Vacation rentals in Olga

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Top-rated vacation rentals in Olga

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Guest favorite

Farm stay in Eastsound

4.82 out of 5 average rating, 524 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.

Oct 6 – 13

G$27,631 GYD per night

Superhost

Guesthouse in Olga

4.86 out of 5 average rating, 163 reviews

Little Stuga, Cozy, Private, Walk to water w/views

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

Jan 4 – 11

G$35,753 GYD per night

Guest favorite

Home in Olga

4.95 out of 5 average rating, 612 reviews

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean along with Mt. Baker and the Cascades. Hardwood flooring throughout. 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 and hot chocolate, 3D HDTV with streaming. High speed WIFI (200 MBPS) and cell service. Games, books, DVDs, binoculars and telescope. Soap, shampoo, conditioner.

Mar 9 – 16

G$37,439 GYD per night

Guest favorite

Yurt in Olga

4.92 out of 5 average rating, 158 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.

Nov 10 – 17

G$23,316 GYD per night

Superhost

Home in Olga

4.9 out of 5 average rating, 327 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.

Oct 13 – 20

G$24,624 GYD per night

Guest favorite

Apartment in Olga

4.99 out of 5 average rating, 364 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.

Feb 23 – Mar 2

G$22,799 GYD per night

Guest favorite

Cottage in Olga

4.86 out of 5 average rating, 114 reviews

Doe Bay Guest House on Orcas Island, WA

Walk to Doe Bay from this quiet one bedroom home. Doe Bay Guest House is the perfect house for a weekend trip to the islands. Whether you just need a place to rest after your island adventure or prefer to slow down and sip coffee on the deck, this home is perfect for you! There is a loft bedroom upstairs with a queen size bed and the living area has a hide-a-bed couch. There are two parking spaces available. San Juan County Vacation Rental Permit #02PROV36

Aug 20 – 27

G$26,776 GYD per night

Guest favorite

Guesthouse in Eastsound

5.0 out of 5 average rating, 218 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.

Jan 6 – 13

G$42,196 GYD per night

Guest favorite

Guesthouse in Eastsound

4.93 out of 5 average rating, 271 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

Apr 9 – 16

G$28,760 GYD per night

Guest favorite

Home in Eastsound

4.95 out of 5 average rating, 204 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.

Mar 12 – 19

G$61,222 GYD per night

Guest favorite

Guest suite in Eastsound

4.97 out of 5 average rating, 218 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.

Oct 9 – 16

G$47,664 GYD per night

Guest favorite

Cabin in Eastsound

5.0 out of 5 average rating, 141 reviews

the Honey BnB

Just a few short miles from Eastsound, the Honey BnB perches on the shore of a small pond teeming with wildlife. From the house you might see ducks, herons, geese, kingfishers, eagles, otters, turkeys, and deer among many other types of birds and beasts. A quick walk to the beach and you'll find plenty of skipping stones and an excellent panoramic view across the water.

Sep 8 – 15

G$109,311 GYD per night