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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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, 736 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 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, 129 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
Cottage in Guemes Island
4.97 out of 5 average rating, 272 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, 155 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, 249 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
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, 253 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, 202 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, 156 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

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
Two Adirondack chairs are positioned facing a serene waterfront view. A sailboat glides across the calm water, set against a backdrop of rolling hills and trees. Lush greenery and ornamental rocks frame the scene, enhancing the natural beauty.
Guest house in Anacortes
4.97 out of 5 average rating, 367 reviews

Waterfront Guesthouse Guemes Is., San Juan Islands

Our thoughtfully equipped waterfront mini guesthouse is just steps away from our beachfront on the Guemes Island. Located on the scenic western shore of the island, you can enjoy extraordinary sunsets, panoramic island views, miles of beach combing, and abundant wildlife. Our mini guesthouse, "The Seldom Inn" measuring 12 ft. x 14 ft. in size, is approximately 150 feet from our private beach and is located behind our main home.

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
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, 115 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