
Holiday rentals in Cypress Island
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cypress Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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.

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.

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.

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.

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

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!

Eagles' Bluff
Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

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.

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.

Sweeping Views on the Water
If you want to get away from it all look no further than this quiet cabin on the water with sweeping 180 views of the northern San Juans, Canada, and Mount Baker. Great for families - enjoy the hot tub, foosball table, large deck and beach area. The house has a lot of custom Orcas touches to go along with the more recent remodel work. PCUP00-17-0008
Popular amenities for Cypress Island holiday rentals
Other great holiday rentals in Cypress Island

The Coho Cabin - A Beachfront Getaway

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Friday Harbor Delight - Spacious Home w/Ocean View

Sunset house beachfront bungalow

Byrd's Nest Guesthouse

Escape to Paradise on beautiful Guemes Island

Waterfront Privacy, Hot Tub, Mooring, Gated Estate

Guemes Island Waterfront Home
Destinations to explore
- University Of Victoria
- Metropolis at Metrotown
- Golden Ears Provincial Park
- Bear Mountain Golf Club
- Queen Elizabeth Park
- Holland Park
- Simon Fraser University
- Birch Bay State Park
- Moran State Park
- VanDusen Botanical Garden
- Deception Pass State Park
- Marine Drive Station
- Port Angeles Harbor
- Olympic Game Farm
- Cultus Lake Adventure Park
- Willows Beach
- Craigdarroch Castle
- Malahat SkyWalk
- Fisherman's Wharf Park
- Central Park
- Whatcom Falls Park
- Skagit Valley Tulip Festival
- Artist Point
- Guildford Town Centre





