
Family-friendly vacation rentals in Oak Harbor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oak Harbor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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

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

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!

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.

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.

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.

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.

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.

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.

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!

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
Family-friendly home rentals with a hot tub

Private Purple Cottage near Langley, Whidbey

Hot Tub / Private Beach + Pet friendly

Waterfront Balcony Studio w/ Hot-tub & King Bed

Whidbey Island No-Bank Waterfront Beach House

Anacortes Waterfront Complete Remodel/Hot Tub

Escape to "The Beaver Den" Your Island Sanctuary!

Barred Owl Cottage

Guemes Island-w/Hot Tub- Basement Apt-Water Views
Family- and pet-friendly home rentals

Tranquil Refuge on South Whidbey

The Courtyard Cottage

Hobby Farm Remote private island! Escape Seattle!

Stylish Retreat with Bay Views

Tiny House Heaven

Cozy beach bungalow w/private beach access.

Cosy Cottage in a Woodland Setting

Monkey Hill Farm
Family-friendly home rentals with a pool

Seaside Suite by Mukilteo Beach

Captain Berg's Getaway

Waterfront Gamble Bay House +Seasonal Heated Pool

Sunset ocean view home, close to town

Colorful Container Home on 13 acre estate

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

Unique Open Concept Log Home

Luxury 8 beds Villa with Pool & Resort Amenities
Quick stats about vacation rentals that are family-friendly in Oak Harbor
Total vacation rentals
Explore 20 vacation rentals in Oak Harbor
Nightly prices starting at
Oak Harbor vacation rentals start at € 34 per night before taxes and fees
Verified guest reviews
Over 1,810 verified reviews to help you choose
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
20 of Oak Harbor vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Harbor rentals
4.9 Average rating
Oak Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Oak Harbor
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- Family-friendly rentals Island County
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- University of Washington
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