Vacation rentals in Olga

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Top-rated vacation rentals in Olga

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Guest favorite

Farm stay in Eastsound

4.83 out of 5 average rating, 563 reviews

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

Guest favorite

Guesthouse in Olga

4.87 out of 5 average rating, 182 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

Guest favorite

Home in Olga

4.95 out of 5 average rating, 651 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. 3D HDTV with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Superhost

Home in Olga

4.94 out of 5 average rating, 131 reviews

Waterfront Privacy, Pet-Friendly, Close to Trails

Expect incredible waterfront views and privacy at this end-of-the-road estate. Located on the edge of Historic Sea Acres and a few miles from Doe Bay Resort, our comfortable home includes a spacious, well-stocked kitchen and open floor plan. Wake up to eagles, otters and vermillion sunrises, as you lounge on the expansive deck. Family and Pet friendly, there's a fenced yard and two play areas for the kids. Master and Guest bedrooms are ensuite, and the kid's room has it's own full bath.

Superhost

Home in Olga

4.89 out of 5 average rating, 335 reviews

Tiny house on beach lot on Orcas Island

Very small (under 300 square feet), very sweet house for one or two. Double bed, bath with shower, LIGHT cooking, wood stove and electric heat, driftwood deck, partial water view. On same beach lot with larger vacation rental and you share yard and beach with guests staying in other house. Bring your kayak, paddle board and/or bicycle. As noted in the house rules, OUR BOATS ARE NOT INCLUDED IN THE RENTAL. They are old and unsafe and the waters here can be challenging. NO EXTRA GUESTS.

Guest favorite

Rental unit in Olga

4.99 out of 5 average rating, 398 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 favorite

Home in Eastsound

4.95 out of 5 average rating, 168 reviews

Modern House, pet-friendly, walk to Cascade Lake!

Modern home with peaceful deck, pet-friendly. Bright and comfortable with new furnishings and efficient heating and cooling. Onsite parking for 3 cars. Perfect for 2 couples. Remote work with wi-fi and desk. Walk to Cascade Lake (and all of the Moran State Park trails) across the street. Driveway was paved in 2023 for easy access. 2024: Has Sustonica Sustainability Badge! Rosario Resort is one mile away, Eastsound Village is a 10 minute drive. LANDUSE-19-0166

Guest favorite

Guesthouse in Eastsound

5 out of 5 average rating, 237 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 favorite

Home in Eastsound

4.95 out of 5 average rating, 236 reviews

Luxe Beach House, exceptional waterfront retreat

The Beach House is an exquisite beachfront home perfect for romantic getaways. With a beautiful fireplace in the center room, the gourmet kitchen and elegant living space overlook the water. Outside, relax under the stars with outdoor dining and a hot tub on decks connecting you to manicured grounds and a private trail to the beach. With rare waterfront access, you can enjoy sunset walks, kayaking, or swimming right outside your suite.

Guest favorite

Guesthouse in Eastsound

4.94 out of 5 average rating, 307 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

Guest favorite

Guest suite in Eastsound

4.98 out of 5 average rating, 252 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, kayak launch, 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.

Guest favorite

Home in Olga

4.81 out of 5 average rating, 242 reviews

Small garden cabin with beach access in Olga

Small cabin in the hamlet of Olga near Moran State Park. One bedroom (queen bed), bathroom with shower, fully equipped kitchen & living room combined. Access to pebble beach. Four night minimum in summer. Will consider shorter reservations. San Juan County Permit #PINT00-18-0003