
Cottage vacation rentals in Oak Harbor
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Top-rated cottage rentals in Oak Harbor
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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.

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!!

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!

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.

Seaside Island Cottage - pets & kids welcome
Love beach walks, sunsets & wildlife viewing? This peaceful island setting is for you! Once off the 5 min ferry ride from Anacortes, you will arrive to our whimsical cottage on the west beach of Guemes with its panoramic views & magical sunsets …the ideal place where you can relax, 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.

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!

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.

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!

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!

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.

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!

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).
Popular amenities for Oak Harbor cottage rentals
Cottage rentals with a hot tub

Waterfront Cottage | Kayaks | Hot Tub | Fire Pit

Cottage on fabulous Maxwelton Beach Whidbey Island

Miss Opal's Water View Retreat

Waterview Rabbit Hill Cottage

Camp Carner

3BR Dog Friendly | Oceanfront | Hot Tub | Deck
Pet-friendly cottage rentals

Water View, Near Lighthouse, Beaches & Hiking

Whidbey Cottage Ocean/Mountain Views Beach Access

Cottage by the Sea

Cornet Bay 2 Bedroom Deception Pass Pet Friendly

Sunset Beach Cottage Beachside SO WHIDBEY ISLAND

Saratoga Guest Cottage

Cozy Whidbey Island Cottage w/creek and views!

Garden Cottage A, heart of Lopez Village.
Private cottage rentals

Field View Cottage

Anacortes Guesthouse Cottage - 2 King, 2 Twin Beds

Studio Seaclusion Guest Cottage close to the beach

Burrows View Cottage

Cozy Cabin w/ Incredible Beachfront Access

Getaway Cabin at Madrona Beach

Marrowstone Cottage - Amazing Scow Bay View

ELF House on Race Lagoon
Quick stats about cottage rentals in Oak Harbor

Nightly prices starting at
Oak Harbor vacation rentals start at G$25,099 GYD 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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