
House holiday 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.

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.

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.

Linder's Little Escape - Just Minutes to the Beach
New to Airbnb! This newly renovated studio home is a short walk to the beach! Our location is situated in a quiet beach neighborhood just minutes from the Clinton ferry making it a perfect romantic getaway or as a home-base for Island exploration. High quality finishes and a well-stocked kitchen make for a comfortable and convenient stay. Whether you're visiting the island for business or pleasure, this studio home is your perfect little 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.

House on Penn Cove: Charming Low Bank Waterfront
The House on Penn Cove is located on a private road going down a cliff to no bank water front, so this a very private location. There is unobstructed Penn Cove views and the historic town of Coupeville can be seen across the cove. On clear days, you have a spectacular view of the Olympic Mountain range. The house has a Mid Century Modern design with particularly the Pink Kitchen being something that has to be seen.
Popular amenities for Oak Harbor house rentals
House rentals with a pool

Admiral's Seaglass Sanctuary

Whidbey Ocean Overlook with Summer Pool Access

Waterfront Gamble Bay House +Seasonal Heated Pool

Chloes Cottage

Olympic View Retreat

The Nest - Whidbey Island

Unique Open Concept Log Home

Contemporary Poolside Paradise w/ Hot Tub
Weekly house rentals

Charming Bay House #1

Chickadee Cottage · Sauna, Soaking Tub & Garden

Serenity at the Sound

Heron Point Beach Cottage

Samish Lookout

The Gatehouse Getaway, a quiet stay near the fun!

Anacortes Waterfront Complete Remodel/Hot Tub

Cozy home base for Whidbey adventures!
Private house rentals

Walk to Beach • 2 King Beds • Fresh Herb Garden

Whidbey Island Getaway

Stunning Ocean & Mountain Views | 2BR/2BA with BBQ

Meadow Retreat

Whidbey Island R&R

La Seriné Beachfront Oasis w/ Views | Coupeville

Waterfront home by the beach

Beach Front Oasis on Whidbey
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 NZD | $202 NZD | $190 NZD | $205 NZD | $222 NZD | $229 NZD | $250 NZD | $265 NZD | $239 NZD | $238 NZD | $292 NZD | $297 NZD |
| 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 holiday rentals
Explore 30 holiday rentals in Oak Harbor

Nightly prices starting at
Oak Harbor holiday rentals start at $68 NZD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Oak Harbor holiday 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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