Holiday houses in Olga

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Top-rated holiday rentals in Olga

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

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Guest favourite
A light-filled living space features a gray sleeper sofa adorned with a cozy blanket. An oval mirror reflects the bright interior, while a dining table and chairs are positioned near a large window offering scenic views. Soft textures create a welcoming atmosphere.
Guesthouse in Olga
4.87 out of 5 average rating, 259 reviews

Little Stuga | Water Views, Cozy, Great Location

Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

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, 725 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.

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
4.95 out of 5 average rating, 109 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
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, 163 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
Home in Eastsound
4.95 out of 5 average rating, 326 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 cozy yurt is nestled among trees, featuring a circular design with a beige roof and rustic wooden door. Two red camping chairs sit on a wooden deck in front of the door. An outdoor kitchen area is located to the right with a small table.
Yurt in Olga
4.92 out of 5 average rating, 226 reviews

Yurt camping in Doe Bay area

Relax in a spacious yurt on the side of Mount Pickett next to Moran State Park. Less than a five minute drive to Doe Bay Resort. Twelve miles past Eastsound on the Horseshoe Highway and 20 miles from the ferry landing. The yurt has an outdoor kitchen space with a camp stove and most of the utensils for preparing and serving food. There is an outdoor fire spot and a picnic table for outdoor relaxing and dining. There is also an outdoor shower and outhouse with a composting toilet.

Top Guest favourite
The entrance of the guest suite features a wooden door framed by two large windows. The porch is adorned with wooden railings and supported by sturdy columns, providing a welcoming entryway to the private space.
Apartment in Olga
4.99 out of 5 average rating, 459 reviews

Studio with Bath and Kitchenette

Come stay in our newly built private guest suite which is attached to the main house, but very private. Private entry via the porch or the shared foyer. Bathroom with heated tile floor and frameless glass shower door. Queen size bed, sitting area with love seat. Flatscreen TV + WiFi Deck with table and chairs. Kitchenette has a small fridge, Nespresso machine, toaster oven, microwave, French press + electric water kettle. Near Moran State Park, Rosario and Doe Bay Resort.

Guest favourite
A wooden pier extends into the still water, framed by silhouettes of trees. A vibrant sunset creates a gradient of pink, orange, and purple hues across the sky, reflecting softly on the calm surface of the water.
Home in Olga
4.89 out of 5 average rating, 133 reviews

Blackberry Beach Waterfront Cabin

Summer rates $250/night 4 night minimum, shorter stays ok with permission. Off season rates on calendar. One bedroom cabin with hot tub and great view in quiet village of Olga. Kitchen, bathroom (tub/shower), queen bed, wifi. Short path to pebble beach. Walk to Olga Artworks and Catkin Cafe. Minutes to Moran State Park with spectacular views, great hiking trails, swimming, boat rentals in summer. Pets by Permission ($15/night). (SJC Permit #PINT00-18-0003)

Guest favourite
Home in Olga
4.89 out of 5 average rating, 35 reviews

Family Fun, Private, Close to Trails, Beaches

Welcome to peaceful Garden Retreat! 🌿✨ Located near Moran State Park and Doe Bay Resort. Discover miles of trails and beautiful lakes perfect for kayaking, hiking, and mountain biking. 🔹Spacious three-bedroom ensuite island home 🔹Outdoor deck for dining, BBQs, and stargazing 🔹Doe Bay Resort less than a mile 🔹Moran State Park three miles 🔹Fast Fiber Optic Internet Connection 🔹Enjoy the large gardens and Yard Games Come experience this serene getaway!

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, 284 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.

Guest favourite
Guesthouse in Olga
4.91 out of 5 average rating, 86 reviews

Cozy Orcas Guest House w/ Panoramic Water Views

Escape to your own private Orcas Island hideaway with beautiful water views, a cozy wood-burning fireplace, and peaceful island surroundings. Perfect for couples, remote workers, and summer getaways, this retreat offers privacy, comfort, and easy access to Eastsound, Moran State Park, beaches, hiking trails, kayaking, and whale watching. Relax, recharge, and experience the natural beauty of the San Juan Islands.

Guest favourite
Home in Olga
4.96 out of 5 average rating, 26 reviews

Beach Access • Water Views • Wood Fireplace

Enjoy elevated privacy and water views at this serene end-of-the-road retreat beside Historic Sea Acres. The home features an open layout, a well-appointed kitchen, and a spacious deck perfect for sunrise lounging. With a fenced yard, play areas, and two ensuite bedrooms plus a third full bath, it’s an ideal escape for families, groups, and guests seeking comfort and quiet.

Popular amenities for Olga holiday rentals

  1. Airbnb
  2. United States
  3. Washington
  4. San Juan County
  5. Olga