with coffee on the deck, this is the kind of place where the pace shifts—and so do you.

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
4.95 out of 5 average rating, 110 reviews

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

Guest favourite
A bright cabin interior features large windows offering views of the surrounding forest. A modern wood-burning stove stands beside a comfortable seating area. A dining table with four chairs is positioned near the windows, allowing for natural light to filter in.
Home in Granite Falls
4.92 out of 5 average rating, 314 reviews

Canyon Creek Cabins: #3

Built in the 1970's as a remote fishing cabin, this adorable little hideout has been reimagined to be the idyllic escape in the woods. This cabin is perched on a granite ledge overlooking the legendary Canyon Creek, which can be seen from nearly every one of the expansive windows. After spending a day exploring one of the nearby epic hiking trails, you'll be rewarded by a relaxing soak in the riverside hot tub or a board game with friends by the fire.

Top guest favourite
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.
Guest house in Anacortes
4.97 out of 5 average rating, 348 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.

Popular amenities for Cypress Island holiday rentals