
House vacation rentals in Oak Harbor
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Top-rated house rentals in Oak Harbor
Guests agree: these houses 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!

Waterfront Beach House on Whidbey Island
Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

Samish Island Cottage Getaway
Peaceful home on scenic and quiet Samish Island (no ferry required!) Creative artist vibes with a piano, eclectic decor, overflowing bookshelves, and a warm, cozy feel make this a creative escape from everyday life. A well-appointed kitchen, office with desk and reading chair, and green, private outdoor spaces ensure you have all you need to relax and take in nature. Perfect jump-off spot to island adventures, whale watching, or birding on the Samish flats. Well-behaved dogs and cats welcome.

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!

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!

Halsey Haven! 3 BR Home w/ Stunning Views + Sauna!
Come and relax at this new & modern 3 bedroom 2.5 bath home in Coupeville with private beach access and breathtaking views of the ocean & Olympic Mountains! Lounge on the front deck taking in the incredible views or enjoy your time in the outdoor sauna. Fully equipped kitchen and open concept living with great wifi! Only 5 minutes from the Coupeville-Port Townsend ferry terminal, 10 minutes from the charming town of Coupeville, and easy access for everything Whidbey Island has to offer!

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).

Hilltop Hideaway on 8 acres ~ no cleaning fee
Private (scent free) apartment that sleeps up to 3 includes: bedroom with comfy queen bed and cot with mattress for children (available upon request), living room, bathroom, dining room and fully equipped kitchen, private patio with lovely pasture view on 8 acres near bike trail and 15 min drive from downtown Port Townsend. Please read our entire listing including house rules to be certain we are a good fit for your stay. We do not accept guests that do not have previous reviews.

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.

2BR Luxury Beachfront Retreat (Deck/Firepit/Beach)
We invite you to come stay and experience all of the beauty that the PNW has to offer at this magical beachfront retreat. You can’t beat this location for your next vacation/staycation/flexcation. Enjoy unobstructed 180° Salish Sea views from 177ft of low-bank Whidbey Island oceanfront. Sip fine Northwest wines from the expansive outdoor entertaining spaces while the sun sets behind the Olympic mountain range and island peaks beyond Victoria, BC and the San Juan Islands.

Modern Condo Near Downtown Shopping & Restaurants
Enjoy your time in Anacortes at our condo ideally located for adventure and relaxation. Nestled near scenic popular hiking trails and thrilling whale watching tours, while being closely located to the historic downtown with plenty of shopping, book stores to explore, a variety of restaurants, and quaint coffee shops. Whether you’re seeking outdoor adventure or just enjoying the sights, our condo offers the perfect blend of convenience and comfort for your stay.

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!
Popular amenities for Oak Harbor house rentals
House rentals with a pool

Admiral's Seaglass Sanctuary

Luxury Ocean Escape

Waterfront Gamble Bay House +Seasonal Heated Pool

Olympic View Retreat

Quiet Waterfront Home with Stunning Sunset Views

Private Pool, Pickleball/BBall, Putting Green+

Unique Open Concept Log Home

Whidbey Island Retreat since 1997
Weekly house rentals

Rose Bluff

Cottage Retreat · Sauna, Outdoor Tub & Firepit

Whidbey Vacation Home

Serenity at the Sound

Beach front Saratoga Passage

Hot Tub / Private Beach + Pet friendly

Anacortes Waterfront Complete Remodel/Hot Tub

Lakefront Escape | Kayaks, Gazebo & Stunning Views
Private house rentals

Whidbey Island Getaway

Sea-Renity Haven: Oceanfront family retreat

Whidbey Island R&R

Heron Point Beach Cottage

La Seriné Beachfront Oasis w/ Views | Coupeville

Large 5BR Home with Fenced Yard

Waterfront home by the beach

Oak Harbor Haven on Whidbey Island
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ477 | ﺩ.ﺇ437 | ﺩ.ﺇ411 | ﺩ.ﺇ444 | ﺩ.ﺇ481 | ﺩ.ﺇ496 | ﺩ.ﺇ540 | ﺩ.ﺇ573 | ﺩ.ﺇ518 | ﺩ.ﺇ455 | ﺩ.ﺇ452 | ﺩ.ﺇ448 |
| 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 house rentals in Oak Harbor

Total vacation rentals
Explore 20 vacation rentals in Oak Harbor

Nightly prices starting at
Oak Harbor vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 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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