Holiday rentals with a patio in San Juan County

Serene farm stay w/ EV charger @ Old Trout Inn

Welcome to our guest studio suite at the historic Old Trout Inn on Orcas Island. Take a beat and unwind amongst our 2 acre pond and U-Pick blueberry and flower farm (season permitting). The studio suite features a small kitchenette including a Nespresso machine, stove (no oven), refrigerator, outdoor BBQ, deck, a cozy propane fireplace, luxury linens, and dream-worthy Purple brand california king size mattress. A West Elm full size pull-out sofa bed is also available. Level 2 EV charger avail.

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

Peaceful Orcas Island Getaway (License: 19-0012)

PEACEFUL SETTING WITH A VIEW. Enjoy your private getaway on beautiful Orcas Island in the San Juans. The hillside vacation home is surrounded by majestic evergreens with views of the Georgia Strait and Cascade Mountains. 2 bedroom, 2 bath single-level living. Open floor plan with radiant heat and skylights. Master bedroom with walk-in closet and ensuite bath including jacuzzi tub and walk-in slate shower. Eastsound and its vibrant farm-to-table restaurant community is a short car ride away.

Penthouse Pointe

Luxury 2-bed, 2-bath penthouse in the heart of town with stunning harbor views from the rooftop deck with BBQ grill & fire pit, lower level balcony, gourmet kitchen with designer stainless steel appliances and granite countertops. Both bathrooms feature deep soaking tubs. Enjoy the convenience of a work desk, main level laundry and underground garage parking. A stylish urban retreat, perfect for relaxation and entertaining, just steps from all Friday Harbor has to offer. Come, be our guest!

The Huckleberry House - Hot tub! Close to town!

Discover the ultimate Orcas Island retreat, just a short stroll from Eastsound. Offering the perfect blend of comfort and convenience. Water views! HOT TUB! Inside, the great room beckons with a corner fireplace and abundant natural light pouring in through three walls of windows and a unique pyramid skylight. Beds for 6, two full baths! Whether you're seeking a peaceful retreat or a vibrant home base for island adventures, this charming residence is sure to exceed your expectations.

FoxGlove Cottage Private Beach Sleeps 4 Wifi Pets

FoxGlove Cottage is nestled into the shoreline of Deer Harbor on Orcas Island. You will enjoy coffee or wine on the back deck with one of the most epic views this island offers. Walk out your back door to the beach, the marina or for local fare. This cottage newly updated. It is charming and quaint and ready to make memories for your family. We are pet friendly with pre approval. You are able to fly into Deer Harbor on Kenmore Air or use the Washington State Ferry System.

Timber Lodge, Hot Tub, Theater, Pool Table, Views!

Experience the largest log cabin available to rent on Orcas! The views, the landscape, the surroundings, the peacefulness is nothing that the pictures can capture. You have to experience the cabin in person to appreciate the serenity and abundance of amenities. If you're into cooking and baking, the kitchen is well stocked, this is the place! Like the great Warren Miller said, "If you don't come up this year, you'll be 1 year older when you do.." rental permit #03CU07

North Beach Cottage on Orcas Island

This newly-renovated cottage is fresh and cozy. The backyard is shared with a home. Landscaping and other amenities will continue to be updated, but we could not wait to share this gem with visitors to our beautiful Orcas Island. The cottage is a 5-minute walk from North Beach and a short drive from downtown Eastsound. Peacefulness and nature abound with areas for hiking, water activities and relaxing. Quaint shops and eateries offer local foods, products and souvenirs.

Charming West Sound Studio Apartment

The Crows Nest is a charming 2nd floor studio apartment with beach access in West Sound! Enjoy fabulous water views from your private deck. West Sound's public beach and county dock are just across the street. Stairs to the beach make for easy launching of kayaks and other water sports. The studio features a very comfortable queen bed, love seat, full bath, 32' flat screen tv with Directv and gas fireplace. There is a kitchenette w/small fridge, microwave & dining set.

Contemporary Home with Mountain and Valley Views

Newly built house in West Sound overlooking Crow Valley and Turtleback Mountain. Enjoy the indoor/outdoor design of the home and all its modern amenities while escaping the noise and the crowds. Two miles from the ferry and six miles from the shops of downtown Eastsound, this contemporary house allows you the peace and solitude you’re looking for while also providing easy access to all Orcas Island has to offer. Permit LANDUSE-22-0096

Newly updated cottage; hot tub, forest/ocean view

Enjoy the perfect island vacation in our newly updated cottage in the woods. Just minutes from the village of Eastsound, Crescent Beach and Moran State Park, our home offers comfort, coziness, a hot tub, full kitchen, a living room, 2 fire places, and even a dedicated work space. There are two upstairs bedrooms, and a murphy bed in the downstairs common area with its own bathroom. Signed rental agreement required prior to check-in.