Condo holiday rentals in Orcas Island

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

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.

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.

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!

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!

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

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!

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.

Reedside Escape

1 Bedroom, 1 Bathroom all in the heart of town. Come and immerse yourself in the local quaint community on San Juan Island, in this adorable, light and bright condo right in the heart of beautiful Friday Harbor. Just a short walk from the ferry, all the restaurants and shops, with lovely views and experiences of the small town life. Come, be our guest!