Family-friendly vacation rentals in Oak Harbor

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Top-rated family-friendly rentals in Oak Harbor

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A well-appointed bathroom features a modern vanity with a marble countertop, a large mirror, and stylish light fixtures. A glass shower enclosure is visible, complemented by sleek black fixtures. Soft towels are neatly arranged, enhancing the overall functionality and convenience of the space.

Home in Camano

4.98 out of 5 average rating, 124 reviews

On the Beach ! One Level w/Lawn & Watercraft

The perfect island life getaway in all seasons! No ferry needed! On the beach with unobstructed views of Livingston Bay & Mt. Rainier! Gather around the large living room fireplace & watch tidal activity from big windows. Fully stocked kitchen w/new appliances, view dining room & fun movie room! Beachcomb at low tide or use our 3 Kayaks & 2 SUP's at high tide! 5-Star rated & super clean for your enjoyment: no pets or smoking. New EV charger! 1 hr from Seattle. Plus, many fun area events!

Top guest favorite

A spacious deck features two black Adirondack chairs facing the ocean, offering unobstructed views of the sunset over the water. The sun reflects warmly on the surface of the sea, with a backdrop of distant mountains under a colorful sky.

Cabin in Oak Harbor

5 out of 5 average rating, 184 reviews

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

Top guest favorite

A white Victorian house with a spacious deck is framed by lush greenery. The solarium features large windows allowing ample natural light. Outdoor seating under a green umbrella complements the expansive lawn, which offers a serene area for relaxation or outdoor activities.

Home in Port Townsend

4.98 out of 5 average rating, 230 reviews

Country peace, city pleasures

This Victorian style house was built in 1920. It features high ceilings, tall windows, and beautiful wood floors. The decor is eclectic, old-world European, with a billiard parlor, antique light fixtures, carved furniture, and unique artwork. The solarium doubles as a dance floor. The lawn is perfect for volleyball or badminton, while the backyard offers a wonderful place for picnics, sunbathing, or basking in the shade. It is walking and biking distance from all the PT amenities. Lic # 012680

Guest favorite

A wintery scene is depicted, showcasing two rustic wooden structures nestled among tall evergreen trees. The main cabin features a dark roof and expansive windows, while a smaller cottage with a red roof is nearby. Snow lightly covers the grass and ground, enhancing the serene environment.

Cabin in Langley

4.93 out of 5 average rating, 236 reviews

The Cabin at Langley (on Whidbey Island)

Private hideaway nestled in the woods less than a mile from downtown Langley, Whidbey Island's "Village by the Sea." 2 BR, 2 BA cabin + 1 BA studio cottage. Comfortably sleeps 4 in main cabin and 2 in detached cottage. Great for families, couples and groups of friends. Fire place, cathedral ceiling, wood interior, tasteful decor, spacious living area, & large garden with fruit trees, rabbits and deer. Well-behaved pets accepted, but reservation will be amended with $25 per night per pet fee.

Top guest favorite

The exterior of a two-story guesthouse is set against a clear blue sky, surrounded by lush greenery. A spacious deck is visible on the upper level, equipped with patio furniture and an umbrella for shade. The well-maintained lawn offers an inviting open space.

Home in Mount Vernon

4.94 out of 5 average rating, 162 reviews

Maplehurst Farm Guest House

The 2,000 sq ft Maplehurst Farm Guesthouse, located in the Skagit Valley, is offered for rent for the first time in June of 2016. Our 5-bedroom, 2-bathroom home has 2 kitchens, 2 living rooms, a 6 person hot tub, & sleeps up to 12 guests. It's possible to rent just the top or bottom floors separately, (see our other 2 listings) or the entire house. The 1.25 acre property is perfect for yard games, outdoor dining, bird watching, and taking in sunsets over the Skagit River & Mount Baker.

Top guest favorite

An open living area is designed with large windows offering panoramic views of the surrounding landscape. Soft seating is arranged invitingly, and a dining table is set for meals. Natural light illuminates the space, enhancing the airy atmosphere of the room.

Home in La Conner

4.99 out of 5 average rating, 164 reviews

Benton Street Retreat

LA CONNER - ENJOY THE BEST OF BOTH WORLDS. Sunrise and panoramic views of valley farmlands looking east off the bluff and then walk 3 blocks west through the historic residential district to the shops and restaurants in the middle of town. Off-season rate is $350/night except for Thanksgiving, Christmas and New Year's Holidays which is $400/night. High Season and Holiday Rate is $400/night. Minimum stay during the High season is 5 nights. Weekly and monthly rates also available.

Guest favorite

A cozy living area features two woven chairs with soft cushions, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centered in front of the chairs, while a bookshelf and a television are situated in a nearby corner.

Cabin in Eastsound

4.93 out of 5 average rating, 243 reviews

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

Guest favorite

Home in Clinton

4.98 out of 5 average rating, 114 reviews

Sandy Hook Vista

By car, by ferry or by private boat, this beautiful property is home base for a splendid getaway! You will be amazed at the splendor our beautiful home has to offer. From the spectacular views across Cultus Bay and its bird-filled estuary to the Olympic mountains, to the indoor dry sauna and 8-person indoor Jacuzzi, to the community park and tennis/pickleball courts--there is something for everyone during your action-packed stay.

Guest favorite

Two kayaks glide across calm waters, surrounded by lush greenery. A dock stretches out into the bay, with gentle waves creating ripples nearby. Sunlight reflects off the water, enhancing the serene atmosphere of the waterfront property.

Cottage in Eastsound

4.98 out of 5 average rating, 120 reviews

The Cottages at Twin Coves, Orcas Island (#1 of 2)

NEW in 2024 - COVERED OUTDOOR cooking perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

Top guest favorite

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

4.94 out of 5 average rating, 378 reviews

Tranquil Refuge on South Whidbey

Welcome to your tranquil country refuge on South Whidbey Island. This quiet, end of the lane, lovely private cottage is full of amenities and acreage for your comfort and entertainment. We recently connected the apartment to our local fiber optic network so there is excellent connectivity for work or play. We also added a level 2 EV charging station for EV car owners

Guest favorite

Natural light floods the living area through large glass doors, creating a bright and airy ambiance. A spacious black sofa and a blue armchair are positioned around a wooden coffee table. The adjacent dining area, visible through the doorway, is framed by lush greenery.

Loft in Clinton

4.96 out of 5 average rating, 370 reviews

The Loft

The Loft is close to the beach and family-friendly activities. You’ll love the space because of the natural light shining through the surrounding nature, vaulted ceilings, comfy bed, fully equipped kitchen, full bath with standing shower including local natural products. The Loft is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favorite

The charming entrance of a Victorian farmhouse features a bright yellow door and a welcoming porch. Red Adirondack chairs sit on the lawn, surrounded by manicured flower beds and greenery. The facade of the house showcases light-colored siding and large windows, allowing natural light to fill the interior.

Apartment in Port Townsend

4.92 out of 5 average rating, 313 reviews

3 blocks to downtown apartment with a view!

October - May Special! Book 2 nights get the 3rd half price or book 6 Nights get the 7th FREE! Send an inquiry for details Self check in! Your own private, bright & airy 1 bedroom, 1 bath apartment with sweeping views and awesome location. Just three blocks from downtown, and two blocks from the historic uptown district! Business License 010921