Pet-friendly vacation rentals in Oak Harbor

4.82 out of 5 average rating, 271 reviews

Condo in Oak Harbor

Seaside Harbor View*Stroll Old Town*Fun, Big Lawn*

Welcome to Collin's Cottages, a charming seaside condo located in the quietest part of Old Town Oak Harbor. Walkable to the shoreline water front, cafes, parks, restaurants, crafting, art, treasure stores and more! One block from the local library or the’Wind & Tide Book’ store to find a great read. Stroll to the tea shop for a beverage or the Mad Batter for a crazy dessert. Lull in a cozy chair in the afternoon sun. It is the perfect place to rest after your day of Whidbey Island adventuring.

A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.

4.97 out of 5 average rating, 156 reviews

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

4.97 out of 5 average rating, 238 reviews

A charming two-story house is nestled among tall trees, featuring a mix of windows that invite natural light. A spacious porch runs along the front, with a seating area visible. The exterior is adorned with wood siding, enhancing the connection to nature.

Home in Port Townsend

Entire Bluff House plus Cottage on the Salish Sea

This home on 4 acres is minutes to Port Townsend yet in a world of it's own! Be in the heart of Nature to allow your senses to be nourished. Watch the ships and sailboats pass by while eagles soar the bluff. Both are fully equipped! Cottage comes with booking of 5-6; main home only with 4 or less. Main house has 2 bdrm & a library with a futon all facing the sea. Cottage has 1 bdrm & bonus room, 3 Q beds. Cottage comes with a booking of 5-6 guest. Pets $50 each max 2. The land is an experience!

A spacious living room features large windows offering views of the ocean and coastal trees. A sectional couch and two swirling chairs provide seating around circular wooden coffee tables. A light-colored area rug anchors the space, enhancing the modern and open feel.

4.86 out of 5 average rating, 113 reviews

Sea-Renity Haven: Oceanfront family retreat

Sitting high on the west edge of Whidbey Island, Sea-Renity Haven elevates your PNW experience. Spacious interior freshly designed by local designer to reflect island's beautiful settings. At here, you will experience ✔︎Mt. Olympus emerging from horizon ✔︎ocean crashing on the shore beneath ✔︎breathtaking ocean sunset ✔︎Game room: movie time + pool + board games ✔︎cooking, serving gourmet meal to 10-person dining table ✔︎relaxing in the airy sunroom ✔︎EV Charger Yes you can work by the ocean!!

4.92 out of 5 average rating, 551 reviews

A cozy sleeping area features a spacious bed with layered bedding and decorative pillows. Two modern light fixtures hang above, providing soft illumination. A small dining table with two chairs sits beside the window, allowing for natural light to fill the room.

Tiny home in Oak Harbor

The Bit & Bridle Cabin bids you welcome!

The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. It is a studio cabin tiny house. The small 17 acres farm provides Donna's horses room to play and Stan's Autobody & Paint Shop a place to thrive. Other buildings are the owners' house, a small family residence, a covered riding arena, Stan Wingate's shop, and a "Fowl Manor" and run. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

4.97 out of 5 average rating, 422 reviews

An open bedroom is characterized by a spacious wooden bed adorned with neutral linens and throw pillows. Large windows allow natural light to fill the room, showcasing forest views. A coffee table and armchair are positioned nearby, accompanied by minimalist decor against wooden walls.

Guesthouse in Greenbank

Whidbey Island Modern Cottage

Recently constructed modern cottage nestled in the stunning beauty of Greenbank on Whidbey Island. Come enjoy a slice of sanctuary and get away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

4.82 out of 5 average rating, 124 reviews

Whidbey Island Getaway

Enjoy a relaxing getaway with expansive Puget Sound views or sit back and enjoy the Naval Base jets flying overhead. With seven state parks on Whidbey Island there's a never ending list of things to see or do during your stay. Our location is perfect for a secluded intimate getaway or a starting spot to kick off your next adventure. Located close to hiking & biking, or if you're the foodie type Whidbey Island has it all! We are very pet friendly with a play room stocked with toys and beds.

A modern living room is shown with large windows offering views of the water. A dark sectional sofa is adorned with colorful throw pillows. A round glass coffee table sits in front, reflecting the natural light pouring in. Soft curtains complement the serene atmosphere.

4.91 out of 5 average rating, 208 reviews

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

4.99 out of 5 average rating, 267 reviews

A serene view from the cabin's backyard showcases calm waters reflecting soft pastel hues of dawn. The landscape features distant islands surrounded by trees, while a fire pit with seating is positioned on the grassy area, inviting relaxation amid nature.

Cabin in Anacortes

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has base board heating and a wood burning fireplace. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here. New taxes imposed by Airbnb reflected in price per night.

4.96 out of 5 average rating, 377 reviews

An aerial view of a waterfront beach cabin reveals a neatly manicured lawn and a metallic-roofed structure. The calm waters of the Salish Sea stretch out towards the horizon, while a fence outlines the property, enhancing the sense of space and serenity.

Cabin in Oak Harbor

Waterfront Beach Cabin on Whidbey Island

Come relax at our waterfront beach cabin located on the shores of West Beach. Enjoy unbelievable sunsets over the Salish Sea from the back deck with a view of the San Juan Islands to the right, Vancouver Island off in the distance, and the Olympic Peninsula to the left. Bring your furry companion to enjoy the scenary with! The cabin is very dog friendly, providing dog toys, bed, feeding bowls and even food!

An open living area is seen with a spiral staircase leading to the upper level. A cozy seating arrangement includes two gray sofas facing a wall-mounted television. A dining table, set with glasses and a decorative centerpiece, adds to the welcoming ambiance.

4.86 out of 5 average rating, 168 reviews

Escape to the Woodland Retreat!

Take it easy at this unique and tranquil getaway. Tucked away on three acres of nature, this cozy Dutch barn style home will have you relaxed and enjoying Whidbey Island in no time! Our Island deer and bunnies will visit you during your stay in their own sweet shy ways. This is the perfect way to be close to all the fun and totally private when you choose.

A stunning coastal view is captured, showcasing a gently curving shoreline bordered by cliffs. Soft pinks and purples fill the sky, reflecting on calm waters. Snow-capped mountains are visible in the distance, adding to the tranquil evening scenery.

4.92 out of 5 average rating, 128 reviews

Stunningly Beautiful Highbank Waterfront Property!

Welcome to Cliffside Cottage!!! We have Spectacular Sunsets and Amazing Views! Relax on the deck with a little umbrella drink or enjoy the elevated hot tub. Feel the stress fade away as you let the beauty take you away. Incredible water and mountain views. We enjoy lovely wildlife such as Soaring Eagles, Gray Whales and the like.

Popular amenities for Oak Harbor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The home features a modern design with a distinctive metal roof, surrounded by lush trees. A vibrant sunset over the water creates a stunning backdrop, highlighting the tranquil setting. Pathways and greenery lead toward the entrance, enhancing the inviting atmosphere of the property.

4.98 out of 5 average rating, 122 reviews

Waterfront | Hot Tub | Sunsets by Stay Madrona

4.89 out of 5 average rating, 131 reviews

A wooden dining table is set on a deck, overlooking a shimmering waterfront. Soft sunlight reflects on the water, enhancing the serene atmosphere. Nearby, two decorated glasses and a small decorative piece are placed alongside refreshments, inviting relaxation and enjoyment of the scenic view.

Home in Stanwood

*NEW* Warm Beach House Stanwood

4.92 out of 5 average rating, 283 reviews

Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.

Home in Decatur Island

Hobby Farm Remote private island! Escape Seattle!

4.94 out of 5 average rating, 808 reviews

A welcoming front entry is framed by lush green foliage. The turquoise door is highlighted by a warm light fixture, with a small table and red chairs inviting relaxation. Decorative elements, including a welcome sign, add a personal touch to the inviting space.

Home in Anacortes

Hill House Private Entry Suite - No Cleaning Fee

4.95 out of 5 average rating, 114 reviews

Two teal armchairs are positioned by large windows, offering a scenic view of Skagit Bay. The sunset casts warm hues across the sky, enhancing the serene atmosphere. A figure sits comfortably in one chair, admiring the tranquil landscape viewed from the inviting interior.

Home in Anacortes

Skagit Bay View, Sunsets, Hot Tub

4.98 out of 5 average rating, 195 reviews

Sunset colors illuminate the sky over the water, framed by lush greenery and a large tree. Flowers in vibrant shades of pink add to the scenic view, while the gentle waves can be seen in the background, reflecting the warm hues of dusk.

Home in Langley

Water View ~ Private Beach~Scenic~Tranquil

4.95 out of 5 average rating, 126 reviews

The split-level house features a light green exterior with white trim and a prominent blue front door. A brick chimney adds character to the design. Surrounding landscaping includes neatly trimmed hedges and a variety of shrubs, set against a backdrop of tall trees.

Home in Anacortes

Nautical Home with Cozy Bedrooms and Amenities

4.99 out of 5 average rating, 513 reviews

Home in Clinton

Slow Living • Outdoor Bath & Wood-Fired Sauna

Pet-friendly home rentals with a pool

Shipping container in Sequim

A colorful mural adorns the exterior of the two-story shipping container home, featuring orcas amidst a scenic landscape. The structure is set within a spacious green lawn, with large windows and a deck extending from the upper level.

Colorful Container Home on 13 acre estate

5.0 out of 5 average rating, 286 reviews

4.99 out of 5 average rating, 146 reviews

Cottage in Hansville

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

4.93 out of 5 average rating, 177 reviews

A well-lit in-ground pool is surrounded by a safe, enclosed patio area. The inviting blue water reflects the evening sky, while safety rails and lounge chairs are positioned nearby. Soft lighting creates a serene ambiance, highlighting the pool's clear surface.

Home in Marysville

Contemporary Poolside Paradise w/ Hot Tub

4.94 out of 5 average rating, 34 reviews

The Nest - Whidbey Island

A sunlit living area features large windows that offer views of greenery and the water beyond. A comfortable teal sofa sits in the room, creating a serene atmosphere enhanced by natural light pouring in from multiple angles.

4.9 out of 5 average rating, 51 reviews

Olympic View Retreat

5.0 out of 5 average rating, 33 reviews

Walk to Beach • 2 King Beds • Fenced Yard

4.92 out of 5 average rating, 76 reviews

A private hot tub is showcased on a covered patio, offering sweeping views of the ocean and distant mountains. Calm waters reflect the clear blue sky, creating a serene atmosphere. The tub is well-maintained, with jets visible along its sides, inviting relaxation.

Home in Clinton

Beachfront home with Pool, Hot Tub, and Fire pit

The exterior of the house features multiple stories clad in gray-blue shingles, with large windows allowing ample natural light. A spacious front yard is surrounded by greenery, and a driveway leads to an elevated entrance beneath the home. Blue skies and distant trees frame the scene.

4.97 out of 5 average rating, 59 reviews

Admiral's Seaglass Sanctuary

Private, pet-friendly home rentals

4.86 out of 5 average rating, 118 reviews

A glass table is surrounded by woven chairs on a wooden deck, offering a captivating view of the blue sea and distant islands. The scene includes tranquil waters under a partly cloudy sky, enhancing the inviting outdoor space.

Apartment in Anacortes

Sunny Island Cliff Side Views

4.99 out of 5 average rating, 214 reviews

Guesthouse in Langley

Waterfront Cottage with Eagles & Highland Cows

4.99 out of 5 average rating, 133 reviews

A modern black structure stands amid lush greenery, characterized by large windows and a flat roof. A picnic table is positioned on the grassy area in front, surrounded by tall trees. Sunlight filters through the foliage, illuminating the natural setting.

Cabin in Anacortes

Cozy Modern Cabin - The Dragonfly on Guemes Island

4.91 out of 5 average rating, 119 reviews

A panoramic view of shimmering water is framed by distant snow-capped mountains under a clear blue sky. The shoreline is visible in the foreground, with lush greenery suggesting a serene coastal environment.

Apartment in Oak Harbor

Spectacular Views - North Whidbey

Vacation home in Anacortes

A spacious wooden deck extends from the house, overlooking a scenic view of the water. Tall trees frame the image, while a hot tub is positioned in a corner. The clear sky and distant landscape contribute to a serene outdoor atmosphere.

Charming Guemes Island Getaway w/ Hot Tub & View

4.98 out of 5 average rating, 118 reviews

5.0 out of 5 average rating, 41 reviews

Island Treehouse

A spacious, enclosed backyard features a stone fire pit surrounded by multiple chairs, providing an inviting space for gatherings. Tall trees and greenery offer a sense of privacy, while a well-maintained lawn adds to the outdoor appeal.

5.0 out of 5 average rating, 98 reviews

Spacious 5BR 2BA Home | Fenced Yard, BBQ, Fire Pit