Vacation rentals in Cypress Island

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Top-rated vacation rentals in Cypress Island

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Guest favorite

Cottage in Guemes Island

4.98 out of 5 average rating, 171 reviews

Guemes Is Seaside Cottage-April Tulip festivals!

Tulip Season in Skagit Valley has begun!! And not far away is this whimsical cottage on the west beach of Guemes island with its panoramic views & magical sunsets. Just a 5-7 min ferry ride from Anacortes you can enjoy both the fabulous tulip colors and experience the peacefulness of island living...walk the beach, hike the mountain, explore your fav water sport, and view our local wildlife of herons, seals, bald eagles & local orcas. Kids & pups welcome! Bonus...mooring buoy available to rent.

Oct 4 – 11

G$30,415 GYD per night

Guest favorite

Guest suite in Anacortes

4.97 out of 5 average rating, 372 reviews

Maggie’s Room!

Welcome to our home! We are located in a small, quiet neighborhood, close to the ferry terminal. Come relax in your private guest suite and enjoy the beautiful gardens, sunsets, and views. Anacortes has a lot to offer. There are many hiking and biking trails. Visit Washington Park, Mt Erie, Deception Pass State Park, Whistle and Cranberry lake. Or catch the ferry to the SanJuan Islands. We love our small town with all its restaurants and local seafood. We hope you will enjoy it as much as we do.

May 7 – 14

G$23,089 GYD per night

Guest favorite

Guesthouse in Anacortes

4.97 out of 5 average rating, 610 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.)

Nov 24 – Dec 1

G$19,212 GYD per night

Guest favorite

Apartment in Anacortes

4.97 out of 5 average rating, 634 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!. Minutes from the Anacortes Ferry Terminal. Come relax, reconnect and enjoy the beautiful Northwest. Note: We live upstairs in a totally separate part of the house but there are normal noises that come with shared living. The studio has one queen bed and is ideal for a couple. We have an air mattress for quest who want to bring their family.

Jan 10 – 17

G$27,766 GYD per night

Guest favorite

Home in Olga

4.95 out of 5 average rating, 612 reviews

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean along with Mt. Baker and the Cascades. Hardwood flooring throughout. 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 and hot chocolate, 3D HDTV with streaming. High speed WIFI (200 MBPS) and cell service. Games, books, DVDs, binoculars and telescope. Soap, shampoo, conditioner.

Mar 9 – 16

G$37,439 GYD per night

Guest favorite

Loft in Anacortes

4.99 out of 5 average rating, 348 reviews

Anacortes Loft *Gateway to the San Juan Islands*

✦100% OF OUR AIRBNB INCOME GOES TO UKRAINE✦ Relax in your airy, spacious, private apartment. Sparkling clean European accommodations, laid-back spa atmosphere, down & luxury linens, chef's kitchen. Enjoy sunrises, waffle robes & slippers, cozy fires, walks to historic downtown, farmers market, shops, restaurants, festivals, beaches, parks, lakes and coastal trails. Explore, sail, hike, bike, climb, whale watch. En-route to the San Juans & Cascades Scenic Hwy. Perfect for couples or friends.

Oct 3 – 10

G$24,014 GYD per night

Guest favorite

Yurt in Olga

4.92 out of 5 average rating, 158 reviews

Yurt camping in Doe Bay area

Relax in a spacious yurt on the side of Mount Pickett next to Moran State Park. Less than a five minute drive to Doe Bay Resort. Twelve miles past Eastsound on the Horseshoe Highway and 20 miles from the ferry landing. The yurt has an outdoor kitchen space with a camp stove and most of the utensils for preparing and serving food. There is an outdoor fire spot and a picnic table for outdoor relaxing and dining. There is also an outdoor shower and outhouse with a composting toilet.

Nov 10 – 17

G$23,316 GYD per night

Superhost

Home in Olga, Washington, US

4.9 out of 5 average rating, 327 reviews

Tiny house on beach lot on Orcas Island

Very small (under 300 square feet), very sweet house for one or two. Double bed, bath with shower, LIGHT cooking, wood stove and electric heat, driftwood deck, partial water view. On same beach lot with larger vacation rental and you share yard and beach with guests staying in other house. Bring your kayak, paddle board and/or bicycle. As noted in the house rules, OUR BOATS ARE NOT INCLUDED IN THE RENTAL. They are old and unsafe and the waters here can be challenging. NO EXTRA GUESTS.

Oct 13 – 20

G$24,624 GYD per night

Guest favorite

Apartment in Olga, Washington, US

4.99 out of 5 average rating, 364 reviews

Studio with Bath and Kitchenette

Come stay in our newly built private guest suite which is attached to the main house, but very private. Private entry via the porch or the shared foyer. Bathroom with heated tile floor and frameless glass shower door. Queen size bed, sitting area with love seat. Flatscreen TV + WiFi Deck with table and chairs. Kitchenette has a small fridge, Nespresso machine, toaster oven, microwave, French press + electric water kettle. Near Moran State Park, Rosario and Doe Bay Resort.

Feb 23 – Mar 2

G$22,799 GYD per night

Guest favorite

Home in Anacortes

4.9 out of 5 average rating, 489 reviews

Brand New Townhouse Near Ocean, Downtown Anacortes

A brand new, immaculate townhouse in Anacortes with plentiful amenities. 1000 sq.ft., 2 story, 2 bedrooms, 1 1/2 baths, driveway parking, fully equipped kitchen, wi-fi, smart TV, memory foam mattresses, beautifully landscaped backyard..... Convenient location: 3 blocks from the ocean, short walk from downtown restaurants and shops, 2 minute drive to ferries to the San Juan Islands and BC, 5 minute drive to Washington Park, located on the Skagit Transit bus route.

Sep 23 – 30

G$27,613 GYD per night

Guest favorite

Guesthouse in Anacortes

4.97 out of 5 average rating, 292 reviews

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 magnificent western shore of the island, the sunsets experienced are extraordinary, along with panoramic island views, miles of beach combing, and an abundance of wildlife to enjoy. Our mini guesthouse, "The Seldom Inn" measuring 12 ft x 14 ft in size, is approximately 150 ft from our private beach and is located behind our main home.

Sep 25 – Oct 2

G$30,129 GYD per night

Guest favorite

Apartment in Anacortes

4.94 out of 5 average rating, 807 reviews

Anacortes Orchard Studio

Light, airy studio with private entrance, kitchenette, full bathroom. 1 mile to downtown Anacortes, 2.5 miles to San Juan Islands ferry terminal in a very quiet neighborhood, easy access. Relaxing guest area in the gardens with outdoor seating, old apple trees, sun-dappled shade, flowers, birds, pick your own apples in season! A quiet retreat that feels like being in the countryside yet right in town. Off-street parking, quiet, safe neighborhood.

Sep 19 – 26

G$26,171 GYD per night