Cottage holiday rentals in Oak Harbor

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Top-rated cottage rentals in Oak Harbor

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Top Guest favourite
A charming cottage is situated in a tranquil outdoor space, with lush green grass and towering trees nearby. The vibrant mural depicting a forest landscape adds a touch of whimsy. The waterfront is visible in the background, complementing the peaceful setting.
Cottage in Guemes Island
4.98 out of 5 average rating, 243 reviews

Seaside Island Cottage-Skagit Valley Tulips April

Love beach combing, sunsets, and sealife? This island escape is for you! In April, the Skagit Valley Tulip Festival is nearby. 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 the mountain & local trails, exploring your favorite water sports, and spotting herons, seals, bald eagles, & even whales. Kids and pets welcome...mooring offered.

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, 108 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
The exterior of the Seastar Cottage is shown, nestled among greenery. A wooden deck extends from the house, offering views of the water and Olympic Mountains in the distance. Natural light enhances the serene rural setting, complemented by trees and foliage.
Cottage in Coupeville
4.95 out of 5 average rating, 224 reviews

Whidbey Island west side “Seastar cottage”!

Super Whidbey SPECIALS!! Jan through April!👍🏻 Sunday-Thurs only $145 per nite Friday-Sat only $165 per nite! Relax at the wonderful Whidbey home we affectionately call the “Seastar Cottage.” Located in the beach community of “Bon Air” on the preferred West side of Whidbey. Great open beam view home w/ 2bedrooms/1 full bath! 2nd bedroom can have a queen or two singles…your choice! You have the entire house to yourselves! Great views of the Olympics, shipping lanes, ferries & sunsets! Let’ go!!

Top Guest favourite
A serene view from the covered deck captures the golden hues of a sunrise over tranquil water, framed by tall trees. The sunlight casts gentle shadows on the railing, highlighting the peaceful outdoor space.
Cottage in Lopez Island
5 out of 5 average rating, 281 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, 124 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
Cottage in Freeland
4.99 out of 5 average rating, 248 reviews

Pet Friendly Mutiny Bay Cottage - beach access!

Enjoy time at this cozy dog friendly Whidbey cottage just steps from the beach on beautiful Mutiny Bay. Knotty pine wood throughout, gas fireplace and all the amenities of home make this a great spot for all season fun! Enjoy time on the deck for BBQ or the hot tub (fits three). The cottage is less than a mile from the town of Freeland for all amenities, and close to the picturesque towns of Langley and Coupeville. The cottage sleeps five, so bring the whole family for some Whidbey fun!

Guest favourite
A charming cottage exterior is framed by lush greenery, showcasing a entrance with double French doors. The gabled roof features wooden shingles, while the surrounding landscape is filled with well-maintained grass and tall trees, contributing to a serene ambiance.
Cottage in Bow
4.87 out of 5 average rating, 198 reviews

Enchanting Cottage in Bow, House Kinlands

Escape to our charming cottage in Bow, Washington, the perfect retreat for couples craving peace and nature. This one-bedroom, standalone haven offers a cozy bed dressed in French linens, a soaking tub, and a private dining porch. Wander through lush gardens and explore 32 acres of serene land alive with trees, flowers, and wildlife. Every detail is thoughtfully designed to provide a comfortable, unforgettable stay, immersing you in the tranquility and beauty of the surrounding landscape.

Top Guest favourite
Cottage in La Conner
4.94 out of 5 average rating, 600 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!

Top Guest favourite
A private cottage is nestled within a landscaped garden, surrounded by vibrant purple flowers and lush greenery. A stone pathway leads to the entrance, with a natural water feature visible, contributing to the tranquil setting under a clear blue sky.
Cottage in Coupeville
4.93 out of 5 average rating, 844 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 spacious living area features a mix of textures and styles, including a light gray sectional sofa and an orange armchair. Natural light floods in through the skylights, highlighting the wooden clock and decorative accents. A large TV is positioned across from the seating, with a coffee table in the center.
Cottage in Clinton
4.92 out of 5 average rating, 475 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.

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, 123 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
Cottage in Greenbank
4.87 out of 5 average rating, 370 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 Oak Harbor cottage rentals

Quick stats about cottage rentals in Oak Harbor

  • Nightly prices starting at

    Oak Harbor holiday rentals start at $170 AUD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Harbor rentals

  • 5 Average rating

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

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