Big Island Hawaii Rental - Vacation Rentals in Oak Harbor

Runway Hideout From US $110
         

|
New
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Coachman Inn & Suites From US $189
         

9.2 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Oak Harbor

Over 280+ Luxury Places to Stay in or Near Oak Harbor
Whidbey Island R&R From US $1,034
         

10.0 (4 Reviews)
House
  • Parking
  • TV
  • View
Seacliff Haven by AvantStay From US $986
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Hot tub on the Beach with Super-Fast Wi-Fi From US $984
         

9.8 (98 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
@ Marbella Lane - Seas the Bay sanctuary From US $965
         

|
7.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Oak Harbor

Over 18+ Top-Rated Vacation Rentals with a Pool in or Near Oak Harbor
Serene, Relaxing & Dog Friendly From US $179
         

10.0 (107 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Perch - Sierra Retreat 47 From US $250
         

|
10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Best Western Plus Oak Harbor Hotel & Conference Center From US $213
         

Pet-Friendly Vacation Rentals in Oak Harbor

Over 110+ Pet-Friendly Vacation Rentals in or Near Oak Harbor
Oceanfront Family Retreat From US $763
         

10.0 (52 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
The Beach House From US $240
         

|
10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
@ Marbella Lane - Seas the Bay Sanctuary From US $639
         

|
8.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Deception Pass home with forest and bay views From US $501
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Oak Harbor

Over 44+ Large Vacation Homes & Villas in or Near Oak Harbor
Chef's Dream Beautifully Remodeled Home Sleeps 12 From US $546
         

Oak Harbor Vacation Rental From US $598
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Waterfront Home w/Dock, Hot Tub, Fire Pit From US $438
         

Wheelchair Accessible Vacation Homes in Oak Harbor

Over 12+ Wheelchair Accessible Vacation Homes in or Near Oak Harbor
Bayview Romantic secluded mermaids heaven From US $250
         

4.8 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Whidbey Way Beach House From US $360
         

|
10.0 (1 Review)
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Candlewood Suites Oak Harbor by IHG From US $182
         

9.2 (629 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Silver Lake Splendor From US $567
         

|
9.5 (4 Reviews)
House
  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace
West Beach Retreat From US $135
         

|
8.4 (20 Reviews)
Apartment
  • View
  • Wheelchair Accessible
  • Balcony/Terrace
La Cana Street Leisure In Law Suite From US $79
         

5.6 (8 Reviews)
Apartment
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
The Yellow Buoy From US $460
         

|
New
House
  • View
  • Wheelchair Accessible
  • Private Beach
La Cana Street Leisure - Main Home From US $417
         

|
New
House
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety

Oak Harbor Vacation Rentals and Airbnb Places to Stay Under $200

Over 54+ Oak Harbor Vacation Rentals and Airbnb Places to Stay Under $200
Blue Heron Cottage From US $194
         

|
New
House
  • Parking
  • View
  • Private Beach
The Bluff on Whidbey B&B From US $167
         

|
10.0 (56 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Perch - Modern End-Unit Surrounded by Nature From US $187
         

Whidbey Island Tiny Home Near Trails & Beaches! From US $165
         

Instantly Bookable Vacation Homes in Oak Harbor

Over 128+ Instantly Bookable Vacation Homes in or Near Oak Harbor
West Beach Retreat Whidbey Island! From US $316
         

10.0 (107 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cornet Bay Lodge. Park retreat From US $580
         

New
House
  • TV
  • Bedding/Linens
  • Child Friendly
Newly Remodeled Waterfront Whidbey Island, Hot Tub From US $911
         

Oak Harbor View : Relaxing Setting. Base rate 2 ppl From US $239
         

Luxurious Whidbey Beachfront Retreat From US $622
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Oak Harbor Vacation Rentals

With more than 289 Oak Harbor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bigislandhawaiirental and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Oak Harbor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bigislandhawaiirental Oak Harbor, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Oak Harbor. Places to stay near Oak Harbor are 1621.88 ft² on average, with prices averaging US $393 a night.

Bigislandhawaiirental makes it easy and safe to find and compare vacation rentals in Oak Harbor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Oak Harbor

Type Count
Vacation Homes 217
Holiday Apartments 27
Cottages 17
Hotels 10
Cabin Rentals 5
B&B 4
Ski Chalet Rentals 3
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Oak Harbor

Pro Tip: Bigislandhawaiirental makes it easy to compare the best listings on Bigislandhawaiirental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bigislandhawaiirental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oak Harbor.

Weather in Oak Harbor

View the weather forecast for Oak Harbor before booking your Oak Harbor Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Oak Harbor Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Oak Harbor?
How many vacation rentals have private pools in Oak Harbor?

There are 1 vacation rentals with private pools near Oak Harbor. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Oak Harbor?

Currently, the total number of properties listed in 2026 is over 289 in the Oak Harbor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oak Harbor.