Vacation rentals in Oak Harbor

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Top-rated vacation rentals in Oak Harbor

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Guest favourite

Guesthouse in Anacortes

4.97 out of 5 average rating, 607 reviews

Relax in nature at Happy Valley Studio!

Happy Valley Studio rests in a lovely rural neighborhood, near 2800 acres of Community Forestlands hiking trails. It's ~15 minutes (3.6 Mi) from the Ferry to the San Juan Islands/Sidney BC, and an easy 5 minutes from downtown Anacortes. You will love the quiet neighborhood, and our lovely gardens and pond. Clean, cozy, roomy studio apartment with its own private balcony entry and skylights to keep it bright and cheery. Fully equipped kitchenette, with a microwave and refrigerator (no stove.)

Nov. 20 – 27

$140 CAD per night

Guest favourite

Apartment in Anacortes

4.97 out of 5 average rating, 631 reviews

Island Gateway Anacortes Studio and Sauna

Bright, beautiful studio with full kitchen, coffee bar, private bath and outdoor fire pit. Adjacent outdoor cedar sauna that we share with our guests!. Minutes from the Anacortes Ferry Terminal. Come relax, reconnect and enjoy the beautiful Northwest. Note: We live upstairs in a totally separate part of the house but there are normal noises that come with shared living. The studio has one queen bed and is ideal for a couple. We have an air mattress for quest who want to bring their family.

Jan. 4 – 11

$212 CAD per night

Guest favourite

Cabin in Coupeville

4.92 out of 5 average rating, 513 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.

Dec. 30 – Jan. 6

$236 CAD per night

Guest favourite

Guesthouse in Oak Harbor

4.97 out of 5 average rating, 179 reviews

Penn Cove Beach Studio

Welcome to our charming Beach Studio located on South facing no bank water front. Wake up to the sound of waves from right outside your door. A modern outdoor hot tub is available dedicated to the Beach Studio guests. The Beach Studio now has a brand new full kitchen. The walls are all covered by beautiful paintings. There is plenty to do on Whidbey Island, at the many parks, kayak in the cove, or stroll around historic Coupeville. This is the ideal location for people that love the water.

Mar. 28 – Apr. 4

$291 CAD per night

Guest favourite

Tiny homes in Oak Harbor

4.93 out of 5 average rating, 326 reviews

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.

Oct. 29 – Nov. 5

$115 CAD per night

Guest favourite

Cottage in Coupeville

4.93 out of 5 average rating, 687 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!

Mar. 11 – 18

$255 CAD per night

Guest favourite

Guesthouse in Coupeville

4.99 out of 5 average rating, 144 reviews

Whispering Bamboo

Whispering Bamboo offers a unique and private guest cottage style accomodation situated within a private Japanese style garden. Please note there is not a full kitchen. There is a grill, microwave, toaster, fridge, coffee maker and electric tea kettle. The property also has several different outdoor living spaces including a bluff patio overlooking Penn Cove, brand new woodland hottub, and a covered gazebo with gas firepit, all near Historic Coupeville on Whidbey Island.

Jul. 8 – 15

$264 CAD per night

Guest favourite

Apartment in Anacortes

5.0 out of 5 average rating, 201 reviews

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.

Oct. 5 – 12

$197 CAD per night

Guest favourite

Guest suite in Oak Harbor

4.98 out of 5 average rating, 184 reviews

Garden Retreat on Whidbey Island

A great place for artists, hikers, readers & writers, Whidwood On Whidbey Island is a two-acre garden retreat near historic Coupeville. We have two guest units on the property, each at opposite ends of our home. This unit features a library of books, a plant-filled sun-room, a cozy electric fireplace and a garden view. No pets, no exceptions. Not suitable for infants and children. Weekly discount. No extra cleaning fee. Read more about the space below...

Jul. 9 – 16

$218 CAD per night

Guest favourite

Guest suite in Anacortes

4.97 out of 5 average rating, 460 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,

Mar. 26 – Apr. 2

$219 CAD per night

Guest favourite

Apartment in Coupeville

4.96 out of 5 average rating, 165 reviews

Coupeville Coveland Suite #3

Water View Vacation Rental Studio - Fabulous location right in the heart of historic downtown Coupeville on beautiful Whidbey Island. A light, bright sunny suite with one king sized bed, a sitting area with couch, shower/tub, microwave, refrigerator, and a Keurig coffee maker. Close to state parks, beaches, shopping, fabulous restaurants, kayaking, boating, fishing, crabbing...anything your heart desires. High-speed WiFi and smart TV provided.

Jan. 8 – 15

$186 CAD per night

Guest favourite

Home in Oak Harbor

5.0 out of 5 average rating, 120 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.

May 7 – 14

$238 CAD per night