Holiday rentals in Cypress Island

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Top-rated holiday rentals in Cypress Island

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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
4.98 out of 5 average rating, 105 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
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, 704 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.

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
Home in Eastsound
4.95 out of 5 average rating, 305 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 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.
Guest house in Bow
5 out of 5 average rating, 171 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 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, 819 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
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, 234 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 favourite
A spacious farmhouse is set amidst lush greenery and vibrant flower beds. The two-story structure features a large balcony with multiple windows, surrounded by trees and a well-maintained lawn. Colorful flowers in shades of purple, pink, and white are visible in the foreground.
Flat in Anacortes
5 out of 5 average rating, 368 reviews

Farmhouse Getaway

Welcome to this serene and spacious farmhouse get-away. Located on beautiful south Fidalgo island, you are 7 minutes to Deception Pass bridge, 13 minutes to downtown Anacortes, and 17 minutes to the ferry terminal to the San Juan islands. Curl up with a good book, watch a movie or just relax and enjoy our beautiful view of north Whidbey island and Deception Pass. Our gardens explode in summertime so feel free to wander and pick flowers, fruit or vegetables in season.

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 vibrant sunset over the water creates a stunning display of orange and purple hues. Silhouetted pine trees frame the foreground, while distant hills rise gently along the shoreline. The tranquil water reflects the colors of the sky, enhancing the serene atmosphere.
Guest suite in Anacortes
4.97 out of 5 average rating, 553 reviews

Cypress View 2 bdrm - Near the ferry and downtown!

Heading to the San Juans by ferry or one of the many festivals in Anacortes? This is the perfect spot, just 1.6 miles to the ferry and 1.3 miles to downtown. Enjoy our newly constructed space designed especially for guests. Off-street parking and a private entrance lead to this beautiful two bdrm, one bath suite. Enjoy your morning coffee on the shared deck or the private patio while taking in the beautiful views of Cypress Island and the Guemes Channel.

Guest favourite
A rustic cabin exterior is framed by tall fir trees, featuring a stone and wood facade. Four red Adirondack chairs surround a circular fire pit on the grassy lawn, inviting outdoor gatherings. Steps lead up to the entrance, enhancing accessibility to the cabin.
Home in Olga
4.77 out of 5 average rating, 248 reviews

Orcas Island Getaway Cabin

Set against the stunning backdrop of Orcas Island, this cabin is your ticket to unrushed living. Relax beside the peaceful pond and majestic fir trees or hit the nearby hiking trails of Moran State Park. It's a tranquil spot that captures the essence of the island's magic. Need great WiFi while you're visiting? We've recently upgraded to Fiber Optic WiFi, ensuring you can stay connected whenever you need to. Vacation Rental Permit # PPROVO-15-0038

Popular amenities for Cypress Island holiday rentals