House holiday rentals in San Juan Islands

4.95 out of 5 average rating, 707 reviews

The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.

Home in Olga

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. 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, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

4.98 out of 5 average rating, 137 reviews

A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.

Home in Oak Harbor

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.

4.98 out of 5 average rating, 164 reviews

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.

A spacious deck features two woven chairs positioned to allow views of the surrounding landscape, including lush green grass and distant water. A railing made of vertical slats provides an open feel, complementing the serene atmosphere of the seaside setting.

4.96 out of 5 average rating, 182 reviews

"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.

A partially covered deck features a propane fire pit table at its center, surrounded by two Adirondack chairs. A grassy lawn is visible beyond, dotted with stones and trees in the background, enhancing the natural setting.

4.92 out of 5 average rating, 123 reviews

2 acres of seclusion near Roche Harbor Resort!

Wildflower Cottage Retreat is the perfect location to relax, explore and enjoy San Juan Island. Just minutes from Roche Harbor Resort! Relax in the sunny and bright living room with great natural light to take in natures surroundings or to just relax after a long day of sightseeing. Entertain in the fully equipped kitchen with bar seating and plenty of space for meal prep. Enjoy the covered front deck with BBQ and fire pit - the perfect place to relax and enjoy the beauty of the San Juan’s.

4.95 out of 5 average rating, 308 reviews

Home in Eastsound

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.

4.98 out of 5 average rating, 156 reviews

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.

A compact living area showcases a modern gray sofa adorned with orange cushions, accompanied by a wooden side table. Above, three framed artworks in soft blue hues are displayed. A spiral staircase leads to an upper sleeping area, illuminated by natural light from large windows.

4.87 out of 5 average rating, 235 reviews

Shipjack 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 just a mile away. Features views of Griffin Bay & Dinner Island.

A spacious courtyard is framed by sleek white walls and a covered patio area. Tropical plants and palms are arranged along the perimeter, with a concrete surface leading to stylish seating options. Large sliding glass doors provide a view into the indoor living space.

4.96 out of 5 average rating, 186 reviews

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.

A two-story Craftsman-style home features a spacious wrap-around porch supported by multiple columns. Large windows allow natural light to fill the interior. The exterior is painted in soft colors, harmonizing with a green, grassy yard and trees in the background.

4.98 out of 5 average rating, 127 reviews

The Cottage: Chef's Kitchen, Bay View, EV Charger

Entire house 4 guests · 2 bedrooms · 2 queen beds · 1.5 baths. We offer high-end, sustainable sourced, eco-friendly bath, bed, kitchen, laundry, and paper products. EV charger is a ChargePoint Home Flex, Level 2, 240V. Airbnb verified: Fast Wi-Fi - 63 Mbps. Note: This a NO-PETS property (due to severe allergies), created and designed for adults 25+; it is not equipped for children under 6; not suitable for infants, toddlers, and very young children. Please respect house rules.

A spacious yard is visible, framed by lush greenery and trees. The serene ocean stretches out in the distance under a clear blue sky, with gentle hills visible along the horizon. A fenced area is seen in the foreground, enhancing the outdoor space.

4.91 out of 5 average rating, 164 reviews

Friday Harbor Delight - Spacious Home w/Ocean View

Now accepting monthly winter stays - perfect for remote work! Openings available beginning Feb 5th and March 23. 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.