Family-friendly vacation rentals in Oak Harbor

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Top-rated family-friendly rentals in Oak Harbor

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Guest favourite

Treehouse in Freeland

4.94 out of 5 average rating, 602 reviews

Tree House ~ Whidbey Island, WA

We invite you to experience a relaxing and rejuvenating 'Retreat' or Get-A-Way in our Tree Home Suite on Whidbey Island WA...just 1 hour north of Seattle. Our nurturing gift to you is providing delicious and nutritious continental breakfasts every morning you are here. You'll surely transend the bustle of busy life and be transformed as you immerse yourselves in this incredibly peaceful and healing environment. Enjoy 'full-circle' views of rich woods in our 250 Sq ft Octagon Tree Home with a gorgeous cedar tree going straight up through the center of the living space! A solid stairway travels 13 ft above the ground, leading to the 10' x 12' covered deck and your doorway to heavenly rest and retreat! Surround windows and skylights in the roof peak allow you to feel what it's like to be completely immersed in a beautiful, serene, healing forest of cedar, fir, hemlock, maple, alders, varieties of fern...and oh...enjoy watching and listening to our 'resident' deer, owls, ravens, eagles and many other birds. Look up through the skylight roof peak to behold a seemingly unending kaleidoscope view of tree limbs circling their trunks as they reach high in the sky. Be sure to see all the photos posted above including views of the beach, water and stunning sunsets over the Olympic Mountains.....easily accessible, less than 1/2 mile away. This gem is best suitable for adults, but we do allow children 12 and older too. Three adults can manage better than 4 because the hide-a-bed is a 'half-way-between-twin-and-double' size. However it has slats and an excellent quality foam mattress so it does not have the typical hide-a-bed 'bars' to contend with, nor does it sink in the middle. We provide single-sized, thick and dense foam pads and linens when needed for extra people. Please feel free to ask us how we can best meet your unique needs. Accommodations in the one Tree House include: Queen Bed, "Sort of" Double Hide-a-bed Sofa (see paragraph above), Desk, Dining Table, Free Wi-Fi, TV moniter for viewing DVD's/VHS. A thermostatically controlled radiator heater AND electric 'Fireplace' add warmth and ambiance. We provide a fridge (with freezer), microwave, dishes and silverware for prep and eating simple meals, warmed up left-overs, etc. We just don't allow 'cooking', using hot plates or fry pans, etc.... The fire pit may be used to enjoy a campfire and grill or roast hamburgers, hotdogs and marshmallows. Substantial cooking here with your own cooking equipment is not encouraged, because that would require more extensive 'clean-up' than just a few dishes and utensils Our drain field is small and we want to keep the flow of gray water into it 'frugal' and biodegradable as much as possible. We provide a tasty continental breakfast to enjoy at your leisure. Your own private (and VERY cute) Shower House just a few footsteps away provides a shower, sink and state-of-the-art, no-odor composting toilet. We do have a porta-potty (marine type) on the deck of the Tree House for the middle-of-the-night needs so you don't have to trudge down in the dark to the composting toilet in the Shower House. Please read the house rules before you reserve to see if this type of accommodation is right for you.

Jan. 29 – Feb. 5

$260 CAD per night

Guest favourite

Guest suite in Anacortes

4.97 out of 5 average rating, 374 reviews

Maggie’s Room!

Welcome to our home! We are located in a small, quiet neighborhood, close to the ferry terminal. Come relax in your private guest suite and enjoy the beautiful gardens, sunsets, and views. Anacortes has a lot to offer. There are many hiking and biking trails. Visit Washington Park, Mt Erie, Deception Pass State Park, Whistle and Cranberry lake. Or catch the ferry to the SanJuan Islands. We love our small town with all its restaurants and local seafood. We hope you will enjoy it as much as we do.

Guest favourite

Home in Anacortes

4.94 out of 5 average rating, 672 reviews

Hill House Private Entry Suite - No Cleaning Fee

Cleaned and sanitized with no cleaning fees added to your cost! Your suite (375 square feet) is at the front of our house with a pvt. entry living room, a small bedroom with a big bed and a double sofa bed. There is a window seat with a view, your own bathroom, a small kitchenette with dishes, wifi, TV, microwave, etc. You get the driveway. Power outlet on front porch. We have a small dog. WE LIVE IN THE BACK OF THE HOUSE WITH A LOCKING DOOR BETWEEN US. PLEASE READ ALL INFO BEFORE BOOKING!

Oct. 20 – 27

$182 CAD per night

Guest favourite

Tiny homes in Port Townsend

4.9 out of 5 average rating, 1202 reviews

Zoe's Little Cabin in the Forest, Private, Cozy

Zoe's little cabin is comfy and remote, with a great forest view. Nature right outside your large windows. Inside, a kitchenette and bathroom, outside a private shower and deck. Your own little retreat in the woods to enjoy and reflect. Please note that the cabin is detached from the main house by a 20' buffer. The famous outdoor shower receives rave reviews. We are taking rigorous measures between guests to sanitizing and ozonate surfaces. Self checkin and social distancing always honored.

Jan. 27 – Feb. 3

$161 CAD per night

Guest favourite

Home in Oak Harbor

4.97 out of 5 average rating, 290 reviews

West Beach Retreat

Welcome to West Beach Retreat, your perfect vacation rental destination! Located right on the beach, enjoy breathtaking views of the ocean and the Olympic Mountain range. Wake up to the sound of Eagles and Harbor Seals right outside your door. Take a stroll on the beach to witness some unbelievable sunsets. Our charming town of Coupeville is only 10 minutes away, where you can explore local shops, restaurants & cafes. Come make unforgettable memories with your loved ones at West Beach Retreat!

Mar. 15 – 22

$351 CAD per night

Guest favourite

Cabin in Coupeville

4.92 out of 5 average rating, 515 reviews

Private and Cozy Island Hide-Away

Peaceful and charming custom built cabin retreat w/ lovely garden in Ebey's Landing Historic Reserve. Perfect for two, in an area brimming w/ wild beauty and recreational opportunities. Here you will find your private island getaway with a delightful garden, easy access to historic Coupeville, stunning coastal hikes, and Port Townsend a short ferry ride away. A world away from city and work. Chance of Navy jet noise Monday through Thursday. Bathroom is separate from cabin & across patio.

Sep. 3 – 10

$235 CAD per night

Superhost

Home in Oak Harbor

4.8 out of 5 average rating, 154 reviews

Monkey Hill Farm

Ask me about extended stays (just put in an inquiry near your dates) Secluded house on 30 acre private farm with beautiful views of Puget Sound and surrounding area. Less than five minutes from Deception Pass State Park. Fully fenced yard. Space for RV's (ask me about fees) and boats. Ten minutes from NAS Whidbey, Navy jets may fly overhead! High speed internet with Firestick TV. If you bring a dog(s) please leave an extra $75 per dog per week (or per stay if less than a week).

May 16 – 23

$247 CAD per night

Guest favourite

Cottage in Coupeville

4.93 out of 5 average rating, 691 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Aug. 25 – Sep. 1

$433 CAD per night

Guest favourite

Guest suite in Anacortes

4.96 out of 5 average rating, 193 reviews

Cypress View 1 Bdrm - Near the ferry and downtown

Heading to the San Juans by ferry or attending the many festivals in Anacortes? This is the perfect spot, just 1.6 miles to the ferry and 1.3 miles to downtown. Enjoy our newly constructed home with a separate space designed especially for guests. Off-street parking and a private entrance lead to this beautiful one bedroom, one bath suite. Enjoy your morning coffee on the shared deck or the private patio while taking in the beautiful views of Cypress Island and the Guemes Channel.

Oct. 4 – 11

$227 CAD per night

Guest favourite

Guest suite in Anacortes

4.97 out of 5 average rating, 465 reviews

Deception Tree House-Great Views of Deception Pass

Our loft is the perfect spot for a relaxing stay, inside, practicing social distancing. The many windows display the captivating views of Deception Pass! An open floor plan equipped with a dining table, leather couch, full kitchen, and outdoor seating gives you the perfect space to relax. Come enjoy a cozy clean stay by the fireplace or refresh in the sun on the back or front deck! We recently added a carport, you can now park under cover,

Dec. 12 – 19

$217 CAD per night

Guest favourite

Cottage in Coupeville

4.96 out of 5 average rating, 250 reviews

Charming Keystone Beach Cottage

This beachfront cottage is located on the beautiful and serene Keystone Spit just a short walk to the Port Townsend ferry and Fort Casey state park. Bright and cozy with a long yard leading to the water, the cottage has room for six people to enjoy beachfront bonfires, badminton, bluff-side walks or relaxing puzzles and books.

Sep. 8 – 15

$337 CAD per night

Guest favourite

Cabin in Oak Harbor

5.0 out of 5 average rating, 143 reviews

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! It's Like Living on a Boat"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! Enjoy phenomenal views from the Olympic Mountains, the Straight of Juan de Fuca, and the San Juan Islands. Enjoy the wild side of Whidbey!

Feb. 16 – 23

$396 CAD per night