Holiday rentals in Cypress Island

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Top-rated holiday rentals in Cypress Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.
Guest house in Eastsound
4.99 out of 5 average rating, 168 reviews

Heather Waterfront Guest Cabin on private estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Top guest favourite
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
4.98 out of 5 average rating, 107 reviews

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

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
4.83 out of 5 average rating, 240 reviews

Lighthouse with Hot Tub

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 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
5.0 out of 5 average rating, 316 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
An aerial view captures a secluded lagoon surrounded by lush green trees. Clear waters reflect the vibrant sky, and a sandy shoreline curves along the edge. A path leads to the nearby land, highlighting the private nature of the location.
Cottage in Coupeville
4.97 out of 5 average rating, 152 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

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
5.0 out of 5 average rating, 124 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
A tall evergreen tree is positioned in the foreground, framing a panoramic view of snow-capped peaks. Mount Baker is prominently displayed, with golden light illuminating its summit at sunrise, while the serene waters of Bellingham Bay extend beneath the mountainous backdrop.
Home in Lummi Island
4.97 out of 5 average rating, 107 reviews

Cozy Home with views of Mt. Baker & Bellingham Bay

Come relax at the Barkley House on Lummi Island. This home belonged to a local author & his love for the property shows. Sip your morning coffee surrounded by breathtaking views of Mt. Baker, the Twin Sisters, Bellingham Bay, Hale Passage, & Portage Island. Views abound from the primary bedroom. A heated floor & a soak in the tub make for cozy evenings. Take a hike in nearby Baker Preserve, stroll along the beach, bike the island, bird watch, or head out for a day trip. Adventure awaits!

Top guest favourite
Cottage in Guemes Island
4.97 out of 5 average rating, 270 reviews

Guemes Is Seaside-easy access to San Juan Islands

Love beach combing, sunsets, and sealife? This island escape is for you! King bed, Starlink wifi, kids & pets welcome, mooring offered. A 5-minute ferry ride will bring you to our whimsical west-beach cottage & property on Guemes Island with its panoramic views and magical sunsets...perfect for relaxing, taking beach walks, finding treasures, hiking our mountain & local trails, exploring your favorite water sports, and spotting herons, seals, bald eagles, & occasionally whales & more.

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, 152 reviews

Lakeside Cabin in the Trees with Views & a Hot Tub

Heron’s Nest Cabin sits on a wooded hillside above Hale Passage and Bellingham Bay — a two-bedroom island retreat where towering firs, filtered water views, and a cedar hot tub under the trees set the tone from the moment you arrive. Guests consistently call this one of the most restorative places they’ve ever stayed: a soaking cedar hot tub, a wood stove to curl up beside, heated bathroom floors, vaulted ceilings, and a fully outfitted kitchen for slow mornings and easy dinners.

Guest favourite
The interior features a tall Western Red Cedar tree integrated into the design, with warm wooden walls and flooring. A cozy chair is positioned beside a small table. Soft lighting illuminates the space, enhancing the open-concept flow towards the kitchen area in the background.
Treehouse in Ferndale
4.98 out of 5 average rating, 673 reviews

Sir Cedric's Cedar Treehouse

Sir Cedric Cedar Treehouse is a unique accommodation that will inspire you and form a lasting impression. Creative expression, hand-hewn craftsmanship, and functional design combine for a tranquil getaway. This 4-foot-wide Western Red Cedar passes directly through the middle of the Treehouse without a single bolt driven into it. The majestic presence of Sir Cedric and the quiet within this handcrafted-with-love-abode is truly amazing, all created with your comfort in mind.

Top guest favourite
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
4.99 out of 5 average rating, 263 reviews

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.

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
4.97 out of 5 average rating, 149 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

Popular amenities for Cypress Island holiday rentals