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 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, 318 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 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, 153 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
Home in Eastsound
4.95 out of 5 average rating, 329 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

Guest favourite
Tiny home in Anacortes
4.97 out of 5 average rating, 155 reviews

The Eagle's Nest w/ Hot Tub & Water Views

⸻ This tiny home’s most captivating feature is its breathtaking view down Guemes Channel. Imagine soaking in the hot tub while taking in the peaceful trees and water scenery — kick back, relax, and truly unwind. Thoughtfully designed touches throughout make this small space feel warm, inviting, and perfectly suited for a relaxing getaway. This incredible location offers the best of all worlds. Romantic, serene, and unforgettable — you’re sure to make lasting memories at The Eagle’s Nest.

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, 126 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, 109 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, 271 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
A well-lit studio space features a modern design with large windows offering views of the outdoor greenery. A spacious bed is complemented by a cozy seating area with an accent chair and a coffee table. A dining table and kitchen area are visible, enhancing the functionality.
Flat in Anacortes
4.98 out of 5 average rating, 869 reviews

Island Gateway Anacortes Studio and Sauna

Bright, beautiful studio with full kitchen, coffee bar, private bath and outdoor fire pit. Adjacent outdoor cedar sauna that we share with our guests in both units. Minutes from the Anacortes Ferry Terminal. Note: We live upstairs in a totally separate part of the house and the studio is adjacent to another unit. We have soundproofed the house as well as we can, but there are normal noises that come with shared living. The studio has one queen sized bed. We don't accept children.

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
4.92 out of 5 average rating, 248 reviews

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.

Top 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, 681 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
An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.
Home in Oak Harbor
4.95 out of 5 average rating, 153 reviews

Beachfront Hot Tub Retreat for Two

Moran Shores is a modern beachfront retreat for two with private beach access, a waterfront hot tub, a two-sided fireplace and spectacular sunsets. Guests love the thoughtful design, spotless condition and close connection to the water. Walk the shoreline, soak beneath the stars, or relax indoors with the waves just outside. Please review our clear Navy aircraft-noise disclosure before booking.

Guest favourite
A hot tub is positioned on a stone patio overlooking the water, with views of Mount Baker in the background. Nearby, a cozy seating area with a stone fireplace features a sheepskin rug. The balcony offers a wooden railing with glimpses of the serene bay.
Home in Lummi Island
4.93 out of 5 average rating, 114 reviews

Oceanfront Home- Just Steps from Private Beach

Escape to this idyllic beach house nestled on the shore just a stone's throw away from your own private beach. Enjoy the unobstructed panoramic views of the ferry sailing by, Mount Baker, Bellingham Bay and Portage Island. The journey down the many winding stairs is not for the faint of heart, but is completely worth the trek once you find yourself in your own private haven.

Popular amenities for Cypress Island holiday rentals