
House holiday rentals in Oak Harbor
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Top-rated house rentals in Oak Harbor
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Newly Remodeled Waterfront Whidbey Island, Hot Tub
Welcome to our vacation rental on Sunset Beach on Whidbey Island. Our Home has been completely remodeled with the vacation rental guest in mind, providing all the amenities you will need. As frequent vacation rental guests ourselves, we have gone to great lengths to create a home that's as welcoming and relaxing as possible. The home features high end finishes and luxurious but comfortable design throughout. Outside you'll experience one of the only no bank waterfront beaches on Whidbey Island.

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 nearby public 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.

Beachfront Steps to the Sand, Hot Tub Birdwatching
Indulge in pure bliss as you unwind in the hot tub, soaking in the breathtaking view and sunset. Immerse yourself in the unparalleled natural beauty surrounding you! With the Salish Sea behind you and just steps away from the sandy beach and Swan Lake in front, you'll experience the essence of island living at its finest. Marvel at breathtaking sunsets, gaze upon the majestic Olympic ranges, and admire the glittering stars at night, all while being serenaded by the gentle waves.

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.

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.

Chickadee Cottage · Sauna, Soaking Tub & Garden
A peaceful Whidbey Island retreat surrounded by gardens, birdsong, and tall trees. Chickadee Cottage is a thoughtfully designed hideaway with a cedar sauna, cold plunge, private outdoor soaking tub, and an outdoor shower—made for slow mornings and unhurried days. Guests often say it feels even better than expected, and that everything they need is already here.
Popular amenities for house rentals in Oak Harbor
House rentals with a pool

Walk to Beach•2 King Beds•Community Pool

Admiral's Seaglass Sanctuary

Waterfront Gamble Bay House +Seasonal Heated Pool

Chloes Cottage

Luxury Waterfront: Pool, Beach & Theater

Olympic View Retreat

Unique Open Concept Log Home

Contemporary Poolside Paradise w/ Hot Tub
Weekly house rentals

Serenity at the Sound

Sea-Renity Haven: Oceanfront family retreat

Whidbey Island R&R

Island Treehouse

A Camano Island Getaway Home

Whidbey Island No-Bank Waterfront Beach House

Anacortes Waterfront Complete Remodel/Hot Tub

The Salty Shack
Private house rentals

Morden Rustic 6B3B w/ Water & Mountain View + BBQ

The Summit on West Beach

Waterfront Oasis with Beach Access & Yoga Studio

Heron Point Beach Cottage

La Sirène —Whidbey's Highest-Rated Coastal Retreat

Spacious 5BR 2BA Home - Fenced Yard, BBQ, Fire Pit

Spring Getaway: Sauna, Sunset, Beach, Game Room!

The Harrington Hideaway
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 SGD | $190 SGD | $208 SGD | $156 SGD | $169 SGD | $174 SGD | $190 SGD | $202 SGD | $182 SGD | $181 SGD | $222 SGD | $226 SGD |
| 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 $65 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oak Harbor holiday rentals include wifi 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!
Destinations to explore
- Rentals with pools Oak Harbor
- Pet-friendly rentals Oak Harbor
- Rentals with a washing machine and dryer Oak Harbor
- Rentals with outdoor seating Oak Harbor
- Cottage rentals Oak Harbor
- Rentals with a patio Oak Harbor
- Family-friendly rentals Oak Harbor
- Rentals with a fireplace Oak Harbor
- House rentals Island County
- House rentals Washington
- House rentals United States
- University of Washington
- Space Needle
- Seattle Center
- Climate Pledge Arena
- Woodland Park Zoo
- Chateau Ste. Michelle Winery
- Bear Mountain Golf Club
- Seattle Aquarium
- University Of Victoria
- Birch Bay State Park
- Salt Creek Recreation Area
- Marymoor Park
- Discovery Park
- Moran State Park
- Lake Union Park
- Olympic Game Farm
- 5th Avenue Theatre
- Deception Pass State Park
- Amazon Spheres
- Willows Beach
- Waterfront Park
- Golden Gardens Park
- Port Angeles Harbor
- Westlake Center





