Holiday rentals in Oak Harbor

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Top-rated holiday rentals in Oak Harbor

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

Guest favourite
Cabin in Oak Harbor
Sunset Beach Haven- Whidbey "Seriously Waterfront"
BOOK YOUR GETAWAY: WE STILL HAVE AN OPENING FOR COUPEVILLE MUSSELFEST THIS WEEKEND, March 2-3, 2024, and WINE BITES AND BREW, this weekend through March 5 in Oak Harbor. 5-Star: Highest rated! It's Like Living on a Boat"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! Enjoy phenomenal views from the Olympic Mountains, the Straight of Juan de Fuca, and the San Juan Islands. Enjoy the wild side of Whidbey!
5–12 AugIndividual Host,
£340 per night
5.0 out of 5 average rating, 135 reviews
Guest favourite
Tiny home in Oak Harbor
The Bit & Bridle Cabin bids you welcome!
The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.
21–28 SeptIndividual Host,
£73 per night
4.93 out of 5 average rating, 314 reviews
Guest favourite
Home in Oak Harbor
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.
18–25 JunIndividual Host,
£137 per night
5.0 out of 5 average rating, 117 reviews

Popular amenities for Oak Harbor holiday 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 holiday rentals in Oak Harbor

Guest favourite
Guest house in Oak Harbor
Penn Cove Beach Studio
24–31 OctIndividual Host,
£150 per night
4.97 out of 5 average rating, 175 reviews
Guest favourite
Home in Oak Harbor
West Beach Retreat
11–18 SeptIndividual Host,
£320 per night
4.97 out of 5 average rating, 278 reviews
Guest favourite
Cottage in Coupeville
Downtown Coupeville - FrontHaven Cottage
3–10 FebIndividual Host,
£147 per night
4.93 out of 5 average rating, 678 reviews
Guest favourite
Guest suite in Anacortes
Deception Tree House-Great Views of Deception Pass
12–19 JanIndividual Host,
£126 per night
4.97 out of 5 average rating, 448 reviews
Guest favourite
Home in Oak Harbor
Hot tub on Beach, Super Fast Wi-Fi @ Luna Shores
15–22 DecIndividual Host,
£479 per night
4.98 out of 5 average rating, 139 reviews
Guest favourite
Cabin in Anacortes
Eagles' Bluff
18–25 AugIndividual Host,
£136 per night
4.98 out of 5 average rating, 1207 reviews
Guest favourite
Flat in Anacortes
Island Gateway Anacortes Studio and Sauna
25 Dec – 1 JanIndividual Host,
£122 per night
4.97 out of 5 average rating, 618 reviews
Guest favourite
Guest house in Greenbank
Escape to the sea, mountain views and nature!
17–24 NovIndividual Host,
£90 per night
4.94 out of 5 average rating, 276 reviews
Guest favourite
Guest house in Coupeville
Whispering Bamboo
15–22 MayIndividual Host,
£150 per night
4.99 out of 5 average rating, 139 reviews
Guest favourite
Home in Oak Harbor
5 Star! Centrally Located Oak Harbor Home
31 Jan – 7 FebIndividual Host,
£172 per night
5.0 out of 5 average rating, 129 reviews
Guest favourite
Cabin in Oak Harbor
North Whidbey Lodge in the woods.
13–20 MayIndividual Host,
£282 per night
4.99 out of 5 average rating, 146 reviews
Guest favourite
Guest suite in Oak Harbor
Cozy Country Studio
25 Mar – 1 AprIndividual Host,
£117 per night
5.0 out of 5 average rating, 20 reviews

Quick stats about holiday 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

£32 before taxes and fees

Destinations to explore

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