Vacation rentals in Oak Harbor

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Top-rated vacation rentals in Oak Harbor

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Oak Harbor
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!
Sep. 28 – Oct. 5
$419 CAD per night
4.97 out of 5 average rating, 280 reviews
Guest favourite
Cabin in Coupeville
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.
Mar. 24 – 31
$194 CAD per night
4.92 out of 5 average rating, 505 reviews
Guest favourite
Guesthouse in Oak Harbor
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.
Apr. 3 – 10
$257 CAD per night
4.97 out of 5 average rating, 176 reviews

Popular amenities for Oak Harbor vacation rentals

Stay near Oak Harbor's top sights

Windjammer Park10 locals recommend
Safeway6 locals recommend
Jumbo Burrito6 locals recommend
El Cazador Mexican Grill & Cantina6 locals recommend
Fort Nugent Park5 locals recommend
Seabolt's Smokehouse24 locals recommend

Other great vacation rentals in Oak Harbor

Guest favourite
Home in Coupeville
Sunset View Retreat
Jun. 15 – 22
$234 CAD per night
4.95 out of 5 average rating, 310 reviews
Guest favourite
Guesthouse in Greenbank
Escape to the sea, mountain views and nature!
Dec. 4 – 11
$153 CAD per night
4.94 out of 5 average rating, 277 reviews
Guest favourite
Home in Oak Harbor
Seascape Stay
May 28 – Jun. 4
$280 CAD per night
4.93 out of 5 average rating, 41 reviews
Guest favourite
Cottage in Oak Harbor
Suite-Spot for a Sweet Stay
Oct. 11 – 18
$188 CAD per night
4.99 out of 5 average rating, 96 reviews
Guest favourite
Home in Oak Harbor
Quiet Briarwood - 3 Bedroom Home
Dec. 15 – 22
$206 CAD per night
5.0 out of 5 average rating, 56 reviews
Guest favourite
Guest suite in Oak Harbor
Cozy Country Studio
Jun. 10 – 17
$201 CAD per night
5.0 out of 5 average rating, 20 reviews
Guest favourite
Apartment in Oak Harbor
View of the harbor! To rest, relax & rejuvenate!
Jul. 30 – Aug. 6
$300 CAD per night
4.95 out of 5 average rating, 97 reviews
Guest favourite
Guesthouse in Oak Harbor
1930s view cottage on Skagit Bay
Nov. 28 – Dec. 5
$379 CAD per night
5.0 out of 5 average rating, 52 reviews
Guest favourite
Home in Oak Harbor
2BR Luxury Beachfront Retreat (Deck/Firepit/Beach)
May 7 – 14
$808 CAD per night
4.94 out of 5 average rating, 88 reviews
Guest favourite
Home in Oak Harbor
Waterfront Beach House on Whidbey Island
Sep. 2 – 9
$684 CAD per night
4.98 out of 5 average rating, 47 reviews
Guest favourite
Home in Oak Harbor
Newly remodeled waterfront home Whidbey Island
Sep. 15 – 22
$956 CAD per night
4.95 out of 5 average rating, 86 reviews
Guest favourite
Home in Oak Harbor
Marina Retreat | Mountain View | Private Dock!
Oct. 28 – Nov. 4
$536 CAD per night
4.89 out of 5 average rating, 28 reviews

Quick stats about vacation rentals in Oak Harbor

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2.7K reviews

Nightly prices starting at

$54 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Washington
  4. Island County
  5. Oak Harbor