Cottage holiday rentals in Oak Harbor

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Oak Harbor

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

%{current} / %{total}1 / 1
Top guest favourite
A charming single-story home is set against a serene waterfront backdrop, featuring a rustic facade and a welcoming entrance. A tranquil deck area includes a table and chairs, with a distant view of a pier extending into the calm waters.
Cottage in Oak Harbor
4.97 out of 5 average rating, 103 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

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, 264 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, 121 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 serene view of the water and Hope Island is framed by tall trees. The image captures the tranquil landscape, with reflections on the water's surface and a glimpse of a roof below, enhancing the peaceful ambiance of the surroundings.
Cottage in La Conner
4.94 out of 5 average rating, 587 reviews

La Conner-Kahlo Cottage-Good Vibes w/Water View!

La Conner's Kahlo Cottage is an inviting eclectic space surrounded by evergreens and only steps to the beach. This part of the neighborhood is rural-ish, with a friendly vibe. The quaint waterfront town of La Conner is a short 8 minute drive where you will find art, culture, restaurants and great shops to explore. Whether you're on a solo adventure, enjoying time as a couple, or exploring the area with a friend or family member, Kahlo Cottage is the perfect place to relax and enjoy!

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, 820 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
The courtyard features a charming seating area beneath a flowering tree. A teal table and chairs are positioned next to a fire pit, with a barbeque visible nearby. The building's exterior is light-colored, complemented by natural greenery and solar panels on the roof.
Cottage in Clinton
4.92 out of 5 average rating, 459 reviews

The Courtyard Cottage

Courtyard Cottage is a charmingly restored 1940's fisherman's cottage, which includes an adjacent studio. The Main Cottage contains a bed for 2, bathroom, and kitchen, and the Studio functions as a spacious living room with TV, game table, and sectional. The buildings are surrounded by a fenced courtyard and patio which makes for a relaxing and private getaway. The community beach is just a short walk downhill. The Clinton Ferry is 3 miles away and Langley is a 15-minute drive.

Guest favourite
A cozy living area features a large sectional sofa and a wooden chair positioned near a fireplace surrounded by a brick wall. Large windows illuminate the space, allowing natural light to highlight the scenic water views beyond.
Cottage in Camano
4.96 out of 5 average rating, 164 reviews

Charming Camano Cottage w Private Beach Access

Fall in love with island life in our charming, cozy cottage! This newly renovated, 2 bed, 1 bathroom home has everything you need for a relaxing weekend away. Located on the east side of Camano Island, the cottage has stunning views of Port Susan and some of the most magnificent sunrises you'll ever see! Private beach access is located less than two minutes from the front door and two single kayaks will allow you to enjoy all that the bay has to offer. Relax, unwind & enjoy!

Top guest favourite
A view from the sliding door shows a patio with a circular fire pit surrounded by stone pavers. Lush green grass leads to a fenced area with trees and a glimpse of the water in the distance under a clear sky.
Cottage in Oak Harbor
4.99 out of 5 average rating, 121 reviews

Suite-Spot for a Sweet Stay

Views of Puget sound and Mt. Baker make Suite Spot a sweet place to stay on Whidbey Island. A quiet location minutes from downtown Oak Harbor, the cottage makes a great base for work or play. There's a large desk and 200MbS+ WIFI for your office  needs and parks, beaches, restaurants and shopping minutes away for a short or long getaway. Enjoy the eat-in kitchen, heated-floor bath & HDTV, games, plus There's a tennis/pickleball court! Hosts live on property (separate house).

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, 231 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 charming cottage is set amidst greenery, featuring a vibrant mural on one side. A round table with chairs is positioned under a large umbrella on the lawn, inviting outdoor dining. Surrounding trees provide a natural backdrop.
Cottage in Guemes Island
4.98 out of 5 average rating, 232 reviews

Seaside Cottage/Guemes Island -pets & kids welcome

Once off the 5-7 min ferry ride from Anacortes, in just a couple minutes more you will arrive to our whimsical cottage on the west beach of Guemes Island with its panoramic views & magical sunsets …the perfect place where you can relax in the peacefulness, walk the beaches, find treasures, hike Guemes mountain, explore your favorite water sports, and view our local wildlife of herons, seals, bald eagles, & often orcas. Kids & pets welcome…available mooring buoy:)

Guest favourite
A vibrant sunset casts hues of orange and pink across the sky, reflecting on the calm waters of the marina. Silhouettes of boats and a wooden dock are positioned against the backdrop of tree-covered hills, creating a serene natural landscape.
Cottage in Oak Harbor
4.95 out of 5 average rating, 120 reviews

Cornet Bay 2 Bedroom Deception Pass Pet Friendly

Cozy and rustic two bedroom cottage within walking distance to Deception Pass State Park, directly across the street from Deception Pass Marina in Cornet Bay. The location can't be beat for crabbing and fishing trips. The triple boat launch and brand new public dock is 1/4 mile down the road in the park. The front lawn is across the street from the ocean. We have the largest lot in the neighborhood and it includes fruit trees, a garden, BBQ and kayaks.

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
4.86 out of 5 average rating, 355 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 cottage rentals in Oak Harbor

  1. Airbnb
  2. United States
  3. Washington
  4. Island County
  5. Oak Harbor
  6. Cottage rentals