Holiday houses 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 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
4.97 out of 5 average rating, 110 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

Top Guest favourite
Cabin in Lummi Island
4.98 out of 5 average rating, 40 reviews

A-frame: Treehouse Feels and Vintage Vibes

Welcome to the Hollar Haus tiny A-frame! Lush fern fields surround towering Douglas firs and Cedars, setting the idyllic Pacific Northwest vibe throughout this half-acre property. Take in your surroundings in this air-conditioned lofted 360 sq ft cabin through the 19 ft floor-to-peak and wall-to-wall windows on one entire triangle side of the cabin. This island cabin resides on Lummi Peak in a quiet, wooded neighborhood. Nearest salt-water beach: 1 mile. Four trails to explore within 2 miles.

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, 317 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
Tiny home in Anacortes
4.97 out of 5 average rating, 152 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
Home in Eastsound
4.95 out of 5 average rating, 328 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, 125 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 exterior of the apartment features a sloped wood and metal roof, with a spacious covered deck that includes a sectional seating area and a gas firepit. Large glass doors provide a view into the interior, offering a warm glow from the lighting inside.
Guesthouse in Bow
5 out of 5 average rating, 181 reviews

*Stunning Bay Views & Sunsets*Covered Deck+Firepit

Spacious 1 bd apt w/impressive views of Padilla Bay & unforgettable sunsets, located at the end of a long driveway w/a private covered entrance. Large bdrm w/king size bed & walk-in closet. Fully covered deck w/gas firepit & comfy sectional. Streaming TV + reliable WIFI. This is the place to unwind & relax after a day of work or play. Pick up local ingredients at nearby markets to craft a meal in the fully stocked kitchen or discover local fare at nearby restaurants & bakeries. Onsite W/D.

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.
Apartment in Anacortes
4.98 out of 5 average rating, 868 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.

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
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.

Popular amenities for Cypress Island holiday rentals