Oak Harbor Holiday Rentals

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Holiday Rentals in Oak Harbor

Outdoor dining
Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi
9.4 out of 10, Exceptional, (36)
"The house was clean upon arrival , really love the view of the water . The back patio is nice , telescope was a plus . Will stay again if needed ."
Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi
Fridge, microwave, oven, stovetop
Bay-front rental with views and hot tub - across street from beach
9.0 out of 10, Wonderful, (121)
"We've been three times, and we'll definitely be back."
Bay-front rental with views and hot tub - across street from beach
Exterior
Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove
7.4 out of 10, Good, (8)
"Loved the house and its beautiful backyard! Also the location is perfect. It’s only 4 minutes away from the park, quiet neighbourhood, and everything else you need for a relaxing weekend"
Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove
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Beach nearby, beach towels
Nature's Backyard Ocean Getaway
7.0 out of 10, Good, (13)
"Nice large home with plenty of room for 13 to 15 people. Definitely a home where a family lives. It was not as clean as all the other VRBO I’ve stayed. You can definitely tell other live there. Check-in and check-out was very easy. Owner changed the dates of our stay because they were returning, but offered total refund if it did not work for us."
Nature's Backyard Ocean Getaway
Fridge, microwave, oven, stovetop
This is truely a Million Dollar View with incredible sunsets and wildlife.
9.6 out of 10, Exceptional, (143)
"As another reviewer pointed out this is an upper unit so there is a downstairs including blocked off stairs. The view is exactly as showcased - a panoramic view over the water. Really beautiful. Be warned there is no cell service for most carriers! The host was very responsive. Nice place"
This is truely a Million Dollar View with incredible sunsets and wildlife.
On the beach
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
8.4 out of 10, Very good, (85)
"The view from the patio and living area were amazing. Great location near Oak Harbor, Deception Pass, Coupeville and Anacortes. The house fit our needs for a large group and was sufficiently supplied. However…most of the beds were very uncomfortable. Especially the king room on the main floor. Vacasa, PLEASE replace this mattress before you rent this house again. One half of the mattress was unusable. Our group occupied every room and had no choice but to use it. Also, what exactly was my...
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
Exterior
High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly
9.0 out of 10, Wonderful, (28)
"Our family was visiting our son who is stationed at the Naval Air Station in Oak Harbor. The location was great for us as we were only 10 minutes away from him. The house was well kept up and large enough for our family. Great views! We even saw a whale from the deck one morning."
High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly
Reception
Medallion Inn & Suites
3.5 star property
8.2 out of 10, Very good, (1513)
"Staff was exceptional. "
The price is NZ$202
includes taxes & fees
30 May - 31 May
Medallion Inn & Suites
Exterior
Come Relax at Mountain Springs Cabin
10.0 out of 10, Exceptional, (504)
"We had such an amazing time at the cabin!! The pond and hot tub were for sure the highlight of our trip! The cabin was very clean!! The owners left detailed notes and instructions around the cabin which was very helpful. I hope we can come back again!"
Come Relax at Mountain Springs Cabin
Fridge, microwave, oven, stovetop
Waterfront cottage - Free Wi-Fi - fully fenced backyard
8.0 out of 10, Very good, (27)
"Clean, maybe a little dated, but overall nice. Great deck overlooking the bay. Well stocked for dishes, pans, cutlery, paper products. Washer and dryer with unscented laundry soap was a nice surprise, along with an airfryer. Appreciated those! Fireplace nice for cold rainy days was nice too. 2 full bathrooms was appreciated."
Waterfront cottage - Free Wi-Fi - fully fenced backyard
Full-sized fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Valley View Motel
3.0 star property
7.8 out of 10, Good, (209)
"Although this place doesn't look like much, I found the accommodations to be exactly as expected. The property we stayed in was in good condition and was quite clean. The beds were comfortable, and the kitchenette was sufficient enough for me to cook some of our meals while there. It is unfortunate though that only three of the cottages look to be in reasonable shape to rent out. It is right off a highway, but isn't too noisy and its location means you have an easy drive to Pt. Townsend or...
The price is NZ$126
includes taxes & fees
27 May - 28 May
Valley View Motel
Fridge, microwave, oven, dishwasher
CRANES LANDING HIDDEN BEACH HOME - Whidbey Island 3BR w/ Ocean Views by RedAwning
10.0 out of 10, Exceptional, (15)
"Super location and clean home. It was overcast the weekend we were there, but the views of birds and the water were still lovely! Easy check-in process and very responsive and kind property manager. A well stocked kitchen for cooking if you decide to do that. The only thing that we missed were blinds in one of the bedrooms. An easy fix! Thank you for an enjoyable stay!!! :)"
CRANES LANDING HIDDEN BEACH HOME - Whidbey Island 3BR w/ Ocean Views by RedAwning
On the beach
Sanctuary by the Sea
10.0 out of 10, Exceptional, (106)
"Fourth time to stay and as beautiful and serene as ever."
Sanctuary by the Sea
Property grounds
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
9.2 out of 10, Wonderful, (110)
"Quaint, quiet, secluded, and peaceful... The perfect place to unplug and enjoy the relaxed pace of "island time". Soaking in the private hot tub under the stars is absolutely amazing! We always travel with our dog, Penny. It's often difficult to find places that accept pets; so, this cabin is a true gem! Lorry is a great host who truly wants you to enjoy your stay. We loved it so much that we booked it again for my birthday. M&B"
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
Property grounds
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
8.0 out of 10, Very good, (147)
"Beach access, otters, eagles and friendly people all around. House is older but fit us well. Plenty of space to fit 6-8 people comfortably. Nice selection of towels and plenty of pillows and blankets. Bring garage bags, foil or parchment paper if you are planning on being at the house and cooking. "
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
Microwave, coffee/tea maker, toaster, cookware/dishes/utensils
Waterfront Cottage with High-Speed WiFi, Ocean View, Private Deck, & Kitchenette
9.4 out of 10, Exceptional, (37)
"Great little cabin, super quiet. Just exactly the weekend we were looking for. Good home base to go explore the rest of the island."
The price is NZ$493
includes taxes & fees
27 May - 28 May
Waterfront Cottage with High-Speed WiFi, Ocean View, Private Deck, & Kitchenette
Private kitchen
Orcas Island, Sea Acres Lodge #266
9.8 out of 10, Exceptional, (27)
"This home had everything necessary. I was impressed by the cleanliness of the whole house. Better than some hotels! The towels were super soft, the toiletries provided were of high end brand (Gilchrist and Soames), and the extra blankets were nice to have. The view was beautiful and there was a cute little beach one could walk to. We were able to cook and grill - the kitchen was well-supplied. I think the smaller pan could be replaced, but other than that I don't have any recommendations....
Orcas Island, Sea Acres Lodge #266
View from property
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
9.6 out of 10, Exceptional, (104)
"Cute little eclectic cabin! Just 20 minutes away from Mount Vernon tulips and Street Fair! There's some delicious places to eat nearby, check the Google map reviews! We got outstanding muffin pastries at The Store and incredible seafood specials at Fidalgo Drive in! Looking forward to escaping again!"
The price is NZ$449
includes taxes & fees
13 Jun - 14 Jun
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
Beach
Sunny Island Cliff Side Views
9.8 out of 10, Exceptional, (22)
"Small space for the kids, but worth it for the views and access to location."
The price is NZ$755
includes taxes & fees
28 May - 29 May
Sunny Island Cliff Side Views
Fridge, microwave, oven, stovetop
Holmes Harbor Retreat: Spacious home w view and pet friendly BY Betterstay
9.6 out of 10, Exceptional, (17)
"Wonderful house in a peaceful neighborhood. We had deer visiting us daily. Saw eagles flying over the bay. Everything we needed to cook our St Patty's Day dinner. Plenty of space and we had the best weather to enjoy the deck. Loved it!"
The price is NZ$488
includes taxes & fees
30 May - 31 May
Holmes Harbor Retreat: Spacious home w view and pet friendly BY Betterstay
Don't see what you're looking for?
See all available properties in Oak Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Oak Harbor you may be interested in

Exterior
Auld Holland Inn
2.5 star property
8.2 out of 10, Very good, (1004)
"We've stayed twice in the past 3 months. Really neat history of the family run motel. "
The price is NZ$198
includes taxes & fees
27 May - 28 May
Auld Holland Inn
Exterior
Best Western Plus Oak Harbor Hotel & Conference Center
2.5 star property
9.0 out of 10, Wonderful, (937)
"Comfortable room and beds, nice breakfast, friendly staff."
The price is NZ$327
includes taxes & fees
29 May - 30 May
Best Western Plus Oak Harbor Hotel & Conference Center
Outdoor spa tub
Coachman Inn & Suites
2.5 star property
9.0 out of 10, Wonderful, (1002)
"The bed was very comfortable. The breakfast was excellent. I was very impressed with all the choices. My boyfriend was very happy and he likes to eat a lot. So he loved it. the room's good size. I liked the couch as an extra feature & the big refrigerator bigger, then most hotels usually have. "
The price is NZ$296
includes taxes & fees
26 May - 27 May
Coachman Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oak Harbor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oak Harbor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oak Harbor. Seeing all the best attractions is bound to make you fall in love with Oak Harbor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oak Harbor short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Oak Harbor?

Yes, there are holiday rentals in Oak Harbor close to Lavender Wind Farm, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Oak Harbor is known for its waterfront. Make sure you have time to check out the sporting events and museums during your trip.

What are some of the best holiday rentals that Oak Harbor has to offer?

Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi: This highly rated holiday home rental in Oak Harbor is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Oak Harbor are Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove and Nature's Backyard Ocean Getaway.

How many holiday rentals will I find in Oak Harbor?

Choose from 85 Expedia holiday rentals in Oak Harbor for a memorable holiday.

What can I see and do in Oak Harbor?

Cultural attractions include Whidbey Playhouse and Garry Oak Gallery, whereas Joseph Whidbey State Park and Fort Ebey State Park are a couple of picturesque spots to enjoy the outdoors. While here, Lavender Wind Farm and Skagit Bay are other places worth a visit.

What are holiday rentals like in Oak Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Harbor. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.

Recent reviews of Oak Harbor properties
Expedia verified reviews

Medallion Inn & Suites

Medallion Inn & Suites

5/5 Excellent
"Staff was exceptional. "
A verified traveller stayed at Medallion Inn & Suites
Posted 1 day ago
Medallion Inn & Suites