Family-friendly vacation rentals in Oak Harbor

4.91 out of 5 average rating, 253 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

Superhost

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, 160 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!

4.93 out of 5 average rating, 103 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, 478 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.

A stunning sunset paints the sky with vibrant hues of orange and purple, casting a warm glow over the landscape. The peaks of the Olympic Mountains are visible in the distance, with a view of the ocean and silhouettes of nearby trees framing the scene.

4.97 out of 5 average rating, 101 reviews

Halsey Haven! 3 BR Home w/ Stunning Views + Sauna!

Come and relax at this new & modern 3 bedroom 2.5 bath home in Coupeville with private beach access and breathtaking views of the ocean & Olympic Mountains! Lounge on the front deck taking in the incredible views or enjoy your time in the outdoor sauna. Fully equipped kitchen and open concept living with great wifi! Only 5 minutes from the Coupeville-Port Townsend ferry terminal, 10 minutes from the charming town of Coupeville, and easy access for everything Whidbey Island has to offer!

4.98 out of 5 average rating, 130 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, 122 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).

4.98 out of 5 average rating, 785 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.

4.89 out of 5 average rating, 109 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, 228 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.

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.

A private patio area is showcased with a black metal table surrounded by matching chairs. A bright red umbrella provides shade, while a charcoal grill is positioned nearby. Colorful flowers can be seen along the wall of the blue house, creating a welcoming outdoor space.

4.99 out of 5 average rating, 168 reviews

The Acorn Cottage Oak Harbor

Relax at our peaceful island getaway in this quaint 2 bedroom 1 bathroom home. Enjoy a bbq dinner on the private patio in the summertime, or curl up with a book by the cozy gas fireplace in the winter. The Acorn Cottage is centrally located near dining and shopping on historic Pioneer Way in central Oak Harbor. The home is a 15-20 minute drive from Deception Pass State Park to the north and the historic Town of Coupeville to the south.

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, 199 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

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, 354 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, 137 reviews

Whidbey Island No-Bank Waterfront Beach House

4.96 out of 5 average rating, 162 reviews

Home in Clinton

Beachfront | Hot Tub | Dogs OK | Kayaks | Firepit

An open-plan living and dining area features large windows offering unobstructed views of Penn Cove and the distant Olympic Mountains. A wooden dining table, surrounded by six chairs, sits adjacent to a cozy seating arrangement. Colorful artworks adorn the walls, adding character to the space.

4.96 out of 5 average rating, 201 reviews

House on Penn Cove: Charming Low Bank Waterfront

4.9 out of 5 average rating, 199 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

5 out of 5 average rating, 151 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, 183 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

4.91 out of 5 average rating, 150 reviews

The tiny house, featuring white ship lap siding, is nestled among natural greenery. Large windows reflect the scenic waterfront, framed by dense trees. A gravel path leads to the dwelling, offering an inviting view of the surrounding landscape and Holmes Harbor in the distance.

Guesthouse in Freeland

water view tiny guest house

4.93 out of 5 average rating, 145 reviews

A quaint loft above a garage is surrounded by trees, featuring a spacious outdoor deck with an umbrella and vibrant yellow door. The driveway leads to the garage with two large doors, while colorful planters and rustic decor enhance the inviting exterior.

Loft in Sedro-Woolley

The Loft at Thunder Creek

4.97 out of 5 average rating, 363 reviews

A rustic log home is set on five acres, surrounded by greenery and tall trees. The structure features a covered porch and vibrant flowers in the foreground. A gravel path leads to the entrance, inviting guests to explore the natural setting.

Guest suite in Sequim

Modern Comfort In A Rustic Setting

4.92 out of 5 average rating, 136 reviews

Two glasses of white wine are placed on a glass table, reflecting the soft glow of the sunset. A bouquet of pink and purple flowers is showcased in a clear vase. The background features a lush green landscape and the shimmering waters of Puget Sound.

Guest suite in Hansville

Spectacular View! Romantic! Fall Sale! 45% Off!

4.98 out of 5 average rating, 134 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

4.95 out of 5 average rating, 318 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

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, 189 reviews

Monkey Hill Farm

Guest suite in Burlington

A cozy bedroom features a plush queen bed, accompanied by soft, white bedding. An antique crystal chandelier illuminates the space, while a charming lamp provides additional light. A mirror reflects the inviting decor, and a door leads to the private entrance.

4.9 out of 5 average rating, 410 reviews

Exquisite en-suite

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 547 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

4.91 out of 5 average rating, 116 reviews

A spacious living area features a large sectional couch adorned with various throw pillows in neutral tones and greens. A round coffee table sits in front of the couch, while a flat-screen television is mounted on the wall. Natural light filters in through the window, which is dressed with light curtains.

Home in Snohomish

Chloes Cottage

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, 238 reviews

Colorful Container Home on 13 acre estate

4.98 out of 5 average rating, 118 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, 163 reviews

Unique Open Concept Log Home

4.92 out of 5 average rating, 147 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