
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.

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.

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.

Breathtaking Oceanfront Home
This incredible high-bank property combines striking panoramic views of the mountains, ocean & islands with a modern and newly remodeled interior. Experience some of the best sunsets of your life from the large outside deck that includes a grill (May-September) and an outdoor dining area (fire pit currently unavailable). Enjoy the large 4-person sauna, in home gym, open floor concept, cozy living room and TV area, white brick gas fireplace, and 3 dedicated workspaces with high-speed Wifi.

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.

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.

Private Suite on Small Farm
My place is located on a small scale produce farm on the north end of Camano Island. Private suite in farmhouse with private entrance, private bathroom, deck and small kitchenette. Relax on the deck or explore the multiple parks on the island that offer walks in the forest or along the beach. About one mile away you will find delicious pastries, coffee, pub and shops selling locally made goods. My place is good for couples, solo adventurers, and business travelers.

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

Charming country tiny house cottage with hot tub!

Hot tub on Beach, Super Fast Wi-Fi @ Luna Shores

Private Purple Cottage near Langley, Whidbey

Penn Cove Beach Studio

Hot Tub / Private Beach + Pet friendly

Samish Lookout

Waterfront Balcony Studio w/ Hot-tub & King Bed

Anacortes Waterfront Complete Remodel/Hot Tub
Family- and pet-friendly home rentals

Waterfront Beach Cabin on Whidbey Island

The Courtyard Cottage

Whidbey Island Workers Retreat

The Loft at Thunder Creek

Modern Comfort In A Rustic Setting

Salish Sea Cabin in Kingston, WA

Samish Island Cottage Getaway

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

Chloes Cottage

Colorful Container Home on 13 acre estate

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

Unique Open Concept Log Home

Contemporary Poolside Paradise w/ Hot Tub
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 CAD | $176 CAD | $165 CAD | $169 CAD | $180 CAD | $194 CAD | $221 CAD | $219 CAD | $208 CAD | $173 CAD | $182 CAD | $180 CAD |
| Avg. temp | 6 °C | 6 °C | 7 °C | 10 °C | 13 °C | 15 °C | 18 °C | 18 °C | 15 °C | 11 °C | 8 °C | 6 °C |
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 $56 CAD 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

Wifi availability
20 of Oak Harbor vacation rentals include wifi 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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