House holiday rentals in San Juan Islands

Anacortes Waterfront Complete Remodel/Hot Tub

Kick back and relax in this completely remodeled space with comfy living room, gas fireplace and stunning views of Skagit Bay. Watch for eagles, seals and otters, maybe an occasional Orca whale! Take a hot tub with a view or hike miles of trails nearby. Beachfront and also near to Deception Pass State Park. Beach access for kayaking, SUP, crabbing etc... Short drive to Anacortes for shops, dining, art galleries or ferry to Guemes Island. A 1.5 hour drive from Seattle or Vancouver BC…no ferry!!

Family · Value · View

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

Value · Location · Wi-Fi

"West Side" Outstanding views of Sea & Olympics

Haro Haiku - West side of beautiful San Juan Island The house is nestled just below the ridge line with 180 degree views, framed by the Olympic mountains, the Salish Sea, the Straits of Juan de Fuca beyond, and Haro Straits immediately below. Sunrises, sunsets, ship and boat traffic, the lights of Victoria, the Olympic Peninsula, clear starry nights, cloud formations, combined with the sound of whales and surf below. It never fails to inspire and delight.………truly awesome!! SJC Permit #05CU11.

Value · Location · Laundry

Cozy Home with views of Mt. Baker & Bellingham Bay

Come relax at the Barkley House on Lummi Island. This home belonged to a local author & his love for the property shows. Sip your morning coffee surrounded by breathtaking views of Mt. Baker, the Twin Sisters, Bellingham Bay, Hale Passage, & Portage Island. Views abound from the primary bedroom. A heated floor & a soak in the tub make for cozy evenings. Take a hike in nearby Baker Preserve, stroll along the beach, bike the island, bird watch, or head out for a day trip. Adventure awaits!

Family · Location · Indoor spaces

Waterfront San Juan Island Retreat | Beach & Views

Wake up to sweeping waterfront views at Westward Cove, a spacious beach house on the west side of San Juan Island. Perched on one of the island’s rare sandy beaches, our home is the perfect spot to relax, soak in the hot tub, or simply enjoy the sound of the waves. From the deck, you’ll have front-row seats to the island’s incredible wildlife. Just 10 minutes to Friday Harbor and Lime Kiln State Park, this peaceful retreat blends comfort, nature, and unforgettable views. Sleeps up to 6.

Value · Family · Long stay

Fawn Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are justa miles away. Great views of Griffin Bay and Dinner Island.

Family · Value · Getting around

Twin Palms at Forbidden Island Motor Lodge

Welcome to Twin Palms, your passport to midcentury glamour and jet age style! Pass through sunny yellow doors into a tropical garden where Desert Modern meets Polynesian Pop. This completely private courtyard includes a propane fire pit, soaking tub and a pass-through bar, all sheltered by towering palms. Step inside your swank living room flanked by kitchen and bar areas. Beyond lies a bedroom featuring his and hers closets and a bathroom with heated floors and dual shower heads.

Location · Family · Parking

Waterfront Beach house, pet friendly

This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor in a quiet, peaceful neighborhood. The beach is perfect for relaxing, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water . Local otters and other sea life will often swim by for a visit, and sunrises and sunsets are dependably Insta gram-worthy. Fiber internet for many concurrent zoom meetings or streams!

Family · Value · Access

Luxury Waterfront & Views, Private Beach, Golfing

Welcome to Eastsound Shores, our spacious designer home overlooking the Salish Sea! 🌊 Enjoy expansive decks for outdoor living and dining, a fantastic Chef's kitchen, and cozy evenings by the fire with games and a wet bar. Each ensuite bedroom features a luxurious bathroom, perfect for family and friend gatherings. Plus, explore the private beach trail and unique rocky shore right at your doorstep. We can’t wait to host you for an unforgettable getaway!

Value · Location · Barbecue

Sunset, Water Views w/Hot Tub, Large Deck, Privacy

Sunset Escape: Tranquil Island Living with Panoramic Views With sweeping west-facing views of the Salish Sea, Orcas Island, and the distant Canadian Gulf Islands, Sunset Escape more than lives up to its name. This comfortable, professionally managed two-bedroom home is designed for easy living —offering peace, feeling of privacy, and panoramic beauty no matter the weather.

Location · Value · Checkout

Slow Living • Outdoor Bath & Wood-Fired Sauna

A peaceful Whidbey Island retreat surrounded by gardens, birdsong, and tall trees. Chickadee Cottage is a thoughtfully designed hideaway with a cedar sauna, cold plunge, private outdoor soaking tub, and an outdoor shower—made for slow mornings and unhurried days. Guests often say it feels even better than expected, and that everything they need is already here.

Location · Value · Sleep quality

Friday Harbor Delight - Spacious Home w/Ocean View

Enjoy the stunning Ocean View from his 3 BR home that has it all. In Town location, Master Suite w/King bed and en suite bath. Second BR w/ Queen Bed and adjacent full bath. 3rd BR with bunk beds and a trundle for the kids. Large Deck for lounging with Dining Table and BBQ. Fully stocked Kitchen, Satellite WIFI, Office with printer/scanner.

Location · Family · Comfort