Family-friendly vacation rentals in San Juan County

Waterfront Guest Cabin on private beach estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. 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, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

Peaceful Cottage on 15 acre Farm Pprovo-14-0016

Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, allowing 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. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

The Cottages at Twin Coves, Orcas Island (#2 of 2)

Covered outdoor cooking gazebo perfect for preparing your own meals, in season (spring through October or November, depending on weather.) Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

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.

Tiny house on beach lot on Orcas Island

Very small (under 300 square feet), very sweet house for one or two. Double bed, bath with shower, LIGHT cooking, wood stove and electric heat, driftwood deck, partial water view. On same beach lot with larger vacation rental and you share yard and beach with guests staying in other house. Bring your kayak, paddle board and/or bicycle. As noted in the house rules, OUR BOATS ARE NOT INCLUDED IN THE RENTAL. They are old and unsafe and the waters here can be challenging. NO EXTRA GUESTS.

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

Full Kitchen near Moran, Cascade Lake, Rosario

Retreat to private Studio with deck among Douglas fir and madrona trees. Fully stocked kitchen & bath, cozy robes, new queen bed with down comforter and 100% cotton sheets. Free Level 2 EV Charger. Very quiet. Recreation options nearby! Walk to Moran State Park/Cascade Lake & Rosario Resort. Many dining/shopping options. This is a small 420 sf studio, limited to 2 guests. No kids under 12, no pets. Booking over 14 days may require addtl cleaning fee. LANDUSE-19-013

The Field House Farm Stay on Midnight's Farm

Step into island life, relax into the land on a 100 acre working farm. This sunny home invites you to read in the window seat, grill on the patio, cozy up to the woodstove or get creative in the well-stocked kitchen. Explore the pastures, marsh, and ponds. Use the yoga studio. Fire up the sauna. Charge your EV. Nestled next to the pond and removed from the activity of barn and market garden the Field House invites you to enjoy your own retreat or engage with the farm.

Entire Guest Suite on Orcas Golf Course

Unwind in this private king-bedroom suite on Orcas Island Golf Course. Enjoy a range of thoughtful amenities for a comfortable stay: ✔ En-suite bath with large shower 🚿 ✔ Wi-Fi and smart TV 📺 ✔ Mini fridge ❄️ and microwave ✔ Coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the fairways ⛳ Close to Eastsound, Moran State Park, hiking 🥾 & whale watching 🐋. Quiet, serene, and perfect for a peaceful getaway or golf retreat. Book your stay now! 🏌️‍♂️

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

Golf Course Guesthouse, Friday Harbor, San Juan

Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to golf course, close to Town. the coziness, Quite, and rural location, and the people. Our place is good for couples, solo adventurers, and business travelers. or attending weddings.