Holiday houses in Orcas Island

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Top-rated holiday rentals in Orcas Island

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Top Guest favourite
The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.
Home in Olga
4.95 out of 5 average rating, 732 reviews

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

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.
Guesthouse in Eastsound
4.99 out of 5 average rating, 167 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, 180 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.

Superhost
Home in Eastsound
5 out of 5 average rating, 4 reviews

Infinity House - Private Beach, Breathtaking Views

This incredible property comes with its own private beach, breathtaking ocean & mountain views, & is walking distance to the village of Eastsound, with shops, restaurants, and galleries. The 3200 square foot residence is designed for casual & comfortable living. The entry, living room, & dining room are oriented toward the waterfront as is the terrace, where you will lounge, BBQ , dine alfresco, & bask in glorious sunsets. We require a signed rental agreement. View in "Other things to note."

Top Guest favourite
Home in Eastsound
4.98 out of 5 average rating, 201 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
5 out of 5 average rating, 54 reviews

Waterfront Privacy, Hot Tub, Mooring, Gated Estate

Welcome to Grindstone Harbor House, your ultimate retreat for privacy and relaxation! 🌲 Set on five wooded acres with towering trees and beautiful private gardens, our exceptional waterfront home is perfect for families, couples, and special occasions with friends. Enjoy stunning views from the infinity deck, complete with a hot tub for the ultimate unwind. The gated gardens and expansive lawn enhance your outdoor experience. We’re excited for you to have a memorable getaway!

Top Guest favourite
The exterior of a charming seaside bungalow is pictured, featuring a dark wood façade and a welcoming front door. A gravel pathway leads to the entrance, surrounded by lush greenery and flowers. Tall trees frame the property, with ocean views visible in the background.
Home in Eastsound
4.95 out of 5 average rating, 59 reviews

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Escape to this peaceful seaside bungalow with stunning views of Matia and Sucia Islands on the Salish Sea. Perfect for couples or solo travelers, it offers a hot tub, state-of-the-art kitchen, and a cozy Scandinavian gas fireplace. Enjoy privacy, quiet surroundings, and in-season whale sightings. Whether you’re relaxing indoors or taking in the views, this charming retreat provides everything you need for a memorable getaway. Rental agreement required. LANDUSE-21-0060

Top Guest favourite
A serene water view reflects soft pastel hues of pink and blue in the sky, surrounded by lush green hills. The stillness of the water is complemented by distant tree-covered slopes, creating a peaceful natural setting.
Guest suite in Eastsound
4.98 out of 5 average rating, 316 reviews

The Salish Waterfront Retreat

Fishing Bay. Ground-level suite. On the water right next to the village of Eastsound. No Pets or ESA with hair or dander. An exclusive location with amazing views, private beach, two kayaks, above water deck, a Japanese Soaking Tub, and outdoor fire pit. All within a five minute walk to Eastsound. Kayaks, bicycles, mooring buoy, and crab trap are available for free on site for use with a signed Release of Liability located in the three ring binder in the unit.

Guest favourite
The exterior of the two-story cottage is surrounded by lush greenery. A stone pathway leads to a circular wooden entrance, featuring large glass doors framed by sculpted wood and metal artwork. Lanterns hang above, providing a warm glow to the inviting entry area.
Home in Eastsound
4.9 out of 5 average rating, 86 reviews

Heron Cove Cottage

Heron Cove is an unabashedly luxurious two-story Orcas Island cottage rental, designed (sculpted is rather more appropriate!) by renowned architect-artist James Hubbell. The round cottage itself is a destination site and has been featured in books and on television. Heron Cove features stained-glass windows, metal sculpture work, ceramic mosaics, and mixed-media artwork that function as fireplaces, wall sconces, railings, and lights. VR Permit #:1990SJ042

Guest favourite
Home in Eastsound
5 out of 5 average rating, 113 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 breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.
Guesthouse in Eastsound
5 out of 5 average rating, 285 reviews

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

Popular amenities for Orcas Island holiday rentals

Frequently Asked Questions

  • When is the best time to visit Orcas Island?

    Late spring through early fall is often recommended for exploring Orcas Island, due to milder weather and lighter rainfall. Many travelers enjoy the clear days and outdoor activities available during this period.

  • What are some things to do near Orcas Island?

    Orcas Island has opportunities for hiking, kayaking, and whale watching, as well as galleries and local markets around Eastsound. Moran State Park and Mount Constitution frequently attract visitors interested in panoramic views and forest trails.

  • How is the weather near Orcas Island?

    Expect mild, wet winters around 37–48°F (3–9°C) and drier summers near 53–74°F (12–24°C). Rainfall peaks in autumn, while late summer tends to bring the sunniest weather, making layers and a light rain jacket useful throughout most of the year.

  • What is the history of Orcas Island?

    Orcas Island has a long history shaped by Coast Salish peoples, European settlers, and maritime industries. The area features heritage sites and preserved landscapes reflecting its diverse cultural and natural past.