Holiday rentals in Cypress Island

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Top-rated holiday rentals in Cypress Island

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Top guest favourite
The exterior of the cedar bungalow is shown, featuring large glass windows that provide expansive views of the surroundings. A wooden deck extends outward, supported by pillars. Lush greenery and a decorative plant are positioned on the deck, adding a touch of nature to the structure.
Home in Olga
4.95 out of 5 average rating, 703 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
Guest house in Anacortes
4.97 out of 5 average rating, 793 reviews

Relax in nature at Happy Valley Studio!

Happy Valley Studio rests in a lovely rural neighborhood, near 2800 acres of Community Forestlands hiking trails. It's ~15 minutes (3.6 Mi) from the Ferry to the San Juan Islands/Sidney BC, and an easy 5 minutes from downtown Anacortes. You will love the quiet neighborhood, and our lovely gardens and pond. Clean, cozy, roomy studio apartment with its own private balcony entry and skylights to keep it bright and cheery. Fully equipped kitchenette, with a microwave and refrigerator (no stove.)

Top guest favourite
A charming cottage is situated in a tranquil outdoor space, with lush green grass and towering trees nearby. The vibrant mural depicting a forest landscape adds a touch of whimsy. The waterfront is visible in the background, complementing the peaceful setting.
Cottage in Guemes Island
4.97 out of 5 average rating, 244 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
Guest house in Anacortes
4.89 out of 5 average rating, 436 reviews

Anacortes Guest House Unit A (water view) Studio

Perfect for Relaxing or Remote Work! Fast Wifi & desk. Clean charming studio apartment in Guest House behind our home. Brand new walk-in shower. Laundry room & entrance hall. Located on Hwy 20 between San Juans Ferry & Old Town Anacortes (1.5 miles each way) . Private water-view deck, full kitchen, wood-burning fireplace. Private entrance & dedicated parking for two vehicles for current guests only (no long term parking). No shift-work "bed-sharing" or booking room for others' use allowed.

Superhost
Lighthouse in Anacortes
4.84 out of 5 average rating, 220 reviews

Lighthouse with Hot Tub view of San Juan Islands

Unique fun space! if you are adventurous and want to crash at a very unique spot this is it. First floor has a mini fridge, smart TV, instant hot water kettle, coffee maker, bottled water, day bed with plenty of bedding in storage. Then you climb the ladder and go up to the tower. There is another single bed. Out the door is a private deck overlooking the San Juan Islands with a table and chairs. Take your coffee or wine out and enjoy the day. head back down take a dip in one of the hot tubs

Top guest favourite
The exterior of the studio apartment features a contemporary grey facade with a spacious patio area. A vibrant red umbrella shades an outdoor dining set, surrounded by landscaped gardens and stone pathways. Second-floor balconies are visible, enhancing the building's layout.
Flat in Anacortes
4.98 out of 5 average rating, 219 reviews

Mt. Erie Lakehouse

The studio apartment is located at the foot of Mt. Erie overlooking Lake Campbell. Just minutes away from Deception Pass, historic downtown Anacortes, and a short drive to La Conner. Anacortes is the gateway to the San Juan Islands. Enjoy your coffee on the patio watching eagles and other wildlife. Finish the end of your day, sitting next to the fire pit, with a glass of wine watching the sun set. If you need additional space consider reserving our King Suite. See photo's: "THEME ROOM"

Top guest favourite
A serene view from the covered deck captures the golden hues of a sunrise over tranquil water, framed by tall trees. The sunlight casts gentle shadows on the railing, highlighting the peaceful outdoor space.
Cottage in Lopez Island
5 out of 5 average rating, 285 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!

Top guest favourite
Cabin in Anacortes
5 out of 5 average rating, 108 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
Tiny home in Anacortes
4.98 out of 5 average rating, 595 reviews

Tiny House on Guemes Island, WA.

Solar Powered Tiny House and your own private Sauna tucked in the woods amongst old growth Cedar trees. Enjoy campfires at night under the stars and forest canopy, a game of horseshoes, beach walks, hike the Guemes Mountain, or enjoy the NEW Barrel Sauna and cold plunge pull-shower. Also NEW, Take advantage of our three available E-bikes rentals to explore the island. More details in listing photos for pricing and message us after you book if you'd like to add rentals onto your stay.

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, 818 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, 127 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
Cabin in Anacortes
4.99 out of 5 average rating, 246 reviews

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has updated windows, base board heating, wood burning fireplace. High-speed WiFi available. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here.

Popular amenities for Cypress Island holiday rentals