Guesthouse vacation rentals in San Juan Islands

Guesthouse in Anacortes

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 17 – 24

Guesthouse in Olga, Washington, US

Little Stuga, Cozy, Private, Walk to water w/views

Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

Jan 4 – 11

Guesthouse in Eastsound, Washington, US

Waterfront Guest Cabin on private beach estate

Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire and kayaks for guests to use. Seals, otters, Eagles and deer are your neighbors. Walk to Turtleback Mountain hiking south trailhead. The secluded Hot Tub is spontaneously private for either cabin to use, but not at the same time. It has always worked out well for many years of guests enjoyment.... tucked under madrona trees 75 feet away from either cabin.

Guesthouse in Camano, Washington, US

Moore's Camano Cottage, Home with a View & beach

Set between Whidbey Island and Washington's mainland, beautiful Camano Island can be reached by car. With over 56 miles of beaches, boating, salmon fishing, clamming and crabbing are bountiful. The unique appeal of Camano Island is that it offers visitors a real-life island experience, including a strong arts scene. Recreational activities such as biking are popular here. The island is also home to Camano Island State Park, which boasts 173 acres prime for camping, hiking and bird watching.

Nov 26 – Dec 3

Guesthouse in Bow, Washington, US

*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.

Jan 3 – 10

Guesthouse in Friday Harbor

Cottage by the Sea

This is a guest studio on our property overlooking the Haro Strait with amazing views of the Olympics, Haro Strait, and Vancouver Island. This quiet and private space is perfect for a getaway to enjoy nearby hiking trails, whale watching at Lime Kiln State Park, and more. We recommend a car we are about 15 minutes from the ferry and downtown Friday Harbor. High speed fiber internet (100 Mbps) is great for videoconferencing or streaming using Roku Contact us for any special requests.

Dec 1 – 8

Guesthouse in Friday Harbor

Peaceful Cottage on 15 acre Farm

My comfortable one bedroom cottage with sun-room (In the winter months it is very pleasant on sunny day will allow you to relax after a day of exploring the island). There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. A easy 15 minute drive to most attractions. Dog friendly. Self check-in

Mar 15 – 22

Guesthouse in Eastsound, Washington, US

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

Nov 17 – 24

Guesthouse in Eastsound

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

Nov 9 – 16