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House holiday rentals in Pender Island

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Top-rated house rentals in Pender Island

Guests agree: these houses are highly rated for location, cleanliness and more.

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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, 171 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 deck features two woven chairs positioned to allow views of the surrounding landscape, including lush green grass and distant water. A railing made of vertical slats provides an open feel, complementing the serene atmosphere of the seaside setting.
Home in Friday Harbor
4.96 out of 5 average rating, 185 reviews

"West Side" Outstanding views of Sea & Olympics

Haro Haiku - West side of beautiful San Juan Island The house is nestled just below the ridge line with 180 degree views, framed by the Olympic mountains, the Salish Sea, the Straits of Juan de Fuca beyond, and Haro Straits immediately below. Sunrises, sunsets, ship and boat traffic, the lights of Victoria, the Olympic Peninsula, clear starry nights, cloud formations, combined with the sound of whales and surf below. It never fails to inspire and delight.………truly awesome!! SJC Permit #05CU11.

Guest favourite
The vacation rental home sits peacefully by a pond, surrounded by greenery. Its modern design features large windows and a welcoming front porch. The reflection of the house can be seen in the calm waters, enhancing the serene atmosphere of the property.
Home in Eastsound
4.9 out of 5 average rating, 255 reviews

Private Pond, Dog-Friendly, Peaceful, Golfing

Dragonfly Pond is a spacious, light-filled home with high ceilings and comfy furnishings. Sip coffee on the deck while ducks glide across your private pond. Enjoy total privacy with close proximity to hiking, paddle boarding, shopping and cafes. 🔹Dog and Kid Friendly with a big yard 🔹Fully stocked kitchen 🔹Fast WiFi 85 Mbps 🔹Large Dining and Living Room 🔹Pond views 🔹Private 7 acre wooded setting 🔹 4 min to Eastsound Village 🔹14 min to Orcas Ferry Landing 🔹 9 min to Moran State Park

Top guest favourite
Home in Eastsound
4.98 out of 5 average rating, 196 reviews

Forest luxury. Gourmet kitchen. Moran Park nearby

Tree Haven is the perfect getaway for friends & small families! Wake up surrounded by towering firs, cook real meals in a fully stocked chef's kitchen & explore beautiful Orcas Island from the ideal central base. A peaceful forest retreat close to everything. 🔹 2 min to Moran State Park trails & Rosario Marina 🔹 9 min to Eastsound shops, cafés & beaches 🔹 Fast WiFi throughout 🔹 Fully stocked chef's kitchen 🔹 Private deck with BBQ & outdoor dining Your Orcas Island adventure awaits! ♥️

Top guest favourite
Home in Eastsound
4.95 out of 5 average rating, 318 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

Guest favourite
A modern living area features a gray sofa with decorative pillows, positioned on a patterned rug. Three framed artworks depicting tranquil water scenes adorn the wall. A spiral staircase leads to an upper sleeping area, with natural light filtering through large windows.
Home in Friday Harbor
4.85 out of 5 average rating, 201 reviews

Fawn 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 justa miles away. Great views of Griffin Bay and Dinner Island.

Top guest favourite
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 out of 5 average rating, 235 reviews

Raven's Nest

An amazing place to stay. The space provided includes access to a full kitchen, full bathroom, one bedroom, and two living areas. If access to any other amenities please do not be afraid to ask. Great access to walking trails, hiking, kayaking, swimming and beach combing. A 5 min drive or a 20 min walk will bring you to the arts and crafts studios, local grocery shops, gas station, realestate offices, insurance, bakery, pizza truck, restaurants, liquor store and the local pub.

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
4.9 out of 5 average rating, 179 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 bright and airy bedroom is presented, featuring a spacious bed with white bedding, complemented by warm wood paneling on the walls. Natural light enters through two windows, while a dresser and bedside table add functional touches to the serene space.
Home in Salt Spring Island
4.93 out of 5 average rating, 151 reviews

Nettledown Bed and Breakfast

Come stay in our beautiful farmhouse in the lovely Fulford Valley, looking at Mount Maxwell. Family friendly and quiet, we have a fully equipped kitchen and a lovely garden to listen to the birds in. We're located steps from the Salt Spring Island Brewery and have walking trails down to Burgoyne Bay park. Our property also has a free-ranging duck and chickens! Our place is perfect for children – just let us know if you would like us to set up any gear or toys!

Top guest favourite
The airy living space features light hardwood floors and a tall vaulted ceiling. A grand piano stands elegantly within the room. Two soft sofas are arranged around a wooden coffee table, with large windows framing views of the outdoors and allowing natural light to fill the area.
Home in Mill Bay
4.96 out of 5 average rating, 103 reviews

Bright suite with large patio and ocean view!

Welcome to our 2 bedroom 2 bathroom vacation rental in Millbay. This serene space captures the true essence of a beach house complete with the ocean view and offers an authentic experience for anyone looking to experience the charm of Millbay. We are minutes away from Millbay Village where you can find groceries, dining, local shops, coffee shops, Brentwood Collage and more. Whether you're seeking relaxation or adventure, this is the perfect getaway for you.

Top guest favourite
Home in Eastsound
5 out of 5 average rating, 105 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 favourite
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, 110 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"!

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