Guesthouse holiday rentals in Whidbey Island

Kingfisher Cove Hideaway

As you descend the walkway and round the corner suddenly your whole outlook will change! Perched directly above the serene blue-green waters of Skagit Bay, this custom built vacation home will usher you into a relaxing getaway from it all. Floor-to-ceiling windows immediately draw your eyes outside, where you can watch for seals, orcas, gray whales, great blue herons, and bald eagles, with the forests of Deception Pass State Park directly across the water. Whether you're dining at the cozy table, sitting in the red leather reclining chairs, or snuggled up in the luxurious king-size bed, the spectacular view will melt away your everyday stress. A full-size kitchen is stocked with everything you need to prepare your meals, but if you choose to dine out, there are many delightful options in nearby Anacortes and La Conner. Sunny weather graces this area often and there are a couple of Adirondack chairs for you to sit in, while you gaze at nature or relax and read. A full-size washer and dryer are also available, as well as a generously sized shower, complete with a heated towel warmer and radiant floor heating. No need to bring bottled water! We have a whole house filtration system! Incredibly close to Deception Pass State Park, there is an abundance of walking and hiking trails within minutes of Kingfisher Cove Hideaway. Walk across the historic Deception Pass Bridge and look east to see where you're staying, or west to gaze at the San Juan Islands and the Salish Sea. In addition to Deception Pass State Park, there are dozens of trailheads to choose from in the Anacortes Community Forest Lands (ACFL), with more than 50 miles of multi-use trails. The harbor-side marinas in Anacortes allow visitors to walk among the docks and look at sailboats and pleasure craft, and the Tommy Thompson Trail takes you along the marinas and across the notable 2,000-foot-long paved trestle spanning picturesque Fidalgo Bay. Hop on a ferry, right from Anacortes, to day-trip to the San Juan Islands. Nestled at the edge of the rain shadow of the Olympic Mountains, south Fidalgo Island gets half the amount of rain that Seattle does. And there's no need to take a ferry to get here - an easy one-and-a-half-hour drive from the greater Seattle area ushers you to this fabulous getaway vacation home. Important Info: Accessibility: There is a sloped, meandering walkway with stairs to get from the guest parking to the guest house, which is not wheelchair-accessible. If mobility is a challenge, you most likely will find our walkway down to the guest house not accessible for you. The entire guest house, including the property, is smoke-free. This is an adults-only guest house. No dog(s) or any other pets/animals can be accommodated in Kingfisher Cove Hideaway. Parking notes: The designated parking space is best situated to accommodate standard-size vehicles. Feel free to pull your vehicle all the way down our driveway and turn around at the garage. It is much easier to exit the driveway. This will make sense when you see our (atypically) curved driveway.

Value · Location · Hospitality

Cosy Cottage in a Woodland Setting

Welcome to Cedar Cottage, nestled in the woods of Whidbey Island. The art-filled room offers a king bed, bath with shower and separate vanity. Amenities include a mini-fridge, Keurig coffee maker, electric teapot, microwave, toaster oven, large TV, and Wi-Fi with high-speed internet access. Enjoy morning coffee on the covered porch, dinner seated around the Solo Stove fire pit. Situated on five acres of woodland seven minutes from scenic Langley, the cottage is a newly-built haven ready for you!

Family · Location · Bathroom

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!

Family · Value · Cleanliness

Seaside Gem-Downtown Oak Harbor

Experience modern comfort at this charming Oak Harbor seaside cottage, just over a block from the waterfront and downtown, next to Smith Park. Originally a Fort Ebey Army movie theatre and later the first Catholic church, it's now a beautifully remodeled Airbnb. Enjoy high-end mattresses, 1GB internet, air conditioning, and thoughtful amenities. Explore nearby shops and eateries, all within walking distance. This is a perfect blend of rich history and modern convenience for your memorable stay!

Location · Family · Heating

Clearview Acres- Rest and Restore

Welcome to a place of peace, restoration and comfort. With its own private entrance, you will have the downstairs apartment in our gorgeous island home, surrounded by massive cedar and fir trees, lush landscaping, and a beautiful, large pond. Wander down to the pond, sit, meditate, absorb the pervasive peace of this property. Apartment amenities include washer, dryer, wi-fi, cable TV, fully-appointed kitchen. We also have a PacnPlay with sheet, if you have an infant/baby up to 2 years.

Family · Value · Outdoor spaces

Whidbey Island Modern Cottage

Recently constructed modern cottage nestled in the stunning beauty of Greenbank on Whidbey Island. Come enjoy a slice of sanctuary and get away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

Location · Value · Bathroom

Byrd's Nest Guesthouse

Byrd’s Nest is a retreat nestled among the trees. This custom-built guesthouse was completed in June 2025. It spans 357 sq. ft. and features a studio layout with a kitchen and bathroom. Surrounded by evergreen trees and approx. 30 feet from the main house, it offers a charming treehouse-like experience. The whole property is 6.6 acres at an elevation of over 200 ft. Views of Mount Baker, the North Cascade Mountain range, the Skagit Bay, and forest land can be seen from the guesthouse.

Location · Value · Comfort

water view tiny guest house

This fully equipped very tiny house on wheels sits on a high bank waterfront lot overlooking Holmes Harbor. The white ship lap and exposed wood ceilings gives this tiny a beach house feel. Sit out on your tiny deck with a view or relax inside and enjoy sunset views thru the trees. We have seals in the 5 mile long harbor, and a very occasional visit from a whale. Eagles nest on the property. There is a public beach and boat launch just 2 miles down the road at Freeland Park.

Family · Value · Heating

Studio in the Woods

Tucked at the end of a quiet lane, the Studio in the Woods is a charming standalone retreat on a private island property. The space is beautifully bright, offering a perfect balance of cozy seclusion and modern comfort. You’ll enjoy a private entrance and total independence, along with access to the main home’s beautiful landscapes, fire pit, and lush scenery. Whether relaxing on-site, driving to the beach, or exploring Langley’s boutiques, this is your ideal island escape.

Location · Family · Check-in

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

Location · Family · Solo travel

Moonrise Cottage

This peaceful, coastal cottage was built in 2019 and sits on 5 acres of lush green grass, gardens and overlooks Deer Lagoon and Useless Bay. The bright, modern farmhouse is magazine worthy, immaculate and features all brand new and top of the line furniture, appliances, linens, towels and is completely outfitted for the gourmet cook. For babies, the cottage provides a pak n play, booster seat and toys. For adults there is bocce ball and croquet upon request.

Value · Family · TV

Tranquil Refuge on South Whidbey

Welcome to your tranquil country refuge on South Whidbey Island. This quiet, end of the lane, lovely private cottage is full of amenities and acreage for your comfort and entertainment. We recently connected the apartment to our local fiber optic network so there is excellent connectivity for work or play. We also added a level 2 EV charging station for EV car owners. The queen mattress in the bedroom is a new Saatva luxury mattress.

Location · Family · TV