Holiday rentals in Cypress Island

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.

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.

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!

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

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

*Stunning Bay Views & Sunsets*Covered Deck+Firepit

Spacious 1 bd apt w/impressive views of Padilla Bay & unforgettable sunsets, located at the end of a long driveway w/a private covered entrance. Large bdrm w/king size bed & walk-in closet. Fully covered deck w/gas firepit & comfy sectional. Streaming TV + reliable WIFI. This is the place to unwind & relax after a day of work or play. Pick up local ingredients at nearby markets to craft a meal in the fully stocked kitchen or discover local fare at nearby restaurants & bakeries. Onsite W/D.

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.

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.

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

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.

Canyon Creek Cabins: #3

Built in the 1970's as a remote fishing cabin, this adorable little hideout has been reimagined to be the idyllic escape in the woods. This cabin is perched on a granite ledge overlooking the legendary Canyon Creek, which can be seen from nearly every one of the expansive windows. After spending a day exploring one of the nearby epic hiking trails, you'll be rewarded by a relaxing soak in the riverside hot tub or a board game with friends by the fire.

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.