Family-friendly vacation rentals in Oak Harbor

4.96 out of 5 average rating, 172 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.

4.91 out of 5 average rating, 174 reviews

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.

Home in Oak Harbor

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!

4.97 out of 5 average rating, 268 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.

4.92 out of 5 average rating, 490 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.

4.99 out of 5 average rating, 142 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, 123 reviews

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).

4.98 out of 5 average rating, 802 reviews

The cabin's exterior is gently illuminated in the evening, highlighting its log construction and welcoming porch. Soft lighting reveals comfortable seating on the porch, surrounded by lush greenery and stone pathways, creating a serene atmosphere amidst the trees.

Tiny home in La Conner

The Coho Cabin - A Beachfront Getaway

Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

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, 120 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.

4.97 out of 5 average rating, 235 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.

4.99 out of 5 average rating, 245 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 updated windows, base board heating, wood burning fireplace. High-speed WiFi available. 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.

A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.

4.92 out of 5 average rating, 198 reviews

Ebey Landing Ocean View Retreat on Whidbey Island

Relax & enjoy your Whidbey Island Getaway. Spacious, Open design and newly renovated. Unforgettable sunsets and relaxing views of the Olympic Mountains and the Juan de Fuca Strait. Melt into the couch while watching eagles soaring throughout the sky, ships quietly passing by, and the waves break against the bluff. Highspeed internet for remote work and entertaining. Modern kitchen, formal dining, spacious living are await for you to enjoy a great vocation stay.

5 out of 5 average rating, 158 reviews

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.

Home in Oak Harbor

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!

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

4.94 out of 5 average rating, 349 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

4.97 out of 5 average rating, 263 reviews

A modern living area features large glass doors that provide natural light and views of the outdoors. A mounted TV is situated above a sleek electric fireplace, while a comfortable leather sofa invites relaxation. A round mirror enhances the space next to a minimalist wooden shelf.

Home in Bow

Samish Lookout

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, 356 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, 142 reviews

Whidbey Island No-Bank Waterfront Beach House

4.96 out of 5 average rating, 220 reviews

Home in Anacortes

Anacortes Waterfront Complete Remodel/Hot Tub

Superhost

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

4.84 out of 5 average rating, 220 reviews

Lighthouse with Hot Tub view of San Juan Islands

4.98 out of 5 average rating, 227 reviews

The open living area features a cozy seating arrangement with a gray sofa and two accent chairs. A wooden coffee table sits in front of the couch. Modern kitchen appliances are visible in the background, along with a dining area beneath a vaulted ceiling and large windows offering forest views.

Cabin in Langley

Pine Rock Perch, Cabin in the Woods

4.9 out of 5 average rating, 204 reviews

A spacious living area features soaring wooden ceilings and large windows that offer stunning views of the sunset. A long dining table is complemented by comfortable seating and a Smart TV. Soft lighting creates a cozy ambiance in this rustic log cabin.

Home in Camano

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 420 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

4.88 out of 5 average rating, 344 reviews

A tranquil pond reflects lush greenery, with purple flowers blooming along its edge. A rustic cabin is visible in the background, framed by trees. A fire pit in the foreground contains logs and glowing flames, creating a cozy outdoor ambiance.

Cabin in Coupeville

Cozy Coop Tiny House

4.92 out of 5 average rating, 475 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

5 out of 5 average rating, 106 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

5 out of 5 average rating, 128 reviews

A greenhouse-style kitchen space is filled with abundant greenery, featuring a mixture of modern appliances and a simple dining setup. A textured metal table is accompanied by a single black chair, while a bright red pendant light adds a pop of color to the inviting atmosphere.

Home in Mount Vernon

Adorable Light filled Studio

4.98 out of 5 average rating, 142 reviews

The exterior of a peaceful home is displayed, featuring blue siding and large windows that invite natural light. A vibrant hydrangea bush blooms in front of the house, surrounded by a grassy yard and stone pathway leading to outdoor seating options.

Home in Bow

Samish Island Cottage Getaway

4.91 out of 5 average rating, 380 reviews

The spacious suite showcases a king-size bed adorned with a colorful quilt and a patterned throw. A futon is positioned beside a large window, providing access to natural light. Soft furnishings include a green lounge chair and a round ottoman, with a vibrant area rug covering the floor.

Guest suite in Clinton

Sweetwater Creek Suite

4.91 out of 5 average rating, 111 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

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 559 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

4.93 out of 5 average rating, 131 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

4.93 out of 5 average rating, 231 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

Superhost

4.91 out of 5 average rating, 229 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, 243 reviews

Colorful Container Home on 13 acre estate

4.98 out of 5 average rating, 127 reviews

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.

4.92 out of 5 average rating, 168 reviews

Unique Open Concept Log Home