Holiday rentals in Waldron island

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Top-rated holiday rentals in Waldron island

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Top guest favourite
Two stylish red Adirondack chairs sit invitingly on a stone patio, overlooking the tranquil waters of Skagit Bay. The expansive glass doors open to a cozy dining area, with views of the lush greenery and distant forested hills across the water.
Guest house in Anacortes
4.97 out of 5 average rating, 109 reviews

Kingfisher Cove Hideaway

As you descend the walkway and round the corner suddenly your whole outlook will change! Perched directly above the serene blue-green waters of Skagit Bay, this custom built vacation home will usher you into a relaxing getaway from it all. Floor-to-ceiling windows immediately draw your eyes outside, where you can watch for seals, orcas, gray whales, great blue herons, and bald eagles, with the forests of Deception Pass State Park directly across the water. Whether you're dining at the cozy table, sitting in the red leather reclining chairs, or snuggled up in the luxurious king-size bed, the spectacular view will melt away your everyday stress. A full-size kitchen is stocked with everything you need to prepare your meals, but if you choose to dine out, there are many delightful options in nearby Anacortes and La Conner. Sunny weather graces this area often and there are a couple of Adirondack chairs for you to sit in, while you gaze at nature or relax and read. A full-size washer and dryer are also available, as well as a generously sized shower, complete with a heated towel warmer and radiant floor heating. No need to bring bottled water! We have a whole house filtration system! Incredibly close to Deception Pass State Park, there is an abundance of walking and hiking trails within minutes of Kingfisher Cove Hideaway. Walk across the historic Deception Pass Bridge and look east to see where you're staying, or west to gaze at the San Juan Islands and the Salish Sea. In addition to Deception Pass State Park, there are dozens of trailheads to choose from in the Anacortes Community Forest Lands (ACFL), with more than 50 miles of multi-use trails. The harbor-side marinas in Anacortes allow visitors to walk among the docks and look at sailboats and pleasure craft, and the Tommy Thompson Trail takes you along the marinas and across the notable 2,000-foot-long paved trestle spanning picturesque Fidalgo Bay. Hop on a ferry, right from Anacortes, to day-trip to the San Juan Islands. Nestled at the edge of the rain shadow of the Olympic Mountains, south Fidalgo Island gets half the amount of rain that Seattle does. And there's no need to take a ferry to get here - an easy one-and-a-half-hour drive from the greater Seattle area ushers you to this fabulous getaway vacation home. Accessibility: There is a sloped, meandering walkway with some stairs to get from the guest parking to the guest house, which is not wheelchair-accessible. If mobility is a challenge, you most likely will find our walkway down to the guest house not accessible for you. The entire guest house, including the property, is smoke-free. This is an adults-only guest house. No dog(s) or any other pets/animals can be accommodated in Kingfisher Cove Hideaway. Parking notes: The designated parking space is best situated to accommodate standard-size vehicles. Feel free to pull your vehicle all the way down our driveway and turn around at the garage. It is much easier to exit the driveway. This will make sense when you see our (atypically) curved driveway.

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.

Top guest favourite
Cottage in Eastsound
4.97 out of 5 average rating, 337 reviews

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 ✨

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 bright dining area features large windows that frame serene water views. A round table is set with two places, complemented by woven placemats. Natural light enhances the airy ambiance, while the surrounding greenery adds a touch of nature.
Cottage in Lopez Island
5.0 out of 5 average rating, 319 reviews

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

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, 195 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.

Top guest favourite
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.
Home in Friday Harbor
4.97 out of 5 average rating, 174 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.

Guest favourite
A hillside cabin is nestled among trees, featuring a spacious wrap-around deck. The structure combines dark wood and light wood elements, with large windows providing views of Lopez Sound. A wooden pathway leads up to the entrance, surrounded by lush green grass.
Cabin in Lopez Island
4.92 out of 5 average rating, 249 reviews

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Escape to Sunrise Retreat and enjoy the tranquil setting of Lopez Sound. This waterfront hillside cabin has an open concept floorplan with a sleeping loft for up to 5 and is a cozy place to relax and enjoy amazing panoramic water views and sunrises. This retreat features a new kitchen, a new bath with a spa-like shower, and beautiful hardwood flooring. Enjoy grilling and hot tubbing on the wrap-around deck, out door fire pit, and short walks to the private community beach.

Guest favourite
The exterior of the cabin features a rustic wooden facade with cedar shingles and a welcoming red porch. A sturdy front door is framed by lush greenery, and the surrounding trees create a natural backdrop, enhancing the secluded atmosphere of the home.
Cabin in Eastsound
4.93 out of 5 average rating, 120 reviews

Cozy Home Nestled in the Trees

Stay amongst the trees in this beautifully updated, conveniently located 2 bedroom cabin with large rec/playroom. Just minutes from Moran State Park and Eastsound, the location couldn't be better. Fully equipped with top of the line amenities to make your stay on Orcas Island unforgettable. WFH friendly with super fast internet and designated working area. Family-friendly with many necessary kid/baby items.

Guest favourite
A hot tub is positioned on a stone patio overlooking the water, with views of Mount Baker in the background. Nearby, a cozy seating area with a stone fireplace features a sheepskin rug. The balcony offers a wooden railing with glimpses of the serene bay.
Home in Lummi Island
4.93 out of 5 average rating, 114 reviews

Oceanfront Home- Just Steps from Private Beach

Escape to this idyllic beach house nestled on the shore just a stone's throw away from your own private beach. Enjoy the unobstructed panoramic views of the ferry sailing by, Mount Baker, Bellingham Bay and Portage Island. The journey down the many winding stairs is not for the faint of heart, but is completely worth the trek once you find yourself in your own private haven.

Top guest favourite
A wooden ladder leads to the loft, situated beside large windows offering views of the forest. Light wooden beams and walls create a warm atmosphere, while the natural flooring complements the rustic charm of the cottage.
Cabin in Saltspring Island
5.0 out of 5 average rating, 219 reviews

South End Cottage

Settle into a private cottage nestled atop a mossy knoll, where tranquility meets rustic charm. Perfect for couples or solo travelers seeking a peaceful getaway surrounded by arbutus and oak trees. We are located in the picturesque south end of Salt Spring Island, within walking distance of pristine beaches, forest trails, Ruckle provincial park, and various local farmstands.

Top guest favourite
Home in Lummi Island
4.95 out of 5 average rating, 152 reviews

Sunset, Water Views w/Hot Tub, Large Deck, Privacy

Sunset Escape: Tranquil Island Living with Panoramic Views With sweeping west-facing views of the Salish Sea, Orcas Island, and the distant Canadian Gulf Islands, Sunset Escape more than lives up to its name. This comfortable, professionally managed two-bedroom home is designed for easy living —offering peace, feeling of privacy, and panoramic beauty no matter the weather.

Popular amenities for Waldron island holiday rentals