House vacation rentals in Pender Island

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Top-rated house rentals in Pender Island

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Guest favorite
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 favorite
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.

Guest favorite
Home in Eastsound
4.95 out of 5 average rating, 329 reviews

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

Top guest favorite
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 favorite
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, 190 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 favorite
A private deck features a round table accompanied by two teal chairs, overlooking a forested landscape. The view includes distant water and a sky filled with scattered clouds, providing an inviting space for relaxation and enjoying nature.
Home in Mayne Island
5.0 out of 5 average rating, 248 reviews

Raven’s Nest

An amazing place to stay, offering everything you need for a relaxing and comfortable getaway. Your private space includes a fully equipped kitchen, full bathroom, a cozy bedroom, and two inviting living areas. Close by you have easy access to scenic walking trails, hiking, kayaking, swimming, and beachcombing. Just a 5-minute drive or a leisurely 20-minute walk away, you’ll find local artisan studios, grocery stores, bakery, restaurants, and a liquor store.

Top guest favorite
A spacious deck is visible, featuring a dining table with chairs facing a panoramic view of the sea. Surrounding trees provide shade and add to the natural setting of the home, with large glass doors leading into the interior spaces.
Home in Pender Island
4.98 out of 5 average rating, 114 reviews

Pender Island Getaway

Get away from it all during these times! Breathe the fresh sea air as you are surrounded by sea and Arbutus trees on a point. If you're lucky, whales will swim right by while you're on the deck or the lookout. Clean. Four bedrooms; three bathrooms; a large living room; a study and more! Absorb nature. Dine to sunsets through the trees. And warm up by the fire as you try the piano. My on-island contact is here for you. Welcome to "Storm End"!

Guest favorite
Home in Eastsound
5.0 out of 5 average rating, 115 reviews

Bright, Contemporary, Walk to Town, Cafes & Beach

Experience stylish, contemporary living at Madrona Pointe, our centrally located home! 🌟 Just a short walk from the best shops and cafes, the spacious living area and gourmet kitchen make it easy to enjoy time with friends and family. Cook your own meals or stroll into town to savor local foods and craft drinks. Adventure is at your fingertips with hiking, kayaking, and paddleboarding nearby. Plus, we're only a two-minute walk to Crescent Beach! 🏖️✨

Top guest favorite
A delicate white orchid is positioned atop a glass table, beside a white chair. The background reveals lush greenery and trees, with glimpses of water visible beyond the railing, creating a serene outdoor setting.
Home in Galiano Island
4.93 out of 5 average rating, 371 reviews

Galiano Harbour View House

Spectacular views! Galiano Harbour View House is 3 bedrooms, on private wooded acreage with views over water & islands. 850 sq. feet of west facing deck for amazing sunsets, and always a shady spot with a view. From $265 / weeknight low season to some $ 425 nights in summer. Prices based on 4 persons, additional guests are $30 / person / night. $100 cleaning fee on all bookings. 6 night minimum in summer, 5% discount on 7 nights.

Top guest favorite
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.

Guest favorite
A spacious living area is highlighted by a high vaulted ceiling and large windows. A unique purple sofa is paired with a light gray couch, centered on a wooden coffee table. A staircase leads to the upper level, while a dining area is visible in the background.
Home in Saltspring Island
4.86 out of 5 average rating, 159 reviews

Spirit Point Retreat

Welcome to Spirit Point, where quiet relaxation mingles with the beautiful ocean front scenery and forested acres. Our home is spacious with very high ceilings and windows and yet feels cozy and inviting. We are on very private 6 acres, with a lot of forest and a spectacular area that opens at the the water with 2 lovely beaches and a dock to hang out on.

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 Pender Island house rentals