Holiday Homes in Island County

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Featured Holiday Homes in Island County

Centrally Located Oak Harbor Home

10.0 out of 10, Exceptional, (90)
"We came to Oak Harbor with our family for a memorial service and I can not say enough about how the host had this house prepared for our stay. Besides it being spotless, the home had everything we needed at our disposal. We had plenty of towels, blankets, pillows and the owner left us coffee pods, ground coffee, sugar, cider, chocolate, paper towels and toilet paper along with other things.. It was such a blessing because we had such a long trip and had a lot to attend to when we were there....
Centrally Located Oak Harbor Home

Custom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville.

Custom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville.

4 BR Beautiful House, stunning views, walk to Golf and Beach.

10.0 out of 10, Exceptional, (129)
"One of our beloved Cousins has moved to Whidbey Island recently. Imagine our delight to find this perfectly furnished home just a few blocks from her house! Our view was amazing, and the spaces to gather in were perfect. The upstairs fireplace was was particularly cozy, and the "
4 BR Beautiful House, stunning views, walk to Golf and Beach.

Log-style mountain and bay-view retreat with hot tub, game rooms, & balcony

8.0 out of 10, Very good, (25)
"Really enjoyed our stay. The location was quiet, pleasant and mellow. Had issues with the entry code at check in and throughout our stay. But overall we had a wonderful time and would stay again!"
Log-style mountain and bay-view retreat with hot tub, game rooms, & balcony

Skagit Bay view home - steps to the water, near hiking

9.2 out of 10, Wonderful, (77)
"The house was accurately portrayed. It was beautiful, clean, comfortable and it worked well with 8 of us (4 couples). The decor was adorable and the house felt so inviting. We all very much enjoyed it. "
Skagit Bay view home - steps to the water, near hiking

Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

10.0 out of 10, Exceptional, (264)
"This is our go to place for a fun weekend. Beautiful views and of course a cozy, comfortable house to enjoy. Perfect as always! Thank you Julie & Peter "
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

Dog-friendly home & bunkhouse with private hot tub, amazing ocean view

9.8 out of 10, Exceptional, (31)
"Great location and view - the house is adorable and the bunk house was perfect for the kids! "
Dog-friendly home & bunkhouse with private hot tub, amazing ocean view

Dog-friendly quiet woodland cabin with a porch, near downtown Langley

8.4 out of 10, Very good, (15)
"It is a beautiful, natural, wooded, and peaceful setting. The “hideaway” was very spacious and accommodating. The hide-a-bed wasn’t comfortable but it served its purpose. We had several large 🐜 ants crawling around the cabin downstairs; not sure where they came from. Wi-fi was non-existent and no cable tv or anything. Would have been nice to have the option to play dvds, etc. Overall it was a great place to connect with family or friends and enjoy a very nice cabin."
Dog-friendly quiet woodland cabin with a porch, near downtown Langley

Northwest-style cabin with stunning ocean views & nearby beach access

9.4 out of 10, Exceptional, (55)
"I recently spent a weekend at a stunning water view cabin, and I can't recommend it enough! From the moment we arrived, we were captivated by the breathtaking views. The cabin was beautifully designed, combining rustic charm with modern amenities. Every detail was thoughtfully curated, making it feel like a cozy home away from home. We spent our mornings sipping coffee on the spacious deck, soaking in the serene views, and listening to the gentle sounds of nature. The cabin was equipped with...
Northwest-style cabin with stunning ocean views & nearby beach access

Year Round Beachfront Escape. Mountain Views, Hot Tub, Dedicated Retreat Room

10.0 out of 10, Exceptional, (12)
"Loved this stay! Incredibly beautiful, peaceful home and as it says in the name - soulful. Comfort and cozy is in every detail and the view is breathtaking. Perfect place for any sized group and if you’re looking for a chance to view wildlife, migrating birds, rainbows, sunrises and sunsets you’ve found your destinations. We got them all! Our host was fantastic as well - spot on with her reccomendations and responded immediately. She left us lovely snacks to nibble on and the house is stocked...
Year Round Beachfront Escape. Mountain Views, Hot Tub, Dedicated Retreat Room

Rest & Relax Island Style

10.0 out of 10, Exceptional, (11)
"The house was lovely for our family group. Teenager loved the pool table and hot tub. We enjoyed the games. Accessibility problems for seniors over 80 — no grab bars in showers, no stairs with bars for access to hot tub."
Rest & Relax Island Style

Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

8.4 out of 10, Very good, (92)
"We enjoyed our stay. Some of the appliances in the kitchen need upgrading. Could not get the microwave to work. Stove top was hard to figure out and the heating elements were inconsistent. "
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly

9.2 out of 10, Wonderful, (38)
"We had a great stay in Oak Harbor and really enjoyed the water views and lovely back deck. Rooms were nice and location was stunning. The only drawback is that the kitchen is only equipped with very basic inventory, so would recommend bringing what you need if you plan to cook."
High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly

Whalehouse Waterfront Haven w/ Boat Launch, Fireplaces & Large Deck

9.4 out of 10, Exceptional, (91)
"We love the location for crabbing and fishing. The view is spectacular!"
Whalehouse Waterfront Haven w/ Boat Launch, Fireplaces & Large Deck

Custom Family Beach House - Pet-Friendly - last minute discounts available

10.0 out of 10, Exceptional, (84)
"Incredible views with easy access to the beach. The house was warm/cozy and both kid and pet friendly. Would definitely stay again"
Custom Family Beach House - Pet-Friendly - last minute discounts available

Updated Water View Gem with Deck, BBQ/Outdoor Dining, Hot Tub, Fireplace, & WiFi

9.4 out of 10, Exceptional, (42)
"Great neighborhood and location to both oak harbor and coupville. Wake up to the deer and rabbits in the yard and amazing sunrise and water view. "
Updated Water View Gem with Deck, BBQ/Outdoor Dining, Hot Tub, Fireplace, & WiFi

Idyllic woodsy retreat with firepit, two kitchens, Port Susan views & woodstoves

8.8 out of 10, Excellent, (13)
"Plenty of space & privacy worked out well for our large group. The property does need some minor maintenance - landscaping, decks and gutters appear somewhat neglected. There were a few carpet stains & broken toilets. The location was very nice."
Idyllic woodsy retreat with firepit, two kitchens, Port Susan views & woodstoves

@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

8.6 out of 10, Excellent, (27)
"Loved the property…. Worked out well for my family. The beds were comfortable, and view was amazing! Would stay again!"
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

Swan Lake Cottage by AvantStay | Views + Firepit

9.6 out of 10, Exceptional, (7)
"Cute little cottage to get away and unplug for the weekend! Super clean and looked just as pictured! Great location to check out activities on the island and the sunset from the property was amazing. The owner was sweet and gave some great recommendations for dinner and coffee which was appreciated! "
Swan Lake Cottage by AvantStay | Views + Firepit

Water-view estate with on-site entertainment & 3 kitchens - events welcome

10.0 out of 10, Exceptional, (72)
"Great property with fantastic views. One of the few places in the state of Washington that can host large families (30+ people). So much to do on the property and in the surrounding area. Would highly recommend in the future! Thank you!"
Water-view estate with on-site entertainment & 3 kitchens - events welcome
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.
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