
Holiday rentals in Cypress Island
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Top-rated holiday rentals in Cypress Island
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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.

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.)

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.

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!

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"

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

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.

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.

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.

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.

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.

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
Other great holiday rentals in Cypress Island

Paddle • Sauna • Relax —Peaceful Lakefront Escape!

Cozy Home with views of Mt. Baker & Bellingham Bay

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Airstream Sauna & Mountain View!

Kingfisher Cove Hideaway

Romantic Ocean Front Cabin W/ Deception Pass Views

Talkingtimbers West Shore Cabin

The Otter Banks
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- Queen Elizabeth Park
- Golden Ears Provincial Park
- Bear Mountain Golf Club
- White Rock Pier
- Port Angeles Harbor
- Birch Bay State Park
- VanDusen Botanical Garden
- Craigdarroch Castle
- Deception Pass State Park
- Willows Beach
- Olympic Game Farm
- Central Park
- Kinsol Trestle
- Moran State Park
- Cultus Lake Adventure Park
- Malahat SkyWalk
- Whatcom Falls Park
- Royal BC Museum
- Olympic View Golf Club
- Goldstream Provincial Park
- Metropolis at Metrotown
- Holland Park
- The Vancouver Golf Club
- Rocky Point Park




