Holiday houses in Shelter Bay

In Town, Walkable, Quiet, Comfy and Spacious

Our family home since 1956, when it was designed and built by local life long residents Louie and Roberta. Mid-century style floor plan with generously sized spaces offer an excellent blend of space and comfort. The family's connection to the Northwest art movement of Fishtown and Skagit valley artist can be observed on the walls of the home. Enjoy the views and serenity or take the short stroll to downtown. Father and son team have taken great care to update the home with all modern amenities.

Samish Island Cottage Getaway

Peaceful home on scenic and quiet Samish Island (no ferry required!) Creative artist vibes with a piano, eclectic decor, overflowing bookshelves, and a warm, cozy feel make this a creative escape from everyday life. A well-appointed kitchen, office with desk and reading chair, and green, private outdoor spaces ensure you have all you need to relax and take in nature. Perfect jump-off spot to island adventures, whale watching, or birding on the Samish flats. Well-behaved dogs and cats welcome.

Baker View Getaway

Beautiful, quiet private entrance to the apartment attached to our home. Fully furnished. Extra twin roll away bed available to sleep 2-4 people including sofa. Fully fenced back patio with choice of BBQ grill. Fully appointed kitchen for cooking your own meals and dining in. Awesome sunrise & Mt Baker views. Clever chickens visit daily. Fresh eggs for breakfast. Private off street parking. Full laundry room. All handicapped accessible. One mile to hospital. 2 miles to downtown festivals

Private Fidalgo Island Retreat

Large open designed private studio (750 sq. ft) on 5 acres located near LaConner and Anacortes. 1 hour drive to the Cascade foothills. For outdoor enthusiasts there's easy access to biking, hiking, kayaking, birding and walks on the beach. Explore local PNW communities, or ferry to the San Juan islands. We offer a quiet location to rest after exploring the area, or the perfect place for those who just want to relax and unwind. The TV is ready for Wi-fi streaming. Hosts live in on property.

The Bit & Bridle Cabin bids you welcome!

The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

La Conner-Kahlo Cottage-Good Vibes w/Water View!

La Conner's Kahlo Cottage is an inviting eclectic space surrounded by evergreens and only steps to the beach. This part of the neighborhood is rural-ish, with a friendly vibe. The quaint waterfront town of La Conner is a short 8 minute drive where you will find art, culture, restaurants and great shops to explore. Whether you're on a solo adventure, enjoying time as a couple, or exploring the area with a friend or family member, Kahlo Cottage is the perfect place to relax and enjoy!

Suite-Spot for a Sweet Stay

Views of Puget sound and Mt. Baker make Suite Spot a sweet place to stay on Whidbey Island. A quiet location minutes from downtown Oak Harbor, the cottage makes a great base for work or play. There's a large desk and 200MbS+ WIFI for your office  needs and parks, beaches, restaurants and shopping minutes away for a short or long getaway. Enjoy the eat-in kitchen, heated-floor bath & HDTV, games, plus There's a tennis/pickleball court! Hosts live on property (separate house).

The Coho Cabin - A Beachfront Getaway

Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has updated windows, base board heating, wood burning fireplace. High-speed WiFi available. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here.

Back Roads Airbnb

We love our quiet country home that we decided to share the back separate part of our home for mature Airbnb guest. We also decided to make the minimum stay for 7 days. Ideal for somebody who likes to work remotely, vacation or your in the Navy looking for something temporarily. We have 1.7 Landscape acres where the Island deer and Eagles roam free. We also have a fire pit to cook smores. Make sure you look at all photos. Please read House Rules.

Sunshine Studio: escape from the busyness of life

Nestled between Coupeville and Oak Harbor on a wooded corner of beautiful Whidbey Island, Sunshine Studio offers a quiet escape from the busyness of life while within easy reach of island gems, like Deception Pass and the Keystone ferry. Has a sunken tub: no shower Self-check in No tv No A/C: has air cooler msg me if you need a 1-night stay (or longer than my set max) and I may be able to approve it.

The Driftwood - Cozy Cabin with Beach Access

A rustic cabin with incredible views and just steps to the beach. Sleeps 2 - or 4 if you have children. It has everything you need for a sweet getaway: a queen bed in the loft, double futon in the living space, propane cook stove, and an outdoor space with a fire pit, two hammocks and a BBQ. There is a burn ban on outdoor fires from July 1 until who knows when. But you can still BBQ.