Holiday rentals in Waldron island

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Top-rated holiday rentals in Waldron island

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Top guest favourite
A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.
Guest house in Eastsound
4.99 out of 5 average rating, 170 reviews

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.

Guest favourite
A spacious outdoor deck features a large wooden table surrounded by several chairs. Panoramic views of the waterfront and surrounding hills are visible, enhanced by the natural sunlight reflecting off the water.
Home in Eastsound
4.96 out of 5 average rating, 112 reviews

Waterfront! - Incredible views; Private rocky beac

BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & GOURMET KITCHEN Picture phenomenal sunrises, five acres of lushly wooded hillsides and moss-covered slopes, a seasonal stream, the call of sea birds, and 300 feet of rocky shoreline. This is the beauty of nature that surrounds this northwest contemporary vacation home on Orcas Island. You will find Erehwon Seaside at the end of a winding drive through a magical forest setting. This home is a well built and well cared for home offerin

Top guest favourite
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.
Home in Friday Harbor
4.98 out of 5 average rating, 182 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.

Top guest favourite
A spacious living area features large fold-back doors that open to a deck with ocean views. Natural light floods the room through skylights. A comfortable sectional sofa is positioned near a modern fireplace, while a dining area with stylish chairs is visible in the background.
Home in Blaine
4.99 out of 5 average rating, 196 reviews

Waterfront Luxury | The Perch at Birch Bay

Modern luxury on the beach with 180 degrees of oceanfront sunset and mountain views! 24 feet of fold-back doors open to the 40’ beachside deck.. feel relaxation take over as the sound of the waves roll in. Spa-like bathroom with a 6’ x 5’ shower for two, complete with dual shower heads and oversized rain-shower in the center. After sunset, watch a movie on the 84” 4K screen in full surround, or grab one of our board games and gather around the table with whole-home music of your choice.

Guest favourite
A spacious living area features high wooden ceilings and large windows that offer scenic views. A central dining table is surrounded by colorful chairs. Various seating options, including a red accent chair and cozy nooks, invite relaxation while allowing natural light to fill the space.
Home in Pender Island
4.91 out of 5 average rating, 191 reviews

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.

Top guest favourite
A relaxing hot tub is set on a deck surrounded by trees, offering a private retreat. The serene environment features wooden fencing and a pathway, with glimpses of nature visible through the trees, creating a tranquil atmosphere.
Home in Eastsound
4.97 out of 5 average rating, 303 reviews

Modern Water-view Home Near Rosario, SuperHost

Experience a spacious NW Modern retreat with over 2,000 sq. ft. of open living space and captivating water views. With 250+ Five-Star reviews, you can rest assured knowing we'll do whatever we can to help you have a fantastic stay with us. Relax in king-sized beds across three bedrooms, complemented by quality furnishings. Indulge in amenities like a private hot tub, chef-quality cookware, and an espresso machine for a true home-away-from-home feel.

Top guest favourite
A serene ocean view is displayed, featuring gentle waves lapping against the rocky shoreline. The foreground shows a manicured grassy area, with two yellow Adirondack chairs positioned to face the water, inviting relaxation. Coastal mountains line the horizon under a partly cloudy sky.
Cottage in Pender Island
4.96 out of 5 average rating, 258 reviews

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!

Top guest favourite
An outdoor stone patio features a fire pit surrounded by six black Adirondack chairs. The sunset casts warm hues over the landscape, with ocean views visible through the trees. A lush lawn leads to the water's edge, emphasizing the serene natural setting.
Home in Eastsound
4.98 out of 5 average rating, 125 reviews

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.

Top guest favourite
Home in Blaine
4.96 out of 5 average rating, 132 reviews

Oceanview A-Frame | Hot Tub + Steps to Beach

BAY FRAME is a beautifully renovated 3-bedroom, 1-bath A frame cabin with an outdoor hot tub (new!), perched on a high-bank waterfront in the Pacific Northwest. With sweeping ocean views across Birch Bay and direct beach access, this cozy getaway blends vintage charm with modern comforts. Summer 2026: This is the place to stay for the Vancouver World Cup games!

Guest favourite
An open-concept living area features large windows providing panoramic views of the water. A sectional sofa and coffee table invite relaxation, while blue accent lighting and pendant fixtures add a modern touch. The kitchen area is equipped with sleek cabinetry and stainless-steel appliances.
Chalet in Eastsound
4.96 out of 5 average rating, 162 reviews

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

Guest favourite
A serene backyard features several white lounge chairs arranged on a grassy area, overlooking a clear view of the water. Tall trees provide shade, and a hammock is visible in the background, enhancing the peaceful outdoor setting.
Cottage in Friday Harbor
4.9 out of 5 average rating, 144 reviews

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!

Superhost
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.
Home in Friday Harbor
4.88 out of 5 average rating, 186 reviews

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.

Popular amenities for Waldron island holiday rentals