Cottage holiday rentals in Friday Harbor

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Quick stats about cottage rentals in Friday Harbor

  • Nightly prices starting at

    Friday Harbor holiday rentals start at $305 NZD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Friday Harbor rentals

  • 4.8 Average rating

    Friday Harbor stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated cottage rentals in Friday Harbor

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite
The cottage's exterior features a light-colored wood facade with large windows. Surrounding the property, lush greenery and flowering plants create a serene setting. A small seating area is positioned on the lawn, offering a view of the peaceful garden.
Cottage in Eastsound
4.89 out of 5 average rating, 139 reviews

Willow Beach Cottage

Willow Beach Cottage, relaxing rustic 100 year old Cape Cod rural caretakers cottage. 1 - 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Beach, campfire,(seasonal) KAYAKS, PADDLE BOARDS & yard games, also used by our other guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

Top Guest favourite
Cottage in Eastsound
4.97 out of 5 average rating, 328 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

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 out of 5 average rating, 294 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
An aerial view captures a secluded lagoon surrounded by lush green trees. Clear waters reflect the vibrant sky, and a sandy shoreline curves along the edge. A path leads to the nearby land, highlighting the private nature of the location.
Cottage in Coupeville
4.98 out of 5 average rating, 130 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

Top Guest favourite
A cozy living area features two leather sofas positioned to overlook large glass doors, providing access to natural light and views of the surrounding trees. A modern arc floor lamp and a coffee table with decorative items complete the inviting space, while a wood-burning stove adds warmth.
Cottage in Salt Spring Island
4.98 out of 5 average rating, 166 reviews

Cabin on St. Mary Lake

Welcome to your cosy, contemporary cabin nestled on the shores of St. Mary Lake on beautiful Salt Spring Island. Thoughtfully designed with simplicity and comfort in mind, this space offers everything you need for a peaceful, clutter-free getaway—perfect for unwinding, recharging, and reconnecting with nature. Whether you’re sipping coffee at sunrise on your private patio or winding down in the evening in your dedicated yoga room, the setting invites you to slow down and take it all in.

Top Guest favourite
A charming cottage is surrounded by vibrant landscaping, featuring colorful flower beds and lush greenery. Solar panels adorn the roof, and large windows allow natural light to fill the interior. The property is situated near the waterfront, providing scenic views and direct access to nature.
Cottage in Coupeville
4.93 out of 5 average rating, 863 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Guest favourite
A serene view of the waterfront at dusk, framed by trees. A wooden staircase leads down towards the shore, where the calm water reflects soft colors. The marina is visible in the background, with boats gently moored along the dock.
Cottage in Eastsound
4.83 out of 5 average rating, 158 reviews

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.

Top Guest favourite
The exterior of the cottage features a welcoming blue door and large windows that provide ample natural light. A spacious deck is furnished with a dining set, surrounded by greenery, offering views of the surrounding landscape.
Cottage in Anacortes
4.94 out of 5 average rating, 234 reviews

Burrows View Cottage

Great any Season!!! Experience unforgettable sunsets in this beautiful high bank waterfront cottage. Quaint and serene. Close to Deception Pass, downtown Anacortes shops and restaurants, drive to public beaches, less than a mile from Mount Erie and hiking trails. Less than a 10 minute drive to the Anacortes Ferry Dock. Cottage has 2 bedrooms, both with queen beds. Full kitchen with all gadgets required to make that special meal. AIRCONDITIONED SPACE THROUGHOUT HOME.

Top Guest favourite
A contemporary designed guest house is depicted, featuring a wooden exterior with large windows and a welcoming entrance. Well-tended greenery surrounds the front, including white flowers and plush shrubs. Two lounge chairs are positioned on the patio, inviting relaxation in the serene outdoor space.
Cottage in Friday Harbor
4.99 out of 5 average rating, 144 reviews

Windance Cottage

Northwewst contemporary designed guest house. Lots of sunlight and great views of the Straights, Mountains and an abundance of sea life, eagles, deer, fox, and other wildlife. Private tennis court with basketball hoops. Private cove to launch your kayak or just some great tide pooling. Note; Owners home is on the property. The cottage sets back approximately a football field away from the main house, affording it’s own privacy. Owners are normally always on property.

Top Guest favourite
A charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.
Cottage in Eastsound
4.97 out of 5 average rating, 271 reviews

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

Top Guest favourite
Cottage in Guemes Island
4.97 out of 5 average rating, 252 reviews

Island Beach Cottage w/fire pit - pets welcome

Love beach combing, sunsets, and sealife? This island escape is for you! After a quick 5-minute ferry ride, arrive at our whimsical west-beach cottage on Guemes Island with its panoramic views and magical sunsets...perfect for relaxing, taking beach walks, finding treasures, hiking our mountain & local trails, exploring your favorite water sports, and spotting herons, seals, bald eagles, & occasionally whales. Kids and pets welcome...mooring offered.

Guest favourite
A serene view of the water is framed by tall evergreen trees, showcasing a lush green lawn in the foreground. The calm waters reflect the clear blue sky, while the distant shoreline is visible, creating a peaceful outdoor setting.
Cottage in Greenbank
4.87 out of 5 average rating, 377 reviews

High bank waterfront, private beach access *views!

The Trails End House is a 2 Bed 2 Bath 1950's high bank waterfront cottage. This is a getaway for those who wish to reset and relax while enjoying all that Whidbey Island has to offer. Sip on local drip coffee while gazing at 180 degree views of Mt Baker, the Cascades Mountain Range and Holmes Harbor frequented by Grey Whales. Walk to the Farm. Private beach access via a lush green trail. New mini split heat and AC just installed!

Popular amenities for Friday Harbor cottage rentals