Holiday rentals in Dinner Island

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Top-rated holiday rentals in Dinner Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bedroom features a plush bed with a decorative headboard, complemented by patterned bedding. A large area rug covers the floor, and bedside tables with lamps are placed on either side of the bed. Light filters in through a large window, illuminating the warm tones.
Guest suite in Friday Harbor
4.97 out of 5 average rating, 245 reviews

Oakridge Guest Quarters on GlenOak

Spacious & private 1BR/1BA guest quarter in a house (my husband & I live next door) is located just 2 miles out of downtown Friday Harbor. It's conveniently situated to all that the island has to offer. The 872 sq.ft. of living space provides you with room to stretch and relax. Sorry no pets/babies are allowed. Soak yourself in a huge hot tub off the bonus room to contemplate or meditate. We have 2 acres of park-like setting for you to enjoy your time on the island! Permit number LANDUSE-19-0129

Top guest favourite
A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.
Guest house in Eastsound
4.99 out of 5 average rating, 170 reviews

Heather Waterfront Guest Cabin on private estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Top guest favourite
An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.
Home in Friday Harbor
4.98 out of 5 average rating, 180 reviews

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.

Top guest favourite
A bright dining area features large windows that frame serene water views. A round table is set with two places, complemented by woven placemats. Natural light enhances the airy ambiance, while the surrounding greenery adds a touch of nature.
Cottage in Lopez Island
5.0 out of 5 average rating, 317 reviews

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!

Top guest favourite
A private hot tub is shown on the patio, with bubbling water visible. A lush landscape features trees and shrubs, while the serene view of Griffin Bay stretches beyond, showcasing the calm water and distant shoreline under a clear sky.
Guest suite in Friday Harbor
4.97 out of 5 average rating, 112 reviews

Beautiful Waterfront Home, sleeps 4

Experience paradise! Private entrance to lower level of house, 2 en-suite BR's w/queen beds + 2 twin sofas beds in LR. Only a mile from the ferry, activities and shops. When settled into your waterfront home away from home, breathing sea air and gazing at Griffin Bay and the Olympic Mountains, you'll find peace and serenity. The expansive view embraces Dinner Island, sunrise and sunset colors dancing on the water, shoreline, beaches, and occasional boating activity. Note: No Pets Allowed

Top guest favourite
A scenic view captures lush pastures extending to the calm waters of False Bay and the distant Olympic Mountains. A charming white barn sits peacefully in the landscape, framed by tall trees and a clear blue sky. Wildflowers add touches of color in the foreground.
Guest house in Friday Harbor
5.0 out of 5 average rating, 121 reviews

Island Cottage w/Acres of Views

Set your clocks to island time at the Hound & Hare Cottage with peaceful views over acres of pastures to False Bay and the Olympic Mountains. Sited on 5 Acres this cute as a button, built in 1978 and lovingly remodeled in 2022, beach-inspired cottage offers the perfect privacy for an island recharge. Cottage is only 7 minutes from downtown Friday Harbor, South Beach, or Lime Kiln Whale Watch Park. Enjoy end-of-the-road privacy with your host on the acreage to ensure your stay is perfect.

Top guest favourite
A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.
Home in Friday Harbor
4.97 out of 5 average rating, 174 reviews

Waterfront San Juan Island Retreat | Beach & Views

Wake up to sweeping waterfront views at Westward Cove, a spacious beach house on the west side of San Juan Island. Perched on one of the island’s rare sandy beaches, our home is the perfect spot to relax, soak in the hot tub, or simply enjoy the sound of the waves. From the deck, you’ll have front-row seats to the island’s incredible wildlife. Just 10 minutes to Friday Harbor and Lime Kiln State Park, this peaceful retreat blends comfort, nature, and unforgettable views. Sleeps up to 6.

Guest favourite
A modern living area features a gray sofa with decorative pillows, positioned on a patterned rug. Three framed artworks depicting tranquil water scenes adorn the wall. A spiral staircase leads to an upper sleeping area, with natural light filtering through large windows.
Home in Friday Harbor
4.86 out of 5 average rating, 221 reviews

Fawn Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are justa miles away. Great views of Griffin Bay and Dinner Island.

Guest favourite
A hillside cabin is nestled among trees, featuring a spacious wrap-around deck. The structure combines dark wood and light wood elements, with large windows providing views of Lopez Sound. A wooden pathway leads up to the entrance, surrounded by lush green grass.
Cabin in Lopez Island
4.92 out of 5 average rating, 248 reviews

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Escape to Sunrise Retreat and enjoy the tranquil setting of Lopez Sound. This waterfront hillside cabin has an open concept floorplan with a sleeping loft for up to 5 and is a cozy place to relax and enjoy amazing panoramic water views and sunrises. This retreat features a new kitchen, a new bath with a spa-like shower, and beautiful hardwood flooring. Enjoy grilling and hot tubbing on the wrap-around deck, out door fire pit, and short walks to the private community beach.

Top guest favourite
An outdoor seating area features multiple chairs around a stone fire pit, set against a backdrop of lush greenery and distant water views. A wooden deck extends from the home, providing access to the space while surrounded by well-maintained landscaping.
Home in Lopez Island
4.91 out of 5 average rating, 202 reviews

Spectacular View Home, 4 Bedrooms on 16 Acres

Beautiful four bedroom home at the top of a hill with a spectacular view overlooking acreage and the water. Very private, nestled on 15 acres that deer & bald eagles love to call their home. Plan to have a great time hiking, biking, playing horseshoes, basketball, flying kites, beach combing, or simply enjoying a stroll along the beach. Above all, If you savor privacy, beautiful views, relaxing, smelling & breathing salt water air - you will love this getaway home.

Guest favourite
The exterior of a spacious green house is showcased, featuring a friendly red door and stone accents. Lush landscaping surrounds the property, with various plants and trees visible. The house is positioned near the waterfront, framed by a clear blue sky.
Home in Friday Harbor
4.94 out of 5 average rating, 379 reviews

Waterfront Beach house, pet friendly

This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor in a quiet, peaceful neighborhood. The beach is perfect for relaxing, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water . Local otters and other sea life will often swim by for a visit, and sunrises and sunsets are dependably Insta gram-worthy. Fiber internet for many concurrent zoom meetings or streams!

Guest favourite
A single-story house with a green metal roof and stone exterior is framed by tall trees and lush greenery. A gravel path leads to the entrance, where potted plants add subtle color. The surrounding area features well-maintained landscaping and a nearby structure visible in the background.
Guest house in Friday Harbor
4.98 out of 5 average rating, 362 reviews

Golf Course Guesthouse, Friday Harbor, San Juan

Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to the golf course, close to Town, the coziness, quiet and rural location, and the friendly people. Our place is good for couples, solo adventurers, and business travelers or attending weddings.

Popular amenities for Dinner Island holiday rentals