Holiday rentals in Waldron island

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.

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.

Cliff Top Family Home Over Looking the Ocean

This beautiful home is located on Oxbow Ridge on Pender Island with a breathtaking view over Poets Cove. It offers a landscaped yard with chairs to relax in to admire the views. There is a smaller cottage that tenants live in on site in an adjacent building, they have a dog on site who may pop over to say hi. The main house is the owners personal home and live in it during the year. Please note that we have two private areas that will be closed off to guests in the house.

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!

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

Oceanfront low bank home viewing Mt. Baker.

Beautiful cedar home on a secluded half acre with breathtaking views of Saturna, the San Juan's and Mt. Baker. Amazing rock fireplace, large fully stocked country kitchen, sunroom with 180 degree view of it all. The home has three bedrooms, two bathrooms and a den. Two large ocean-view decks, a hot tub overlooking the ocean and a tidal islet where otters, seals and birdlife congregate, and even the occasional Orca sighting!

Amazing sunsets, water view, hot tub, near town.

Orcas Sunset Retreat is a tastefully decorated 2900 sq ft home on nearly 3 acres overlooking the Salish Sea. This home boasts high quality furnishing, linens, and cookware. Expansive ocean views can be enjoyed from inside and out. This serene setting is the perfect escape from your everyday life, all the while being just 1.5 miles to the charming village of Eastsound.

Sweeping Views on the Water

If you want to get away from it all look no further than this quiet cabin on the water with sweeping 180 views of the northern San Juans, Canada, and Mount Baker. Great for families - enjoy the hot tub, foosball table, large deck and beach area. The house has a lot of custom Orcas touches to go along with the more recent remodel work. PCUP00-17-0008

Cottage by the Sea

Lovely cottage by the sea with private beach access. Amazing views with the whales coming by often. You will also get daily eagle sightings and sunsets like no other. (We also have FAST fiber optic WiFi for those looking to take meetings remotely.) This spot is one of the best you'll find on the island. Come enjoy this nestled gem on Sunset Point!

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.

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 high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77.