Condo vacation rentals in Orcas Island

5 out of 5 average rating, 5 reviews

A peaceful outdoor deck is equipped with two wooden adirondack chairs, providing a view of the waterfront. Calm waters stretch into the distance, with boats gently bobbing and a red building visible along the pier against a clear blue sky.

Condo in Coupeville

Penn Cove Getaways - waterside studio on Front St

Welcome to Whidbey Getaways' newest vacation rental in downtown Coupeville. Our waterside studio condo is one of 3 units that make up our Penn Cove Getaways property. Located right on Front Street, you can walk to all of the fun stuff that Coupeville has to offer- shops, restaurants, the wharf, kayaking and more. Once inside you will enjoy a cozy retreat with all of the comforts of home. With a queen bed tucked away on one side and a queen sleep sofa in the living area we can accomodate up to 4

A wooden table is set on a private sun deck, featuring two glasses of white wine and a plate of fresh strawberries. Lush green foliage is placed in a small pot beside the table, while a tranquil water view and distant mountains create a serene backdrop.

4.93 out of 5 average rating, 170 reviews

Water View! PORT SUITE

Water view! 1,100+ sf. Luxury Suite in the heart of Orcas Island. Located in Eastsound Village-- walk to shops, restaurants, galleries & the beach! * Master bedroom (K): organic latex mattress, luxury linens, down duvet and pillows * Spacious bath: 2-person jetted tub & steam shower * Full kitchen open to living area * 2-sided gas fireplace * Private sun deck with water view Note: if PORT is booked, check the Eastsound Suites STARBOARD listing. Suites are identical- same Fishing Bay view!

Superhost

The exterior of the home features a spacious deck with light blue and black lounge chairs, overlooking a lush landscape. The structure is designed with wooden supports and large glass windows, allowing for ample natural light and scenic views of the surroundings.

5 out of 5 average rating, 3 reviews

Orcas Island, Cascade Bay Hideaway #203

*** This home is people friendly, and not pet friendly. *** Cascade Bay Hideaway is the newest gem in our collection, offering breathtaking views of Cascade Bay from nearly every room. This charming retreat features two cozy queen bedrooms, each equipped with its own smart TV for your entertainment. Near the front of the home, the beautifully designed full bathroom boasts a spacious, tiled shower for a spa-like experience. On the opposite end of the home, you'll find an additional half bath

A spacious bedroom features a large bed adorned with a floral quilt in vibrant hues of red and blue. Matching lamps sit on bedside tables, and a chair is positioned nearby, providing a serene and comfortable retreat.

4.9 out of 5 average rating, 62 reviews

Rosario Bay View Retreat

Kick back and relax in this calm, stylish space. Indulge in the island lifestyle and make this large bayside condo ( 1000 sq ft) your getaway when visiting Orcas Island. Come relish the resort life with a gorgeous view of Cascade Bay. The whole unit boasts two balconies facing Cascade Bay and daily visits from the island deer. While relaxing in this wonderful setting, watch for deer, rabbits, and more than 250 species of birds. Special rates for activist/artist/musicians/people in recovery.

The living area features a cozy sectional sofa with soft throw blankets, complemented by a round coffee table. Light wood shelves display various items, with a mirror reflecting warm light from the overhead fixtures. Potted plants and a patterned rug add a touch of nature and warmth to the space.

4.89 out of 5 average rating, 84 reviews

Cozy Stylish Condo in Picturesque Friday Harbor

Enjoy a newly renovated cozy, stylish condo in the heart of the picturesque Town of Friday Harbor. A *true* five minute walk to the heart of town, this space offers a reprieve from daily life. Perfect for traveling couples, small groups, or solo travelers alike. As your new gateway to San Juan Island, this condo provides easy access to the bars, restaurants, shops, and the ferry landing in Friday Harbor. This space captures the comforts of home, along with the luxuries of a serene getaway.

4.82 out of 5 average rating, 349 reviews

A stunning sunset is captured over the water, featuring vibrant hues of orange, pink, and purple blending seamlessly across the sky. Silhouetted trees frame the scene, while calm waters reflect the colors. A sailboat and distant shoreline add to the tranquil ambiance.

Condo in Camano

SUNSET CONDO AT MADRONA BEACH

Location, location, location! The Sunset Condo is conveniently located on the desirable north end of the island. You will be just a ~5 minute drive to the island’s finest dining options, largest grocery store, and Camano’s most vibrant hub: “Camano Commons". Enjoy a beach oasis just a 3-5 min walk from your accommodation. This secluded beach offers easy access to 2 kayaks and a fire pit perfect for cookouts. The Sunset Condo is truly the place where an island getaway meets convenience!

4.86 out of 5 average rating, 104 reviews

A modern living room is displayed, featuring a light-colored sofa with accent pillows and a brown ottoman. Two armchairs in vibrant blue and brown complement the space. Abstract art pieces adorn the walls, and natural light streams through a large window dressed with sheer curtains.

Condo in Bellingham

3-bedroom Bellingham Townhouse *dog-friendly*

This newly updated and recently furnished condo is minutes from the airport, Costco / shopping, downtown, WWU and Fairhaven. Free parking is located directly in front of the unit within the gated complex. Our guests are welcome to bring 1 small or medium-sized dog (up to 35 pounds) as long as it's well-behaved. Note: we are only accepting reservations that have a minimum stay of 30 nights from November 2025 - March 2026. We are offering a 25% discount for monthly stays!

Top guest favorite

A private deck is visible, featuring a couple of red chairs and a potted plant. The view showcases calm waters reflecting the sky and surrounding hills, with trees lining the shoreline, creating a serene landscape.

4.99 out of 5 average rating, 223 reviews

Templin Haven

This is a special place right on the water, facing west, overlooking Fishing Bay and Indian Island in Eastsound on Orcas Island. I am one of three waterfront units in Eastsound and have tried to provide everything you will need for a wonderful experience on Orcas. This unit is steps away from all the shops, restaurants, bakery, museum and galleries of our little village of Eastsound. Also, I am a fourth generation islander so ask me some Orcas Island history!

5 out of 5 average rating, 5 reviews

A clear view of Bellingham Bay is presented, featuring calm waters and gentle waves under a blue sky scattered with clouds. The shoreline reveals a mix of urban buildings and natural landscapes, illustrating the blend of city and nature in the area.

Condo in Bellingham

Bay & City view condo-walk to downtown or WWU

A tranquil getaway in Bellingham! Enjoy the beautiful sunset view over Bellingham Bay! Explore historic Fairhaven, or the scenic Chuckanut Drive! Delight in water activities on the bay, or scenic hikes in the surrounding mountains. Condo has a park across the street. Walk to restaurants, the Co-op, shops, and breweries! WWU is a quick 4 blocks away! There is so much to do, year-round, in this PNW gem! No dogs

Superhost

A newly constructed blue exterior is showcased, featuring a welcoming entrance with a white door and decorative anchor sign. A small patio area with a white chair is visible, along with colorful flowers providing a vibrant contrast against the natural greenery and trees surrounding the property.

4.85 out of 5 average rating, 400 reviews

2 Bed Unit in the Idyllic Town of Friday Harbor!

A sweet newly constructed two bedroom unit in the heart of Friday Harbor. Minutes from the ferry, restaurants, shops, airport, hospital and all town amenities. Features an electric fireplace, granite countertops, brand new stainless steel appliances, pull out sofa bed, washer and dryer and a beautiful new deck for enjoying your view of Friday Harbor. Convenience, comfort and ease!

A spacious living area features a comfortable sofa facing a large Smart TV. The kitchen is equipped with modern appliances and stools at the counter. Bright walls reflect natural light, while a doorway leads to additional living spaces in the background.

4.94 out of 5 average rating, 168 reviews

Super Clean Newly Renovated Condo in Friday Harbor

This bright and beautiful one-bedroom condo in Friday Harbor was recently refurbished from top to bottom with fresh colors & quality finishes, new appliances, and high-category furnishings. The location is conveniently located with a short walk of the central town shops, restaurants, and amenities, but following a day of activity, you’ll feel right at home in this cheerful space.

Superhost

A well-appointed bedroom is equipped with a spacious bed adorned with a patchwork quilt and decorative pillows. Each side of the bed features a white nightstand with a lamp. A floral artwork hangs above the bed, complementing the soft, neutral wall color.