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Oak Harbor vacation rentals

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Top-rated vacation rentals in Oak Harbor

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

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Rental unit in Oak Harbor

4.96 out of 5 average rating, 136 reviews

View * W/D * Downtown * Harbor * R & R!

This spacious apartment is half a block from the harbor and easy walking distance of our very cute downtown area where all the faires and festivals take place! Completely renovated and with wonderful views from the deck as well as the dining area windows! Full kitchen that is fully appointed! The 2 bedrooms have queen beds and the sleeper sofa is also a queen (very comfortable!) and if you have extra 'little people', the ottoman makes into a twin bed and there is also a rollaway bed and W/D.

Guesthouse in Port Townsend

4.98 out of 5 average rating, 176 reviews

Discovery Ridge Cottage-Romantic Peaceful Getaway

Port Townsend, Washington Welcome to our Romantic Country Getaway nestled on a treed 10 acre parcel just 12-15 minutes from Port Townsend or Port Hadlock. It is located centrally to the areas' amenities, breweries, wineries, and cideries. Our Cottage has been designed to be a cozy, warm, romantic space with custom woodworking, wood counters, in-floor heating and special touches to make your stay enjoyable. We have a seasonal garden with herbs and apples amongst a lovely outdoor private patio.

Cottage in Clinton

4.91 out of 5 average rating, 311 reviews

Sunset Beach Cottage Beachside SO WHIDBEY ISLAND

Stay at Sunset Beach Cottage and taste the pervasive charm, the freshness of beautiful summer nights, breath the salty ebb and flow of the tide, and the sky dusted with stars is radiant Beachside vacation Rental on South Whidbey Island at Maxwelton Beach, Useless Bay in Admiralty Inlet. Relax to the lapping tide on Useless Bay and view the sunsets over Admiralty Inlet and the Olympic Mountain Range. Watch as the ships pass through the shipping lanes of Puget Sound... All sales are final.

Home in Port Hadlock-Irondale

4.88 out of 5 average rating, 113 reviews

Oasis By The Sea

Unwind and breathe in the fresh ocean air as you enjoy scenic views of the Puget Sound. This quiet oceanfront getaway is the perfect retreat for rest and relaxation. Beautifully situated only steps from the waterfront or a quick 20 minute drive to Port Townsend; The stunning views of the gorgeous sunrises and majestic mountains are magical; come and indulge in everything the Olympic Peninsula has to offer, from tourist activities to soothing sunset strolls on the beach. Your oasis awaits.

Home in La Conner

4.99 out of 5 average rating, 154 reviews

Benton Street Retreat

LA CONNER - ENJOY THE BEST OF BOTH WORLDS. Sunrise and panoramic views of valley farmlands looking east off the bluff and then walk 3 blocks west through the historic residential district to the shops and restaurants in the middle of town. Off-season rate is $350/night except for Thanksgiving, Christmas and New Year's Holidays which is $400/night. High Season and Holiday Rate is $400/night. Minimum stay during the High season is 5 nights. Weekly and monthly rates also available.

Cottage in Mukilteo

4.96 out of 5 average rating, 101 reviews

Waterview Rabbit Hill Cottage

Escape to this charming cottage with stunning water views from almost every room & a cozy atmosphere. You’ll feel instantly at peace as you settle in to enjoy your vacation. Cozy up by the fireplace or cook a delicious meal in the fully equipped kitchen. The plush beds & soft linens in the beautiful bedrooms offer ultimate comfort. As the sun sets, immerse yourself in the warm bubbles of the hot tub & let your worries melt away or gather around the flickering flames of the fire pit.

Home in Oak Harbor

4.95 out of 5 average rating, 109 reviews

2BR Luxury Beachfront Retreat (Deck/Firepit/Beach)

We invite you to come stay and experience all of the beauty that the PNW has to offer at this magical beachfront retreat. You can’t beat this location for your next vacation/staycation/flexcation. Enjoy unobstructed 180° Salish Sea views from 177ft of low-bank Whidbey Island oceanfront. Sip fine Northwest wines from the expansive outdoor entertaining spaces while the sun sets behind the Olympic mountain range and island peaks beyond Victoria, BC and the San Juan Islands.

Home in Camano Island

4.97 out of 5 average rating, 155 reviews

Vacation Rental Island Life

Vacation Rental Beautiful Home On East Side of Camano Island Sitting high up on a Bluff with gorgeous views facing Port Susan and Mount Baker Stunning Sunrises Sleeps 6 adults. Master Room with king Bed and Master bath with jacuzzi tub windows facing the water Another bedroom with double bed and hall bath Den that has a futon & twin bed Fireplace/2 logs supplied Game room with Pool Table, Poker Table & games & cards Outdoor Propane Gas Fire Pit

Home in Clinton

4.98 out of 5 average rating, 110 reviews

Sandy Hook Vista

By car, by ferry or by private boat, this beautiful property is home base for a splendid getaway! You will be amazed at the splendor our beautiful home has to offer. From the spectacular views across Cultus Bay and its bird-filled estuary to the Olympic mountains, to the indoor dry sauna and 8-person indoor Jacuzzi, to the community park and tennis/pickleball courts--there is something for everyone during your action-packed stay.

Rental unit in Port Townsend

4.92 out of 5 average rating, 302 reviews

3 blocks to downtown apartment with a view!

October - May Special! Book 2 nights get the 3rd half price or book 6 Nights get the 7th FREE! Send an inquiry for details Self check in! Your own private, bright & airy 1 bedroom, 1 bath apartment with sweeping views and awesome location. Just three blocks from downtown, and two blocks from the historic uptown district! Business License 010921

Guesthouse in Anacortes

4.89 out of 5 average rating, 145 reviews

Eagles nest with Hot Tub

Take it easy at this unique and tranquil getaway. We sit 120’ above Burrows bay facing west in anacortes. Breathtaking sunsets, wildlife, sea life in a very peaceful yet beautiful setting. We make you feel at home. This is a great place for couples looking to relax or a nice place to stay on a work trip! This home is not suitable for children.

Home in Camano Island

4.99 out of 5 average rating, 295 reviews

Waterfront Beach Home with Amazing Bay Views

This is the perfect place to escape the hustle and bustle of everyday life. Looking out the windows to the stunning expansive view of Utsalady Bay, you may chance to see seals or otters swimming just off-shore, bald eagles soaring overhead, or large blue herons fishing. It is a wonderful place to sit back and take it all in.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Oak Harbor vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Oak Harbor's top sights

Blue Fox Drive-In Theatre40 locals recommend

Seabolt's Smokehouse24 locals recommend

Frasers Gourmet Hideaway22 locals recommend

Whidbey Coffee14 locals recommend

Flyers Restaurant and Brewery12 locals recommend

PBY Memorial Foundation PBY-Naval Air Museum11 locals recommend

Other great vacation rentals in Oak Harbor

Home in Oak Harbor

4.96 out of 5 average rating, 45 reviews

Spectacular Villa. Mt & Sound Views. Spa & Sauna!

Home in Coupeville

4.96 out of 5 average rating, 160 reviews

Whidbey Vacation Home

Home in Port Townsend

5 out of 5 average rating, 72 reviews

Waterfront, Sunsets and Mountains

Home in Kingston

4.92 out of 5 average rating, 147 reviews

Gamble Bay

Rental unit in Mount Vernon

4.93 out of 5 average rating, 137 reviews

Little Mountain Apartment

Home in Camano Island

4.97 out of 5 average rating, 119 reviews

On the Beach w/Watercraft & EV Charger!

Home in Stanwood

5 out of 5 average rating, 33 reviews

Spectacular lakefront home - hottub, Sand + dock

Cabin in Port Townsend

5 out of 5 average rating, 109 reviews

Woodsy Ocean Front Cabin with Hot Tub & Sauna

Quick stats about vacation rentals in Oak Harbor

Total rentals
50 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oak Harbor?
Yes! Work meets play with ease at over 20 vacation rentals in Oak Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oak Harbor?
Four-legged friends are welcome in Oak Harbor. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Oak Harbor?
Oak Harbor has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Oak Harbor?
Experience the best of Oak Harbor with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oak Harbor have wifi?
Absolutely! We offer over 20 house rentals with wifi in Oak Harbor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Harbor have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Oak Harbor. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore