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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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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, 738 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
A vibrant sunset paints the sky in shades of pink and purple, viewed through tall evergreen trees. The foreground features flowering plants and lush greenery, with the shimmering water of Puget Sound visible in the distance.
Home in Bellingham
4.9 out of 5 average rating, 377 reviews

The Madrone: Seclusion in Charming Fairhaven

Beautiful, spacious home with a view of Puget Sound and the San Juan Island located in Fairhaven, Washington. The ultimate entertainment/destination home a short 10 minute walk to central Fairhaven! This is a quiet space for families, businesses and other small groups. If you are looking for a location to have a party, this is not the right location for you as the house is in a very quiet neighborhood nestled close to other houses. Any social event must be approved in advance with owner

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, 130 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 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, 257 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
An outdoor seating area features multiple chairs around a stone fire pit, set against a backdrop of lush greenery and distant water views. A wooden deck extends from the home, providing access to the space while surrounded by well-maintained landscaping.
Home in Lopez Island
4.91 out of 5 average rating, 203 reviews

Spectacular View Home, 4 Bedrooms on 16 Acres

Beautiful four bedroom home at the top of a hill with a spectacular view overlooking acreage and the water. Very private, nestled on 15 acres that deer & bald eagles love to call their home. Plan to have a great time hiking, biking, playing horseshoes, basketball, flying kites, beach combing, or simply enjoying a stroll along the beach. Above all, If you savor privacy, beautiful views, relaxing, smelling & breathing salt water air - you will love this getaway home.

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, 162 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

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, 606 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
Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.
Home in Decatur Island
4.91 out of 5 average rating, 281 reviews

Hobby Farm Remote private island! Escape Seattle!

Best views in all of the San Juan Islands! Take a private ferry 20 min from Anacortes to remote Decatur island! 20 acres of deer trails and a private beach. This is a hobby farm where dogs are welcome. Gorgeous trails, fire pit and amazing hikes. Enjoy this perfect natural hideaway! Play golf, hike the beach, or visit the old fashioned Country Store for milkshakes and coffee. We also have a great Farmers Market! Kayaking from the beach!

Top Guest favourite
The cabin exterior is framed by trees, with a clear view of the Salish Sea beyond. A stone pathway leads to the entrance, surrounded by landscaped greenery and gravel. The warm wooden siding complements the serene natural setting.
Cabin in Anacortes
4.98 out of 5 average rating, 1511 reviews

Eagles' Bluff

Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

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, 116 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.

Top Guest favourite
Home in Lummi Island
4.95 out of 5 average rating, 153 reviews

Sunset, Water Views w/Hot Tub, Large Deck, Privacy

Sunset Escape: Tranquil Island Living with Panoramic Views With sweeping west-facing views of the Salish Sea, Orcas Island, and the distant Canadian Gulf Islands, Sunset Escape more than lives up to its name. This comfortable, professionally managed two-bedroom home is designed for easy living —offering peace, feeling of privacy, and panoramic beauty no matter the weather.

Top Guest favourite
A spacious wooden deck extends from the house, overlooking a scenic view of the water. Tall trees frame the image, while a hot tub is positioned in a corner. The clear sky and distant landscape contribute to a serene outdoor atmosphere.
Holiday home in Anacortes
4.98 out of 5 average rating, 116 reviews

Charming Guemes Island Getaway w/ Hot Tub & View

Just a 6 min ferry ride from Anacortes to beautiful Guemes Island. Spot eagles and watch the working waterfront from the south facing patio with gas grill. Enjoy a relaxing dip in the sparkling clean hot tub with beautiful views. From your front door you can walk or drive to Cook's Cove, Guemes Mountain trail, and beach access trail. You'll love it here!

Popular amenities for Cypress Island holiday rentals