
Cottage vacation rentals in Oak Harbor
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Top-rated cottage rentals in Oak Harbor
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

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.

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!

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!

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).

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!

Cozy Cabin w/ Incredible Beachfront Access
The perfect place to relax and unwind! Large windows show off incredible, 270 degree views of the beach, Puget Sound & Cascade Mountains. Walk off the deck to a sandy beach perfect for kids and adults alike. You’re sure to see bald eagles up close, seals swimming off the point, and, depending on the time of year, whales traveling through this area. Modern coastal vibes indoors will make you feel comfortable & relaxed.
Popular amenities for Oak Harbor cottage rentals
Cottage rentals with a hot tub

Sauna + Cold Plunge + Hot Tub & Red-light therapy

Pet Friendly Mutiny Bay Cottage - beach access!

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

Enchanting Cottage in Bow, House Kinlands

Whidbey Cottage Ocean/Mountain Views Beach Access

Cottage by the Sea

Cornet Bay 2 Bedroom Deception Pass Pet Friendly

Saratoga Guest Cottage

Sunset Beach Cottage Beachside SO WHIDBEY ISLAND

Cozy Whidbey Island Cottage w/creek and views!
Private cottage rentals

Anacortes Guesthouse Cottage - 2 King, 2 Twin Beds

Luxury Cottage/Private Beach Access + Gated Entry

Burrows View Cottage

Getaway Cabin at Madrona Beach

Marrowstone Cottage - Amazing Scow Bay View

Cedar Grove Cottage: Truly a magical place!

ELF House on Race Lagoon

Freeland Beach View Waterfront Family Retreat
Quick stats about cottage rentals in Oak Harbor

Nightly prices starting at
Oak Harbor vacation rentals start at ﺩ.ﺇ441 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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