Family-friendly vacation rentals in Oak Harbor

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.

4.98 out of 5 average rating, 117 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.

4.96 out of 5 average rating, 155 reviews

A glass table is set on a wooden deck, accompanied by two blue chairs. A cup of coffee and a plate with a pastry are placed on the table. The view features a serene water scene and distant buildings, creating a calm atmosphere.

Apartment in Oak Harbor

View * W/D * Downtown * Harbor * R & R!

This spacious apartment is half a block from the harbor and easy walking distance of our very cute downtown area where all the faires and festivals take place! Completely renovated and with wonderful views from the deck as well as the dining area windows! Full kitchen that is fully appointed! The 2 bedrooms have queen beds and the sleeper sofa is also a queen (very comfortable!) and if you have extra 'little people', the ottoman makes into a twin bed and there is also a rollaway bed and W/D.

Superhost

The living area features a dark leather sectional sofa arranged around a coffee table, offering ample seating. A recliner is positioned nearby, complemented by a lamp providing soft illumination. Art pieces and framed images decorate the walls, enhancing the room's inviting character.

Apartment in Anacortes

4.9 out of 5 average rating, 231 reviews

Baker View Getaway

Beautiful, quiet private entrance to the apartment attached to our home. Fully furnished. Extra twin roll away bed available to sleep 2-4 people including sofa. Fully fenced back patio with choice of BBQ grill. Fully appointed kitchen for cooking your own meals and dining in. Awesome sunrise & Mt Baker views. Clever chickens visit daily. Fresh eggs for breakfast. Private off street parking. Full laundry room. All handicapped accessible. One mile to hospital. 2 miles to downtown festivals

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, 143 reviews

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home stay 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!

4.98 out of 5 average rating, 250 reviews

A tranquil waterfront view features vibrant hues of orange and pink reflecting on the water during sunset. The shoreline is visible alongside the calm waves, with distant trees framing the scene, creating a serene atmosphere.

Guesthouse in Oak Harbor

Penn Cove Beach Studio

Welcome to our charming Beach Studio located on South facing no bank water front. Wake up to the sound of waves from right outside your door. A modern outdoor hot tub is available dedicated to the Beach Studio guests. The Beach Studio now has a brand new full kitchen. The walls are all covered by beautiful paintings. There is plenty to do on Whidbey Island, at the many parks, kayak in the cove, or stroll around historic Coupeville. This is the ideal location for people that love the water.

4.93 out of 5 average rating, 454 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. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

4.98 out of 5 average rating, 109 reviews

A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.

Guesthouse in Oak Harbor

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

4.99 out of 5 average rating, 119 reviews

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

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).

A bright, open living area features a modern kitchen with sleek appliances and a large island. Natural light floods through multiple windows, highlighting the polished hardwood floor. A cozy seating space is arranged with a dark sofa and decorative cushions, alongside a coffee table displaying a wooden tray.

5 out of 5 average rating, 155 reviews

5 Star! Centrally Located Oak Harbor Home

Centrally located to downtown Oak Harbor and NAS Whidbey Island, this recently remodeled house offers all the comforts of home while eliminating any of the accompanying chores. Guests can relax by the fireplace or indulge in a good book on the back patio, which overlooks a peaceful, enclosed yard. Additionally, our optimal location makes it easy for guests to travel to any one of our Island's beautiful state parks. Come explore the legendary Whidbey Island!

4.97 out of 5 average rating, 207 reviews

A small cabin with a distinct shingled exterior features a front door framed by four square windows. Steps lead to the entrance, surrounded by greenery and gravel. A wooden deck is visible beside the cabin, with outdoor seating positioned against a backdrop of trees and a picket fence.

Guesthouse in Coupeville

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a peekaboo view of the water. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

Guest suite in Oak Harbor

A charming single-story home is set amidst a lush green landscape, framed by tall trees. A covered porch features a white chair and a decorative plant. An inviting yard is planted with flowering shrubs, and a rustic wooden swing adds to the serene outdoor space.

4.96 out of 5 average rating, 423 reviews

Back Roads Airbnb

We love our quiet country home that we decided to share the back separate part of our home for mature Airbnb guest. We also decided to make the minimum stay for 7 days. Ideal for somebody who likes to work remotely, vacation or your in the Navy looking for something temporarily. We have 1.7 Landscape acres where the Island deer and Eagles roam free. We also have a fire pit to cook smores. Make sure you look at all photos. Please read House Rules.

The entryway features light-colored brick walls and tiled flooring. A white bench with red cushions sits against one wall. A door leads to another area, while a coat rack is mounted above the bench, providing storage options. Soft light filters in from a nearby window.