Apartment holiday rentals in Orcas Island

Seaside Harbor View*Stroll Old Town*Fun, Big Lawn*

Welcome to Collin's Cottages, a charming seaside condo located in the quietest part of Old Town Oak Harbor. Walkable to the shoreline water front, cafes, parks, restaurants, crafting, art, treasure stores and more! One block from the local library or the’Wind & Tide Book’ store to find a great read. Stroll to the tea shop for a beverage or the Mad Batter for a crazy dessert. Lull in a cozy chair in the afternoon sun. It is the perfect place to rest after your day of Whidbey Island adventuring.

Griffin Bay Suite

Welcome to our charming 3 bedroom, 1-bath condo unit nestled in the heart of downtown Friday Harbor, WA 98250. This inviting getaway offers a perfect balance of convenience and relaxation for your island escape. As you step inside you'll be greeted by a cozy ambiance, complemented by modern amenities to make your stay truly comfortable. The fully equipped kitchen allows you to make delicious meals with ease, and the open living area provides a wonderful space to unwind after a day of exploring.

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!

Classy Fairhaven Condo w/ Garage & Car Charging.

Just steps to Fairhaven shops/restaurants & a short walk to Taylor Street Dock. Herons Haven is contemporary & bright, yet cozy. This street level unit has it's own garage & EVCS! Herons Haven has a well-equipped kitchen, & cozy living room with modern gas fireplace. One private bedroom, & the other in the large nook behind living room. The modern bathroom features a large shower. Unit has a washer & dryer. Outdoor patio with bbq & outdoor seating. This unit not suitable for small children.

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.

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

Condo Terrace Rooftop Views, Central Friday Harbor

Modern private condo, 1 bedroom with a king bed. Queen air bed for guests occupancy of 3-4, airbed must be requested for parties of 3-4. Roof top deck with views of town & ferry. Gas fireplace, leather sofa and side chair. Granite counter tops throughout, tile shower, plush towels. Centrally located to restaurants and shopping. Easy walk from the ferry. Enjoy our condo all to yourself with privacy. Relaxing space with fully stocked kitchen for a comfortable extended stay.

Cozy One Bedroom Condo in Friday Harbor

Settle in to this cozy modern one bedroom condo within walking distance to downtown Friday Harbor, where local shopping, dining and ferry access are a short 10 minute stroll. With a nod to the Salish sea and all of its beauty, you'll feel the island spirit in this space. Come experience the charm of San Juan Island with it's many options for outdoor recreation, local art, dining & relaxation. Comfortable, stylish, simple & functional - welcome to your island home base.

1-bedroom 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. Note: No Pets Allowed

Deer Harbor, WA, Studio Deluxe Cottage Z #1

I can accept a 1-night stay for a weekend night (Friday or Saturday) if the date is within 2 days of stay date. Studio Deluxe Cottage Ocean View: King bed and queen sleeper sofa in living. Condos are like a studio and do not have a separate bedroom. Condos have a personal hot tub on the deck. Limited kitchen facilities with 2 burner stovetop, mini-fridge and no oven or dishwasher. Maximum occupancy 4.

1025 Luxe | 2BR • Waterfront District • Downtown

Bellingham STR Permit #USE2025-0017 Experience Bellingham from the Waterfront District in this modern 2BR/2.5BA condo, steps from the waterfront trail and a short walk to downtown’s best food, breweries, and shopping—plus quick access to WWU. Relax with city views and peekaboo water views, 1GB Wi-Fi 6, smart TVs, a full kitchen, A/C, secure garage parking, and an EV charger (J1772).

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.