Family-friendly holiday rentals in San Juan Islands

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.

Heather Waterfront Guest Cabin on private 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.

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.

Gatehouse Cottage, San Juan Island, WA

Gatehouse Cottage: Nestled in the forest of cedars and firs, near to main home. Lovely trails and walks nearby. Close to Roche Harbor and English Camp. Peaceful sanctuary with birds, deer and other creatures. Fully furnished, equip large studio, with queen bed/ loft for additional sleeping/sitting area, bathroom w/ shower. Living area with desk/table, and kitchenette. Heating: Electric. Outdoor sitting area w/ propane barbecue for spring, summer and fall use. Linens furnished. PPROVO-15-0053

The Eagle's Nest w/ Hot Tub & Water Views

⸻ This tiny home’s most captivating feature is its breathtaking view down Guemes Channel. Imagine soaking in the hot tub while taking in the peaceful trees and water scenery — kick back, relax, and truly unwind. Thoughtfully designed touches throughout make this small space feel warm, inviting, and perfectly suited for a relaxing getaway. This incredible location offers the best of all worlds. Romantic, serene, and unforgettable — you’re sure to make lasting memories at The Eagle’s Nest.

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

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.

Lakeside Cabin in the Trees with Views & a Hot Tub

Heron’s Nest Cabin sits on a wooded hillside above Hale Passage and Bellingham Bay — a two-bedroom island retreat where towering firs, filtered water views, and a cedar hot tub under the trees set the tone from the moment you arrive. Guests consistently call this one of the most restorative places they’ve ever stayed: a soaking cedar hot tub, a wood stove to curl up beside, heated bathroom floors, vaulted ceilings, and a fully outfitted kitchen for slow mornings and easy dinners.

Willow 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. Territorial views of the Harbor.

Five Mile Oasis where tranquility abounds!

Half way between the town of Friday Harbor and Roche Harbor Resort, this peaceful quiet oasis features views of the Olympic mountains, pastures and abundant nature. Deer graze in the yard, the occasional fox wanders by and eagles can be seen soaring above the trees. Guests can relax on their large private patio that is surrounded by bountiful gardens. This property is within walking distance of Mt. Grant and close to both Mt. Young and British Camp.

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.

The Fox Den a whimsical Earthen Glamping Cabin

Glamping on San Juan Island. The Foxes Den is a whimsical Earthen sleeping cabin, nestled in amongst a Douglas fir forest. Fifteen minutes drive from Friday Harbor and less then a 10 minute drive from Lime Kilm state park. The cabin sleeps 2 on a comfy queen bed and features a small sitting area and access to a separate designated bath house, complete with flushing toilet and hot shower. PPROV0-17-0021