Discover Your Perfect Oak Harbor Vacation Homes

Best Vacation Homes in Oak Harbor

10.0
Exceptional
(290 Reviews)
1100 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R8,597/Night For 7 Nights R60,184
10.0
Exceptional
(10 Reviews)
2098.96 ft² 8 Guests 4 Bedrooms 2 Bathrooms
House
  • Balcony/Terrace
  • View
  • Pet Friendly
R4,000/Night For 7 Nights R28,000
10.0
Exceptional
(54 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R2,783/Night For 7 Nights R19,484
10.0
Exceptional
(231 Reviews)
900 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R7,678/Night For 7 Nights R53,751
10.0
Exceptional
(2 Reviews)
2303.48 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R4,168/Night For 7 Nights R29,167
10.0
Exceptional
(115 Reviews)
600 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R4,088/Night For 7 Nights R28,617
10.0
Exceptional
(107 Reviews)
1000 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R3,635/Night For 7 Nights R25,450
10.0
Exceptional
(104 Reviews)
1382 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R6,275/Night For 7 Nights R43,917

Oak Harbor Luxury Rentals

9.5
Exceptional
(2 Reviews)
2690.98 ft² 12 Guests 4 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • View
  • Pet Friendly
R26,417/Night For 7 Nights R184,919
9.4
Exceptional
(14 Reviews)
2800 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R21,794/Night For 7 Nights R152,552
10.0
Exceptional
(226 Reviews)
4000 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R18,454/Night For 7 Nights R129,185
10.0
Exceptional
(2 Reviews)
5354 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R17,972/Night For 7 Nights R125,801
10.0
Exceptional
(1 Review)
5349.66 ft² 10 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
R16,430/Night For 7 Nights R115,018
9.8
Exceptional
(96 Reviews)
4000 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R16,318/Night For 7 Nights R114,218
7.6
Very Good
(5 Reviews)
1560.77 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R16,078/Night For 7 Nights R112,551
10.0
Exceptional
(83 Reviews)
8 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R16,021/Night For 7 Nights R112,151

Oak Harbor Pet Friendly Vacation Rentals

10.0
Exceptional
(24 Reviews)
781 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R4,128/Night For 7 Nights R28,900
10.0
Exceptional
(1 Review)
10763.91 ft² 9 Guests 4 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R4,233/Night For 7 Nights R29,634
8.0
Excellent
(1 Review)
1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R8,816/Night For 7 Nights R61,717
10.0
Exceptional
(9 Reviews)
1399 ft² 5 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R6,439/Night For 7 Nights R45,084
9.8
Exceptional
(5 Reviews)
742.71 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R3,871/Night For 7 Nights R27,100
10.0
Exceptional
(9 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,959/Night For 7 Nights R20,717
10.0
Exceptional
(2 Reviews)
1956 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R7,456/Night For 7 Nights R52,201
9.8
Exceptional
(95 Reviews)
850 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R5,066/Night For 7 Nights R35,467

Oak Harbor Large Vacation Homes

10.0
Exceptional
(142 Reviews)
2100 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R11,110/Night For 7 Nights R77,768
10.0
Exceptional
(1 Review)
2195.84 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Parking
  • Air Conditioner
  • Internet
R9,967/Night For 7 Nights R69,767
10.0
Exceptional
(52 Reviews)
2691 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R9,802/Night For 7 Nights R68,617
9.7
Exceptional
(30 Reviews)
231.43 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly Bed & Breakfast
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
R4,913/Night For 7 Nights R34,384
10.0
Exceptional
(27 Reviews)
2279 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R6,395/Night For 7 Nights R44,767
10.0
Exceptional
(24 Reviews)
2200 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R8,529/Night For 7 Nights R59,701
10.0
Exceptional
(23 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R7,305/Night For 7 Nights R51,134
10.0
Exceptional
(8 Reviews)
2500 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Spa
  • Fireplace/Heating
  • Ocean View
R7,437/Night For 7 Nights R52,067

Why Choose Rent By Owner for your Oak Harbor Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Oak Harbor

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the best season often depends on your preferences for weather and local activities in this part of Washington state.

Peak Season Highlights

summer
Summer (June to August)

During these months, the area experiences warm weather and longer days, making it ideal for outdoor activities and exploring the scenic coastline.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Early fall offers mild temperatures and beautiful autumn foliage, attracting visitors seeking a peaceful retreat before the winter season begins.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Winter (December to February)

These colder months see fewer visitors, providing a quiet time to enjoy the region’s serene landscapes and cozy accommodations.

Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F
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Early Spring (March to May)

Before the summer rush, this period features moderate weather and blooming landscapes, perfect for those seeking tranquility and lower rates.

Average Temperature Daytime: 50-60°F - Nighttime: 40-50°F

Weekly Weather Forecast for Oak Harbor

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining on a private patio or deck, perfect for relaxing amid scenic surroundings.
  • Take advantage of spacious yards or gardens for outdoor activities and family gatherings.
  • Relax in a hot tub or spa area to unwind after exploring the natural beauty of the region.
  • Make use of barbecue grills for outdoor cookouts with friends and loved ones.
  • Discover nearby walking trails or bike paths that start right from your rental's doorstep.
  • Utilize outdoor fire pits for cozy evenings under the stars during your stay.
  • Enjoy waterfront views or access if your rental is located near the area's lakes or coastlines.
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Family Activities

  • Fort Nugent Park: Spend quality time outdoors at this scenic park, perfect for picnics, playground fun, and relaxing by the waterfront with your family.
  • The Museum of Naval Aviation: Explore this engaging museum to learn about naval history, aviation, and enjoy interactive exhibits suitable for all ages in the region.
  • Joemma Beach State Park: Enjoy a day at this picturesque beach, ideal for swimming, picnicking, and observing local wildlife along the shoreline.
  • Glenn Harris Farm & Pumpkin Patch: Experience seasonal family activities including pumpkin picking and farm tours that highlight the area's agricultural charm.
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Adult Activities

  • Whidbey Island Naval Air Station Tours: Explore the rich maritime history of this area through guided tours and aircraft displays that showcase its significance in military aviation.
  • Deception Pass State Park: Enjoy scenic views and outdoor activities like hiking, birdwatching, and picnicking at this popular natural attraction renowned for its breathtaking bridge and rugged coastline.
  • Local Art Galleries and Studios: Discover the region's vibrant arts scene by visiting galleries that feature works from talented local artists, perfect for a cultural afternoon out.
  • Seafood Dining Experiences: Savor freshly caught seafood at waterfront restaurants, offering a taste of the region’s thriving fishing industry and culinary excellence.

Oak Harbor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Waterfronts: Take advantage of the serene waterfront areas for outdoor activities that highlight the natural beauty of this destination.
  • Discover Regional Cuisine: Savor fresh, local dishes at nearby eateries to experience the authentic flavors of the area.
  • Plan Outdoor Adventures: Incorporate outdoor excursions such as hiking or biking to fully enjoy the scenic landscapes and trails around here.
  • Visit Community Events: Check out seasonal festivals and local gatherings to immerse yourself in the area's vibrant community spirit.

Transportation Options

  • Whidbey Island Ferry: This essential transportation option connects you to the mainland, making it easy to explore beyond here while enjoying scenic views of the Puget Sound.
  • Public Transit - Island Transit: The local bus system provides convenient and affordable routes around town and to nearby destinations, ideal for exploring without a car.
  • Rental Cars: Numerous rental agencies located in the area offer flexible transportation options to help you discover all the highlights of this region at your own pace.
  • Taxis and Rideshare Services: Reliable taxi services and popular rideshare apps provide quick and easy transportation within the city and surrounding areas for added convenience.

Local Customs Options

  • Salish Salmon Feast: Experience the local tradition of celebrating the salmon run with community feasts that highlight the region's rich Native American heritage.
  • Whale Watching Etiquette: When exploring the waters near here, it’s customary to observe whale watching protocols that respect the marine life and environment.
  • Harbor Festival Traditions: Participate in annual festivities that showcase regional music, crafts, and boat parades, reflecting the area's vibrant coastal culture.
  • Native American Art and Craftsmanship: Support local artisans by appreciating and purchasing authentic Native American artwork, a valued aspect of the region's cultural identity.

Frequently Asked Questions About Oak Harbor?

2. How many vacation rentals have private pools in Oak Harbor?

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

3. Which vacation homes in Oak Harbor are best for families?

If you are looking for a family-friendly vacation home in Oak Harbor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oak Harbor:

4. How many Rentbyowner vacation rentals are available in Oak Harbor?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 279 in the Oak Harbor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oak Harbor. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property listing. It is important to review the specific property's cancellation terms directly on the listing or contact the owner for detailed information.

6. How do I secure my booking for a vacation rental here?

You can secure your reservation by completing the booking process on the listing page, which typically includes paying a deposit or the full amount, depending on the property’s requirements. For any questions, reaching out to the property owner is recommended.

7. Are there any additional fees I should be aware of when booking a stay?

Additional fees such as cleaning, service charges, or taxes may apply and will be clearly listed during the booking process. Review the total costs before confirming your reservation to ensure transparency.

8. What amenities are usually included with vacation rentals in this region?

Amenities can vary between properties but commonly include essentials like Wi-Fi, parking, and kitchen facilities. Check each individual listing for specific amenities offered to match your needs.

9. How close are these vacation rentals to local attractions and transportation options?

The proximity to local attractions and transportation varies by property. Details about location and accessibility are provided in each listing, so it is advisable to review these details or contact the owner for more information.

Oak Harbor Top Rated Vacation Rentals

10.0
Exceptional
(5 Reviews)
1521 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R6,808/Night For 7 Nights R47,651
9.8
Exceptional
(178 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R4,566/Night For 7 Nights R31,967
9.8
Exceptional
(22 Reviews)
3218 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
R9,310/Night For 7 Nights R65,167
9.8
Exceptional
(10 Reviews)
1700 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R3,886/Night For 7 Nights R27,200
9.6
Exceptional
(24 Reviews)
8 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R8,133/Night For 7 Nights R56,934
9.3
Exceptional
(3 Reviews)
1797.57 ft² 6 Guests 3 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • View
R4,500/Night For 7 Nights R31,500
9.2
Exceptional
(1001 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
R2,361/Night For 7 Nights R16,534
9.2
Exceptional
(621 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Balcony/Terrace
R2,817/Night For 7 Nights R19,717