Family-friendly vacation rentals in Oak Harbor

The living room features a high wood-beamed ceiling and large windows that provide ample natural light and views. A cozy seating area includes a queen sleeper sofa, recliner chairs, and a coffee table. A gas fireplace adds warmth, while a smart TV is positioned above a cabinet.

4.94 out of 5 average rating, 108 reviews

Fabulous View * Harbor/CityView * King* Fire Pit!

Incredible and fantastic views from this special home located on beautiful Whidbey Island! The deck, kitchen, dining area, living room and bedroom all have incredible views of Mt. Baker, the Cascades, the harbor and city lights! Oak Harbor is small enough to be quaint but large enough for all of the conveniences! With a charming downtown area to satisfy everyone and many fun and entertaining events throughout the year you'll have lots of options not to mention the many sightseeing areas nearby!

4.91 out of 5 average rating, 248 reviews

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

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

4.86 out of 5 average rating, 207 reviews

A serene view of the San Juan Islands at sunset, featuring a gradient sky transitioning from vibrant orange to deep blue. The calm water reflects the colors, while silhouettes of distant islands create a tranquil backdrop.

Lighthouse in Anacortes

Lighthouse with Hot Tub view of San Juan Islands

Unique fun space! if you are adventurous and want to crash at a very unique spot this is it. First floor has a mini fridge, smart TV, instant hot water kettle, coffee maker, bottled water, day bed with plenty of bedding in storage. Then you climb the ladder and go up to the tower. There is another single bed. Out the door is a private deck overlooking the San Juan Islands with a table and chairs. Take your coffee or wine out and enjoy the day. head back down take a dip in one of the hot tubs

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.

4.9 out of 5 average rating, 152 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!

4.94 out of 5 average rating, 100 reviews

Two tiny homes are positioned side by side, showcasing their wooden exteriors. The Guest Suite is highlighted, with views of the water and trees in the background. A fenced area surrounds the property, and a gravel path leads to the entrance.

Guesthouse in Freeland

Detached Guest Suite

Cozy waterfront Tiny Home located on Whidbey Island overlooking Holmes Harbor in Freeland, WA. Completely self-contained, it is perfect for the solo traveler and suitable for a couple. The view from the queen sized bed is magical, and the partially covered deck shares the same view. The unit is complete with toaster oven, microwave, 2 burner induction stove, small refrigerator and bathroom with shower. This unit shares the property with another Tiny Home where the owner lives full time.

4.93 out of 5 average rating, 470 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, 119 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.

A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.

4.88 out of 5 average rating, 102 reviews

San Juan View

This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

5 out of 5 average rating, 348 reviews

A spacious farmhouse is set amidst lush greenery and vibrant flower beds. The two-story structure features a large balcony with multiple windows, surrounded by trees and a well-maintained lawn. Colorful flowers in shades of purple, pink, and white are visible in the foreground.

Apartment in Anacortes

Farmhouse Getaway

Welcome to this serene and spacious farmhouse get-away. Located on beautiful south Fidalgo island, you are 7 minutes to Deception Pass bridge, 13 minutes to downtown Anacortes, and 17 minutes to the ferry terminal to the San Juan islands. Curl up with a good book, watch a movie or just relax and enjoy our beautiful view of north Whidbey island and Deception Pass. Our gardens explode in summertime so feel free to wander and pick flowers, fruit or vegetables in season.

4.97 out of 5 average rating, 218 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 view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

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, 157 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!

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, 424 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.

Popular amenities for Oak Harbor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 198 reviews

The cottage is nestled amidst lush greenery, with ferns and various plants framing its entrance. The porch, with a white railing and blue accents, extends towards a covered area, while the surrounding trees create a natural, secluded atmosphere.

Guesthouse in Langley

Private Purple Cottage near Langley, Whidbey

4.94 out of 5 average rating, 319 reviews

An outdoor space is outlined by tall trees, featuring a hot tub beside a covered seating area. Soft lighting illuminates the space, complemented by a comfortable seating arrangement. The patio is designed for relaxation, with an inviting atmosphere created by nature's backdrop.

Home in Langley

Hot Tub / Private Beach + Pet friendly

Guest suite in Mount Vernon

The exterior of the home is illuminated by warm string lights against a darkening sky. A covered balcony extends from the second floor, while the surrounding yard features well-maintained greenery and colorful plants, creating a tranquil ambiance.

4.95 out of 5 average rating, 351 reviews

Waterfront Balcony Studio w/ Hot-tub & King Bed

A circular stone fire pit is set on a grassy area, overlooking a tranquil waterfront view. Driftwood and natural debris line the shore, with the water reflecting a clear blue sky. Distant hills and boats can be seen on the horizon.

4.98 out of 5 average rating, 135 reviews

Whidbey Island No-Bank Waterfront Beach House

4.96 out of 5 average rating, 213 reviews

Home in Anacortes

Anacortes Waterfront Complete Remodel/Hot Tub

5 out of 5 average rating, 147 reviews

The living area features comfortable leather seating arranged around a circular coffee table. A piano is visible in the background, and large windows allow natural light to illuminate the space. The room is accented by a colorful area rug that adds warmth to the modern design.

Guest suite in Camano

Escape to "The Beaver Den" Your Island Sanctuary!

4.99 out of 5 average rating, 497 reviews

A charming path leads to the cottage, surrounded by a vibrant garden filled with blooming flowers and lush greenery. The cozy structure features large windows and a welcoming front porch, while a wooden trellis offers support for climbing plants, enhancing the outdoor space.

Cottage in Clinton

Barred Owl Cottage

4.99 out of 5 average rating, 181 reviews

A serene waterfront view features sailboats gliding across calm waters, surrounded by tall trees. A hammock is visible nearby, offering a peaceful space to relax while enjoying the natural setting. The sunlight reflects gently on the water, adding to the tranquil ambiance.

Guest suite in Anacortes

Guemes Island-w/Hot Tub- Basement Apt-Water Views

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 411 reviews

A charming cottage features a spacious deck with a green umbrella, providing shade. The exterior showcases wood shingles and is surrounded by lush trees, creating a serene and inviting outdoor space.

Guesthouse in Freeland

Tranquil Refuge on South Whidbey

4.92 out of 5 average rating, 458 reviews

The courtyard features a charming seating area beneath a flowering tree. A teal table and chairs are positioned next to a fire pit, with a barbeque visible nearby. The building's exterior is light-colored, complemented by natural greenery and solar panels on the roof.

Cottage in Clinton

The Courtyard Cottage

4.91 out of 5 average rating, 254 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!

Vacation home in Oak Harbor

A northwest modern home features multiple levels and large windows, surrounded by lush greenery. The structure includes a spacious deck with seating and a red door, providing a warm focal point against the earthy tones of the exterior.

4.96 out of 5 average rating, 100 reviews

Stylish Retreat with Bay Views

4.96 out of 5 average rating, 186 reviews

A cozy interior showcases a dark leather futon couch adorned with decorative pillows, complemented by a vibrant area rug. A wooden ladder leads to the loft area, where a king-sized bed is positioned. A wall clock and large windows add functional elegance to the space.

Tiny home in Snohomish

Tiny House Heaven

4.99 out of 5 average rating, 239 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.

4.95 out of 5 average rating, 307 reviews

The exterior of Cedar Cottage features warm wooden siding and large windows. A covered porch extends from the roof, allowing for outdoor seating. The surrounding greenery complements the natural materials of the structure, offering a peaceful woodland setting.

Guesthouse in Langley

Cosy Cottage in a Woodland Setting

Superhost

A spacious field filled with several hay bales is shown, set against the backdrop of a modern house with large windows and a deck. The landscape includes trees in the background and a clear blue sky above, highlighting the serene rural setting.

4.8 out of 5 average rating, 183 reviews

Monkey Hill Farm

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 540 reviews

A modern kitchen area features white cabinetry and open shelving displaying various kitchenware. A round dining table is accompanied by transparent chairs, while a gray sofa with decorative pillows sits in the foreground. Light streams in through large windows, enhancing the inviting space.

Guest suite in Mukilteo

Seaside Suite by Mukilteo Beach

4.92 out of 5 average rating, 226 reviews

A scenic view captures a seaplane flying over the water, framed by a clear blue sky. In the foreground, gray condo buildings are visible with well-maintained gardens and a parking area. Lush greenery lines the coastline, contrasting with the tranquil waters of Admiralty Inlet.

Condo in Port Ludlow

Captain Berg's Getaway

4.93 out of 5 average rating, 129 reviews

The exterior of a spacious two-story house is surrounded by lush greenery. A wraparound porch features wooden railings and seating areas. A private, heated pool is visible in the yard, offering a serene outdoor space for relaxation and enjoyment.

Home in Kingston

Waterfront Gamble Bay House +Seasonal Heated Pool

Superhost

A spacious wooden deck features several black adirondack chairs positioned towards a striking sunset view over the ocean. The warm tones of the sky contrast with the silhouette of nearby houses, creating a serene outdoor space for relaxation.

4.91 out of 5 average rating, 223 reviews

Sunset ocean view home, close to town

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.

5 out of 5 average rating, 236 reviews

Colorful Container Home on 13 acre estate

4.98 out of 5 average rating, 116 reviews

The charming exterior of the house features a peaked roof and a spacious deck with seating. Two stand-up paddleboards rest against the railing, surrounded by lush greenery, creating a welcoming entrance to the property.

Cottage in Hansville

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

A rustic, two-story log cabin features a distinctive red roof and expansive covered porches. Large windows allow for natural light to fill the interior, while lush greenery surrounds the home. The design combines natural materials with a warm and inviting structure.

4.91 out of 5 average rating, 160 reviews

Unique Open Concept Log Home