
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.

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!

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.

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!

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.

Ebey Landing Ocean View Retreat on Whidbey Island
Relax & enjoy your Whidbey Island Getaway. Spacious, Open design and newly renovated. Unforgettable sunsets and relaxing views of the Olympic Mountains and the Juan de Fuca Strait. Melt into the couch while watching eagles soaring throughout the sky, ships quietly passing by, and the waves break against the bluff. Highspeed internet for remote work and entertaining. Modern kitchen, formal dining, spacious living are await for you to enjoy a great vocation 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!

Lux Coastal Retreat & Hot Tub
Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

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

Admiral's Seaglass Sanctuary

Whidbey Ocean Overlook~Community Club Pool Access

Waterfront Gamble Bay House +Seasonal Heated Pool

Quiet Waterfront Home with Stunning Sunset Views

Olympic View Retreat

Private Pool, Pickleball/BBall, Putting Green+

The Nest - Whidbey Island

Unique Open Concept Log Home
Weekly house rentals

Tidecrest: High-Bluff Hideaway & Beach-Front Cabin

WhidbeyBeachHouse oceanfront getaway 3BR·2BA·fubo

Contemporary Townhouse in Anacortes

Hot Tub / Private Beach + Pet friendly

Samish Lookout

The Gatehouse Getaway, a quiet stay near the fun!

Dog-friendly home with stunning views!

Anacortes Waterfront Complete Remodel/Hot Tub
Private house rentals

Whidbey Island Getaway

Whidbey Island R&R

Heron Point Beach Cottage

La Seriné Beachfront Oasis w/ Views | Coupeville

Waterfront home by the beach

Waterfront Views, Bird Watching, Cosy Fireplace

Cozy home base for Whidbey adventures!

Waterfront Architectural Gem on Acreage 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 | G$27,205 GYD | G$24,903 GYD | G$23,438 GYD | G$25,321 GYD | G$27,414 GYD | G$28,251 GYD | G$30,762 GYD | G$32,646 GYD | G$29,507 GYD | G$29,297 GYD | G$35,994 GYD | G$36,622 GYD |
| 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 30 vacation rentals in Oak Harbor

Nightly prices starting at
Oak Harbor vacation rentals start at G$8,371 GYD per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Family-friendly vacation rentals
20 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
30 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 washer and dryer Oak Harbor
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- Rentals with a patio Oak Harbor
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