Holiday rentals in Cypress Island

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Top-rated holiday rentals in Cypress Island

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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, 705 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
The studio features wooden flooring and natural light from a skylight and sliding glass door, which leads to a private balcony. A cozy sleeping area is accompanied by a dining table and a workspace with a chair, contributing to a functional living space.
Guest house in Anacortes
4.97 out of 5 average rating, 795 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
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
Guest house in Langley
4.99 out of 5 average rating, 175 reviews

Waterfront Cottage with Eagles & Highland Cows

Escape to our WATERFRONT farm just outside of Langley on beautiful Whidbey Island with Eagles & Highland Cows. Our family has lived here since 1890, and we have a wonderful guest cottage sitting on the high bank with 180-degree views of Saratoga Passage, Mount Baker, and the North Cascades. With 900 square feet of open living area, a fireplace, full kitchen, washer/dryer, king size bed, high speed internet, 2 TV's, beautiful furnishings and easy access to the beach it's the perfect get-away!

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 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 interior features a tall Western Red Cedar tree integrated into the design, with warm wooden walls and flooring. A cozy chair is positioned beside a small table. Soft lighting illuminates the space, enhancing the open-concept flow towards the kitchen area in the background.
Treehouse in Ferndale
4.98 out of 5 average rating, 655 reviews

Sir Cedric's Cedar Treehouse

Sir Cedric Cedar Treehouse is a unique accommodation that will inspire you and form a lasting impression. Creative expression, hand-hewn craftsmanship, and functional design combine for a tranquil getaway. This 4-foot-wide Western Red Cedar passes directly through the middle of the Treehouse without a single bolt driven into it. The majestic presence of Sir Cedric and the quiet within this handcrafted-with-love-abode is truly amazing, all created with your comfort in mind.

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, 369 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 main living area is filled with natural light, featuring a green sofa and a wooden coffee table on a woven rug. A tan armchair and a round dining table with stylish chairs provide ample seating, accompanied by unique wall art that adds character.
Home in Anacortes
4.96 out of 5 average rating, 114 reviews

Modern Condo Near Downtown Shopping & Restaurants

Enjoy your time in Anacortes at our condo ideally located for adventure and relaxation. Nestled near scenic popular hiking trails and thrilling whale watching tours, while being closely located to the historic downtown with plenty of shopping, book stores to explore, a variety of restaurants, and quaint coffee shops. Whether you’re seeking outdoor adventure or just enjoying the sights, our condo offers the perfect blend of convenience and comfort for your stay.

Guest favourite
A spacious living area features large windows offering views of Samish Bay. A comfortable gray sofa sits across from a dining table, while a glass door leads to an outdoor patio. Warm light is provided by hanging fixtures over the dining space.
Flat in Bow
4.76 out of 5 average rating, 203 reviews

The Flat at Chuckanut Manor

Conveniently located between Bellingham and Mount Vernon, WA, this apartment, above the iconic Chuckanut Manor Restaurant, is perched over Samish Bay, with killer views of the bay and the San Juan Islands. Enjoy Sunsets on the patio and/or order dinner to be delivered to your door from the Chuckanut Manor Restaurant. You will not be disappointed. Includes one King Bedroom and one Queen Bedroom and one full bathroom. Also a fully equipped kitchen.

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.

Popular amenities for Cypress Island holiday rentals